95312-11-1

Basic information

• Product Name: 5-(broMoMethyl)isoxazole-3-carboxylic acid
• Synonyms: 5-(broMoMethyl)isoxazole-3-carboxylic acid;5-(bromomethyl)-3-isoxazolecarboxylic acid
• CAS NO: 95312-11-1
• Molecular Formula: C₅H₄BrNO₃
• Molecular Weight: 205.99416
• Mol File: 95312-11-1.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(broMoMethyl)isoxazole-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(broMoMethyl)isoxazole-3-carboxylic acid(95312-11-1)
• EPA Substance Registry System: 5-(broMoMethyl)isoxazole-3-carboxylic acid(95312-11-1)

Safety Data

• Hazardous Substances Data: 95312-11-1(Hazardous Substances Data)

Upstream product

• 99356-59-9 C₈H₁₂BrNO₃Si 
• 95312-27-9 methyl-5-(bromomethyl)isoxazole-3-carboxylate 
• 84654-29-5 5-(bromomethyl)-3-isoxazolecarboxylic acid ethyl ester 
• 95312-12-2 5-(bromomethyl)-3-isoxazolecarbonyl chloride 
• 95312-50-8 C₈H₁₃NO₃Si 
• 3405-77-4 5-methylisoxazole 3-carboxylic acid 

Downstream Products

• 80173-68-8 5-(chloromethyl)-3-isoxazolecarbonyl chloride 
• 95312-12-2 5-(bromomethyl)-3-isoxazolecarbonyl chloride 
• 1403332-70-6 (S)-5-(Bromomethyl)-N-(1-(3-(3-chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propan-2-yl)isoxazole-3-carboxamide 
• 935887-80-2 C₁₂H₁₀BrNO₃ 

Relevant articles and documents

ANDROGEN RECEPTOR MODULATING CARBOXAMIDES

Compounds of formula (I) or (II) wherein Rx, Rz, R9, R10, R14, R14′, R15, R15′, A and B are as defined in the claims and pharmaceutically acceptable salts and esters thereof, are disclosed. The compounds possess utility as tissue-selective androgen receptor modulators (SARM) and are useful as medicaments in the treatment of prostate cancer and other AR dependent conditions and diseases where AR antagonism is desired.

Falcipain inhibitors: Optimization studies of the 2-pyrimidinecarbonitrile lead series

Falcipain-2 and falcipain-3 are papain-family cysteine proteases of the malaria parasite Plasmodium falciparum that are responsible for host hemoglobin hydrolysis to provide amino acids for parasite protein synthesis. Different heteroarylnitrile derivatives were studied as potential falcipain inhibitors and therefore potential antiparasitic lead compounds, with the 5-substituted-2- cyanopyrimidine chemical class emerging as the most potent and promising lead series. Through a sequential lead optimization process considering the different positions present in the initial scaffold, nanomolar and subnanomolar inhibitors at falcipains 2 and 3 were identified, with activity against cultured parasites in the micromolar range. Introduction of protonable amines within lead molecules led to marked improvements of up to 1000 times in activity against cultured parasites without noteworthy alterations in other SAR tendencies. Optimized compounds presented enzymatic activities in the picomolar to low nanomolar range and antiparasitic activities in the low nanomolar range.

Synthesis of 4-Hydroxy-N--2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-Dioxide and oxoacetic Acid. Major Metabolites of Isoxicam

4-Hydroxy-N--2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide (2), the major oxidative human metabolite of isoxicam (1), and oxoacetic acid (3), the major rat metabolite of isoxicam (1), were synthesized. 2 was synthesized by condensation of the known benzothiazine ester 8 with the isoxazolamine 9b. 9b was synthesized via a nine-step sequence starting with 5-methyl-3-isoxazolecarboxylic acid (14).NBS bromination of 14 gave 5-(bromomethyl)-3-isoxazolecarboxylic acid, which was coverted to the carbamate ester via a Curtius rearrangement of the acid azide.Displacement of bromine with silver acetate gave the acetoxy compound 21.Hydrolysis of 21 gave the unstable 3-isoxazolamine derivative 9a, which was converted to the OSiMe3 derivative 9b.The compound 3 was synthesized by reaction of ethyl oxalyl chloride with 5-methyl-3-isoxazolamine followed by base hydrolysis.