Clopamide

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Clopamide
Accession Number
DB13792
Type
Small Molecule
Groups
Experimental
Description

Clopamide is an oral diuretic agent with antihypertensive activity. Like thiazide diuretics, it has an aromatic sulfonamide base but with no double-ring structure.

Structure
Thumb
Synonyms
Not Available
External IDs
DT-327
Categories
UNII
17S83WON0I
CAS number
636-54-4
Weight
Average: 345.84
Monoisotopic: 345.0913904
Chemical Formula
C14H20ClN3O3S
InChI Key
LBXHRAWDUMTPSE-AOOOYVTPSA-N
InChI
InChI=1S/C14H20ClN3O3S/c1-9-4-3-5-10(2)18(9)17-14(19)11-6-7-12(15)13(8-11)22(16,20)21/h6-10H,3-5H2,1-2H3,(H,17,19)(H2,16,20,21)/t9-,10+
IUPAC Name
4-chloro-N-[(2R,6S)-2,6-dimethylpiperidin-1-yl]-3-sulfamoylbenzamide
SMILES
C[[email protected]]1CCC[[email protected]@H](C)N1NC(=O)C1=CC=C(Cl)C(=C1)S(N)(=O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AcemetacinThe therapeutic efficacy of Clopamide can be decreased when used in combination with Acemetacin.Approved, Experimental, Investigational
AlfentanilThe risk or severity of adverse effects can be increased when Alfentanil is combined with Clopamide.Approved, Illicit
AlphacetylmethadolThe risk or severity of adverse effects can be increased when Alphacetylmethadol is combined with Clopamide.Experimental, Illicit
AlphaprodineThe risk or severity of adverse effects can be increased when Alphaprodine is combined with Clopamide.Illicit
BezitramideThe risk or severity of adverse effects can be increased when Bezitramide is combined with Clopamide.Experimental, Illicit, Withdrawn
BuprenorphineThe risk or severity of adverse effects can be increased when Buprenorphine is combined with Clopamide.Approved, Illicit, Investigational, Vet Approved
ButorphanolThe risk or severity of adverse effects can be increased when Butorphanol is combined with Clopamide.Approved, Illicit, Vet Approved
Candesartan cilexetilThe risk or severity of hypotension can be increased when Candesartan cilexetil is combined with Clopamide.Approved
CarfentanilThe risk or severity of adverse effects can be increased when Carfentanil is combined with Clopamide.Illicit, Investigational, Vet Approved
CodeineThe risk or severity of adverse effects can be increased when Codeine is combined with Clopamide.Approved, Illicit
DexketoprofenThe risk or severity of adverse effects can be increased when Dexketoprofen is combined with Clopamide.Approved, Investigational
DextromoramideThe risk or severity of adverse effects can be increased when Dextromoramide is combined with Clopamide.Experimental, Illicit
DextropropoxypheneThe risk or severity of adverse effects can be increased when Dextropropoxyphene is combined with Clopamide.Approved, Illicit, Investigational, Withdrawn
DezocineThe risk or severity of adverse effects can be increased when Dezocine is combined with Clopamide.Approved, Investigational
DihydrocodeineThe risk or severity of adverse effects can be increased when Dihydrocodeine is combined with Clopamide.Approved, Illicit
DihydroetorphineThe risk or severity of adverse effects can be increased when Dihydroetorphine is combined with Clopamide.Experimental, Illicit
DihydromorphineThe risk or severity of adverse effects can be increased when Dihydromorphine is combined with Clopamide.Experimental, Illicit
DiphenoxylateThe risk or severity of adverse effects can be increased when Diphenoxylate is combined with Clopamide.Approved, Illicit
DPDPEThe risk or severity of adverse effects can be increased when DPDPE is combined with Clopamide.Experimental
EthylmorphineThe risk or severity of adverse effects can be increased when Ethylmorphine is combined with Clopamide.Approved, Illicit
EtorphineThe risk or severity of adverse effects can be increased when Etorphine is combined with Clopamide.Illicit, Vet Approved
FentanylThe risk or severity of adverse effects can be increased when Fentanyl is combined with Clopamide.Approved, Illicit, Investigational, Vet Approved
HeroinThe risk or severity of adverse effects can be increased when Heroin is combined with Clopamide.Approved, Illicit, Investigational
HydrocodoneThe risk or severity of adverse effects can be increased when Hydrocodone is combined with Clopamide.Approved, Illicit
HydromorphoneThe risk or severity of adverse effects can be increased when Hydromorphone is combined with Clopamide.Approved, Illicit
KetobemidoneThe risk or severity of adverse effects can be increased when Ketobemidone is combined with Clopamide.Approved, Investigational
Levomethadyl AcetateThe risk or severity of adverse effects can be increased when Levomethadyl Acetate is combined with Clopamide.Approved, Investigational
LevorphanolThe risk or severity of adverse effects can be increased when Levorphanol is combined with Clopamide.Approved
LofentanilThe risk or severity of adverse effects can be increased when Lofentanil is combined with Clopamide.Illicit
MecamylamineThe risk or severity of adverse effects can be increased when Clopamide is combined with Mecamylamine.Approved
MeptazinolThe risk or severity of adverse effects can be increased when Meptazinol is combined with Clopamide.Experimental
MethadoneThe risk or severity of adverse effects can be increased when Methadone is combined with Clopamide.Approved
Methadyl AcetateThe risk or severity of adverse effects can be increased when Methadyl Acetate is combined with Clopamide.Approved, Illicit
MorphineThe risk or severity of adverse effects can be increased when Morphine is combined with Clopamide.Approved, Investigational
NalbuphineThe risk or severity of adverse effects can be increased when Nalbuphine is combined with Clopamide.Approved
NicomorphineThe risk or severity of adverse effects can be increased when Nicomorphine is combined with Clopamide.Experimental
NormethadoneThe risk or severity of adverse effects can be increased when Normethadone is combined with Clopamide.Approved, Illicit
OpiumThe risk or severity of adverse effects can be increased when Opium is combined with Clopamide.Approved, Illicit
OxycodoneThe risk or severity of adverse effects can be increased when Oxycodone is combined with Clopamide.Approved, Illicit, Investigational
OxymorphoneThe risk or severity of adverse effects can be increased when Oxymorphone is combined with Clopamide.Approved, Investigational, Vet Approved
PentazocineThe risk or severity of adverse effects can be increased when Pentazocine is combined with Clopamide.Approved, Vet Approved
PethidineThe risk or severity of adverse effects can be increased when Pethidine is combined with Clopamide.Approved
PhenazocineThe risk or severity of adverse effects can be increased when Phenazocine is combined with Clopamide.Experimental
PhenoperidineThe risk or severity of adverse effects can be increased when Phenoperidine is combined with Clopamide.Experimental
PiritramideThe risk or severity of adverse effects can be increased when Piritramide is combined with Clopamide.Investigational
RemifentanilThe risk or severity of adverse effects can be increased when Remifentanil is combined with Clopamide.Approved
Sodium phosphateClopamide may increase the nephrotoxic activities of Sodium phosphate.Approved
SufentanilThe risk or severity of adverse effects can be increased when Sufentanil is combined with Clopamide.Approved, Investigational
TapentadolThe risk or severity of adverse effects can be increased when Tapentadol is combined with Clopamide.Approved
TilidineThe risk or severity of adverse effects can be increased when Tilidine is combined with Clopamide.Experimental
TramadolThe risk or severity of adverse effects can be increased when Tramadol is combined with Clopamide.Approved, Investigational
Food Interactions
Not Available

References

General References
  1. McNeil JJ, Conway EL, Drummer OH, Howes LG, Christophidis N, Louis WJ: Clopamide: plasma concentrations and diuretic effect in humans. Clin Pharmacol Ther. 1987 Sep;42(3):299-304. [PubMed:3621784]
External Links
PubChem Compound
12492
PubChem Substance
347829318
ChemSpider
11980
ChEBI
94521
ChEMBL
CHEMBL1605650
ATC Codes
C03BA03 — ClopamideC03BB03 — Clopamide and potassium

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.139 mg/mLALOGPS
logP2.33ALOGPS
logP1.59ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)8.85ChemAxon
pKa (Strongest Basic)1.32ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area92.5 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity86.17 m3·mol-1ChemAxon
Polarizability34.93 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0uxr-3951000000-21cd53fed6f3a5c0a0cb

Taxonomy

Description
This compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonamides
Direct Parent
Benzenesulfonamides
Alternative Parents
4-halobenzoic acids and derivatives / Benzenesulfonyl compounds / Benzoyl derivatives / Chlorobenzenes / Piperidines / Organosulfonamides / Aryl chlorides / Aminosulfonyl compounds / Carboxylic acid hydrazides / Azacyclic compounds
show 6 more
Substituents
Benzenesulfonamide / Halobenzoic acid or derivatives / 4-halobenzoic acid or derivatives / Benzoic acid or derivatives / Benzenesulfonyl group / Benzoyl / Chlorobenzene / Halobenzene / Aryl chloride / Aryl halide
show 21 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Drug created on June 23, 2017 14:48 / Updated on December 01, 2017 16:45