1749-89-9

Basic information

• Product Name: 3-benzoyl-1-phenyl-imidazolidine-2,4-dione
• Synonyms: 3-benzoyl-1-phenyl-imidazolidine-2,4-dione
• CAS NO: 1749-89-9
• Molecular Weight: 280.283
• Mol File: 1749-89-9.mol

Chemical Properties

• CAS DataBase Reference: 3-benzoyl-1-phenyl-imidazolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzoyl-1-phenyl-imidazolidine-2,4-dione(1749-89-9)
• EPA Substance Registry System: 3-benzoyl-1-phenyl-imidazolidine-2,4-dione(1749-89-9)

Safety Data

• Hazardous Substances Data: 1749-89-9(Hazardous Substances Data)

Upstream product

• 177712-11-7 N-benzoyl-N'-phenyl-N'-carboxymethylurea 
• 4461-33-0 benzoyl isocyanate 
• 24461-61-8 phenylglycine methyl ester 
• 23284-84-6 N-phenylglycine methyl ester 

Relevant articles and documents

IMIDAZOLIDINE DERIVATIVE AND USE THEREOF

The invention relates to an imidazolidine derivative represented by the following general formula (1): STR1 wherein A and B mean individually an aromatic hydrocarbon group which may be substituted by 1-3 substituents selected from halogen atoms, C 1-4 alkyl groups, C. sub.1-4 alkoxy groups, C 1-4 alkylenedioxy groups, a phenoxy group, a nitro group, a cyano group, a phenyl group, C 2-5 alkanoylamino groups, a carboxyl group which may be esterified with a C. sub.1-4 alkyl or alkenyl group, carboxyalkyl groups which may be esterified with a C. sub.1-4 alkyl or alkenyl group, carboxyalkyloxy groups which may be esterified with a C 1-4 alkyl or alkenyl group, N-alkylpiperazinylcarbonyl groups, N-alkylpiperazinylcarbonylalkyl groups, N-alkylpiperazinylcarbonylalkyloxy groups, and a morpholinocarbonyl group; X denotes a sulfonyl or carbonyl group; and Y stands for an oxygen or sulfur atom, a chymase inhibitor comprising the same as an active ingredient, and a medicine comprising the same as an active ingredient, typified by a prophylactic and therapeutic agent for a disease of the heart or circulatory system, which is caused by the abnormal acceleration of production of angiotensin II.

Substituted 3-(phenylsulfonyl)-1-phenylimidazolidine-2,4-dione derivatives as novel nonpeptide inhibitors of human heart chymase

A series of 3-(phenylsulfonyl)-1-phenylimidazolidine-2,4-dione derivatives have been synthesized and evaluated for their ability to selectively inhibit human heart chymase. The structureactivity relationship studies on these compounds gave the following results. The 1-phenyl moiety participates in a hydrophobic interaction where an optimum size is required. At this position, 3,4-dimethylphenyl is the best moiety for inhibiting chymase and showed high selectivity compared with chymotrypsin and cathepsin G. A 3-phenylsulfonyl moiety substituted with hydrogen-bend acceptors such as nitrile and methoxycarbonyl enhances its activity. Molecular-modeling studies on the interaction of 3-[(4-chlorophenyl)sulfonyl]-1-(4-chlorophenyl)- imidazolidine-2,4-dione (29) with the active site of human heart chymase suggested that the 1-phenyl moiety interacts with the hydrophobic P1 pocket, the 3-phenylsulfonyl moiety resides in the S1-S2 subsites, and the 4- carbonyl of the imidazolidine ring and sulfonyl group interact with the oxyanion hole and the His-45 side chain of chymase, respectively. The complex model is consistent with the structure-activity relationships.