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Diltiazem

CHEBI:CHEBI_101278

Definition

A 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate in which both stereocentres have S configuration. A calcium-channel blocker and vasodilator, it is used as the hydrochloride in the management of angina pectoris and hypertension.

Chemical Information

Molecular Formula
C22H26N2O4S
Molecular Mass
414.51800
Charge
0
SMILES
COc1ccc(cc1)[C@@H]1Sc2ccccc2N(CCN(C)C)C(=O)[C@@H]1OC(C)=O
InChI
InChI=1S/C22H26N2O4S/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/t20-,21+/m1/s1
InChIKey
HSUGRBWQSSZJOP-RTWAWAEBSA-N

Alternative Names

  • (+)-cis-5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(p-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one acetate ester
  • (2S-cis)-3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one
  • (2S,3S)-5-(2-(dimethylamino)ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepin-3-yl acetate
  • (2S,3S)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate
  • 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
  • d-cis-diltiazem
  • D-cis-diltiazem
  • diltiazem
  • diltiazemum

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
3443
oboInOwl#hasDbXref
Wikipedia:Diltiazem
core#notation
CHEBI:101278

Additional References

Wikipedia:Diltiazem

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

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http://purl.obolibrary.org/obo/DOID_0060917
DRON_00010000
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oboInOwl#hasDbXref
Wikipedia:Diltiazem
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oboInOwl#id
CHEBI:101278
core#notation
CHEBI:101278
oboInOwl#hasAlternativeId
CHEBI:4602
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_38215
oboInOwl#inSubset
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chebi#is_conjugate_base_of
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chebi#is_enantiomer_of
http://purl.obolibrary.org/obo/CHEBI_82813
BFO_0000053
http://purl.obolibrary.org/obo/DRON_00020325
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http://www.w3.org/2002/07/owl#Class
chebi#is_conjugate_acid_of
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t2992161