55809-36-4

Usage

Uses

Used in Pharmaceutical Industry:
3-Amino-5-tert-butylisoxazole is used as a catalyst in the amination of aryl bromides, a crucial reaction in the synthesis of various pharmaceutical compounds. The amination process is catalyzed by Pd(dba)3 and Xantphos, which facilitate the formation of amines from aryl bromides, leading to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
3-Amino-5-tert-butylisoxazole is also identified as a degradation product of the herbicide isouron. In this context, it plays a role in the environmental fate and breakdown of the herbicide, which is essential for understanding its impact on the ecosystem and agricultural practices. The study of such degradation products helps in the development of safer and more environmentally friendly herbicides.

InChI:InChI=1/C7H12N2O/c1-7(2,3)5-4-6(8)9-10-5/h4H,1-3H3,(H2,8,9)

Upstream product

• 59669-59-9 5-amino-3-tert-butylisoxazole 
• 121449-41-0 4,4,-dimethyl-3-oxopentaneamidoxime 
• 59997-51-2 trimethylacetylacetonitrile 
• 74011-69-1 N-(5-t-butyl-3-isoxazolyl)-2-methylvaleramide 
• 55808-13-4 (5-tert-butyl-isoxazol-3-yl)-carbamic acid methyl ester 
• 55807-46-0 1-(5-tert-butylisoxazol-3-yl)-3-methylurea 
• 15673-05-9 4,4-dimethylvaleronitrile 
• 149590-33-0 β-Hydroxy-γ,γ-dimethylpentanenitrile 
• 3938-95-2 2,2-dimethyl-propanoic acid ethyl ester 
• 136320-07-5 N-(3-tert-butylisoxazol-5-yl)-5-tert-butyl-3-aminoisoxazole 
• 55861-78-4 1,1-dimethyl-3-(5-tert-butyl-3-isoxazolyl)urea 

Downstream Products

• 93241-50-0 (5-tert-Butyl-isoxazol-3-yl)-[(E)-3-(4-dimethylamino-phenyl)-prop-2-en-(E)-ylidene]-amine 
• 128924-85-6 C₁₅H₁₉N₃O₄S 
• 55807-46-0 1-(5-tert-butylisoxazol-3-yl)-3-methylurea 
• 55861-78-4 1,1-dimethyl-3-(5-tert-butyl-3-isoxazolyl)urea 
• 765914-68-9 1-(5-tert-butyl-isoxazol-3-yl)-3-[5-fluoro-2-(1-isobutyl-1H-indazol-5-yloxy)-benzyl]-urea 
• 1020673-22-6 (5-tert-butyl-isoxazol-3-yl)-[5-((S)-2-phenyl-morpholin-4-ylmethyl)-pyridin-2-yl]-amine 
• 1001203-00-4 C₁₅H₁₇N₅O₂ 
• 1140917-34-5 N-[5-tert-butyl-2-[(2R)-tetrahydrofuran-2-ylmethyl]isoxazol-3(2H)-ylidene]-5-chloro-2-methoxybenzamide 
• 1124213-28-0 N-tert-butyl-3-((4-(4-(3-(5-tert-butylisoxazol-3-yl)ureido)-3-fluorobenzoyl)piperazin-1-yl)methyl)benzamide 2,2,2-trifluoroacetate 
• 1190900-20-9 C₂₈H₃₃ClN₄O₂ 
• 1234315-84-4 (S)-1-(4-chloro-phenyl)-2-methyl-pyrrolidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide 
• 1267854-39-6 1-(4-bromo-2,5-difluorophenyl)-3-(5-tert-butylisoxazol-3-yl)urea 
• 959242-86-5 2-(4-bromophenyl)-N-(5-tert-butylisoxazol-3-yl)acetamide 
• 1267850-81-6 2-(4-(6-amino-5-methylpyridin-3-yl)phenyl)-N-(5-tert-butylisoxazol-3-yl)acetamide 

Relevant academic research and scientific papers

Preparation method 3 -amino -5 -alkyl isoxazole

The invention discloses a preparation method of 3-amino-5-alkyl isoxazole, realizes preparation through two steps and belongs to the technical field of organic chemistry. By starting from easily obtained aldehyde, after the addition with acetonitrile under the existence of metal alkali, an intermediate of hydroxy nitrile is obtained; then, the hydroxy nitrile reacts with hydroxylamine; ring closing reaction is performed under the existence of Lewis acid; after autoxidation, the 3-amino-5-alkyl isoxazole is obtained. The raw materials in the reaction process are very commons; chloroform or tetrachloromethane in a traditional method is avoided; potential industrial amplification prospects are realized.

