Ropivacaine is a local anaesthetic drug belonging to the amino amide group. The name ropivacaine refers to both the racemate and the marketed S-enantiomer. Ropivacaine hydrochloride is commonly marketed by AstraZeneca under the trade name Naropin.

Structure

Similar Structures

Synonyms

(S)-(−)-1-propyl-2',6'-pipecoloxylidide
(S)-ropivacaine
L-N-n-propylpipecolic acid-2,6-xylidide
Ropivacaina
Ropivacaine
Ropivacainum

Product Ingredients

Ingredient	UNII	CAS	InChI Key
Ropivacaine hydrochloride	V910P86109	132112-35-7	VSHFRHVKMYGBJL-CKUXDGONSA-N

Prescription Products

Name	Dosage	Strength	Route	Labeller	Marketing Start	Marketing End
Naropin	Solution	5 mg	Epidural; Infiltration	Aspen Pharmacare Canada Inc.	1997-04-30	Not applicable
Naropin	Injection, solution	2 mg/1mL	Epidural; Infiltration	Fresenius Kabi	2011-05-31	Not applicable
Naropin	Solution	2 mg	Epidural; Infiltration	Aspen Pharmacare Canada Inc.	1997-04-30	Not applicable
Naropin	Injection, solution	10 mg/1mL	Epidural	Fresenius Kabi	2011-05-31	Not applicable
Naropin	Injection, solution	7.5 mg/1mL	Epidural; Perineural	Fresenius Kabi	2011-05-31	Not applicable
Naropin	Solution	10 mg	Epidural	Aspen Pharmacare Canada Inc.	1997-04-30	Not applicable
Naropin	Injection, solution	5 mg/1mL	Epidural; Infiltration; Perineural	General Injectables & Vaccines, Inc	2014-03-11	Not applicable
Naropin	Injection, solution	5 mg/1mL	Epidural; Infiltration; Perineural	Fresenius Kabi	2011-05-31	Not applicable
Naropin Inj 7.5mg/ml	Liquid	7.5 mg	Parenteral	Astra Zeneca	1997-04-30	2003-11-18
Ropivacaine Hydrochloride Injection	Solution	2 mg	Epidural; Infiltration	Teva	Not applicable	Not applicable

Generic Prescription Products

Name	Dosage	Strength	Route	Labeller	Marketing Start	Marketing End
Ropivacaine Hydrochloride	Injection, solution	2 mg/1mL	Epidural; Infiltration; Perineural	Hospira, Inc.	2014-11-07	Not applicable
Ropivacaine Hydrochloride	Injection, solution	2 mg/1mL	Epidural; Infiltration; Perineural	AuroMedics Pharma LLC	2016-09-15	Not applicable
Ropivacaine Hydrochloride	Injection, solution	10 mg/1mL	Epidural	AuroMedics Pharma LLC	2016-09-15	Not applicable
Ropivacaine Hydrochloride	Injection, solution	10 mg/1mL	Epidural	Sagent Pharmaceuticals	2014-09-23	2019-07-31
Ropivacaine Hydrochloride	Injection	5 mg/1mL	Epidural; Infiltration; Perineural	Somerset Therapeutics, Llc	2018-06-19	Not applicable
Ropivacaine Hydrochloride	Injection, solution	2 mg/1mL	Epidural; Infiltration	Sagent Pharmaceuticals	2014-09-23	Not applicable
Ropivacaine Hydrochloride	Injection, solution	10 mg/1mL	Epidural	Hospira, Inc.	2014-09-23	Not applicable
Ropivacaine Hydrochloride	Injection, solution	2 mg/1mL	Epidural; Infiltration; Perineural	AuroMedics Pharma LLC	2016-09-15	Not applicable
Ropivacaine Hydrochloride	Injection, solution	7.5 mg/1mL	Epidural; Perineural	AuroMedics Pharma LLC	2016-09-15	Not applicable
Ropivacaine Hydrochloride	Injection, solution	10 mg/1mL	Parenteral	Sandoz	2014-07-24	Not applicable

Unapproved/Other Products

Name	Ingredients	Dosage	Route	Labeller	Marketing Start	Marketing End
Ropivacaine HCl	Ropivacaine hydrochloride (2 mg/1mL)	Injection, solution	Epidural	Cantrell Drug Company	2012-05-29	2015-01-14

Categories

UNII

7IO5LYA57N

CAS number

84057-95-4

Weight

Average: 274.4011
Monoisotopic: 274.204513464

Chemical Formula

C₁₇H₂₆N₂O

InChI Key

ZKMNUMMKYBVTFN-HNNXBMFYSA-N

InChI

InChI=1S/C17H26N2O/c1-4-11-19-12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1

IUPAC Name

(2S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide

SMILES

CCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C

Pharmacology

Indication

Used in obstetric anesthesia and regional anesthesia for surgery.

Associated Conditions

Pain, Acute

Associated Therapies

Pharmacodynamics

Ropivacaine, a local anesthetic agent, is indicated for the production of local or regional anesthesia or analgesia for surgery, for oral surgery procedures, for diagnostic and therapeutic procedures, and for obstetrical procedures.

Mechanism of action

Local anesthetics such as Ropivacaine block the generation and the conduction of nerve impulses, presumably by increasing the threshold for electrical excitation in the nerve, by slowing the propagation of the nerve impulse, and by reducing the rate of rise of the action potential. Specifically, they block the sodium-channel and decrease chances of depolarization and consequent action potentials. In general, the progression of anesthesia is related to the diameter, myelination and conduction velocity of affected nerve fibers.

Target	Actions	Organism
ASodium channel protein type 10 subunit alpha	inhibitor	Humans

Absorption

Bioavailability is 87%–98% following epidural administration.

Volume of distribution

Not Available

Protein binding

94%, mainly to a1-acid glycoprotein

Metabolism

Hepatic

Route of elimination

Ropivacaine is extensively metabolized in the liver, predominantly by aromatic hydroxylation mediated by cytochrome P4501A to 3-hydroxy ropivacaine. After a single IV dose approximately 37% of the total dose is excreted in the urine as both free and conjugated 3-hydroxy ropivacaine. In total, 86% of the ropivacaine dose is excreted in the urine after intravenous administration of which only 1% relates to unchanged drug.

Half life

Approximately 4.2 hours.

Clearance

387 +/- 107 mL/min
unbound plasma clearance=7.2 +/- 1.6 L/min

Toxicity

Systemic exposure to excessive quantities of ropivacaine mainly result in central nervous system (CNS) and cardiovascular effects – CNS effects usually occur at lower blood plasma concentrations and additional cardiovascular effects present at higher concentrations, though cardiovascular collapse may also occur with low concentrations. CNS effects may include CNS excitation (nervousness, tingling around the mouth, tinnitus, tremor, dizziness, blurred vision, seizures) followed by depression (drowsiness, loss of consciousness, respiratory depression and apnea). Cardiovascular effects include hypotension, bradycardia, arrhythmias, and/or cardiac arrest – some of which may be due to hypoxemia secondary to respiratory depression.

