Tag: M.W=100-150

Liu, Zhen; Wang, Yanyan; Wang, Zichen; Zeng, Tian; Liu, Peng; Engle, Keary M. published the artcile< Catalytic Intermolecular Carboamination of Unactivated Alkenes via Directed Aminopalladation>, Recommanded Product: Benzo[d]isoxazol-3-ol, the main research area is palladium catalysis intermol carboamination unactivated alkene directed aminopalladation; mol modeling three component reaction directed aminopalladation.

An intermol. 1,2-carboamination of unactivated alkenes proceeding via a Pd(II)/Pd(IV) catalytic cycle has been developed. To realize this transformation, a cleavable bidentate directing group is used to control the regioselectivity of aminopalladation and stabilize the resulting organopalladium(II) intermediate, such that oxidative addition to a carbon electrophile outcompetes potential β-hydride elimination. Under the optimized reaction conditions, a broad range of nitrogen nucleophiles and carbon electrophiles are compatible coupling partners in this reaction, affording moderate to high yields. The products of this reaction can be easily converted to free γ-amino acids and γ-lactams, both of which are common structural motifs found in drug mols. and bioactive compounds Reaction kinetics and DFT calculations shed light on the mechanism of the reaction and explain empirically observed reactivity trends.

Journal of the American Chemical Society published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Recommanded Product: Benzo[d]isoxazol-3-ol.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Slawik, T.; Skibinski, R.; Paw, B.; Dzialo, G. published the artcile< Reversed-phase TLC study of the lipophilicity of some 3-hydroxy-1,2-Benzisoxazoles substituted in the benzene ring>, Recommanded Product: Benzo[d]isoxazol-3-ol, the main research area is reversed phase thin layer chromatog lipophilicity hydroxy benzisoxazole derivative.

The relative lipophilicity, RM0, and specific hydrophobic surface area of eleven 3-hydroxy-1,2-benzoisoxazoles substituted in the benzene ring (two isomeric fluoro, three isomeric chloro, three isomeric bromo and dibromo derivatives, and a nitro derivative) have been studied by reversed-phase thin layer chromatog. (RP-TLC) on silica gel RP-C18 plates with methanol-water mixtures as mobile phases. Linear correlation between the volume fraction of methanol and RM values a limited range was established with high correlation coefficients (r > 0.99). Lipophilicity RM0 was compared with computed partition coefficients IAlogP, AlogPs, clogP, milogP, logPKOWIN and xlogP. The best correlation (r > 0.9) was found between RM0 and logPKOWIN anx xlogP values. Principal-components anal. (PCA) was also used to compare RM0 values with computed partition coefficients. The chromatog. behavior of 3-hydroxy-1,2-benzisoxazoles was compared with that of their bioisosteric analogs 1,2-benzisothiazolonoles. Exptl. RM0 values for both groups of compounds were in accordance with the equation RM0 = aRM0 + b (r > 0.9).

Acta Chromatographica published new progress about Lipophilicity. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Recommanded Product: Benzo[d]isoxazol-3-ol.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Kinstle, Thomas H.; Darlage, Larry J.; McIntosh, C. L. published the artcile< Photochemical rearrangements of 1,2-benzisoxazolinones>, Application of C7H5NO2, the main research area is benzoxazolinones via irradiation benzisoxazoles.

Irradiation of 3-hydroxy-1,2-benzisoxazole results in the formation of benzoxazolinone. This photoisomerization occurs predominantly via the keto tautomer since facile rearrangements of the N-alkyl-1,2-benzisoxazolinones occur under similar photolytic conditions. A mechanism involving a diradical species is proposed. Low temperature photolysisir measurements support this mechanism while arguing against an isocyanate or a spiro-α-lactam intermediate. Sensitization studies indicate that the rearrangement occurs predominantly from the triplet state.

Journal of Organic Chemistry published new progress about Rearrangement. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Application of C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Kiran, B. Ravi; Vijayakumar, G. R.; Bharath, H. S.; Sivakumar, R.; Sindhu, S.; Prakash, M. Shet published the artcile< Synthesis, evaluation of analgesic and anti-inflammatory activities of substituted 1,2-benzoxazolone and 3-chloro-1,2-benzoxazole derivatives>, Reference of 21725-69-9, the main research area is benzoxazolone preparation structure activity relationship analgesic antiinflammatory activity; chloro benzoxazole preparation structure activity relationship analgesic antiinflammatory activity.

Herein method for the synthesis of substituted 1,2-benzoxazolone I [R1 = H, NO2, Br; R2 = H, Me, F; R3 = H, NO2, F] and 3-chloro-1,2-benzoxazole derivatives II [R1 = H, NO2, Br; R2 = H, Me, F; R3 = H, NO2, F] was described. A new scheme was adapted for the construction of 1,2-benzoxazole ring from salicylic acid and its derivatives which leads to the formation of series of methyl-2-hydroxy-5-bromo benzoate, Me 2-hydroxybenzoates and N,2-dihydroxybenzamides substituted title compounds Synthesized compounds were characterized by IR, 1H-NMR and Mass spectral anal. Spectral data confirmed the compounds formation. Final compounds I and II were screened for their in-vivo analgesic activity by acetic acid induced writhing method in rats and anti-inflammatory activity by carrageenan-induced paw edema model. Among the compounds screened compound I [R1, R2, R3 = H] and compound II [R1, R2 = H; R3 = NO2] showed good analgesic activity of about 45% (writhing mean 8.9) and 54% (writhing mean 7.5) inhibition resp. at 5 mg/Kg po dosage. Compounds I [R1 = NO2; R2, R3 = H] and II [R1 = NO2; R2, R3 = H] (both having inhibition edema of 66.1%) showed significant anti-inflammatory activity. Other derivatives exhibited moderate to good analgesic and anti-inflammatory activities.