Drug Discovery against Psoriasis: Identification of a New Potent FMS-like Tyrosine Kinase 3 (FLT3) Inhibitor, 1-(4-((1H-Pyrazolo[3,4-d]pyrimidin-4-yl)oxy)-3-fluorophenyl)-3-(5-(tert-butyl)isoxazol-3-yl)urea, That Showed Potent Activity in a Psoriatic Animal Model

Psoriasis is a chronic T-cell-mediated autoimmune disease, and FMS-like tyrosine kinase 3 (FLT3) has been considered as a potential molecular target for the treatment of psoriasis. In this investigation, structural optimization was performed on a lead compound, 1-(4-(1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)phenyl)-3-(4-chloro-3-(trifluoromethyl)phenyl)urea (1), which showed a moderate inhibitory activity againt FLT3. A series of pyrazolo[3,4-d]pyrimidine derivatives were synthesized, and structure-activity relationship analysis led to the discovery of a number of potent FLT3 inhibitors. One of the most active compounds, 1-(4-(1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)-3-fluorophenyl)-3-(5-tert-butylisoxazol-3-yl)urea (18b), was then chosen for in-depth antipsoriasis studies because this compound displayed the highest potency in a preliminary antipsoriasis test. Compound 18b exhibited significant antipsoriatic effects in the K14-VEGF transgenic mouse model of psoriasis, and no recurrence was found 15 days later after the last administration. Detailed mechanisms of action of compound 18b were also investigated. Collectively, compound 18b could be a potential drug candidate for psoriasis treatment.

THIENO[3,2-D]PYRIMIDINE DERIVATIVES HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASES

Provided are a thieno[3,2-d]pyrimidine derivative of formula (I) or a pharmaceutically acceptable salt thereof having inhibitory activity for protein kinase, and a pharmaceutical composition comprising same for prevention and treatment of abnormal cell growth diseases.

Synthesis and Biological Evaluation of Chromenylurea and Chromanylurea Derivatives as Anti-TNF-a agents that Target the p38 MAPK Pathway

A series of 1-aryl-3-(2H-chromen-5-yl)urea and 1-aryl-3-(chroman-5-yl)urea derivatives were designed, synthesized and evaluated for their inhibitory activities towards TNF-a production in lipopolysaccharide-stimulated THP-1 cells. The most active compound, 40g, inhibited TNF-a release with an IC50 value of 0.033 μM, which is equipotent to that of BIRB796 (IC50 = 0.032 μM).

THIENO[3,2-d]PYRIMIDINE DERIVATIVES HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASES

Provided are a thieno[3,2-d]pyrimidine derivative of formula (I) or a pharmaceutically acceptable salt thereof having inhibitory activity for protein kinase, and a pharmaceutical composition comprising same for prevention and treatment of abnormal cell growth diseases

The synthesis and properties of highly organosoluble metal(II) complexes with hydrazone ligands derived from pivaloylacetonitrile

Using pivaloylacetonitrile as starting material and coupling component, a novel hydrazone ligand and four, highly organosoluble metal(II) complexes were synthesized via the procedure of oximation, cyclization, diazotization, coupling and metal chelation. In addition to elemental analysis, the structures of the novel compounds were postulated based on a series of spectroscopic methods. Smooth thin films of these metal(II) complexes on K9 glass substrates were prepared by spin-coating from 2,2,3,3-tetrafluoro-1-propanol solutions. The behaviour and relationships of the absorption bands both in solution and in spin-coated films are discussed; the thermal properties, photostability and the solubility of the metal(II) complexes were investigated. The synthesized Ni(II) complex exhibited a remarkable combination of excellent solubility and photostability, suitable absorption band and desirable thermal properties and, therefore, offers the potential of becoming a recording material for the recordable blu-ray disc system.

PRACTICAL SYNTHESIS OF 3-AMINO-5-tert-BUTYLISOXAZOLE FROM 4,4-DIMETHYL-3-OXOPENTANENITRILE WITH HYDROXYLAMINE

A good yield of 3-amino-5-tert-butylisoxazole (3) was obtained regioselectively from a reaction of 4,4-dimethyl-3-oxopentanenitrile (1) with hydroxylamine in the aqueous solution of which was adjusted to weak basic, followed by treatment of the resulting

Isoxazolotriazindiones and plant growth inhibiting use thereof

Certain isoxazolotriazinediones, useful for controlling the growth of unwanted plants.

Analytical Studies on Isoxazoles. VI. Colorimetric Determination of Some Isoxazole Herbicides with p-Dimethylaminocinnamaldehyde

Some isoxazole herbicides were determined by a colorimetric method with p-dimethylaminocinnamaldehyde (DACA) as the reagent.The compounds (2, 3 and 4) having various substituents at the 3-position were hydrolyzed to 3-amino-5-tert-butylisoxazole (5).The assay method was based on the coloration of 5 with DACA, which was reported previously.The optimum hydrolysis conditions were determined.Compound 5 was obtained from 2, 3 and 4 with sufficient recoveries under neutral, alkaline and acidic conditions, respectively.The raw materials could thus be evaluated effectively by simple assay methods.Keywords - isoxazole herbicide; 5-tert-butylisoxazole-3-substituted; colorimetric assay method; p-dimethylaminocinnamaldehyde; Schiff base; 3-amino-5-tert-butylisoxazole; hydrolysis condition.

Analytical Studies on Isoxazoles. V. Colorimetric Determination of Isouron and Its Isomer with p-Dimethylaminocinnamaldehyde

Isouron (1) and its isomer, 1-(3-tert-butylisoxazol-5-yl)-3,3-dimethylurea (2), were determined by a colorimetric method with p-dimethylaminocinnamaldehyde (DACA) as the reagent.Compounds 1 and 2 were hydrolyzed to give 3-amino-5-tert-butylisoxazole (3) a