Category: isoxazole

Poomathi, Nataraj published the artcileReaction of isatins with 6-amino uracils and isoxazoles: isatin ring-opening vs. annulations and regioselective synthesis of isoxazole fused quinoline scaffolds in water, Name: 3-Phenylisoxazol-5(2H)-one, the publication is Green Chemistry (2015), 17(6), 3362-3372, database is CAplus.

A green and efficient straightforward approach for the regioselective synthesis of novel 6-amino-5-(3-phenylisoxazolo[5,4-b]quinolin-4-yl)pyrimidine-2,4(1H,3H)-diones and 3-methyl-1-phenyl-4-(3-phenylisoxazolo[5,4-b]quinolin-4-yl)-1H-pyrazol-5-amines via the cleavage of the isatin C-N bond followed by a ring expansion reaction in a one-pot manner has been established using environmentally benevolent p-toluene sulfonic acid as a catalyst. An exciting feature of this article is the reaction mechanism that depends on the nature of the group attached to the isatin ring nitrogen atom. The main advantages of this protocol include a short reaction time, an excellent yield, easy work-up, practical simplicity, high regioselectivity and the absence of extraction and chromatog. purification steps.

Green Chemistry published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Name: 3-Phenylisoxazol-5(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Kristofikova, Dominika published the artcileMechanochemically Activated Asymmetric Organocatalytic Domino Mannich Reaction-Fluorination, HPLC of Formula: 1076-59-1, the publication is ACS Sustainable Chemistry & Engineering (2020), 8(38), 14417-14424, database is CAplus.

Mechanochem. activation effectively mediated asym. organocatalytic domino Mannich addition followed by diastereoselective fluorination. The Mannich reactions of pyrazolone and to a lesser extent of isoxazolones were effective under solvent-free ball-milling conditions. This reaction in combination with chiral squaramide catalyst provided corresponding products in high yields and enantiomeric purities up to 99:1 e.r. and as a single diastereomer. DFT calculations revealed reasons for high diastereoselectivity. Mechanochem. activation shortens reaction time and increase mass intensity of the stereoselective organocatalytic Mannich reaction-fluorination that afford chiral heterocyclic compounds

ACS Sustainable Chemistry & Engineering published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, HPLC of Formula: 1076-59-1.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Rieckhoff, Stefan published the artcileDouble Regioselective Asymmetric C-Allylation of Isoxazolinones: Iridium-Catalyzed N-Allylation Followed by an Aza-Cope Rearrangement, Recommanded Product: 3-Phenylisoxazol-5(2H)-one, the publication is Angewandte Chemie, International Edition (2018), 57(5), 1404-1408, database is CAplus and MEDLINE.

Isoxazolinones are biol. and synthetically interesting densely functionalized heterocycles, which for a long time were not accessible in enantioenriched form by asym. catalysis. Next to the deficit of enantioselective methods, the functionalization of isoxazolinones is often plagued by regioselectivity issues due to the competition of various nucleophilic centers within the heterocycles. The authors report the first regio- and enantioselective C-allylations of isoxazolinones. These occur with high regioselectivity in favor of the linear allylation products, although Ir phosphoramidite catalysts were used, which commonly results in branched isomers. The authors’ studies suggest that this outcome is the result of a reaction cascade via an initial regio- and enantioselective N-allylation to provide a branched allyl intermediate, followed by a spontaneous [3,3]-rearrangement resulting in chirality transfer.

Angewandte Chemie, International Edition published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Recommanded Product: 3-Phenylisoxazol-5(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Zhang, Zi-Qi published the artcileEnantioselective Copper-Catalyzed 1,5-Cyanotrifluoromethylation of Vinylcyclopropanes, Application In Synthesis of 182122-10-7, the publication is Organic Letters (2019), 21(20), 8256-8260, database is CAplus and MEDLINE.

A copper-catalyzed enantioselective 1,5-cyanotrifluoromethylation of vinylcyclopropanes has been developed using a radical relay strategy. This asym. reaction has demonstrated high enantioselective control, broad substrate scope, and mild conditions. Initiated by the in situ generated CF₃ radical from Togni’s reagent, this method offers a new solution for remote enantioselective bifunctionalization of alkenes and thus provides a straightforward way for the synthesis of chiral CF₃-containing internal alkenylnitriles.

