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CHEBI:645509 - diltiazem hydrochloride

ChEBI IDCHEBI:645509
ChEBI Namediltiazem hydrochloride
Stars
DefinitionA hydrochloride salt resulting from the reaction of equimolar amounts of diltiazem and hydrogen chloride. A calcium-channel blocker and vasodilator, it is used in the management of angina pectoris and hypertension.
Secondary ChEBI IDsCHEBI:4603, CHEBI:210872
Last Modified29 August 2014
DownloadsMolfile
FormulaC22H26N2O4S.HCl
Net Charge0
Average Mass450.988
Monoisotopic Mass450.13801
SMILESCOc1ccc([C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2OC(C)=O)cc1.Cl
InChIInChI=1S/C22H26N2O4S.ClH/c1-15(25)28-20-21(16-9-11-17(27-4)12-10-16)29-19-8-6-5-7-18(19)24(22(20)26)14-13-23(2)3;/h5-12,20-21H,13-14H2,1-4H3;1H/t20-,21+;/m1./s1
InChIKeyHDRXZJPWHTXQRI-BHDTVMLSSA-N
Roles Classification
Biological Role:
calcium channel blocker  One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools.
Applications:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
vasodilator agent  A drug used to cause dilation of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
diltiazem hydrochloride (CHEBI:645509) has part diltiazem(1+) (CHEBI:82812)
diltiazem hydrochloride (CHEBI:645509) has role antihypertensive agent (CHEBI:35674)
diltiazem hydrochloride (CHEBI:645509) has role calcium channel blocker (CHEBI:38215)
diltiazem hydrochloride (CHEBI:645509) has role vasodilator agent (CHEBI:35620)
diltiazem hydrochloride (CHEBI:645509) is a hydrochloride (CHEBI:36807)
diltiazem hydrochloride (CHEBI:645509) is enantiomer of ent-diltiazem hydrochloride (CHEBI:82817)
Incoming Relation(s)
ent-diltiazem hydrochloride (CHEBI:82817) is enantiomer of diltiazem hydrochloride (CHEBI:645509)
IUPAC Name 
(2S,3S)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate hydrochloride
Synonyms  Source
Acetic acid (2S,3S)-5-(2-dimethylamino-ethyl)-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester; hydrochlorideChEMBL
Diltiazem hydrochlorideChEMBL
2-[(2S,3S)-3-(acetyloxy)-2-(4-methoxyphenyl)-4-oxo-3,4-dihydro-1,5-benzothiazepin-5(2H)-yl]-N,N-dimethylethanaminium chlorideIUPAC
(2S-cis)-3-acetoxy-5-(2-(dimethylamino)ethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one monohydrochlorideChemIDplus
diltiazem HClChemIDplus
(+)-5-(2-(dimethylamino)ethyl)-cis-2,3-dihydro-3-hydroxy-2-(p-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one acetate ester monohydrochlorideChemIDplus
Manual XrefsDatabases
DB00343DrugBank
D00616KEGG DRUG
Registry NumbersSources
Beilstein:4228706Beilstein
CAS:33286-22-5KEGG DRUG
CAS:33286-22-5ChemIDplus