15832-30-1

Basic information

• Product Name: Isoxazolo[5,4-d]pyrimidin-4(5H)-one, 3-phenyl-
• CAS NO: 15832-30-1
• Molecular Formula: C11H7N3O2
• Molecular Weight: 213.195
• Mol File: 15832-30-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Isoxazolo[5,4-d]pyrimidin-4(5H)-one, 3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoxazolo[5,4-d]pyrimidin-4(5H)-one, 3-phenyl-(15832-30-1)
• EPA Substance Registry System: Isoxazolo[5,4-d]pyrimidin-4(5H)-one, 3-phenyl-(15832-30-1)

Safety Data

• Hazardous Substances Data: 15832-30-1(Hazardous Substances Data)

Usage

General Description

The chemical compound "Isoxazolo[5,4-d]pyrimidin-4(5H)-one, 3-phenyl-" is a heterocyclic compound with a fused isoxazole and pyrimidine ring system. It contains a phenyl group attached at the third position of the molecule. Isoxazolo[5,4-d]pyrimidin-4(5H)-one, 3-phenyl- has potential biological and pharmacological applications due to its unique structure and properties. It may exhibit activity as a potential drug candidate or lead compound for the development of new pharmaceuticals. Additionally, its chemical structure makes it a valuable building block for the synthesis of other biologically active molecules. Therefore, "Isoxazolo[5,4-d]pyrimidin-4(5H)-one, 3-phenyl-" is a promising chemical entity for further research and exploration.

Upstream product

• 15783-70-7 5-amino-3-phenylisoxazole-4-carboxamide 
• 122-51-0 orthoformic acid triethyl ester 
• 14246-77-6 5-amino-3-phenylisoxazole-4-carbonitrile 
• 64-18-6 formic acid 
• 100-52-7 benzaldehyde 
• 932-90-1 Benzaldoxime 
• 698-16-8 benzohydroximoyl chloride 

Relevant articles and documents

Synthesis, antibacterial, and antifungal activities of new pyrimidinone derivatives

An efficient synthesis of new pyrrolopyrimidinones 3a-d and isoxazolopyrimidinones 4a-c from the respective aminocyanopyrroles 1a-d and aminocyanoisoxazoles 2a-c is presented. The synthesized compounds were screened for antimicrobial activity against a panel of bacteria and fungi. Compound 4c exhibits remarkable activity against a broad spectrum of Gram-positive and Gram-negative bacteria and pathogenic fungi.

Novel selective ido1 inhibitors with isoxazolo[5,4-d]pyrimidin-4(5h)-one scaffold

Indoleamine 2,3-dioxygenase 1 (IDO1) is a promising target in immunomodulation of several pathological conditions, especially cancers. Here we present the synthesis of a series of IDO1 inhibitors with the novel isoxazolo[5,4-d]pyrimidin-4(5H)-one scaffold. A focused library was prepared using a 6-or 7-step synthetic procedure to allow a systematic investigation of the structure-activity relationships of the described scaffold. Chemistry-driven modifications lead us to the discovery of our best-in-class inhibitors possessing p-trifluoromethyl (23), p-cyclohexyl (32), or p-methoxycarbonyl (20, 39) substituted aniline moieties with IC50 values in the low micromolar range. In addition to hIDO1, compounds were tested for their inhibition of indoleamine 2,3-dioxygenase 2 and tryptophan dioxygenase, and found to be selective for hIDO1. Our results thus demon-strate a successful study on IDO1-selective isoxazolo[5,4-d]pyrimidin-4(5H)-one inhibitors, defining promising chemical probes with a novel scaffold for further development of potent small-molecule immunomodulators.