Organic Letters published new progress about 182122-10-7. 182122-10-7 belongs to isoxazole, auxiliary class BOX or PyBox,BOX or PyBox, name is (3aS,3a’S,8aR,8a’R)-2,2′-(Cyclobutane-1,1-diyl)bis(3a,8a-dihydro-8H-indeno[1,2-d]oxazole), and the molecular formula is 0, Application In Synthesis of 182122-10-7.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Das, Nalini Prava published the artcileFungicidal activity of some substituted 5-isoxazolones, Application In Synthesis of 1076-59-1, the publication is Acta Ciencia Indica, Chemistry (2011), 37(3), 239-243, database is CAplus.

Thirty three compounds of substituted 5-isoxazolones were tested against Colletotrichum dasturii and Phytophthora parasitica var. piperina. The fungitoxicity were analyzed according to the structure of the compounds A standard com. fungicide called ortho-phaltan WB 50% was also tested under similar conditions. It is noticed that some of the synthesized compounds in the present investigations have fungicidal activity in the same range.

Acta Ciencia Indica, Chemistry published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Application In Synthesis of 1076-59-1.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Martin, Rainer E. published the artcileBenzoxazole piperidines as selective and potent somatostatin receptor subtype 5 antagonists, Related Products of isoxazole, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(21), 6106-6113, database is CAplus and MEDLINE.

SAR studies of a recently described SST5R selective benzoxazole piperidine I lead series are described with particular focus on the substitution pattern on the benzyl and benzoxazole side-chains. Introduction of a second meta substituent at the benzyl unit significantly lowers residual hH1 activity and insertion of substituents onto the benzoxazole periphery entirely removes remaining h5-HT_2B activity. Compounds with single digit nM activity, functional antagonism and favorable physicochem. properties endowed with a good pharmacokinetic profile in rats are described which should become valuable tools for exploring the pharmacol. role of the SST5 receptor in vivo.

Bioorganic & Medicinal Chemistry Letters published new progress about 54120-91-1. 54120-91-1 belongs to isoxazole, auxiliary class Chloride,Nitro Compound,Benzooxazole, name is 2-Chloro-5-nitrobenzoxazole, and the molecular formula is C7H3ClN2O3, Related Products of isoxazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Loro, Camilla published the artcileNon-Decarboxylative Ruthenium-Catalyzed Rearrangement of 4-Alkylidene-isoxazol-5-ones to Pyrazole- and Isoxazole-4-carboxylic Acids, Quality Control of 1076-59-1, the publication is Organic Letters (2022), 24(16), 3092-3096, database is CAplus and MEDLINE.

Non-decarboxylative ruthenium-catalyzed rearrangement of 4-(2-hydroaminoalkylidenyl)- and 4-(2-hydroxyalkylidenyl)-substituted isoxazol-5(4H)-ones with catalytic amounts of [RuCl₂(p-cymene)]₂, without any additive, afforded pyrazole-4-carboxylic acids I [R¹ = Me, Pr, Ph, etc.; R² = H, Me, Et, etc.; R³ = Ph, CH₂Bn, etc.] and isoxazole-4-carboxylic acids I [R¹ = Me, Pr, Ph, etc.; R² = H, Me, Ph, etc.] resp. The presence of an intramol. H-bond in these substrates was the key to divert the classical mechanism toward a ring-opening non-decarboxylative path that was expected to generate a vinyl Ru-nitrenoid intermediate, the cyclization of which afforded the rearranged products I and II. A gram scale protocol demonstrated the synthetic applicability of this transformation.

Organic Letters published new progress about 1076-59-1. 1076-59-1 belongs to isoxazole, auxiliary class Oxazoline,Benzene,Ester, name is 3-Phenylisoxazol-5(2H)-one, and the molecular formula is C9H7NO2, Quality Control of 1076-59-1.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Zhao, Ling published the artcileEfficacy of intravenous injection of parecoxib sodium combined with ropivacaine incision infiltration in postoperative analgesia of transsphenoidalsellar tumor resection, SDS of cas: 198470-85-8, the publication is Sichuan Yixue (2017), 38(4), 398-401, database is CAplus.