Affected organisms

Humans and other mammals

Pathways

Pathway	Category
Ropivacaine Action Pathway	Drug action

Pharmacogenomic Effects/ADRs

Not Available

Interactions

Drug Interactions

Drug	Interaction
(R)-warfarin	The metabolism of (R)-warfarin can be decreased when combined with Ropivacaine.
(S)-Warfarin	The metabolism of (S)-Warfarin can be decreased when combined with Ropivacaine.
1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic Acid	The therapeutic efficacy of 1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic Acid can be increased when used in combination with Ropivacaine.
3,5-diiodothyropropionic acid	The metabolism of 3,5-diiodothyropropionic acid can be decreased when combined with Ropivacaine.
4-hydroxycoumarin	The metabolism of 4-hydroxycoumarin can be decreased when combined with Ropivacaine.
5-androstenedione	The metabolism of 5-androstenedione can be decreased when combined with Ropivacaine.
6-Deoxyerythronolide B	The metabolism of Ropivacaine can be decreased when combined with 6-Deoxyerythronolide B.
6-O-benzylguanine	The metabolism of 6-O-benzylguanine can be decreased when combined with Ropivacaine.
7-ethyl-10-hydroxycamptothecin	The metabolism of Ropivacaine can be decreased when combined with 7-ethyl-10-hydroxycamptothecin.
7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline	7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline may increase the orthostatic hypotensive activities of Ropivacaine.

Food Interactions

Not Available

References

Synthesis Reference

Peter Jaksch, "Process for the preparation of ropivacaine hydrochloride monohydrate." U.S. Patent US5959112, issued February, 1970.

US5959112

General References

Weinberg G, Ripper R, Feinstein DL, Hoffman W: Lipid emulsion infusion rescues dogs from bupivacaine-induced cardiac toxicity. Reg Anesth Pain Med. 2003 May-Jun;28(3):198-202. [PubMed:12772136]
Picard J, Meek T: Lipid emulsion to treat overdose of local anaesthetic: the gift of the glob. Anaesthesia. 2006 Feb;61(2):107-9. [PubMed:16430560]
Rosenblatt MA, Abel M, Fischer GW, Itzkovich CJ, Eisenkraft JB: Successful use of a 20% lipid emulsion to resuscitate a patient after a presumed bupivacaine-related cardiac arrest. Anesthesiology. 2006 Jul;105(1):217-8. [PubMed:16810015]

External Links

Human Metabolome Database: HMDB0014441
KEGG Compound: C07532
PubChem Compound: 175805
PubChem Substance: 46504712
ChemSpider: 153165
ChEBI: 8890
ChEMBL: CHEMBL1077896
Therapeutic Targets Database: DAP001230
PharmGKB: PA451271
RxList: RxList Drug Page
Drugs.com: Drugs.com Drug Page
Wikipedia: Ropivacaine

ATC Codes

N01BB09 — Ropivacaine

AHFS Codes

72:00.00 — Local Anesthetics

FDA label

Download (274 KB)

MSDS

Download (57 KB)

