130628-75-0

Basic information

• Product Name: 3-(Bromomethyl)-5-methylisoxazole
• Synonyms: 3-(BROMOMETHYL)-5-METHYLISOXAZOLE;Isoxazole, 3-(bromomethyl)-5-methyl- (9CI);3-(Bromomethyl)-5-methyl-1,2-oxazole;3-BroroMethyl-5-Methylisoxazole;3-BroMoMethyl-5-Methyl-isoxazole, 95+%
• CAS NO: 130628-75-0
• Molecular Formula: C₅H₆BrNO
• Molecular Weight: 176.01
• Product Categories: HALOMETYL;Building Blocks;Isoxazole
• Mol File: 130628-75-0.mol

Chemical Properties

• Boiling Point: 44°C (0.4 mmHg)
• Flash Point: 92.2 °C
• Appearance: /
• Density: 1.582g/cm³
• Vapor Pressure: 0.109mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -3.41±0.12(Predicted)
• CAS DataBase Reference: 3-(Bromomethyl)-5-methylisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Bromomethyl)-5-methylisoxazole(130628-75-0)
• EPA Substance Registry System: 3-(Bromomethyl)-5-methylisoxazole(130628-75-0)

Safety Data

• Hazard Codes: C,Xn
• Statements: 34-36-22
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• HazardClass: IRRITANT
• Hazardous Substances Data: 130628-75-0(Hazardous Substances Data)

Usage

Uses

Used in Synthetic Chemistry:
3-(Bromomethyl)-5-methylisoxazole is used as a key intermediate in synthetic chemistry for its ability to facilitate a broad spectrum of chemical transformations. Its bromomethyl group allows for easy substitution and functionalization, making it a valuable building block in the synthesis of more complex molecules.
Used in Pharmaceutical Industry:
3-(Bromomethyl)-5-methylisoxazole is used as a pharmaceutical intermediate for its potential role in the development of new drugs. Its unique structure and reactivity can be harnessed to create novel compounds with therapeutic applications, contributing to the advancement of medicinal chemistry.
Used in Drug Synthesis:
3-(Bromomethyl)-5-methylisoxazole is used as a starting material in drug synthesis, particularly for the creation of new pharmaceutical entities. Its reactivity and structural features enable the formation of diverse chemical entities that can be further optimized for specific therapeutic targets, enhancing the drug discovery process.

InChI:InChI=1/C5H6BrNO/c1-4-2-5(3-6)7-8-4/h2H,3H2,1H3

Upstream product

• 35166-33-7 (5-methyl-isoxazol-3-yl)-methanol 
• 3209-72-1 ethyl 5-methylisoxazole-3-carboxylate 
• 615-79-2 ethyl 2,4-diketopentanoate 

Downstream Products

• 154016-53-2 3-(azidomethyl)-5-methylisoxazole 
• 763101-54-8 benzyl (2S,3R,5R)-2,3-dimethoxy-2,3,5-trimethyl-5-(5-methylisoxazol-3-ylmethyl)-6-oxomorpholine-4-carboxylate 
• 763101-49-1 benzyl (2S,3R,5R)-5-benzyl-2,3-dimethoxy-2,3-dimethyl-5-(5-methylisoxazol-3-ylmethyl)-6-oxomorpholine-4-carboxylate 
• 154016-48-5 (5-methyl-3-isoxazolyl)methylamine 
• 916737-55-8 5-methyl-3-(4-nitrophenoxymethyl)isoxazole 
• 940862-54-4 2-chloro-4-({(3S)-1-[(5-methyl-3-isoxazolyl)methyl]-3-pyrrolidinyl} {[2-(trifluoromethyl)phenyl]methyl}amino)benzonitrile 
• 1043908-39-9 4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-5-methyl-1-((5-methylisoxazol-3-yl)methyl)-3-m-tolyl-1H-imidazol-2(3H)-one 
• 1168138-33-7 1-[(5-methyl-3-isoxazolyl)methyl]-N-[(1R)-1-phenylpropyl]-1H-benzimidazole-5-carboxamide 
• 1168138-36-0 1-[(5-methyl-3-isoxazolyl)methyl]-N-[(1R)-1-phenylpropyl]-1H-benzimidazole-6-carboxamide 
• 1415235-39-0 tert-butyl 4-(4-fluorophenyl)-2-((5-methylisoxazol-3-yl)methyl)-1-oxo-2,7-diazaspiro[4.5]decane-7-carboxylate 
• 1415235-38-9 4-(4-Fluorophenyl)-2-((5-methylisoxazol-3-yl)methyl)-2,7-diazaspiro[4.5]decan-1-one 
• 1402938-61-7 C₂₀H₂₅N₃O₄ 

Relevant articles and documents

TRPV4 ANTAGONISTS

The present invention relates to spirocarbamate analogs, pharmaceutical compositions containing them and their use as TRPV4 antagonists.

Synthesis of 5-bromomethylisoxazoles and their reactions with secondary amines

Treating R-3-chloro-4-bromo-2-buten-1-ones with hydroxylamine hydrochloride afforded 3-alkyl(aryl, furyl)-5-bromomethylisoxazoles. By reaction of the latter with secondary amines new previously unknown aminoisoxazoles were synthesized. 2005 Pleiades Publi

Substituted imidazo [1,5-a] pyrimido [5,4-d] [1] benzazepine derivatives

The present invention is a compound of formula wherein R1 is halogen or lower alkyl; R2 is hydrogen, lower alkyl, cycloalkyl, —(CH2)m-phenyl, wherein the phenyl ring may be substituted by lower alkoxy, or is —(CH2)m-indolyl; R3 is —C(O)O-lower alkyl, —C(O)OH, or a five membered heteroaromatic group, which rings may be substituted by lower alkyl or cycloalkyl; n is 0, 1 or 2; m is 0, 1 or 2; or a pharmaceutically acceptable acid addition salt thereof. Compound I shows high affinity and selectivity for GALA A α5 receptor binding sites.

Regioselective syntheses of 3-aminomethyl-5-substituted isoxazoles: A facile and chemoselective reduction of azide to amino by sodium borohydride using 1,3-propanedithiol as a catalyst

A series of isoxazole azides were reduced selectively to isoxazole amines in quantitative yield by sodium borohydride using 1,3-propanedithiol as a catalyst.

Synthese d'isoxazoles substitues en α de l'azote par une chaine alkyle ou alcenyle

Several syntheses of special isoxazoles bearing a long alkyl or alkenyl side chain in the α position of the nitrogen are presented.A very convenient route in the case of an alkyl side chain is the classical 1,3-dipolar cycloaddition of a nitrile-oxide to a vinyl acetate.Although it is a rather long approach, the reaction of hydroxylamine with enone-epoxides represents a new and unequivocal method compatible with alkenyl side chains.The isomerisation of the easily synthesized isoxazoles bearing such substituents α to the oxygen, by the reaction of their isoxazolium salts with hydroxylamine, is a fast and general method.Another very convenient access to "α-N substituted" isoxazoles is the coupling of magnesium compounds with 3-bromomethyl 5-methyl isoxazole.