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CHEBI:101278 - diltiazem
| Formula | C22H26N2O4S |
| Net Charge | 0 |
| Average Mass | 414.527 |
| Monoisotopic Mass | 414.16133 |
| SMILES | COc1ccc([C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2OC(C)=O)cc1 |
| 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 |
| Wikipedia |
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| Roles Classification |
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| Chemical Role: | Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). |
| Biological Roles: | antiviral agent A substance that destroys or inhibits replication of viruses. 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: | antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antiatherosclerotic agent A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent. vasodilator agent A drug used to cause dilation of the blood vessels. anti-arrhythmia drug A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. anticoagulant An agent that prevents blood clotting. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. hypoglycemic agent A drug which lowers the blood glucose level. laxative An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| diltiazem (CHEBI:101278) has role anti-arrhythmia drug (CHEBI:38070) |
| diltiazem (CHEBI:101278) has role antiatherosclerotic agent (CHEBI:145947) |
| diltiazem (CHEBI:101278) has role anticoagulant (CHEBI:50249) |
| diltiazem (CHEBI:101278) has role antihypertensive agent (CHEBI:35674) |
| diltiazem (CHEBI:101278) has role antineoplastic agent (CHEBI:35610) |
| diltiazem (CHEBI:101278) has role antiviral agent (CHEBI:22587) |
| diltiazem (CHEBI:101278) has role calcium channel blocker (CHEBI:38215) |
| diltiazem (CHEBI:101278) has role cardiovascular drug (CHEBI:35554) |
| diltiazem (CHEBI:101278) has role hypoglycemic agent (CHEBI:35526) |
| diltiazem (CHEBI:101278) has role laxative (CHEBI:50503) |
| diltiazem (CHEBI:101278) has role vasodilator agent (CHEBI:35620) |
| diltiazem (CHEBI:101278) is a 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate (CHEBI:82814) |
| diltiazem (CHEBI:101278) is conjugate base of diltiazem(1+) (CHEBI:82812) |
| diltiazem (CHEBI:101278) is enantiomer of ent-diltiazem (CHEBI:82813) |
| Incoming Relation(s) |
| diltiazem(1+) (CHEBI:82812) is conjugate acid of diltiazem (CHEBI:101278) |
| ent-diltiazem (CHEBI:82813) is enantiomer of diltiazem (CHEBI:101278) |
| IUPAC Name |
|---|
| (2S,3S)-5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate |
| INNs | Source |
|---|---|
| diltiazem | WHO MedNet |
| diltiazem | WHO MedNet |
| diltiazem | ChemIDplus |
| diltiazemum | ChemIDplus |
| Synonyms | Source |
|---|---|
| (2S-cis)-3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one | ChEBI |
| (2S,3S)-5-(2-(dimethylamino)ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepin-3-yl acetate | ChEMBL |
| 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 | ChEMBL |
| Diltiazem extended release | ChEMBL |
| Ditiaz | ChEMBL |
| (+)-cis-5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(p-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one acetate ester | ChEBI |
| Registry Numbers | Sources |
|---|---|
| Reaxys:3573079 | Reaxys |
| CAS:42399-41-7 | ChemIDplus |
| CAS:42399-41-7 | KEGG COMPOUND |
| CAS:42399-41-7 | NIST Chemistry WebBook |
| Citations |
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