7064-35-9

Usage

Uses

Used in Pharmaceutical Industry:
5-(4-METHYLPHENYL)ISOXAZOLE is used as a building block for the synthesis of drug molecules due to its versatile chemical structure and potential to contribute to the development of new therapeutic agents.
Used in Drug Discovery:
5-(4-METHYLPHENYL)ISOXAZOLE is used as a starting material for the development of compounds with potential biological activities, such as anticancer, antibacterial, and antifungal properties, for the treatment of various diseases and conditions.
Used in Anticancer Research:
5-(4-METHYLPHENYL)ISOXAZOLE is used as a compound of interest in anticancer research for its potential to inhibit the growth and progression of cancer cells, offering a new avenue for the development of cancer therapeutics.
Used in Antibacterial and Antifungal Agents Development:
5-(4-METHYLPHENYL)ISOXAZOLE is used as a component in the development of new antibacterial and antifungal agents, given its potential to combat resistant strains of bacteria and fungi, addressing the growing need for novel antimicrobial drugs.

InChI:InChI=1/C23H28N4O4S2/c1-5-9-27-19(26-10-7-8-15(13-26)22(30)31-6-2)16(14(3)17(12-24)20(27)28)11-18-21(29)25(4)23(32)33-18/h11,15H,5-10,13H2,1-4H3

Upstream product

• 17306-02-4 1-(4-methylphenyl)-3-chloro-2-propen-1-one 
• 17451-27-3 3-oxo-3-p-tolyl-propionaldehyde 
• 18103-98-5 3-dimethylamino-1-(4-methyl-phenyl)-2-propen-1-one 
• 1533419-00-9 N'-((3-oxo-1-(p-tolyl)prop-1-en-1-yl)oxy)benzimidamide 
• 1606167-98-9 C₁₅H₁₄NO⁽¹⁺⁾*Br^(1-) 
• 14377-18-5 1-(4-methylphenyl)prop-2-yn-1-one 
• 18103-98-5 (E)-3-(dimethylamino)-1-p-tolylprop-2-en-1-one 
• 91869-60-2 1-[(E)-3-Dimethylamino-1-p-tolyl-prop-2-en-(E)-ylideneamino]-4,6-diphenyl-1H-pyridin-2-one 
• 14377-02-7 3-oxo-3-p-tolyl-propionaldehyde 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 122-00-9 para-methylacetophenone 

Downstream Products

• 5765-40-2 5-isoxazol-5-yl-2-methyl-benzenesulfonyl chloride 
• 169547-50-6 5-(4-bromomethyl-phenyl)-isoxazole 
• 78597-54-3 3-amino-5-(4-methylphenyl)-1H-pyrazole 
• 169547-22-2 [N-(3,5-dimethylbenzoyl)-N-methyl-3-[4-(5-isoxazolyl)-phenyl]-(D)-alanyl]-(L)-tryptophane methyl ester 

Relevant academic research and scientific papers

A novel synthesis of 5-substituted isoxazoles from propargylic amines and N-hydroxyphthalimide

A mild and efficient method for the synthesis of 5-substituted isoxazoles through cyclization of propargylic amines with N-hydroxyphthalimide (NHPI) under metal-free conditions was developed.

Method for synthesizing isoxazole compound from nitrine and acetylenic ketone compound

The invention discloses a method for synthesizing an isoxazole compound from nitrine and an acetylenic ketone compound. The method comprises the following steps: 1, adding 30 mol% of a catalyst, 10 equivalent water and a 5-10 time polar solvent, introducing air or allowing a container to be openmouthed, and stirring at room temperature for 24h; 2, adding 20 equivalent triphenyl phosphine, continuously stirring and reacting at room temperature for 2h, and carrying out a TLC tracking reaction; 3, pouring a reaction product into 10-30mL of water after the reaction is completed; and 4, extracting the reaction product with 20-30mL of dichloromethane, washing the extracted reaction product with (10-20mL of) a saturated saline solution three times, drying the washed extraction product with anhydrous Na2SO4, filtering the dried reaction product, carrying out reduced pressure distillation to remove solvents, and carrying out rapid silica gel column chromatography purification to obtain the final product. The method has the advantages of simple operation required by experiments, easily available raw materials, few reaction steps, high output, very good application values, suitableness for being applied to fields of medicines and pesticides, and good application prospect.

