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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

package_ndc
62991-1046-5
product_ndc
42291-028
package_description
500 TABLET in 1 BOTTLE (68682-007-50)
has_treatment
http://purl.obolibrary.org/obo/DOID_0060917
route
INTRAVENOUS
spl_id
11b808e1-f743-44e8-9b8f-895293f93f5f
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
dosage_form
INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION
application_number
ANDA074093
package_marketing_start_date
09-AUG-11
marketing_start_date
19860624
labeler_name
Medical Purchasing Solutions, LLC.
rxcui
1988330
unii
OLH94387TE
spl_set_id
3d594530-885f-45c7-b8a5-fd7e503ff83f
manufacturer_name
Bausch Health US LLC
DRON_00010000
3443
oboInOwl#hasDbXref
Wikipedia:Diltiazem
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#id
CHEBI:101278
oboInOwl#hasAlternativeId
CHEBI:4602
generic_name
DILTIAZEM
brand_name
CARTIA XT
brand_name_base
CARTIA XT
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_38215
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_82812
chebi#is_enantiomer_of
http://purl.obolibrary.org/obo/CHEBI_82813
BFO_0000053
http://purl.obolibrary.org/obo/DRON_00020325
listing_expiration_date
20241231
active_ingredient_strength
360 mg/1
active_ingredient_name
DILTIAZEM HYDROCHLORIDE
upc
0368682704907
core#notation
CHEBI:101278
pharm_class
Calcium Channel Blocker [EPC]
brand_name_suffix
Extended-Release
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_82812
owl#annotatedSource
t93030
owl#someValuesFrom
t2992161