ELGODIPINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C29H33FN2O6
Molecular Weight	524.5805
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)OC(=O)C1=C(C)NC(C)=C(C1C2=C3OCOC3=CC=C2)C(=O)OCCN(C)CC4=CC=C(F)C=C4

InChI

InChIKey=ZGRIPYHIFXGCHR-UHFFFAOYSA-N

InChI=1S/C29H33FN2O6/c1-17(2)38-29(34)25-19(4)31-18(3)24(26(25)22-7-6-8-23-27(22)37-16-36-23)28(33)35-14-13-32(5)15-20-9-11-21(30)12-10-20/h6-12,17,26,31H,13-16H2,1-5H3

HIDE SMILES / InChI

Molecular Formula	C29H33FN2O6
Molecular Weight	524.5805
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1796916 | https://www.ncbi.nlm.nih.gov/pubmed/7996428 | https://adisinsight.springer.com/drugs/800000324

Elgodipine (IQB-875, CAS 119413-55-7) is a phenyldihydropyridine derivative acting as a calcium channel antagonist. Elgodipine inhibited both T- and L-type calcium channels in a concentration-dependent manner. Elgodipine was in clinical trials for the treatment of cardiovascular diseases however its development has been discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Cardiovascular effects of the new dihydropyridine derivative elgodipine.	1991 Sep	1796916
Electrophysiological and radioligand binding studies of elgodipine and derivatives in portal vein myocytes.	1994 Dec	7996428
Cardiovascular effects of elgodipine and nifedipine compared in anaesthetized rats.	1997 Sep 24	9369373

Patents

Sample Use Guides

In Vivo Use Guide

Pharmacokinetic study: elgodipine was given as continuous infusion at various rates (5, 10, 15, 20, 40 microg/kg/h for 48, 48, 48, 24, or 6 h, respectively) to five groups of 6-12 healthy male subjects (total 42).

Route of Administration: Intravenous

In Vitro Use Guide

Elgodipine inhibited both T- and L-type calcium channels in a concentration-dependent manner. Half-inhibitions of T- and L-type calcium channel current were obtained at concentrations of 32 and 2.3 nM, respectively.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:22:09 GMT 2023` Edited by `admin` on `Fri Dec 15 16:22:09 GMT 2023`
Record UNII	3JI11Z5REF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ELGODIPINE

Official Name

English

ELGODIPINE [MI]

Common Name

English

elgodipine [INN]

Common Name

English

2-((P-FLUOROBENZYL)METHYLAMINO)ETHYL ISOPROPYL (±)-1,4-DIHYDRO-2,6-DIMETHYL-4-(2,3-(METHYLENEDIOXY)PHENYL)-3,5-PYRIDINEDICARBOXYLATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C333