TEMPO-catalyzed synthesis of 5-substituted isoxazoles from propargylic ketones and TMSN3

A novel and efficient TEMPO-catalyzed synthesis of 5-substituted isoxazoles from propargylic ketones and TMSN3via a radical mechanism process is described. This methodology provides an easy access to a variety of useful 5-substituted isoxazoles

Cycloisomerization of acetylenic oximes and hydrazones under gold catalysis: Synthesis and cytotoxic evaluation of isoxazoles and pyrazoles

The synthesis of substituted isoxazoles and pyrazoles through a general cycloisomerization methodology has been reported. The capability of gold(III) chloride to promote cycloisomerization of both α, β-acetylenic oximes and α, β-acetylenic hydrazones is t

Reactions of trans-1-(β-aroylvinyl)pyridinium bromides with hydroxylamine hydrochloride

Reactions of trans-1-(β-aroylvinyl)pyridinium bromides with hydroxylamine hydrochloride lead to a mixture of substituted isoxazoles regardless of the substituent nature in the aromatic core and the solvent.

A novel synthesis of 1,2,4-oxadiazoles and isoxazoles

A novel synthesis of 1,2,4-oxadiazoles and isoxazoles is described by utilizing the reactions between amidoximes and α,β-alkynic aldehydes and/or ketones. Conjugate addition products, obtained from amidoximes and α,β-alkynic aldehydes and/or ketones, afford 1,2,4-oxadiazoles and isoxazoles when treated with bases and acids, respectively. 1,2,4-Oxadiazoles can also be synthesized directly from amidoximes and α,β-alkynic aldehydes in a one-pot manner under basic conditions. The reactions are general for a variety of starting compounds and tolerate the presence of aryl, heteroaryl and alkyl groups.

Gold(III)-catalyzed synthesis of isoxazoles by cycloisomerization of α,β-acetylenic oximes

Cycloisomerization of,-acetylenic oximes leading to substituted isoxazoles was achieved using AuCl3 as catalyst, under moderate reaction conditions. The reaction can be applied to various acetylenic oximes and gives good to excellent yields. Th

Identification and optimisation of 5-amino-7-aryldihydro-1,4-diazepines as 5-HT2A ligands

A several series of low molecular weight 5-HT2A leads were identified from an analysis of HTS data, the exploration of SAR and optimization of one series using parallel synthesis are described, affording compound 22 (5-HT2A IC50 1.1 nM).

N-AROYLAMINO ACID AMIDES AS ENDOTHELIN INHIBITORS

The present invention relates to the compounds of formula (I) STR1 wherein R is carboxy, esterified carboxy, carbamoyl, N-(alkyl or aryl)-carbamoyl, cyano, 5-tetrazolyl or CONH--SO 2--R 4 ; R. sub.1 is hydrogen, lower alkyl, aryl-lower alkyl or cycloalkyl-lower alkyl; R 2 is hydrogen or lower alkyl, or R 1 and R 2 represent lower alkylene to form together with the carbon and nitrogen atoms to which they are attached an azacycloalkane ring; R 3 is heterocyclic or carbocyclic (aryl or biaryl)-lower alkyl; Y is lower alkylidenyl, 3-to 10-membered cycloalkylidenyl which may be substituted by oxo, alkylenedioxy, hydroxy, acyloxy, lower alkoxy; or Y is 5-to 10-membered cycloalkylidenyl fused to a saturated or unsaturated carbocyclic 5-or 6-membered ring; or Y is 5-to 8-membered oxacycloalkylidenyl, 5-to 8-membered (thia-, oxothia-or dioxothia-) cycloalkylidenyl, or 5-to 8-membered azacycloalkylidenyl optionally N-substituted by lower alkyl or aryl-lower alkyl; R 4 represents hydrogen, lower alkyl, carbocyclic aryl, heterocyclic aryl, cycloalkyl, (carbocyclic aryl, heterocyclic aryl, cycloalkyl, hydroxy, acyloxy, or lower alkoxy)-lower alkyl, lower alkyl substituted by carboxyl, by esterified carboxyl or by amidated carboxyl; Ar represents carbocyclic or heterocyclic aryl; and pharmaceutically acceptable salts thereof; which are useful as endothelin inhibitors in mammals.

Discovery of IRL 3461: A novel and potent endothelin antagonist with balanced ET(A)/ET(B) affinity

IRL 3461, N-butanesulfonyl-[N-(3,5-dimethylbenzoyl)-N-methyl-3-[4-(5- isoxazolyl)-phenyl]-alanyl]-(L)-valineamide, a potent and bifunctional (ET(A) + ET(B)) [Ki(ET(A))=1.8 nM, Ki(ET(B))=1.2 nM] antagonist was discovered by structural modification of IRL 2500, an ET(B) selective antagonist. IRL 3461 was found to be stable on incubation with human, rat, mouse, and guinea pig plasmas.