BENZMALECENE

Details

Stereochemistry	MIXED
Molecular Formula	C20H19Cl2NO3
Molecular Weight	392.276
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 2
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(NC(=O)\C=C/C(O)=O)C(CC1=CC=C(Cl)C=C1)C2=CC=C(Cl)C=C2

InChI

InChIKey=NKPCAAMLVDTZOB-KHPPLWFESA-N

InChI=1S/C20H19Cl2NO3/c1-13(23-19(24)10-11-20(25)26)18(15-4-8-17(22)9-5-15)12-14-2-6-16(21)7-3-14/h2-11,13,18H,12H2,1H3,(H,23,24)(H,25,26)/b11-10-

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13799281

Benzmalecene, an inhibitor of cholesterol biosynthesis, was studied for patients with hypercholesterolemia. Unfortunately, treatment was associated with undesirable side effects that prevented further using this drug in clinical.

Approval Year

PubMed

Title	Date	PubMed
Atherosclerotic lesions induced by loustalot's diet in rats treated with Benzmalecene.	1967	5585145
Hormonal hypercholesterolemia in the dog: influence of niacin, niacinamide, benzmalecene, and cholestyramine resin.	1963-04	14003205
The intestinal action of benzmalecene: the relationship of its hypocholesterolemic effect to active transport of bile salts and other substances.	1963-02	13927936
Hypocholesteremic effect in man of benzmalecene: an inhibitor of cholesterol biosynthesis.	1960-01	13799281
Benzmalecene: inhibition of cholesterol biosynthesis and hypocholesteremic effect in rats.	1960-01	14403809

Sample Use Guides

In Vivo Use Guide

Benzmalecene in 0.5-1.0 g/day of the free acid (or sodium salt) was studied in 6 patients for 10 to 53 days.

Route of Administration: Oral

Name

Type

Language

N-(2,3-BIS(P-CHLOROPHENYL)-1-METHYLPROPYL)MALEAMIC ACID (.ALPHA.-FORM)

Preferred Name

English

BENZMALECENE

Official Name

English

benzmalecene [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29703