Clinical Trials

Clinical Trials

Phase	Status	Purpose	Conditions	Count
0	Completed	Treatment	Pain, Acute	1
0	Enrolling by Invitation	Treatment	Cleft Palates / Fetal Malformation / Mouth Abnormalities	1
0	Not Yet Recruiting	Basic Science	Caudal epidural block therapy / Pain NOS	1
0	Not Yet Recruiting	Prevention	General Surgery / Local Anesthesia / Neoplasms, Head and Neck / Opioids Use / Postoperative pain	1
0	Recruiting	Treatment	Neoplasms, Breast	1
0	Recruiting	Treatment	Pain NOS	1
1	Completed	Basic Science	Upper Limb Nerve Block	1
1	Completed	Health Services Research	Administration, Topical / Administration, Topical Drug / Anesthetic Drugs	1
1	Completed	Health Services Research	Underdosing of Local Anesthetics, Initial Encounter	1
1	Completed	Treatment	Surgery, Colon	1
1	Not Yet Recruiting	Treatment	Rib Fractures	1
1	Recruiting	Treatment	Botulinum Toxins, Type A / Plantar Fascitis	1
1, 2	Active Not Recruiting	Treatment	Cesarean Section / Lumbar epidural anesthesia therapy	1
1, 2	Completed	Supportive Care	Inguinal Hernias	1
1, 2	Completed	Treatment	Knee Replacement Surgery	1
1, 2	Completed	Treatment	Pain NOS	1
1, 2	Recruiting	Treatment	Appendicitis	1
1, 2	Terminated	Treatment	Pain NOS	1
2	Completed	Prevention	Adverse Effects / Therapeutic Agent Toxicity	1
2	Completed	Treatment	Analgesia	1
2	Completed	Treatment	Analgesia / Total Knee Arthroplasty (TKA)	1
2	Completed	Treatment	Anatomical Distribution / Caudal epidural block therapy / Lateral Femoral Cutaneous Nerve / Local Anesthesia / Nervus Cutaneous Femoris Lateralis / Postoperative pain	1
2	Completed	Treatment	BMI >30 kg/m2 / Chronic Bronchitis / Elderly Patients / Scheduled Cardiac Surgery / Sternotomy	1
2	Completed	Treatment	Colic / Testicular	1
2	Completed	Treatment	Healthy Volunteers	3
2	Completed	Treatment	Leiomyomas	1
2	Completed	Treatment	Lung Cancers / Neoplasms, Lung / Postoperative pain	1
2	Completed	Treatment	Malignancies / Postoperative pain	1
2	Completed	Treatment	Nerve Pain / Shoulder Pain	1
2	Completed	Treatment	Rotator Cuff Injury / Shoulder Arthritis / Shoulder Dislocation / Shoulder Fractures	1
2	Not Yet Recruiting	Treatment	Pain NOS	1
2	Recruiting	Prevention	Delirium / Local Anesthesia / Postoperative pain	1
2	Recruiting	Supportive Care	Hallux Valgus	1
2	Recruiting	Treatment	Analgesia / Nephrectomy	1
2	Recruiting	Treatment	Femoral Fractures	1
2	Recruiting	Treatment	Healthy Volunteers	1
2	Recruiting	Treatment	Post Operative Pain	1
2	Terminated	Not Available	Surgical Anesthesia	1
2	Terminated	Treatment	Appendicitis	1
2	Terminated	Treatment	Surgery, Hand	1
2	Terminated	Treatment	Traumatic Femur Fracture	1
2	Withdrawn	Treatment	Other Reconstructive Surgery	1
2, 3	Completed	Basic Science	Achilles Tendon Pain	1
2, 3	Completed	Treatment	Lumbar Spine Surgery / Thoracic Spine Surgery	1
2, 3	Enrolling by Invitation	Treatment	Orthopedic Disorders	1
2, 3	Not Yet Recruiting	Treatment	Anesthesia; Functional / Rotator Cuff Injury	1
2, 3	Not Yet Recruiting	Treatment	Shoulder Pain Chronic	1
2, 3	Recruiting	Treatment	Anaesthesia therapy	1
2, 3	Recruiting	Treatment	Arthritis of Hip	1
2, 3	Recruiting	Treatment	Obstetrical analgesia therapy / Obstetrical Anesthesia / Postpartum Depression	1
2, 3	Recruiting	Treatment	Post Surgical Pain	1
2, 3	Terminated	Prevention	Shoulder Surgery	1
2, 3	Terminated	Treatment	Surgery, Cardiac	1
2, 3	Unknown Status	Supportive Care	Stillborn Caesarean Section	1
3	Active Not Recruiting	Treatment	Brachial Plexus Block / Postoperative pain	1
3	Active Not Recruiting	Treatment	Malignant Neoplasm of Breast	1
3	Completed	Diagnostic	Cancer, Breast	1
3	Completed	Diagnostic	Postoperative pain	1
3	Completed	Prevention	Pain NOS	1
3	Completed	Supportive Care	Brachial Plexus Block	1
3	Completed	Supportive Care	Postoperative pain / Shoulder Surgery	1
3	Completed	Treatment	Abdominal Pain (AP)	1
3	Completed	Treatment	Anesthetics, Local	1
3	Completed	Treatment	Arthropathy of Knee	1
3	Completed	Treatment	Bariatric Surgery Candidate	1
3	Completed	Treatment	Cancer, Breast	1
3	Completed	Treatment	Drug Safety / Self Efficacy	1
3	Completed	Treatment	Functional Endoscopic Sinus Surgery (FESS)	1
3	Completed	Treatment	Gynecologic Laparoscopic Surgery	1
3	Completed	Treatment	Gynecological Laparoscopy	1
3	Completed	Treatment	Hyperalgesia	1
3	Completed	Treatment	Knee Injuries	1
3	Completed	Treatment	Laparoscopic Cholecystectomy	3
3	Completed	Treatment	Laparoscopic Surgical Procedures	1
3	Completed	Treatment	Myofascial Pelviperineal Pain	1
3	Completed	Treatment	Ovarian Cysts	1
3	Completed	Treatment	Pain NOS	2
3	Completed	Treatment	Post Caesarean Analgesia	1
3	Completed	Treatment	Postoperative Pain Intensity / Rescue Pain Requirements	1
3	Completed	Treatment	Postoperative pain	4
3	Completed	Treatment	Shoulder Arthritis	1
3	Completed	Treatment	Spinal Anaesthesia	1
3	Completed	Treatment	Upper Extremity Fractures	1
3	Not Yet Recruiting	Supportive Care	Bladder Carcinoma / Post-Operative Pain	1
3	Not Yet Recruiting	Supportive Care	Postoperative pain	1
3	Not Yet Recruiting	Treatment	Analgesia / Peripheral Nerve Blocks / Thoracic Surgery	1
3	Not Yet Recruiting	Treatment	Arterial Occlusive Diseases	1
3	Not Yet Recruiting	Treatment	General Surgery / Pain NOS	1
3	Not Yet Recruiting	Treatment	Intervertebral Disc Degeneration / Prolapsed Lumbar Disc / Spondylolisthesis	1
3	Not Yet Recruiting	Treatment	Postoperative pain	1
3	Recruiting	Other	Axillary nerve block therapy	1
3	Recruiting	Prevention	Fracture, Ankle / Local Infiltration / Postoperative pain	1
3	Recruiting	Supportive Care	Intraoperative Complications / Malignant Female Reproductive System Neoplasm / Pain NOS	1
3	Recruiting	Supportive Care	Malignant Neoplasms of Male Genital Organs	1
3	Recruiting	Treatment	Breakthrough Pain	1
3	Recruiting	Treatment	Knee Replacement Surgery / Osteoarthritis (OA) / Pain Management	1
3	Recruiting	Treatment	Locoregional Analgesia / Locoregional Analgesia in Breast Surgery / Neoplasms, Breast	1
3	Recruiting	Treatment	Opioids Use / Shoulder Pain	1
3	Recruiting	Treatment	Pain NOS	1
3	Recruiting	Treatment	Post-Operative Nausea and Vomiting (PONV) / Postoperative pain / Quality of Life	1
3	Recruiting	Treatment	Postoperative pain	1
3	Recruiting	Treatment	Unplanned Caesarean Section	1
3	Suspended	Treatment	Postoperative pain	1
3	Terminated	Treatment	Cancer, Breast	1
3	Terminated	Treatment	Hyperalgesia / Pain NOS	1
3	Terminated	Treatment	Leg Amputation / Phantom Limb	1
3	Terminated	Treatment	Postoperative pain	2
3	Unknown Status	Treatment	Postoperative pain	1
3	Unknown Status	Treatment	Scheduled Caesarian Section	1
3	Withdrawn	Prevention	Postoperative pain / Satisfaction	1
3	Withdrawn	Supportive Care	Post-Operative Nausea and Vomiting (PONV) / Postoperative pain	1
3	Withdrawn	Treatment	Colorectal Disorders / Observation of Neuromuscular Block	1
3	Withdrawn	Treatment	Other Complications of Obstetric Anesthesia - Delivered / Pain, Obstetric	1
4	Active Not Recruiting	Treatment	Anaesthesia therapy	1
4	Active Not Recruiting	Treatment	Delirium / Fascia Iliaca Block / Hip Fractures / Neuromuscular Blockade / Pain NOS / Respiratory Morbidity	1
4	Active Not Recruiting	Treatment	Full-thickness Rotator Cuff Tear	1
4	Active Not Recruiting	Treatment	Pain NOS	1
4	Completed	Not Available	Cholecystectomy / Laparoscopy	1
4	Completed	Basic Science	Fetal Cardiac Rhythm Abnormalities	1
4	Completed	Basic Science	Hemodynamics / Lumbar epidural anesthesia therapy / Ropivacaine Concentration	1
4	Completed	Basic Science	Peripheral Nerve Blocks	1
