3405-77-4

Basic information

• Product Name: 5-Methylisoxazole-3-carboxylic acid
• Synonyms: AKOS PAO-1374;5-METHYLISOXAZOLE-3-CARBOXYLIC ACID;5-METHYL-3-ISOXAZOLECARBOXYLIC ACID;BUTTPARK 27\08-47;TIMTEC-BB SBB005437;5-Methylisoxazole-3-carboxylicacid,98+%;5-Methylisooxazole-3-carboxylic acid;5-Methyl-3-isooxazolecarboxylic acid
• CAS NO: 3405-77-4
• Molecular Formula: C₅H₅NO₃
• Molecular Weight: 127.1
• EINECS: 222-289-4
• Product Categories: Heterocycles series;Carboxylic Acids;Oxazoles, Isoxazoles & Benzoxazoles;Carboxylic Acids;Oxazoles, Isoxazoles & Benzoxazoles;Building Blocks;Heterocyclic Building Blocks;Isoxazoles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 3405-77-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 168 °C
• Boiling Point: 312.475 °C at 760 mmHg
• Flash Point: 142.8 °C
• Appearance: /
• Density: 1.348 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.46±0.10(Predicted)
• BRN: 114094
• CAS DataBase Reference: 5-Methylisoxazole-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methylisoxazole-3-carboxylic acid(3405-77-4)
• EPA Substance Registry System: 5-Methylisoxazole-3-carboxylic acid(3405-77-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 3405-77-4(Hazardous Substances Data)

Usage

Chemical Properties

Off-white solid

Uses

Different sources of media describe the Uses of 3405-77-4 differently. You can refer to the following data:
1. 5-Methylisoxazole-3-carboxylic Acid is a metabolite of UTL-5b, a structural analog of the anti-arthritic drug, Leflunomide (L322750).
2. Reactant for:Click/aza-Michael or Click/oligomeric alkyl carbodiimide esterification reactionsPreparation of aminopyrazole amide derivatives as Raf kinase inhibitors in melanoma cellsPreparation of trifluoromethoxyphenyl(thiazolyl)pyrroles and other heterocycle-bearing polyfunctionalized pyrroles via chain heterocyclization
3. Reactant for:? ;Click/aza-Michael or Click/oligomeric alkyl carbodiimide esterification reactions1? ;Preparation of aminopyrazole amide derivatives as Raf kinase inhibitors in melanoma cells2? ;Preparation of trifluoromethoxyphenyl(thiazolyl)pyrroles and other heterocycle-bearing polyfunctionalized pyrroles via chain heterocyclization3

InChI:InChI=1/C5H5NO3/c1-3-2-4(5(7)8)6-9-3/h2H,1H3,(H,7,8)

Upstream product

• 24068-54-0 3-acetyl-5-methylisoxazole 
• 27144-54-3 5-methyl-isoxazole-3-carboxylic acid methylamide 
• 5699-58-1 2,4-dioxo-pentanoic acid 
• 110-13-4 2,5-hexanedione 
• 615-79-2 ethyl 2,4-diketopentanoate 
• 300-87-8 3,5-dimethyl-1,2-oxazole 
• 7803-49-8 hydroxylamine 
• 3209-72-1 ethyl 5-methylisoxazole-3-carboxylate 
• 20577-61-1 methyl 2,4-dioxopentanoate 
• 35166-33-7 (5-methyl-isoxazol-3-yl)-methanol 

Downstream Products

• 80540-92-7 α-acetyl-p-dimethylaminocinnamonitrile 
• 85389-99-7 5-Methyl-isoxazole-3-carboxylic acid {2-[4-(3-cyclohexyl-2-imino-imidazolidine-1-sulfonyl)-phenyl]-ethyl}-amide 
• 10199-57-2 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid 
• 869494-42-8 (E)-(S)-4-{(2R,4S,5S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-[(5-methyl-isoxazole-3-carbonyl)-amino]-heptanoylamino}-5-((S)-2-oxo-pyrrolidin-3-yl)-pent-2-enoic acid ethyl ester 
• 960225-75-6 5-methyl-4-nitro-1,2-oxazole-3-carboxylic acid 
• 904441-37-8 5-methyl-4-nitro-isoxazole-3-carboxylic acid (3,4-dimethoxy-phenyl)-amide 
• 869494-44-0 (E)-(S)-4-{(2R,4S,5S)-2-Benzyl-4-hydroxy-6-methyl-5-[(5-methyl-isoxazole-3-carbonyl)-amino]-heptanoylamino}-5-((S)-2-oxo-pyrrolidin-3-yl)-pent-2-enoic acid ethyl ester 
• 215874-86-5 3-(5-methylisoxazol-3-yl)-6-[(1-methyl-1,2,3-triazol-4-yl)methyloxy]-1,2,4-triazolo[3–a]phthalazine 
• 80173-68-8 5-(chloromethyl)-3-isoxazolecarbonyl chloride 
• 95312-11-1 5-(bromomethyl)-3-isoxazolecarboxylic acid 
• 95312-12-2 5-(bromomethyl)-3-isoxazolecarbonyl chloride 
• 7188-97-8 5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid methyl ester 
• 4027-57-0 ethyl 5-methyl-1H-pyrazole-3-carboxylate 
• 173305-19-6 N-methoxy-N,5-dimethylisoxazole-3-carboxamide 

Relevant articles and documents

The first coordination compound with 5-methylisoxazole-3-carboxylate: Synthesis and structural characterization of [Cu(L2)(H2O)] ... H2O

The title compound, aquabis(5-methylisoazole-3-carboxylato-O,N)copper(II) monohydrate, [Cu(L2)(H2O)] ... H2O is synthesized and characterized by X-ray diffraction, elementary analysis, and IR. The ligand coordinates to the

Enaminones 12. An explanation of anticonvulsant activity and toxicity per Linus Pauling's clathrate hypothesis

The x-ray crystal structure of 3-((5-methylisoxazol-3-yl)amino)-5- methylcyclohex-2-enone (12b) and 3-((5-methylisoxazolyl-3-yl)amino)-5,5- dimethylcyclohex-2-enone (12c) were determined and correlated to their anticonvulsant activity in mice and rats. A hypothesis for the toxicity of the analogs are advanced. In addition, a series of 5-methyl-N-(3-oxocyclohex-1-enyl) -isoxazole-3-carboxamides were synthesized and evaluated for anticonvulsant activity. These compounds were compared to the activity of the corresponding amino and aminomethyl enaminones. Additional investigation involved the synthesis and evaluation of a trifluoromethyl analog of the active isoxazole tert-butyl 4-(5-methisoxazol-3-yl-amino)-6-methyl-2-oxo-cyclohex-3-ene carboxylate (4f).

2-AMINO-5-SUBSTITUTED PYRIMIDINE INHIBITORS

Compounds having the general structure (A) are provided. The compounds of the invention are capable of inhibiting kinases, such as members of the Src kinase family, Vegfr and various other specific receptor and non-receptor kinases. Formula (I):