Mrv0541 08291413512D          

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M  END
> <ID>
CHEBI:101278

> <NAME>
diltiazem

> <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.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:4602

> <SYNONYM>
d-cis-diltiazem; D-cis-diltiazem; 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; (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; (+)-cis-5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(p-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one acetate ester

> <IUPAC_NAME>
(2S,3S)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate

> <INN>
diltiazemum; diltiazem; diltiazem; diltiazem

> <FORMULA>
C22H26N2O4S

> <MASS>
414.51800

> <MONOISOTOPIC_MASS>
414.16133

> <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

> <BEILSTEIN_REGISTRY_NUMBER>
3573079

> <CAS_REGISTRY_NUMBER>
42399-41-7

> <REAXYS_REGISTRY_NUMBER>
3573079

> <CHEMIDPLUS>
42399-41-7

> <DRUGBANK_ACCESSION>
DB00343

> <KEGG_COMPOUND_ACCESSION>
C06958

> <KEGG_DRUG_ACCESSION>
D07845

> <LINCS_ACCESSION>
LSM-2523

> <NIST_CHEMISTRY_WEBBOOK>
42399-41-7

> <WIKIPEDIA_ACCESSION>
Diltiazem

> <PUBMED_CITATION>
11937779; 16651034; 19167257; 23687551; 24261918; 25122162; 8369596

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