Category: 2510-36-3

2510-36-3, In an article, published in an article,authors is Chang, Shaohua, once mentioned the application of 2510-36-3, Name is 3,5-Dimethylisoxasole-4-carboxylic acid,molecular formula is C6H7NO3, is a conventional compound. this article was the specific content is as follows.

Synthesis and biological evaluation of 4-(pyridin-4-oxy)-3-(3,3-difluorocyclobutyl)-pyrazole derivatives as novel potent transforming growth factor-beta type 1 receptor inhibitors

Inhibition of transforming growth factor beta (TGF-beta) type 1 receptor (ALK5) provides a feasible approach for the treatment of fibrotic diseases and malignant tumors. In this study, we designed and synthesized a new series of 4-(pyridin-4-oxy)-3-(3,3-difluorocyclobutyl)-pyrazole derivatives, and evaluated biologically as TGF-beta type 1 receptor inhibitors. The most potent compound 15r inhibited the ALK5 enzyme and NIH3T3 cell viability with IC50 values of 44 and 42.5 nM, respectively. Compound 15r also displayed better oral plasma exposure and excellent bioavailability than LY-3200882, and in vivo inhibited 65.7% of the tumor growth in a CT26 xenograft mouse model.

2510-36-3, Interested yet? Read on for other articles about 2510-36-3!

Reference£º
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,2510-36-3

Example 1; 3,5-Dimethyl-isoxazole-4-carboxylic acid [2-methyl-4-(2(2S)-methyl- [1 ,3′(3 ‘ S)]bipyrrolidinyl- 1 ‘-yl)-phenyl] -amide; 2-Methyl-4-(2(2S)-methyl-[l,3′(3’S)]bipyrrolidinyl-r-yl)-phenylamine (330 mg, 1.15 mmol) was dissolved in DCM (6 mL) and DMF (2 mL), and the solution was cooled to an ice- water bath. To this solution was added powdered 3,5-dimethyl-isoxazole-4-carboxylic acid (168.9 mg, 1.38 mmol, 1.2 equiv.), N-methylmorpholine (280 mg, 3 equiv.), 1- hydroxylbenzotriazole (HOBT) (0.162 g, 1.19 mmol, 1.3 equiv.), sequentially, and finally EDC HCl (0.228 g, 1.19 mmol, 1.3 equiv. ). The resultant clear brown solution was stirred at r.t. overnight. TLC (10% MeOH in DCM) and LC/MS showed that the reaction was complete and the product peak (368) was detected. The reaction was quenched with saturated aqueous sodium bicarbonate solution (3 mL) and 3 mL of DCM. The two layers were separated, and the aqueous layer was extracted with DCM (5 mLx2). The combined DCM extracts were washed with sodium bicarbonate (5 mL), and brine (5 mL), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo to get a crude product which was purified on a silica gel column (25 g of silica gel) on Analogix to get the title compound as a tan solid, 200 mg (49% yield).LCMS: Rx = 1.54 minutes, MS: 383 (M+H).1H NMR (CDCl3, 300MHz), delta (ppm): 7.44 (m, IH), 6.92 (bs, IH), 6.40 (bs, IH), 6.39 (bs, IH), 3.50 (m, IH), 3.4-3.2 (m, 4H), 3.00 (m, IH), 2.78 (m, IH), 2.66 (bs, 3H), 2.48 (bs, 3H), 2.5 (m, IH), 2.26 (s, 3H), 2.18 (m, IH), 2.00 (m, 2H), 1.79 (m, 2H), 1.48 (m , IH), 1.14 (d, 6.3 Hz, 3H).

2510-36-3 3,5-Dimethylisoxasole-4-carboxylic acid 75636, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI-AVENTIS; WO2009/52062; (2009); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

600 mg (4.3 mmol) 3,5-dimethyl-isoxazole-4-carboxylic acid were suspended in 5 ml. of toluene and two drops of dimethylformamide were added to the mixture. 0.39 ml. of thionylchloride (5.3 mmol) were added at room temperature and the reaction mixture was stirred at 65 0C for three hours. After removal of the solvent, toluene was added and the evaporation was repeated. The obtained residue was then dissolved in 5 ml. of dichloromethane and the solution was added dropwise to a solution containing 367 mg pyridazin-4-yl-amine (3.8 mmol) and 1.6 g (5.2 mmol) poly- merbound diisopropyl ethyl amine (PL-DIPAM resin, Polymer Laboratories) in 16 mL dichloromethane. The mixture was stirred for 16 h at room temperature. Then, the polymer was removed by filtration and washed with methanol. The solution that was obtained after washing contained 600 mg (58%, 90% purity) of the title compound which did not need further purification.

2510-36-3, As the paragraph descriping shows that 2510-36-3 is playing an increasingly important role.

