MEFENIDIL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H11N3
Molecular Weight	197.2358
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(CC#N)NC(=N1)C2=CC=CC=C2

InChI

InChIKey=OTRQRKIYHATFKM-UHFFFAOYSA-N

InChI=1S/C12H11N3/c1-9-11(7-8-13)15-12(14-9)10-5-3-2-4-6-10/h2-6H,7H2,1H3,(H,14,15)

HIDE SMILES / InChI

Molecular Formula	C12H11N3
Molecular Weight	197.2358
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1122930
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/3999024 | https://www.ncbi.nlm.nih.gov/pubmed/3749246

Mefenidil has been reported to be a selective cerebral vasodilator. It significantly increased cerebral blood flow (without stimulation of O2 uptake) and lowered cerebral vascular resistance without having significant effects in other circulatory regions. Increase in cerebral blood flow is not mediated via the beta-adrenergic receptor as the effect was not blocked by propranolol. However, the clinical usefulness of mefenidil as a cerebral vasodilator may be limited by the accompanying arterial hypotension due to systemic vasodilation, which was most prominent in heart and gut.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cerebrovascular insufficiency 15 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1122930 https://www.ncbi.nlm.nih.gov/pubmed/3999024	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Cardiovascular profile of 5-methyl-2-phenyl-4-imidazole-acetonitrile (MCN-2378), a cerebral vasodilator.	1975 Jan	1122930
Effect of mefenidil on cerebral and peripheral hemodynamics in dogs.	1985 May	3999024
Effects of mefenidil hydrochloride on cerebral blood flow in conscious and anesthetized rat.	1986	3749246

Patents

Sample Use Guides

In Vivo Use Guide

Rhesus monkey: 2.5-5.0 mg/kg

Route of Administration: Intravenous

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:37:58 GMT 2023` Edited by `admin` on `Fri Dec 15 16:37:58 GMT 2023`
Record UNII	74WY8560J7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MEFENIDIL

Official Name

English

1H-IMIDAZOLE-4-ACETONITRILE, 5-METHYL-2-PHENYL-

Systematic Name

English

mefenidil [INN]

Common Name

English

MEFENIDIL [USAN]

Common Name

English

5-Methyl-2-phenylimidazole-4-acetonitrile

Systematic Name

English

MCN-2378

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29707