127426-59-9

Basic information

• Product Name: 3-(4-Chlorophenyl)-5-Methylisoxazole-4-carboxaldehyde
• Synonyms: 3-(4-Chlorophenyl)-5-Methylisoxazole-4-carboxaldehyde;3-(4-Chlorophenyl)-5-methylisoxazole-4-carboxaldehyde 97%;3-(4-chlorophenyl)-5-methyl-1,2-oxazole-4-carbaldehyde
• CAS NO: 127426-59-9
• Molecular Formula: C₁₁H₈ClNO₂
• Molecular Weight: 221.63972
• Mol File: 127426-59-9.mol

Chemical Properties

• Melting Point: 98-102°C
• Appearance: /
• CAS DataBase Reference: 3-(4-Chlorophenyl)-5-Methylisoxazole-4-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Chlorophenyl)-5-Methylisoxazole-4-carboxaldehyde(127426-59-9)
• EPA Substance Registry System: 3-(4-Chlorophenyl)-5-Methylisoxazole-4-carboxaldehyde(127426-59-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 127426-59-9(Hazardous Substances Data)

Upstream product

• 127426-56-6 [3-(4-chloro-phenyl)-5-methyl-isoxazol-4-yl]-methanol 
• 91182-87-5 3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylic acid 
• 97026-71-6 (3-(4-chlorophenyl)-5-methyl)isoxazole-4-carboxylic acid ethyl ester 
• 28123-63-9 4-chlorobenzohydroximoyl chloride 
• 68870-58-6 methyl 3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylate 

Relevant articles and documents

Unique structure-activity relationship for 4-isoxazolyl-1,4-dihydropyridines

A series of 4-isoxazolyl-1,4-dihydropyridines (IDs) were prepared and characterized, and their interaction with the calcium channel was studied by patch clamp analysis. The structureactivity relationship (SAR) that emerges is distinct from the 4-aryldihydropyridines (DHPs), and affinity increases dramatically at higher holding potentials. Thus, among the 3′-arylisoxazolyl analogues p-Br > p-Cl ? p-F, and p-Cl > m-Cl > o-Cl ? o-MeO. Four of the analogues were examined by single-crystal X-ray diffractometry, and all were found to adopt an O-exo conformation in the solid state. The calculated barrier to rotation, however, suggests that rotation about the juncture between the heterocyclic rings is plausible under physiological conditions. A variable-temperature NMR study confirmed the computation. With Striessnig's computational sequence homologation procedure, a working hypothesis was derived from the data that explains the unique SAR for IDs.

Highly substituted isoxazoles: The Baylis-Hillman reaction of substituted 4-isoxazolecarbaldehydes and attempted cyclization to isoxazole-annulated derivatives

In an attempt to understand the effect of position of the formyl group on the efficiency of Baylis-Hillman reaction within isoxazolecarbaldehydes, the reactions of substituted 4-isoxazolecarbaldehydes to obtain highly substituted isoxazoles are described. Attempts to obtain isoxazole-annulated derivatives from these Baylis-Hillman adducts involving SNR′-SNAr substitution strategy are also described.

Eine verbesserte Methode zur Synthese substituierter Isoxazol-4-carbaldehyde

A series of isoxazole-4-carbaldehydes 3 have been readily prepared by simple oxidation of the corresponding isoxazolylalcohols 2 with sodium dichromate in dimethylsulfoxide.