Objective: To observe the post-operative analgesia effect and safety of i.v. injection of parecoxib sodium combined with ropivacaine incision infiltration in transsphenoidalsellar tumor resection. Methods: 80 cases of patients undergoing elective transsphenoidalsellar tumor resection were randomly divided into 4 groups (n=20) with a prospective, randomized, controlled and double-blind method. Group A received 10 mL placebo for i.v. injection and 2 mL placebo for local incision infiltration. Group p was treated with 40 mg parecoxib sodium for i.v. injection and 2 mL placebo for local incision infiltration. Group L were given 10 mL placebo for i.v. and 2 mL 1% ropivacainefor local incision infiltration. And group PL were treated with 40 mg parecoxib sodium for i.v. injection and 2 mL 1% ropivacaine for local incision infiltration. After operation, the VAS score at 6^th hour, 12^th hour, 24^th hour, 36^th hour and 48^th hour, analgesia satisfaction of patients and the number of patients with 2% lidocaine nasal drops for rescue analgesia were recorded. Adverse reaction including skin itching, nausea, vomiting, adverse cardiovascular events and local anesthetics poisoning were observed Results: The VAS score within 24 h of group A was higher than other three groups (P<0.05). The VAS score at 6^th hour after operation of group PL was lower than that of Group P (P<0.05). The VAS score at 12^th hour and 24^th hour after operation of group PL were lower than those of Group L (P<0.05). There were no significant difference in side effect between group PL and other three groups (P>0.05). Conclusion: It is effective and safe to adopt i.v. injection of parecoxib sodium combined with ropivacaine incision infiltration in postoperative analgesia of transsphenoidalsellar tumor resection.

Sichuan Yixue published new progress about 198470-85-8. 198470-85-8 belongs to isoxazole, auxiliary class Immunology/Inflammation,COX, name is Sodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)(propionyl)amide, and the molecular formula is C8H5F3N4, SDS of cas: 198470-85-8.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Wang, Guo-qiang published the artcileEffect of parecoxib sodium on secondary damage stimulation of patients with clavicular fracture, Related Products of isoxazole, the publication is Chongqing Yixue (2014), 43(23), 3076-3078, database is CAplus.

The aim of this paper is to investigate effect of parecoxib sodium on secondary damage stimulation of patients with clavicular fracture. Sixty patients with age 18-45 years were divided into parecoxib sodium group receiving parecoxib sodium before surgery and control group. MAP, HR, VAS and Cor at different time points were recorded, IL-6 concentration at different time points were detected and untoward effects were observed Compared with group C, MAP, HR, VAS and Cor in parecoxib sodium group decreased significantly (P<0.05) at time points T₁-T₆, and IL-6 concentration decreased at time points T₄-T₆, (P<0.05). The untoward effect rate and administration times were lower than control group (P<0.05). During surgery for clavicular fracture, parecoxib sodium can relieve pain, and inhibit body stress and inflammation reaction. Parecoxib sodium can inhibit pain sensitization induced by secondary damage stimulation (surgery).

Chongqing Yixue published new progress about 198470-85-8. 198470-85-8 belongs to isoxazole, auxiliary class Immunology/Inflammation,COX, name is Sodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)(propionyl)amide, and the molecular formula is C8H6ClN, Related Products of isoxazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Wei, Bin published the artcileStable, Glassy, and Versatile Binaphthalene Derivatives Capable of Efficient Hole Transport, Hosting, and Deep-Blue Light Emission, Synthetic Route of 57103-14-7, the publication is Advanced Functional Materials (2010), 20(15), 2448-2458, database is CAplus.

Organic light-emitting diodes (OLEDs) have great potential applications in display and solid-state lighting. Stability, cost, and blue emission are key issues governing the future of OLEDs. The synthesis and photoelectronics of 3 kinds of binaphthyl (BN) derivatives are reported. BN_1-3 are melting-point-less and highly stable materials, forming very good, amorphous, glass-like films. They decompose at temperatures ≤485-545°. At a constant c.d. of 25 mA cm^-2, an ITO/BN₃/Al single-layer device has a much-longer lifetime (>80 h) than that of an ITO/NPB/Al single-layer device (8 h). Also, the lifetime of a multilayer device based on BN₁ is longer than a similar device based on NPB. BNs are efficient and versatile OLED materials: they can be used as a hole-transport layer (HTL), a host, and a deep-blue-light-emitting material. This versatility may cut the cost of large-scale material manufacture More importantly, the deep-blue electroluminescence (emission peak at 444 nm with CIE coordinates (0.16, 0.11), 3.23 cd A^-1 at 0.21 mA cm^-2, and 25200 cd m^-2 at 9 V) remains very stable at very high current densities up to 1000 mA cm^-2.

Advanced Functional Materials published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C9H8BClN2O2, Synthetic Route of 57103-14-7.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem