176379-00-3

Basic information

• Product Name: Benzamide, 3,4,5-tris(acetyloxy)-N-(6-amino-1,2,3,4-tetrahydro-3-methyl-2,4-dioxo-1-phenyl-5-pyrimidinyl)-
• Synonyms: Benzamide, 3,4,5-tris(acetyloxy)-N-(6-amino-1,2,3,4-tetrahydro-3-methyl-2,4-dioxo-1-phenyl-5-pyrimidinyl)-
• CAS NO: 176379-00-3
• Molecular Formula: C24H22N4O9
• Molecular Weight: 0
• Mol File: 176379-00-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzamide, 3,4,5-tris(acetyloxy)-N-(6-amino-1,2,3,4-tetrahydro-3-methyl-2,4-dioxo-1-phenyl-5-pyrimidinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, 3,4,5-tris(acetyloxy)-N-(6-amino-1,2,3,4-tetrahydro-3-methyl-2,4-dioxo-1-phenyl-5-pyrimidinyl)-(176379-00-3)
• EPA Substance Registry System: Benzamide, 3,4,5-tris(acetyloxy)-N-(6-amino-1,2,3,4-tetrahydro-3-methyl-2,4-dioxo-1-phenyl-5-pyrimidinyl)-(176379-00-3)

Safety Data

• Hazardous Substances Data: 176379-00-3(Hazardous Substances Data)

Upstream product

• 6635-24-1 3,4,5-triacetoxybenzoic acid 
• 50786-93-1 5,6-diamino-3-methyl-1-phenyluracil 
• 42212-19-1 6-amino-3-methyl-1-phenylpyrimidine-2,4(1H,3H)dione 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 72702-74-0 N-cyanoacetyl-N-methyl-N'-phenyl-urea 
• 1007-36-9 1-methyl-3-phenylurea 

Relevant articles and documents

Inhibitory activities of novel pyrimidine derivatives on the contact hypersensitivity reaction.

In order to obtain novel topically applied anti-inflammatory compounds containing an inexpensive anti-oxidative moiety without chirality, we synthesized compound 2c derivatives having a di-tert-butylphenol moiety, and evaluated by topical administration their anti-inflammatory potentials on picryl chloride-(PC) induced contact hypersensitivity reaction (CHR) in mice. In the course of our structure-activity relationship (SAR) studies on the pyrimidine or the anti-oxidative moiety and the linker between them, the most potent compounds (10, 11) were obtained by the insertion of a C2 unit in compound 2c. The potencies of these compounds were 2-fold greater than that of 1. Compounds 10 and 11 were considered to be useful lead compounds having inexpensive anti-oxidative moieties without chirality.

Synthesis and biological evaluation of CX-659S and its related compounds for their inhibitory effects on the delayed-type hypersensitivity reaction

In order to find novel nonsteroidal compounds possessing an inhibitory activity against delayed-type hypersensitivity (DTH) reactions, we conducted random screening using a picryl chloride (PC)-induced contact hypersensitivity reaction (CHR) in mice, and found compound 1 as a lead compound. Then we synthesized and evaluated an extensive series of 5-carboxamidouracil derivatives focused on both the uracil and the antioxidative moieties. Among them, we found that the hindered phenol moiety was necessary to exhibit the activities; especially, compounds 28a-28c having the partial structure of vitamin E were found to exert potent activities against the DTH reaction by both oral and topical administration. And compound 28c showed antioxidative activity against lipid peroxidation with an IC50 of 5.9μM. Compound 28c (CX-659S) was chosen as a candidate drug for the treatment of cutaneous disorders such as atopic dermatitis and allergic contact dermatitis. Copyright (C) 2000 Elsevier Science Ltd.