NAV

Clopamide

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

Identification

Generic Name
Clopamide
DrugBank Accession Number
DB13792
Background

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

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 345.84
Monoisotopic: 345.0913904
Chemical Formula
C14H20ClN3O3S
Synonyms
  • Clopamide
External IDs
  • DT-327
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Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Used in combination to treatHigh blood pressure (hypertension)Combination Product in combination with: Dihydroergocristine (DB13345), Reserpine (DB00206)••••••••••••••••••• ••••••
Contraindications & Blackbox Warnings
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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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
Integrate drug-drug
interactions in your software
AbacavirClopamide may increase the excretion rate of Abacavir which could result in a lower serum level and potentially a reduction in efficacy.
AcarboseThe therapeutic efficacy of Acarbose can be increased when used in combination with Clopamide.
AceclofenacClopamide may increase the excretion rate of Aceclofenac which could result in a lower serum level and potentially a reduction in efficacy.
AcemetacinThe therapeutic efficacy of Clopamide can be decreased when used in combination with Acemetacin.
AcetaminophenClopamide may increase the excretion rate of Acetaminophen which could result in a lower serum level and potentially a reduction in efficacy.
Food Interactions
Not Available

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
ไฮเปอร์ดีนClopamide (5 MG) + Dihydroergocristine (0.5 MG) + Reserpine (0.1 MG)Tablet, sugar coatedOralบริษัท พอนด์ เคมีคอล จำกัด2015-10-202020-09-01Thailand flag

Categories

ATC Codes
C03BB03 — Clopamide and potassiumC03BA03 — Clopamide
Drug Categories
Chemical TaxonomyProvided by Classyfire
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
4-halobenzoic acid or derivatives / Aminosulfonyl compound / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide / Azacycle / Benzenesulfonamide / Benzenesulfonyl group / Benzoic acid or derivatives / Benzoyl
show 21 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
17S83WON0I
CAS number
636-54-4
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[C@H]1CCC[C@@H](C)N1NC(=O)C1=CC=C(Cl)C(=C1)S(N)(=O)=O

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. [Article]
PubChem Compound
12492
PubChem Substance
347829318
ChemSpider
11980
RxNav
2603
ChEBI
94521
ChEMBL
CHEMBL1605650
ZINC
ZINC000018847050
Wikipedia
Clopamide

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet, sugar coatedOral
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
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSsplash10-0uxr-3951000000-21cd53fed6f3a5c0a0cb
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0uxr-3951000000-21cd53fed6f3a5c0a0cb
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0009000000-13fb136de39ba318332e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0009000000-50aa017ea4afbdfae9fc
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-8925000000-c8125d308eebaee2dbca
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004j-0409000000-ef411516101d46e311d1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9101000000-6cfa37a0efae3dd01b18
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-07bk-9772000000-6cacdddecedb23f91421
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-173.32106
predicted
DeepCCS 1.0 (2019)
[M+H]+175.67908
predicted
DeepCCS 1.0 (2019)
[M+Na]+182.40257
predicted
DeepCCS 1.0 (2019)

Drug created at June 23, 2017 20:48 / Updated at February 21, 2021 18:54