Reference£º
Patent; BASF SE; VEZOUET, Ronan Le; SOeRGEL, Sebastian; DEFIEBER, Christian; GROss, Steffen; KOeRBER, Karsten; CULBERTSON, Deborah, L.; ANSPAUGH, Douglas, D.; WO2011/3793; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 2 Synthesis of starting material: STR20 3,5-Dimethyl-4-isoxazolylcarboxylic acid (14.1 g) and thionyl chloride (15.0 g) were mixed and the resulting mixture was heated under reflux for 20 hours. The excess thionyl chloride was distilled off under reduced pressure, and trimethylsilyl azide (30.0 g) was added to the residue thus obtained. The resulting mixture was heated under reflux for 24 hours, and the excess trimethylsilyl azide was distilled off under reduced pressure and then methanol (30 ml) was added to the residue thus obtained. Thereafter, the methanol was distilled off, and the resultant residue was subjected to silica gel chromatography, using chloroform: ethanol=15:1, so that 1-(3,5-dimethyl-4-isoxazolyl)-5(4H)-tetrazolinone (10.5 g) was obtained. m.p. 191.5-193 C. (decomposition).

2510-36-3, The synthetic route of 2510-36-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nihon Bayer Agrochem K.K.; US5589439; (1996); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3,5-dimethylisoxazole-4-carboxylic acid (1000 mg, 7.09 mmol) was heated to 80 C in SOCl2 (5.17 ml, 70.8 mmol) for 30 min. The remaining solvent was evaporated and the crude material dissolved in DCM (15 ml). After cooling to 0 C Nu,Omicron-dimethylhydroxlamine hydrochloride ( 1036.8 mg, 10.6 mmol) was added and, dropwise, pyridine (0.86 ml, 10.6 mmol) and the mixture was stirred over night at rt. 1M HC1 and DCM were added and the phases were separated. After flash chromatographic separation N-methoxy-N,3,5-trimethylisoxazole-4-carboxamide (1300 mg, 7.06 mmol) was obtained.

2510-36-3, 2510-36-3 3,5-Dimethylisoxasole-4-carboxylic acid 75636, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; KARO BIO AB; WENNERSTAL, Mattias; LOeFSTEDT, Joakim; WU, Xiongyu; KRUeGER, Lars; HAGBERG, Lars; WO2011/42477; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1.1; N-[(3,5-dimethylisoxazol-4-yl)carbonyl]-3-(5-{3-[6-(methylamino)pyridin-2-yl]propyl}thiophen-2-yl)-L-alanine; To a solution of methyl 3-(5-{3-[6-(methylamino)pyridin-2-yl]propyl}-2-thienyl)-L-alaninate (190 mg, 0.57 mmol) in DMF (1.5 ml) were added TBTU (259 mg, 0.68 mmol) and a solution of 3,5-dimethylisoxazole-4-carboxylic acid (80 mg, 0.57 mmol) in DMF (6 ml). The reaction mixture was allowed to stir at room temperature for 48 hours. NaOH 6N (15 drops) was then added. After 3 hours at room temperature, the crude mixture was filtered and purified by C18 reverse phase chromatography (basic conditions) to afford the title compound as a pale yellow solid (190 mg, 76%).1H NMR Spectrum (DMSO-d6) 1.87-1.96 (m, 2H), 2.18 (s, 3H), 2.39 (s, 3H), 2.53 (t, 2H), 2.70-2.77 (m, 5H), 3.16 (dd, 1H), 3.33 (dd, 1H), 4.51 (ddd, 1H), 6.23 (d, 1H), 6.30 (d, 1H), 6.33 (bs, 1H), 6.65 (d, 1H), 6.72 (d, 1H), 7.27 (dd, 1H), 8.28 (d, 1H)Mass Spectrum [M+H]+=443

2510-36-3, 2510-36-3 3,5-Dimethylisoxasole-4-carboxylic acid 75636, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; US2008/255183; (2008); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,2510-36-3

Preparation 34 N-methoxy-N,3,5-trimethylisoxazole-4-carboxamide A/-methoxy-A/,3,5-trimethylisoxazole-4-carboxamide A solution of 3,5-dimethylisoxazole-4-carboxylic acid (15 g, 106 mmol), N,0- dimethylhydroxylamine hydrochloride (11.40 g, 1 17 mmol), HATU (44.5 g, 117 mmol) and Hunig’s Base (46.4 ml, 266 mmol) in DCM (304 ml) was stirred at rt for 2 days. Water was added and the aqueous layer was extracted with DCM (x3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and filtered, and the filtrate was evaporated in vacuo to give the crude product. The crude product was purified by silica gel chromatography eluting with 0-40% EtOAc/Hexane to give N- methoxy-N,3,5-trimethylisoxazole-4-carboxamide (19 g) as a colorless oil. ‘H NMR (500MHz, CHLOROFORM-d) delta 3.53 (s, 3H), 3.36 (s, 3H), 2.48 (s, 3H), 2.34 (s, 3H).

