21998-31-2

Basic information

• Product Name: Benzenepropanoic acid, 2-methyl-b-phenyl-
• CAS NO: 21998-31-2
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Mol File: 21998-31-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, 2-methyl-b-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, 2-methyl-b-phenyl-(21998-31-2)
• EPA Substance Registry System: Benzenepropanoic acid, 2-methyl-b-phenyl-(21998-31-2)

Safety Data

• Hazardous Substances Data: 21998-31-2(Hazardous Substances Data)

Upstream product

• 529-20-4 2-methylphenyl aldehyde 
• 24331-75-7 (2-methyl-benzylidene)-malonic acid diethyl ester 
• 131-58-8 2-Methylbenzophenone 
• 172876-85-6 Diethyl (2-Methylbenzhydryl)malonate 
• 41870-52-4 α-phenyl-o-methylbenzyl chloride 
• 932-31-0 ortho-tolylmagnesium bromide 
• 5292-53-5 diethyl benzalmalonate 

Downstream Products

• 221382-54-3 1-(3-Chloro-1-phenyl-propyl)-2-methyl-benzene 

Relevant articles and documents

Ring-substituted histaprodifen analogues as partial agonists for histamine H1 receptors: Synthesis and structure-activity relationships

Thirteen racemic benzene ring-substituted analogues of histaprodifen (8a; 2-[2-(3,3-diphenylpropyl)-1H-imidazol-4-yl]ethanamine), a novel lead for potent and selective histamine H1-receptor agonists, have been prepared from substituted 4,4-diphenylbutyronitriles 5 via cyclization of the corresponding methyl butyrimidates 6 with 2-oxo-4-phthalimido-1-butyl acetate in liquid ammonia, followed by deprotection. Nitriles 5 were accessible by alkylation of either substituted diphenylmethanes with 3-bromopropionitrile or diethyl malonate with substituted 1-chloro-diphenylmethanes and subsequent standard reactions. The title compounds 8 displayed partial agonism on conctractile H1 receptors of the guinea-pig ileum (E(max) = 2-98% relative to histamine) and, compared with the endogenous agonist, were endowed with agonist potencies of 4-92%. The meta fluorinated (8c) and meta chlorinated (8f) analogues showed the highest relative potency in this series (95% confidence limits 85-99% and 78-102%), but did not exceed the value of the lead 8a (99- 124%). Compound 8c (2-[2-[3-(3-fluorophenyl)-3-phenylpropyl]-1H-imidazol-4- yl]ethanamine) was a partial agonist at contractile H1 receptors of the guinea-pig aorta (relative potency 154% vs. 100% for histamine) and at relaxation-mediating endothelial H1 receptors of the rat aorta (relative potency 556% vs. 100% for histamine) and matched with the functional behaviour of 8a. Agonism observed for each compound was sensitive to blockade by the selective H1-receptor antagonist mepyramine (pA2 ? 9 (guinea-pig) and pA2 ? 8 (rat aorta)). All histaprodifen analogues 8 stimulated neither histaminergic H2/H3 nor cholinergic M3 receptors. They displayed only low to moderate affinity for these sites (H2: pD'2 3/M3: pA2 1-receptor agonist, viz. 2- phenylhistamine. (C) 2000 Editions scientifiques et medicales Elsevier SAS.