4	Completed	Prevention	Acute Agitation	1
4	Completed	Prevention	Childbirth / Parturients	1
4	Completed	Prevention	Pain NOS	1
4	Completed	Prevention	Post-thoracotomy Pain Syndrome	1
4	Completed	Prevention	Postoperative pain	1
4	Completed	Supportive Care	Cesarean Section / Post-Operative Nausea and Vomiting (PONV) / Postoperative pain	1
4	Completed	Supportive Care	Elective Penile Surgeries / Hypospadias / Penile curvature / Urethral Fistula or Stricture After Hypospadias Repair	1
4	Completed	Supportive Care	Interscalene Blockade in Elective Arthroscopic Rotator Cuff Repair / Shoulder Injury	1
4	Completed	Supportive Care	Knee Extension / Knee Osteoarthritis (Knee OA) / Pain NOS / Physical Therapy / Primary Total Knee Arthroplasty	1
4	Completed	Supportive Care	Labour Pain	1
4	Completed	Supportive Care	Pain NOS	1
4	Completed	Supportive Care	Post-Operative Nausea and Vomiting (PONV) / Postoperative pain	1
4	Completed	Supportive Care	Post-Operative Pain	1
4	Completed	Supportive Care	The Duration of Motor Block for Sciatic Block Following TKR May Vary Between 12-36 Hrs Depending on the Amount of Local Anesthetic Given	1
4	Completed	Supportive Care	Uncontrolled Postoperative Pain	1
4	Completed	Supportive Care	Vaginal Prolapse	1
4	Completed	Treatment	Abdominoplasty / Postoperative pain	1
4	Completed	Treatment	Anaesthesia therapy	2
4	Completed	Treatment	Anaesthesia therapy / Shoulder Disease	1
4	Completed	Treatment	Analgesic Efficacy / Postoperative pain	1
4	Completed	Treatment	Anatomical Distribution / Caudal epidural block therapy / Local Anesthesia / Postoperative pain	1
4	Completed	Treatment	Anesthesia Morbidity / Block / Respiratory Depression	1
4	Completed	Treatment	Anesthesia, Conduction / Arthroplasty, Replacement, Hip / Postoperative pain	1
4	Completed	Treatment	Anterior Cruciate Ligament Reconstruction	1
4	Completed	Treatment	Aortic Aneurysm, Abdominal	1
4	Completed	Treatment	Appendicitis / Postoperative pain	1
4	Completed	Treatment	Arthroplasty, Knee Replacement / Postoperative pain	1
4	Completed	Treatment	Arthroplasty, Replacement, Hip	1
4	Completed	Treatment	Arthroplasty, Replacement, Hip / Postoperative pain / Ropivacaine / Therapeutic Uses	1
4	Completed	Treatment	Arthroplasty / Osteoarthritis (OA)	1
4	Completed	Treatment	BMI >30 kg/m2 / Cesarean Delivery / Pain Relief / Postoperative pain / Pregnancy / TAP Block	1
4	Completed	Treatment	Carpal Tunnel Syndrome (CTS)	1
4	Completed	Treatment	Catheterization for Postop Analgesia / Foot/Ankle Surgery / Pain, Post-Surgical / Total Knee Arthroplasty (TKA)	1
4	Completed	Treatment	Cerebral Palsy (CP) / Postoperative pain	1
4	Completed	Treatment	Cesarean Section	1
4	Completed	Treatment	Colorectal Disorders	1
4	Completed	Treatment	Coronary Artery Bypass Graft Surgery Patients / Lumbar epidural anesthesia therapy	1
4	Completed	Treatment	Disorder of Shoulder	1
4	Completed	Treatment	Femur Fractures / Postoperative pain	1
4	Completed	Treatment	Forearm Injuries / Injuries, Hand / Radius Fractures / Ulna Fractures / Wrist Injury	1
4	Completed	Treatment	Caudal epidural block therapy / Forearm Injuries / Orthopedic Procedures / Traumas / Upper Extremity	1
4	Completed	Treatment	Fracture of Neck of Femur	2
4	Completed	Treatment	Fracture, Ankle / Postoperative pain	1
4	Completed	Treatment	General Surgery / Major Abdominal Surgery / Postoperative Complications / Postoperative Outcome / Postoperative pain	1
4	Completed	Treatment	Hallux Valgus	2
4	Completed	Treatment	Healthy Human Volunteers	1
4	Completed	Treatment	Healthy Volunteers	1
4	Completed	Treatment	Hip Fracture of Intertrochanteric Type	1
4	Completed	Treatment	Hypertensive Leg Ulcer	1
4	Completed	Treatment	Infiltration / Regional Anesthesia Morbidity / Rupture of Anterior Cruciate Ligament	1
4	Completed	Treatment	Knee Osteoarthritis (Knee OA)	2
4	Completed	Treatment	Knee Replacement Surgery	1
4	Completed	Treatment	Laparoscopic Cholecystectomy / Pain NOS / Ropivacaine	1
4	Completed	Treatment	Local Anesthesia	1
4	Completed	Treatment	Lower Limb Surgery	1
4	Completed	Treatment	Malalignment / Osteoarthritis (OA)	1
4	Completed	Treatment	Malignant Neoplasm of Stomach	1
4	Completed	Treatment	Mobility After Total Knee Arthroplasty	1
4	Completed	Treatment	Caudal epidural block therapy / Orthopedic Procedures / Shoulder	1
4	Completed	Treatment	Osteoarthritis (OA)	2
4	Completed	Treatment	Other Peripheral Nerve Disease	1
4	Completed	Treatment	Pain After Total Knee Arthroplasty	1
4	Completed	Treatment	Pain NOS	5
4	Completed	Treatment	Pain NOS / Periacetabular Osteotomy	1
4	Completed	Treatment	Pain NOS / Peripheral Nerve Blocks	1
4	Completed	Treatment	Pain NOS / Postoperative pain	1
4	Completed	Treatment	Pain NOS / Total Knee Arthroplasty (TKA)	1
4	Completed	Treatment	Caudal epidural block therapy / Pain NOS / Total Knee Arthroplasty (TKA)	1
4	Completed	Treatment	Pain, Obstetric	1
4	Completed	Treatment	Patients Undergoing Lower Limb Surgery	1
4	Completed	Treatment	Post Operative Urinary Retention	1
4	Completed	Treatment	Postoperative Pain Management	1
4	Completed	Treatment	Postoperative pain	14
4	Completed	Treatment	Postoperative pain / Surgery, Thoracic	1
4	Completed	Treatment	Adjunct to general anesthesia therapy / Propofol Target-controlled Infusion / Thoracic Epidural Anesthesia	1
4	Completed	Treatment	Regional Anesthesia	2
4	Completed	Treatment	Renal Stones	1
4	Completed	Treatment	Sleep Deprivation	1
4	Completed	Treatment	Subgluteal Sciatic Block	1
4	Completed	Treatment	Surgical Procedures, Operative	1
4	Completed	Treatment	Third Molar Extraction	1
4	Completed	Treatment	Total Hip Arthroplasty (THA)	2
4	Completed	Treatment	Total Knee Arthroplasty (TKA)	1
4	Completed	Treatment	Type 2 Diabetes Mellitus	1
4	Enrolling by Invitation	Prevention	Emergence Agitation / Pain NOS	1
4	Enrolling by Invitation	Prevention	Laparoscopic Cholecystectomy	1
4	Enrolling by Invitation	Supportive Care	Pain NOS	1
4	Enrolling by Invitation	Treatment	Injury of Upper Limb	1
4	Enrolling by Invitation	Treatment	Knee Osteoarthritis (Knee OA)	1
4	Enrolling by Invitation	Treatment	Postoperative pain / Satisfaction	1
4	Not Yet Recruiting	Basic Science	Distribution of Ropivacaine in Erector Spinae Plane Block	1
4	Not Yet Recruiting	Prevention	Post-Craniotomy Headache / Postoperative pain	2
4	Not Yet Recruiting	Supportive Care	Postoperative pain	1
4	Not Yet Recruiting	Treatment	Analgesia, Postoperative	1
4	Not Yet Recruiting	Treatment	Analgesia / Pain, Acute / Peripheral Nerve Blocks	1
4	Not Yet Recruiting	Treatment	Breast Pain / Effect of Drugs / Local Anesthesia	1
4	Not Yet Recruiting	Treatment	Cesarean Section / Pain, Neuropathic / Postoperative pain	1
4	Not Yet Recruiting	Treatment	Cesarean Section / Postoperative pain	2
4	Not Yet Recruiting	Treatment	Femoroacetabular Impingement	1
4	Not Yet Recruiting	Treatment	Fractures, Closed / Humeral Fractures / Pain NOS	1
4	Not Yet Recruiting	Treatment	Incision Site Discomfort / Nephrectomy / Partial Nephrectomy	1
4	Not Yet Recruiting	Treatment	Osteoarthritis, Hip	1
4	Not Yet Recruiting	Treatment	Other Acute Postoperative Pain / Postoperative Pain After Breast Surgery	1
4	Not Yet Recruiting	Treatment	Pain NOS	1
4	Not Yet Recruiting	Treatment	Rotator Cuff Injury	1
4	Recruiting	Prevention	Anaesthesia therapy / Hip Fractures	1
4	Recruiting	Prevention	Caesarean Sections	1
4	Recruiting	Prevention	Coronary Bypass Graft Stenosis	1
4	Recruiting	Prevention	Postoperative pain	1
4	Recruiting	Supportive Care	Osteoarthritis, Hip / Pain NOS / Primary Total Hip Arthroplasty	1