As the paragraph descriping shows that 2510-36-3 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; GUERNON, Jason M.; WO2014/98831; (2014); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of lithium bis(trimethylsilyl)amide (10 g, 60 mmol, 3 eq) in toluene (60 mL) was added drop wise during 15 min to a solution of 3,5-dimethylisoxazole-4-carboxylic acid (2.82 g, 20 mmol) and methyl benzoate (2.5 mL, 1 eq) in THF (20 mL) at a temperature not exceeding 40 deg. After 1 h the reaction was quenched by the addition of a water solution of 0.1M HCl (0.3 L) leaving the water phase still basic and the phases was separated. The water phase was washed with toluene and then reduced in volume by evaporation until most of the residual organic solvents were removed. 1M HCl was added dropwise with stirring. The resulting crystals were filtered and dried in vacuum to yield the title compound. 1H NMR (400 MHz, CHLOROFORM-D) delta ppm 2.45 (s, 3H) 4.75 (s, 2H) 7.43-7.51 (m, 2H) 7.55-7.63 (m, 1H) 7.86-8.12 (m, 2H), 2510-36-3

As the paragraph descriping shows that 2510-36-3 is playing an increasingly important role.

Reference£º
Patent; Amgen Inc.; Biovitrum AB; US2008/21022; (2008); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3,5-Dimethyl-isoxazole-4-carboxylic acid (CAS 2510-36-3, 42.3 mg, 0.30 mmol), followed by HATU (91.5 mg, 0.24 mmcl) were added to a mixture of 2-amino-1-(4-chlorophenyl)-3- methylbutan-1-one hydrochloride (Example 20a, 49.0 mg, 0.20 mmol) and DIPEA (64.0 mg,0.30 mmol) in DCM (2 mL). The resulting mixture was stirred at 30C for 16 h and evaporatedto dryness. The residue was then purified by preparative HPLC to give amide N-(1-(4- chlorophenyl)-3-methyl-1-oxobuta n-2-yl)-3,5-dimethyl-isoxazole-4-ca rboxa mide (26.3 mg, 39%).1H NMR (500 MHz, CDCI3) 5 ppm 0.81 (d, 3 H) 1.11 (d, 3 H) 2.26 (td, 1 H) 2.53 (s, 3 H) 2.68 (s,3 H) 5.72 (dd, 1 H) 6.56 (d, 1 H) 7.45 – 7.57 (m, 2 H) 7.90 – 8.02 (m, 2 H).MS (ESI) m/z 335.1 [M+H]

2510-36-3, 2510-36-3 3,5-Dimethylisoxasole-4-carboxylic acid 75636, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; ACTURUM LIFE SCIENCE AB; LINDE, Christian Erik; PAULSEN, Kim; SOHN, Daniel; SVENSSON, Mats A; VALLIN, Karl S A; WEIGELT, Dirk; MINIDIS, Alexander; WO2014/184235; (2014); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 7-amino-4-(4-chlorobenzyl)-6-methoxy-2H-benzo [b] [1 ,4]oxazin-3 (4H)- one (0.10 g, 0.31 mmol) in DCM (5 mL) were added 3,5-dimethylisoxazole-4-carboxylic acid (0.05 g, 0.33 mmol), HOBt (0.02, 0.15 mmol), EDC.HC1 (0.12 g, 0.63 mmol), Triethylamine (0.11 ml, 0.77 mmol) and stirred at RT for 16 h. After completion of reaction, the reactionmixture was diluted with DCM (100 mL), washed with water (50 mL), brine (50 mL), dried over sodium sulphate and concentrated. The residue was purified by preparative TLC to afford title product as a yellow solid (0.03 g 22%). 1H NMR (400 MHz, DMSO-d6): oe 9.08 (bs, 1H), 7.63 (s, 1H), 7.40 (d, J=8.3 Hz, 2H), 7.35 (d, J=8.3 Hz, 2H), 6.80 (s, 1H), 5.22 (s, 2H), 4.73 (s, 2H), 3.70 (s, 3H), 3.56 (s, 3H), 2.34 (s, 3H); LC-MS: m/z 442.1 (M+1).

2510-36-3, 2510-36-3 3,5-Dimethylisoxasole-4-carboxylic acid 75636, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SAMAJDAR, Susanta; ABBINENI, Chandrasekhar; SASMAL, Sanjita; HOSAHALLI, Subramanya; WO2015/104653; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem