DEVAPAMIL

Details

Stereochemistry	RACEMIC
Molecular Formula	C26H36N2O3
Molecular Weight	424.5756
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(CCN(C)CCCC(C#N)(C(C)C)C2=CC(OC)=C(OC)C=C2)=CC=C1

InChI

InChIKey=VMVKIDPOEOLUFS-UHFFFAOYSA-N

InChI=1S/C26H36N2O3/c1-20(2)26(19-27,22-11-12-24(30-5)25(18-22)31-6)14-8-15-28(3)16-13-21-9-7-10-23(17-21)29-4/h7,9-12,17-18,20H,8,13-16H2,1-6H3

HIDE SMILES / InChI

Molecular Formula	C26H36N2O3
Molecular Weight	424.5756
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/1652439 | https://www.ncbi.nlm.nih.gov/pubmed/3656109 | DOI: 10.3390/molecules21010075 | Opie, L.H. (2012) Clinical Use of Calcium Channel Antagonist Drugs, page 232, retrieved from: https://books.google.ru/books?id=6pC4BgAAQBAJ

In the early stages of testing was shown that it is about 4 times more potent than gallopamil and 12 times more potent than verapamil in its effects on smooth muscle tone and labeled calcium uptake.

Approval Year

PubMed

Title	Date	PubMed
Structural model for phenylalkylamine binding to L-type calcium channels.	2009-10-09	19700404
Pharmacophoric features and Ca2+ ion holding capacity of verapamil.	2005-12-15	16213727
Investigation of the phenylalkylamine binding site in hKv1.3 (H399T), a mutant with a reduced C-type inactivated state.	2005-10	16000530
Opposite effects of a single IIIS5 mutation on phenylalkylamine and dihydropyridine interaction with L-type Ca2+ channels.	2004-12-31	15504730
L-type Ca2+ channel antagonists block voltage-dependent Ca2+ channels in identified leech neurons.	2004-07-09	15193524

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:26:20 GMT 2025` Edited by `admin` on `Mon Mar 31 18:26:20 GMT 2025`
Record UNII	M6142PTV7J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

D 888

Preferred Name

English

DEVAPAMIL

Official Name

English

DESMETHOXYVERAPAMIL

Common Name

English

BENZENEACETONITRILE, 3,4-DIMETHOXY-.ALPHA.-(3-((2-(3-METHOXYPHENYL)ETHYL)METHYLAMINO)PROPYL)-.ALPHA.-(1-METHYLETHYL)-

Systematic Name

English

2-(3,4-DIMETHOXYPHENYL)-2-ISOPROPYL-5-((M-METHOXYPHENETHYL)METHYLAMINO)VALERONITRILE

Systematic Name

English

(±)-DEVAPAMIL

Common Name

English

devapamil [INN]

Common Name

English

DEVAPAMIL, (±)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C333