Heterocyclic Building Blocks-isoxazole

Zhu, Yizhong published the artcileOne-pot synthesis of 5-substituted 1H-tetrazoles from aryl bromides with potassium hexakis(cyano-κC)ferrate(4-) (K₄[Fe(CN)₆]) as cyanide source, Recommanded Product: 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, the publication is Helvetica Chimica Acta (2009), 92(1), 171-175, database is CAplus.

A one-pot procedure for the synthesis of 5-substituted 1H-tetrazoles through the three-component reaction between an aryl bromide, potassium hexakis(cyano-κC)ferrate(4-) (K₄[Fe(CN)₆]) and NaN₃ catalyzed by [Pd(OAc)₂] and ZnBr₂ in the presence of 1,4-diazabicyclo[2.2.2]octane (dabco) was developed. Furthermore, the reaction occurred under nonacidic conditions and involved a nontoxic cyanide source, making this method a quite attractive one.

Helvetica Chimica Acta published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H17Br, Recommanded Product: 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole.

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

Priya, Y. Sushma published the artcileIntricate spectroscopic profiling, light harvesting studies and other quantum mechanical properties of 3-phenyl-5-isooxazolone using experimental and computational strategies, HPLC of Formula: 1076-59-1, the publication is Journal of Molecular Structure (2020), 127461, database is CAplus.

This manuscript presents the detailed exptl. and computational structural, phys. property study of 3-phenyl-5-isoxazolone (3P5I). Different exptl. spectral studies like IR, UV, Raman and NMR were used to get an insight on the actual structure of the compound |It was followed by computational simulation of the structure using DFT approach employing B3LYP functional and 6-311++G (d, p) basis set. Scaled quantum mech. force field method (SQMFF) was used to assign different vibrations in the spectra using normal coordinate anal. (NCA) and found that close agreement with investigational values. Exptl. NMR spectra (¹H and ¹³C NMR) were also compared with the theor. simulated spectra using GIAO-gauge independent AO formalism. The UV-vis spectrum of compound was also studied extensively using theor. and exptl. techniques. Most importantly, the compound shows high light harvesting efficiency hence can be used like a very good photosensitizer in DSSC (dye sensitized solar cells). The overall efficiency of the cell is more than 8% in a titanium dioxide based cell, which is high when compared to similar cells. MEP surfaces, HOMO-LUMO, NLO properties, chem. reactivity descriptors, NBO anal., and Mulliken at. charge anal. were also executed to predict phys. as well as chem. properties. Mol. docking simulations show that the compounds can be used as effective apoptosis agonist and antiasthmatic agent.

Journal of Molecular Structure 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

Mahran, Asma M. published the artcileSynthesis and antiproliferative activity of novel polynuclear heterocyclic compounds derived from 2,3-diaminophenazine, Application In Synthesis of 1076-59-1, the publication is European Journal of Medicinal Chemistry (2015), 568-576, database is CAplus and MEDLINE.

2,3-Diaminophenazine was used as a precursor for the preparation of novel phenazine derivatives such as imidazo[4,5-b]phenazine-2-thione and its derivatives All compounds were tested as inhibitors of the proliferation of human lung carcinoma and colorectal cancer cell lines through inhibition of tyrosine kinases. Most of compounds exert good activity against the two cancer cell lines. Five compounds were found to possess the same activity as the standard drug cisplatin. The synthesis of the target compounds was achieved using 2,3-phenazinediamine, 5,5-dimethyl-1,3-cyclohexanedione, 3-phenyl-5(4H)-isoxazolone, 2,4-dihydro-5-methyl-2-phenyl-3-pyrazol-3-one, 3-oxobutanoic acid Et ester, propanedioic acid, benzoic acid, ethanedioyl dichloride, 3,4-dichloro-2,5-furandione, 2-chloro-2-(2-phenylhydrazinylidene)acetic acid Et ester, benzaldehyde derivatives, etc., as starting materials. The title compounds thus formed included 2-(3-chlorophenyl)-1H-imidazo[4,5-b]phenazine, 1,3-dihydro-2H-imidazo[4,5-b]phenazine-2-thione, 1,4-dihydropyrazino[2,3-b]phenazine-2,3-dione, N,N‘-2,3-phenazinediylbis[benzamide].

European Journal of Medicinal 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

Do, Ha Nam published the artcileEfficient Copper-Catalyzed Synthesis of Carbazoles by Double N-Arylation of Primary Amines with 2,2′-Dibromobiphenyl in the Presence of Air, Category: isoxazole, the publication is Synlett (2021), 32(6), 611-615, database is CAplus.

An efficient Cu-catalyzed synthesis of carbazole derivatives is reported, which proceeds by double C-N coupling reactions of 2,2′-dibromobiphenyl and amines in the presence of air. The reaction is robust, proceeds in high yields, and tolerates a series of amines including neutral, electron-rich, electron-deficient aromatic amines and aliphatic amines.

Synlett 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 C18H12FN, Category: isoxazole.

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

Yu, Liping published the artcileFacile Synthesis of Spirocyclic Tetrahydroquinolines via C(sp³)-H Functionalization in a Cascade Redox Process, Product Details of C9H7NO2, the publication is Synthesis (2022), 54(5), 1309-1320, database is CAplus.

An environmentally benign cascade redox process was developed for the efficient construction of the pharmaceutically significant spirocyclic tetrahydroquinolines via sequential S_NAr/Knoevenagel condensation/[1,5]-hydride transfer/cyclization. This green transformation has the features of being catalyst-free, additive-free, operationally simple and has high step- and atom-economy.

Synthesis 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 C12H10O4S, Product Details of C9H7NO2.

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

Ni, Kai published the artcileEffects of flurbiprofen axetil and parecoxib sodium on postoperative pain and serum inflammatory stress indexes in patients with radical cervical cancer surgery, COA of Formula: C19H17N2NaO4S, the publication is Zhongguo Fuyou Baojian (2021), 36(5), 994-997, database is CAplus.

Objective To investigate the effects of flurbiprofen axetil and parecoxib sodium on postoperative pain and serum inflammatory stress indexes in patients with radical cervical cancer surgery. Methods cervical cancer 124 patients with radical operation from Dec. 2016 to Jan. 2019 in the hospital were divided into flurbiprofen axetil group (group A, 62 cases) and parecoxib sodium group (group B, 62 cases) according to random number table. Drugs are dissolved in 100mL of normal saline, analgesia was administered twice when the incision was closed and 12 h after the operation. The number of effective compressions, the dosage of sufentanil and the occurrence of adverse reactions at 24 h after operation were compared. The changes of serum inflammatory stress indexes before and after operation were compared between the two groups. Results The patients in group A were compared at 2 h, 6 h VAS score was significantly lower than that in group B (P<0.05), and the VAS score at 12h, 18h and 24h after surgery was higher than that in group B (P<0.05). The serum levels of TNF-α, IL-6, IL-8 and PCT in group B after surgery, 12h and 24h after surgery were significantly lower than those in group A (P<0.05). The effective compression times of PCIA in group B and the dosage of sufentanil in group B were significantly lower than those in group A (P<0.05). The total incidence of postoperative adverse reactions in group B was 11.29%, slightly lower than 16.13% in group A patients (P<0.05). Conclusion Flurbiprofen axetil and parecoxib sodium Both can significantly reduce postoperative pain in patients with radical resection of cervical cancer, and parecoxib sodium can reduce postoperative serum inflammatory response in patients.

Zhongguo Fuyou Baojian 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 C19H17N2NaO4S, COA of Formula: C19H17N2NaO4S.

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

Pardasani, R. T. published the artcileSynthesis, computational study, configurational analysis and biological activity of imidazolidinone, thiazolidinone and isoxazolone derivatives of 1,2-naphthoquinone, Formula: C9H7NO2, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2014), 53B(5), 619-624, database is CAplus.

The Knoevenagel type condensation reactions of 1,2-naphthoquinone with imidazolidinone, thiazolidinone and isoxazolone to yield their resp. derivatives I [X = NH, N(CH₃), S; Y = O, S, NH] were described. DFT calculation revealed that the heat of formation (δH_f) of monocondensation products are much lower than the corresponding biscondensation products, suggesting their feasibility and thermodn. stability. Newly synthesized products showed significant antibacterial and antifungal activity.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal 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, Formula: C9H7NO2.

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

Wan, Ting published the artcileRh(III)-Catalyzed [4 + 2] Annulation of 3-Aryl-5-isoxazolone with Maleimides or Maleic Ester, Synthetic Route of 1076-59-1, the publication is Organic Letters (2020), 22(16), 6484-6488, database is CAplus and MEDLINE.

The Rh(III)-catalyzed [4 + 2] annulation of 3-aryl-5-isoxazolones with maleimides or maleic ester has been developed, which gives synthetically important 3,4-dihydroisoquinoline derivatives in good to excellent yields. This facile protocol can tolerate a variety of functional groups, and CO₂ was produced as the predominant byproduct. Notably, a C-C bond and a C-N bond were formed simultaneously. This protocol could be easily scaled up.

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 C15H14Cl2S2, Synthetic Route of 1076-59-1.

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

Lobbecke, Stefan published the artcileThermoanalytical screening of nitrogen-rich substances, Formula: C8H5F3N4, the publication is Propellants, Explosives, Pyrotechnics (1999), 24(3), 168-175, database is CAplus.

The thermal decomposition behavior of ∼60 nitrogen-rich tetrazole-class and tetrazine-class compounds was investigated by thermoanal. methods. The decomposition mechanisms initiated by ring opening of the heterocycles could be established. Substituent effects on the exothermic decomposition characteristics of nitrogen-rich compounds were demonstrated.

Propellants, Explosives, Pyrotechnics published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, Formula: C8H5F3N4.

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

Lakshmi, Neelakandan Vidhya published the artcileNew pathway to pyrrolidinones and pyrrolizidinones using aryl aldehydes, 3-phenyl-5-isoxazolone and secondary amino acids, Synthetic Route of 1076-59-1, the publication is Tetrahedron Letters (2013), 54(14), 1817-1820, database is CAplus.

A novel and efficient approach to pyrrolidinones and pyrrolizidinones via a one-pot multicomponent reaction of aryl aldehydes, 3-phenyl-5-isoxazolone, sarcosine and L-proline, resp. in methanol under reflux condition is reported.

Tetrahedron 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, Synthetic Route of 1076-59-1.

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