4	Recruiting	Supportive Care	Pain NOS	1
4	Recruiting	Treatment	Anaesthetic complication neurological / Anesthesia; Adverse Effect, Spinal and Epidural	1
4	Recruiting	Treatment	Analgesia, Postoperative	1
4	Recruiting	Treatment	Ankle Fracture Surgery / Pain, Chronic / Regional Anesthesia	1
4	Recruiting	Treatment	Bariatric Surgery Candidate	1
4	Recruiting	Treatment	Compare Mid-and Distal-Thigh Adductor Canal Block Techniques Using Ropivacaine	1
4	Recruiting	Treatment	Complications / Pain NOS	2
4	Recruiting	Treatment	Caudal epidural block therapy / General Surgery / Shoulder Pain	1
4	Recruiting	Treatment	Hip Injuries	1
4	Recruiting	Treatment	Inguinal Hernias / Postoperative pain	1
4	Recruiting	Treatment	Knee Osteoarthritis (Knee OA)	1
4	Recruiting	Treatment	Local Anesthesia / Postoperative pain	1
4	Recruiting	Treatment	Migraine	1
4	Recruiting	Treatment	Opioid Use, Unspecified	1
4	Recruiting	Treatment	Pain, Acute / Regional Anesthesia Morbidity	1
4	Recruiting	Treatment	Postoperative pain	8
4	Recruiting	Treatment	Postoperative pain / Surgical Procedure, Unspecified	1
4	Recruiting	Treatment	Postoperative pain / Ultrasound Guided Transmuscular Quadratus Lumborum Block	1
4	Recruiting	Treatment	Supracondylar Fractures	1
4	Recruiting	Treatment	Surgery, Colorectal / TAP Blocks	1
4	Terminated	Not Available	Hip Fractures	1
4	Terminated	Supportive Care	Foot Surgery / Fracture of Foot	1
4	Terminated	Treatment	Analgesia, Postoperative	1
4	Terminated	Treatment	Arthroplasty, Replacement, Knee	1
4	Terminated	Treatment	Arthroplasty, Replacement, Knee / Pain NOS	1
4	Terminated	Treatment	Degenerative Joint Disease / Osteoarthritis (OA)	1
4	Terminated	Treatment	General Surgery	1
4	Terminated	Treatment	Glenohumeral Arthritis / Total Shoulder Arthroplasty	1
4	Terminated	Treatment	Osteoarthritis of the Hip	1
4	Terminated	Treatment	Postoperative pain	1
4	Terminated	Treatment	Total Knee Arthroplasty (TKA)	1
4	Unknown Status	Not Available	Anaesthesia therapy	1
4	Unknown Status	Not Available	Anesthesia Conduction / Anesthetics, Local / Injuries, Hand	1
4	Unknown Status	Not Available	Elective Surgery of the Spine by Laparotomy	1
4	Unknown Status	Prevention	Cardiac Dysfunction / Myocardial Injury	1
4	Unknown Status	Prevention	Post Operative Pain	1
4	Unknown Status	Treatment	Anesthesia; Reaction	1
4	Unknown Status	Treatment	Cervical Pain	1
4	Unknown Status	Treatment	Dexamethasone / Interscalene Block / Low Volume Regional Anesthesia / Shoulder Arthroscopy	1
4	Unknown Status	Treatment	Postoperative pain	1
4	Withdrawn	Supportive Care	Pain Management After Breast Biopsy	1
4	Withdrawn	Supportive Care	Pain Management / Total Knee Arthroplasty (TKA)	1
4	Withdrawn	Treatment	Analgesia, Postoperative / Caudal epidural block therapy / Mastectomy	1
4	Withdrawn	Treatment	Caesarean Sections	1
4	Withdrawn	Treatment	Knee Osteoarthritis (Knee OA)	1
4	Withdrawn	Treatment	Pain NOS / Total Knee Arthroplasty (TKA)	1
Not Available	Active Not Recruiting	Health Services Research	Postoperative pain	1
Not Available	Active Not Recruiting	Prevention	Arterial Hypotension	1
Not Available	Active Not Recruiting	Supportive Care	Postoperative pain	1
Not Available	Active Not Recruiting	Treatment	Knee Osteoarthritis (Knee OA)	1
Not Available	Active Not Recruiting	Treatment	Neuroblastomas	1
Not Available	Active Not Recruiting	Treatment	Postoperative pain	1
Not Available	Active Not Recruiting	Treatment	US-guided Sciatic Nerve Block	1
Not Available	Completed	Not Available	Arthritis of Knee	1
Not Available	Completed	Not Available	Cancer of the Ovary / Cervical Cancers / Endometrial Cancers / Fallopian Tube Cancer / Pain NOS / Perioperative/Postoperative Complications / Sarcomas	1
Not Available	Completed	Not Available	Hepatectomy / Metastasis / Pain NOS	1
Not Available	Completed	Not Available	Horner's Syndrome	1
Not Available	Completed	Not Available	Labour Pain	1
Not Available	Completed	Not Available	Osteoarthritis, Hip	1
Not Available	Completed	Not Available	Pain, Acute	1
Not Available	Completed	Basic Science	Arterial Hypotension / Pain NOS	1
Not Available	Completed	Basic Science	Local Anesthesia	1
Not Available	Completed	Diagnostic	Complex Regional Pain Syndrome (CRPS)	1
Not Available	Completed	Diagnostic	Lumbar Disc Disease	1
Not Available	Completed	Diagnostic	Paresis	1
Not Available	Completed	Health Services Research	Upper Limb Injury	1
Not Available	Completed	Other	Neuromuscular Blockade	1
Not Available	Completed	Other	Pain, Obstetric	1
Not Available	Completed	Other	Postoperative Quality of Recovery and Analgesia After Video-assisted Thoracoscopic Surgery	1
Not Available	Completed	Other	Regional Anaesthesia / Spine Disease	1
Not Available	Completed	Prevention	Early Medical Intervention / Labour Pain / Obstetrical analgesia therapy	1
Not Available	Completed	Prevention	Hip Pain Chronic	1
Not Available	Completed	Prevention	Pain NOS	1
Not Available	Completed	Prevention	Postoperative pain	1
Not Available	Completed	Supportive Care	Anaesthesia therapy / Cataract Unilateral Pending Extraction	1
Not Available	Completed	Supportive Care	Analgesia / Caudal epidural block therapy / Hepatectomy	1
Not Available	Completed	Supportive Care	Brachial Plexus Anesthesia	1
Not Available	Completed	Supportive Care	Epidural Analgesia / Instrumental Delivery / Maternal Outcome / Neonatal Outcome	1
Not Available	Completed	Supportive Care	Epidural Block / Malignant Neoplasm of Esophagus / Oesophagectomy	1
Not Available	Completed	Supportive Care	Pain Insensitivity, Congenital	1
Not Available	Completed	Supportive Care	Pain NOS	2
Not Available	Completed	Supportive Care	Post-Operative Pain	1
Not Available	Completed	Supportive Care	Postoperative Pain Treatment for Total Knee Arthroplasty	1
Not Available	Completed	Supportive Care	Postoperative pain	1
Not Available	Completed	Supportive Care	Rotator Cuff Injury	1
Not Available	Completed	Supportive Care	Total Knee Arthroplasty (TKA)	1
Not Available	Completed	Treatment	Adductor Canal Block / Anaesthesia therapy	1
Not Available	Completed	Treatment	Adductor Canal Block / Femoral Nerve Block / Knee Replacement Surgery / Total Knee Arthroplasty (TKA)	1
Not Available	Completed	Treatment	Anesthesia Complications	1
Not Available	Completed	Treatment	Appendicitis	1
Not Available	Completed	Treatment	Arteriovenous Fistulas / Arteriovenous Graft / Chronic Renal Failure (CRF) / Renal Failure, End-Stage	1
Not Available	Completed	Treatment	Arthroplasty, Replacement, Hip / Fascia Iliaca Block	1
Not Available	Completed	Treatment	Bariatric Surgery Candidate / Overweight and Obesity	1
Not Available	Completed	Treatment	Carpal Tunnel Syndrome (CTS) / Cystic tumour of the ganglia / Fracture at Wrist and/or Hand Level / Injuries to the Wrist, Hand and Fingers (S60-S69) / Rupture of Tendon of Wrist and Hand	1
Not Available	Completed	Treatment	Comparison of Onset Time	1
Not Available	Completed	Treatment	Congenital Skelectal Anomaly	1
Not Available	Completed	Treatment	Elbow Fractures	1
Not Available	Completed	Treatment	Femoral Fractures	1
Not Available	Completed	Treatment	Foot Diseases / Injuries, Foot / Knee Injuries / Leg Injuries / Orthopedic Disorders	1
Not Available	Completed	Treatment	Fracture of Neck of Femur	1
Not Available	Completed	Treatment	General Surgery	1
Not Available	Completed	Treatment	Gynecologic Diseases	2
Not Available	Completed	Treatment	Headaches / Migraine	1
Not Available	Completed	Treatment	Hip Fracture Surgery / Post Operative Pain Control	1
Not Available	Completed	Treatment	Hip Fractures	2
Not Available	Completed	Treatment	Knee Osteoarthritis (Knee OA)	2
Not Available	Completed	Treatment	Knee Osteoarthritis (Knee OA) / Osteoarthritis of the Shoulder / Osteoarthritis, Hip	1
Not Available	Completed	Treatment	Knee Replacement Surgery / Primary Knee Arthroplasty	1
Not Available	Completed	Treatment	Labour Pain	1
Not Available	Completed	Treatment	Osteoarthritis (OA)	1
Not Available	Completed	Treatment	Other Surgical Procedures	1
Not Available	Completed	Treatment	Pain NOS	1
Not Available	Completed	Treatment	Pain NOS / Postoperative	1
Not Available	Completed	Treatment	Pain, Acute / Pain, Chronic	1
Not Available	Completed	Treatment	Partial Thickness Rotator Cuff Tear / Subacromial Impingement Syndrome	1
Not Available	Completed	Treatment	Post-Operative Pain	1
Not Available	Completed	Treatment	Posterior Knee Infiltration	1
Not Available	Completed	Treatment	Postoperative Pain Control / Wrist Injury	1
Not Available	Completed	Treatment	Postoperative pain	12
Not Available	Completed	Treatment	Postoperative pain / Total Hip Arthroplasty (THA)	1
Not Available	Completed	Treatment	Posttraumatic Stress Disorders	1
Not Available	Completed	Treatment	Pregnancy	1
Not Available	Completed	Treatment	Primary Osteoarthritis, Unspecified Shoulder	1
Not Available	Completed	Treatment	Rupture of Anterior Cruciate Ligament / Tear of Anterior Cruciate Ligament	1
Not Available	Completed	Treatment	Shoulder Arthroscopy	1
Not Available	Completed	Treatment	Spinal Anaesthesia	1
Not Available	Completed	Treatment	Supraclavicular Brachial Plexus Block	1
Not Available	Completed	Treatment	Total Knee Arthroplasty (TKA)	1
Not Available	Enrolling by Invitation	Other	Analgesia / Brachial Plexus Block / Motor Activities	1
Not Available	Enrolling by Invitation	Treatment	Anterior Cruciate Ligament Rupture	1
Not Available	Enrolling by Invitation	Treatment	Hip Fractures	1
Not Available	Not Yet Recruiting	Not Available	Epidural Analgesia / Labour / Nulliparous	1
Not Available	Not Yet Recruiting	Health Services Research	Analgesics, Opioid / Complications / Laparoscopy / Local Anesthesia / Postoperative pain / Ventral Hernias	1
Not Available	Not Yet Recruiting	Health Services Research	Rotator Cuff Injury	1
Not Available	Not Yet Recruiting	Other	Achalasia / Achalasia, Esophageal	1
Not Available	Not Yet Recruiting	Prevention	Tonsillitis	1
Not Available	Not Yet Recruiting	Supportive Care	Lobectomy / Pain Post Operative / Regional Anesthesia / Video Assisted Thoracoscopic Surgery	1
Not Available	Not Yet Recruiting	Treatment	Adult Disease / Liver Diseases	1
Not Available	Not Yet Recruiting	Treatment	Brachial Plexus Block	1
Not Available	Not Yet Recruiting	Treatment	Colonic Neoplasms	1
Not Available	Not Yet Recruiting	Treatment	Efficacy and Safety of VATS Block	1
Not Available	Not Yet Recruiting	Treatment	Inguinal Hernias	1
Not Available	Not Yet Recruiting	Treatment	Knee Replacement Surgery	1
Not Available	Not Yet Recruiting	Treatment	Liver Diseases / Neoplasms, Hepatic / Secondary Malignant Neoplasm of Liver	1
Not Available	Not Yet Recruiting	Treatment	Neuromuscular Blockade / Pain Management	1
Not Available	Not Yet Recruiting	Treatment	Pain Management / Peripheral Nerve Blocks / Sedation therapy / Total Knee Arthroplasty (TKA)	1
Not Available	Not Yet Recruiting	Treatment	Pain NOS	1
Not Available	Recruiting	Not Available	Autonomic Nervous System Imbalance / Brachial Plexus Block / Horner's Syndrome	1
Not Available	Recruiting	Not Available	Hip Arthropathy / Regional Anesthesia	1
Not Available	Recruiting	Not Available	Labour Pain	1
Not Available	Recruiting	Not Available	Postoperative pain	1
Not Available	Recruiting	Basic Science	Open Thoracotomy	1
Not Available	Recruiting	Health Services Research	Cesarean Section / Spinal Anaesthesia	1
Not Available	Recruiting	Other	Anesthetics, Local / Brachial Plexus Block	1
Not Available	Recruiting	Other	Aneurysms	1
Not Available	Recruiting	Other	Circumcision / Postoperative pain / Regional Anesthesia	1
Not Available	Recruiting	Other	Distal Hypospadias	1
Not Available	Recruiting	Prevention	Oculocardiac Reflex / Post-Operative Nausea and Vomiting (PONV) / Postoperative pain / Vitreoretinal Surgery	1
Not Available	Recruiting	Prevention	Postoperative pain	1
Not Available	Recruiting	Supportive Care	Ambulatory Surgical Procedures / Arthroplasty, Replacement, Knee / Caudal epidural block therapy / Regional Anesthesia	1
Not Available	Recruiting	Supportive Care	Analgesia / Caudal epidural block therapy / Hepatectomy	1
Not Available	Recruiting	Supportive Care	Caudal epidural block therapy / Laparoscopic Renal Surgery / Pain Management	1
Not Available	Recruiting	Supportive Care	Postoperative pain / Undescended Testis	1
Not Available	Recruiting	Treatment	Anterior Cruciate Ligament Injury / Anterior Cruciate Ligament Rupture / Postoperative pain	1
Not Available	Recruiting	Treatment	Benign Gynecologic Neoplasm	1
Not Available	Recruiting	Treatment	Brachial Plexus Block / Shoulder Pain	1
Not Available	Recruiting	Treatment	Cancer, Breast / Local Anesthesia / Postoperative pain	1
Not Available	Recruiting	Treatment	Femoral Nerve Block / Regional Anesthesia	1
Not Available	Recruiting	Treatment	Heart Failure	1
Not Available	Recruiting	Treatment	Hip Fractures	1
Not Available	Recruiting	Treatment	Labour Analgesia	1
Not Available	Recruiting	Treatment	Pain NOS	1
Not Available	Recruiting	Treatment	Peripheral Solitary Pulmonary Nodule or Tuberculoma	1
Not Available	Recruiting	Treatment	Postoperative pain	5
Not Available	Recruiting	Treatment	Surgery of Arthroscopic Anterior Cruciate Ligament Repair	1
Not Available	Recruiting	Treatment	Video-assisted Thoracic Surgery (VATS) / Video-assisted Thoracoscopic Surgery (VATS)	1
Not Available	Terminated	Not Available	Opioid Tolerance, Opioid Naive, Opioid Exposure	1
Not Available	Terminated	Supportive Care	Bunions / Hallux Rigidus	1
Not Available	Terminated	Supportive Care	Pain NOS	1
Not Available	Terminated	Treatment	Acetabular Labrum Tear / Internal Derangement of Hip	1
Not Available	Terminated	Treatment	Bilateral Dual Transversus Abdominis Plane Block / Pain Treatment / Robotic Assisted Laparoscopic Surgery	1
Not Available	Terminated	Treatment	Inguinal Herniorrhaphy / Orchiopexy	1
Not Available	Terminated	Treatment	Nausea / Pain NOS	1
Not Available	Terminated	Treatment	Post-op Pain	1
Not Available	Terminated	Treatment	Total Knee Arthroplasty (TKA)	1
Not Available	Unknown Status	Not Available	Hallux Valgus	1
Not Available	Unknown Status	Not Available	Knee Osteoarthritis (Knee OA)	1
Not Available	Unknown Status	Prevention	Analgesia, Postoperative	1
Not Available	Unknown Status	Supportive Care	Overweight and Obesity	1
Not Available	Unknown Status	Treatment	Distal Radius Fractures / Scaphoid Fractures / Wrist Injury Arthrodesis	1
Not Available	Unknown Status	Treatment	Knee Osteoarthritis (Knee OA)	1
Not Available	Unknown Status	Treatment	Muscle Weakness	1
Not Available	Unknown Status	Treatment	Osteoarthritis (OA)	1
Not Available	Unknown Status	Treatment	Pain NOS	1
Not Available	Withdrawn	Not Available	Pain NOS	1
Not Available	Withdrawn	Prevention	General Surgery / Pain NOS	1
Not Available	Withdrawn	Supportive Care	Back Pain Lower Back	1
Not Available	Withdrawn	Treatment	Caesarean Delivery	1
Not Available	Withdrawn	Treatment	Cesarean Section	1
Not Available	Withdrawn	Treatment	Gallbladder Inflammation / Pain NOS	1
Not Available	Withdrawn	Treatment	Hallux Valgus	1

Pharmacoeconomics

Manufacturers

App pharmaceuticals llc

Packagers

APP Pharmaceuticals
Astra Pharma Inc.
AstraZeneca Inc.
Pharmakon
Pharmedium

Dosage forms

Form	Route	Strength
Injection, solution	Epidural; Infiltration	2 mg/1mL
Liquid	Parenteral	7.5 mg
Injection, solution	Epidural	2 mg/1mL
Injection	Epidural	10 mg/1mL
Injection	Epidural; Infiltration; Perineural	2 mg/1mL
Injection	Epidural; Infiltration; Perineural	5 mg/1mL
Injection	Epidural; Perineural	7.5 mg/1mL
Injection, solution	Epidural	10 mg/1mL
Injection, solution	Epidural; Infiltration	5 mg/1mL
Injection, solution	Epidural; Infiltration; Perineural	2 mg/1mL
Injection, solution	Epidural; Infiltration; Perineural	5 mg/1mL
Injection, solution	Epidural; Perineural	7.5 mg/1mL
Injection, solution	Parenteral	10 mg/1mL
Injection, solution	Parenteral	5 mg/1mL
Solution	Epidural; Infiltration	2 mg
Solution	Epidural	10 mg
Solution	Epidural	7.5 mg
Solution	Epidural; Infiltration	5 mg

Prices

Unit description	Cost	Unit
Ropivacaine hcl-ns 0.5%	1.84USD	ml
Ropivacaine hcl 0.2% on-q pump	0.99USD	ml
Naropin 10 mg/ml ampule	0.97USD	ml
Ropivacaine hcl-ns 0.3%	0.9USD	ml
Ropivacaine-ns 0.1% on-q pump	0.71USD	ml
Naropin 7.5 mg/ml ampule	0.62USD	ml
Naropin 5 mg/ml vial	0.58USD	ml
Ropivacaine hcl-ns 0.15%	0.51USD	ml
Ropivacaine hcl-ns 0.125%	0.48USD	ml
Naropin 5 mg/ml ampule	0.46USD	ml
Naropin 2 mg/ml ampule	0.44USD	ml
Ropivacaine hcl-ns 0.1%	0.39USD	ml
Ropivacaine hcl-ns 0.25%	0.34USD	ml
Ropivacaine hcl-ns 0.2%	0.29USD	ml
Naropin 2 mg/ml infusion btl	0.23USD	ml

DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.

Patents

Patent Number	Pediatric Extension	Approved	Expires (estimated)
US5670524	No	1997-09-23	2014-05-26
US4870086	No	1989-09-26	2010-09-24
CA2165446	No	2005-07-05	2014-05-26
CA1337549	No	1995-11-14	2012-11-14
US8118802	No	2012-02-21	2023-05-18
US7857802	No	2010-12-28	2026-11-28
US7828787	No	2010-11-09	2025-10-18
US8162915	No	2012-04-24	2024-05-23

Properties

State

Solid

Experimental Properties

Property	Value	Source
water solubility	57.6 mg/L	Not Available
logP	2.90	HANSCH,C ET AL. (1995)
pKa	8.07	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.253 mg/mL	ALOGPS
logP	2.91	ALOGPS
logP	4.07	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.62	ChemAxon
pKa (Strongest Basic)	7.82	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.34 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.59 m³·mol^-1	ChemAxon
Polarizability	32.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted ADMET features

Property	Value	Probability
Human Intestinal Absorption	+	0.9705
Blood Brain Barrier	+	0.9377
Caco-2 permeable	+	0.5912
P-glycoprotein substrate	Substrate	0.8037
P-glycoprotein inhibitor I	Inhibitor	0.8768
P-glycoprotein inhibitor II	Non-inhibitor	0.6339
Renal organic cation transporter	Non-inhibitor	0.6611
CYP450 2C9 substrate	Non-substrate	0.819
CYP450 2D6 substrate	Substrate	0.8919
CYP450 3A4 substrate	Substrate	0.723
CYP450 1A2 substrate	Non-inhibitor	0.5499
CYP450 2C9 inhibitor	Non-inhibitor	0.9246
CYP450 2D6 inhibitor	Inhibitor	0.8821
CYP450 2C19 inhibitor	Non-inhibitor	0.8773
CYP450 3A4 inhibitor	Non-inhibitor	0.5902
CYP450 inhibitory promiscuity	High CYP Inhibitory Promiscuity	0.6116
Ames test	Non AMES toxic	0.8507
Carcinogenicity	Non-carcinogens	0.8763
Biodegradation	Not ready biodegradable	0.9783
Rat acute toxicity	2.2964 LD50, mol/kg	Not applicable
hERG inhibition (predictor I)	Weak inhibitor	0.8009
hERG inhibition (predictor II)	Inhibitor	0.8438

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)

Not Available

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	Not Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	Not Available

Taxonomy

Description: This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
Kingdom: Organic compounds
Super Class: Organic acids and derivatives
Class: Carboxylic acids and derivatives
Sub Class: Amino acids, peptides, and analogues
Direct Parent: Alpha amino acid amides
Alternative Parents: Piperidinecarboxamides / Anilides / m-Xylenes / N-arylamides / Trialkylamines / Secondary carboxylic acid amides / Azacyclic compounds / Organopnictogen compounds / Organic oxides / Hydrocarbon derivativesCarbonyl compounds
show 1 more
Substituents: Alpha-amino acid amide / 2-piperidinecarboxamide / Piperidinecarboxamide / Anilide / M-xylene / Xylene / N-arylamide / Monocyclic benzene moiety / Benzenoid / Piperidine
show 16 more
Molecular Framework: Aromatic heteromonocyclic compounds
External Descriptors: piperidinecarboxamide, ropivacaine (CHEBI:8890)

Targets

Details1. Sodium channel protein type 10 subunit alpha

Kind: Protein
Organism: Humans
Pharmacological action: Yes
Actions: Inhibitor

General Function: Voltage-gated sodium channel activity
Specific Function: Tetrodotoxin-resistant channel that mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference acro...
Gene Name: SCN10A
Uniprot ID: Q9Y5Y9
Uniprot Name: Sodium channel protein type 10 subunit alpha
Molecular Weight: 220623.605 Da

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Liu BG, Zhuang XL, Li ST, Xu GH: The effects of ropivacaine on sodium currents in dorsal horn neurons of neonatal rats. Anesth Analg. 2000 May;90(5):1034-8. [PubMed:10781449]

Enzymes

Details1. Cytochrome P450 1A2

Kind: Protein
Organism: Humans
Pharmacological action: Unknown
Actions: Substrate

General Function: Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
Specific Function: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name: CYP1A2
Uniprot ID: P05177
Uniprot Name: Cytochrome P450 1A2
Molecular Weight: 58293.76 Da

References

Arlander E, Ekstrom G, Alm C, Carrillo JA, Bielenstein M, Bottiger Y, Bertilsson L, Gustafsson LL: Metabolism of ropivacaine in humans is mediated by CYP1A2 and to a minor extent by CYP3A4: an interaction study with fluvoxamine and ketoconazole as in vivo inhibitors. Clin Pharmacol Ther. 1998 Nov;64(5):484-91. [PubMed:9834040]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]
Ropivacaine FDA label [File]

Details2. Cytochrome P450 2B6

Kind: Protein
Organism: Humans
Pharmacological action: Unknown
Actions: Substrate

General Function: Steroid hydroxylase activity
Specific Function: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name: CYP2B6
Uniprot ID: P20813
Uniprot Name: Cytochrome P450 2B6
Molecular Weight: 56277.81 Da

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]

Details3. Cytochrome P450 3A4

Kind: Protein
Organism: Humans
Pharmacological action: Unknown
Actions: Substrate

General Function: Vitamin d3 25-hydroxylase activity
Specific Function: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
Gene Name: CYP3A4
Uniprot ID: P08684
Uniprot Name: Cytochrome P450 3A4
Molecular Weight: 57342.67 Da

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]

Drug created on June 13, 2005 07:24 / Updated on April 21, 2019 05:11

Ropivacaine

Identification

Structure for Ropivacaine (DB00296)

Pharmacology

Interactions

References

Clinical Trials

Pharmacoeconomics

Properties

Spectra

Taxonomy

Targets

References

Enzymes

References

References

References