4320-84-7

Basic information

• Product Name: CHEMBRDG-BB 4010205
• Synonyms: CHEMBRDG-BB 4010205;4-METHYL-3-PHENYLISOXAZOL-5-AMINE;UKRORGSYN-BB BBV-5113468;4-methyl-3-phenylisoxazol-5-amine(SALTDATA: FREE);4-METHYL-3-PHENYL-1,2-OXAZOL-5-AMINE
• CAS NO: 4320-84-7
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Mol File: 4320-84-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 88-92 °C
• Boiling Point: 354.1°C at 760 mmHg
• Flash Point: 167.9°C
• Appearance: /
• Density: 1.166g/cm³
• Vapor Pressure: 3.44E-05mmHg at 25°C
• Refractive Index: 1.588
• PKA: -1.43±0.50(Predicted)
• CAS DataBase Reference: CHEMBRDG-BB 4010205(CAS DataBase Reference)
• NIST Chemistry Reference: CHEMBRDG-BB 4010205(4320-84-7)
• EPA Substance Registry System: CHEMBRDG-BB 4010205(4320-84-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 4320-84-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H10N2O/c1-7-9(12-13-10(7)11)8-5-3-2-4-6-8/h2-6H,11H2,1H3

Upstream product

• 53094-22-7 3-amino-2-methyl-3-phenyl-acrylonitrile 
• 932-90-1 syn-benzaldehyde oxime 
• 107-12-0 propiononitrile 
• 81745-44-0 benzohydroximoyl chloride 
• 7391-29-9 2-methyl-3-oxo-3-phenylpropanenitrile 
• 934-16-7 phenylhydroxamoyl chloride 

Downstream Products

• 28884-22-2 2-methyl-3-(p-tolyl)-2H-azirine-2-carboxamide 
• 122689-97-8 2-Methyl-3-phenyl-2H-azirine-2-carboxylic acid dibenzylamide 
• 63955-07-7 2-methyl-3-phenyl-2H-azirine-2-N-methylcarboxamide 
• 122689-89-8 Dibenzyl-(4-methyl-3-phenyl-isoxazol-5-yl)-amine 
• 54108-14-4 N-(4-methyl-3-phenyl-isoxazol-5-yl)-2-nitro-benzamide 
• 53289-85-3 (4-methyl-3-phenyl-isoxazol-5-yl)-(5-nitro-furan-2-ylmethylene)-amine 
• 6826-17-1 4-methyl-5-phenyl-4-imidazolin-2-one 
• 100142-65-2 N-(4-methyl-3-phenyl-isoxazol-5-yl)-acetamide 

Relevant articles and documents

Enantioselective dearomative [3+2] annulation of 5-amino-isoxazoles with quinone monoimines

The first enantioselective dearomative [3+2] annulation of 5-amino-isoxazoles with quinone monoimines was realized using a chiral phosphoric acid as catalyst. Various novel (bridged) isoxazoline fused dihydrobenzofurans bearing two continuous quaternary stereocenters were achieved in moderate to good yields (up to 94%) with moderate to good enantioselectivities (up to 98% ee). The absolute configurations of two products were assigned by X-ray crystal structural analyses and a plausible reaction mechanism was proposed. This journal is

Depsipeptides Featuring a Neutral P1 Are Potent Inhibitors of Kallikrein-Related Peptidase 6 with On-Target Cellular Activity

Kallikrein-related peptidase 6 (KLK6) is a secreted serine protease that belongs to the family of tissue kallikreins (KLKs). Many KLKs are investigated as potential biomarkers for cancer as well as therapeutic drug targets for a number of pathologies. KLK6, in particular, has been implicated in neurodegenerative diseases and cancer, but target validation has been hampered by a lack of selective inhibitors. This work introduces a class of depsipeptidic KLK6 inhibitors, discovered via high-throughput screening, which were found to function as substrate mimics that transiently acylate the catalytic serine of KLK6. Detailed structure-activity relationship studies, aided by in silico modeling, uncovered strict structural requirements for potency, stability, and acyl-enzyme complex half-life. An optimized scaffold, DKFZ-251, demonstrated good selectivity for KLK6 compared to other KLKs, and on-target activity in a cellular assay. Moreover, DKFZ-633, an inhibitor-derived activity-based probe, could be used to pull down active endogenous KLK6.

A convenient synthesis of 4-alkyl-5-aminoisoxazoles

A series of 4-alkyl-5-aminoisoxazoles have been synthesized in high yield by nucleophilic addition of lithiated alkyl nitriles to (α)-chlorooximes. The scope and limitations of this reaction were examined by varying the nature of the nitrile and chloride