International Journal of Pharmaceutical Sciences and Research published new progress about Amides, hydroxy Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Reference of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Swamy, D. K.; Deshmukh, M. V. published the artcile< Novel approach to the synthesis of 3-substituted(1,2,4)triazolo(3,4-b)1,2-benzisoxazole and their antimicrobial activity>, Category: isoxazole, the main research area is hydroxybenzisoxazole chlorination; hydrazinobenzisoxazole preparation cyclization urea; carbon sulfide cyclization hydrazinobenzisoxazole; formic acid cyclization hydrazinobenzisoxazole; triazolobenzisoxazole preparation antibacterial antifungal activity.

Hydroxybenzisoxazole was converted into chlorobenzisoxazole and then to hydrazinobenzisoxazole. New tricyclic compounds, triazolobenzisoxazole was obtained from hydrazinobenzisoxazole when treated with formic acid. Similarly 3-hydroxytriazolobenzisoxazole and 3-mercaptotriazolobenzisoxazole were prepared by the action of urea and CS2 in alkali resp. The compounds were characterized by elemental anal. and spectral data. Newly synthesized compounds were screened for their antimicrobial activities against several microbes.

Journal of Chemical and Pharmaceutical Research published new progress about Antibacterial agents. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Category: isoxazole.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Domagalina, Eugenia; Slawik, Tomasz published the artcile< Acylation of benzoxazolin-2-ones and 3-hydroxy-1,2-benzisoxazoles>, COA of Formula: C7H5NO2, the main research area is acylation bromobenzoxazolinone bromohydroxybenzisoxazole; benzoxazolinone bromo acylation; hydroxybenzisoxazole acylation; benzisoxazole hydroxy bromo acylation; CNS depressant carbethoxybenzisoxazolinone preparation; analgesic carbethoxybenzisoxazolinone preparation; anticonvulsant carbethoxybenzisoxazolinone preparation.

5-Bromo- and 5,7-dibromobenzoxazolin-2-ones were acylated with Ac2O, R1C6H4COCl (R1 = H, 2-Cl, 4-NO2), and R2O2CCl (R2 = Me, Et) to give primarily N-acylated products I (Brn = 5-Br, 5,7-Br2; R3 = Me, R1C6H4, R2O). The isomeric brominated 3-hydroxy-1,2-benzisoxazoles were predominantly O-acylated to give II (R3 the same as above). Exceptions were benzoxazole III and benzisoxazolinones IV (Brn = H, 5-Br, 5,7-Br2; R3 = R2O). IV (Brn = H, 5-Br; R3 = EtO) were the strongest central nervous system depressants and they also showed anticonvulsant activity. 5-Bromo-3-hydroxy-1,2-benzisoxazole and IV (Brn = H, R3 = EtO) had significant analgesic activity.

Polish Journal of Pharmacology and Pharmacy published new progress about Acylation. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, COA of Formula: C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Yang, Yutao; Huo, Fangjun; Yin, Caixia; Xu, Ming; Hu, Ying; Chao, Jianbin; Zhang, Yongbin; Glass, Timothy E.; Yoon, Juyoung published the artcile< A novel method for the synthesis of 1,2-benzisoxazoline-3-one and its application to hypochlorite recognition>, Electric Literature of 21725-69-9, the main research area is benzisoxazolineone synthesis hypochlorite determination imaging.

The reaction of salicylhydroxamic acid with hypochlorite produces 1,2-benzisoxazoline-3-one, a heterocycle that contains a fluorophore. As a result, this reaction was used as the basis for a new, selective and sensitive fluorescence system for the recognition of hypochlorite. The effectiveness of the method was demonstrated by its use to detect hypochlorite in a disinfectant solution as well as to image hypochlorite in cells.

Journal of Materials Chemistry B: Materials for Biology and Medicine published new progress about Biological imaging. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Electric Literature of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Kaplan, Anna; Gaschler, Michael M.; Dunn, Denise E.; Colligan, Ryan; Brown, Lewis M.; Palmer, Arthur G. III; Lo, Donald C.; Stockwell, Brent R. published the artcile< Small molecule-induced oxidation of protein disulfide isomerase is neuroprotective>, Synthetic Route of 21725-69-9, the main research area is protein disulfide isomerase oxidation neuroprotective pharmacokinetics; drug; inhibitor; neuroprotection; protein disulfide isomerase; small molecule.

Protein disulfide isomerase (PDI) is a chaperone protein in the endoplasmic reticulum that is up-regulated in mouse models of, and brains of patients with, neurodegenerative diseases involving protein misfolding. PDI’s role in these diseases, however, is not fully understood. Here, the authors report the discovery of a reversible, neuroprotective lead optimized compound I, that acts as a modulator of PDI. I was identified using a high-throughput screen of ∼10,000 lead-optimized compounds for potent rescue of viability of PC12 cells expressing mutant huntingtin protein, followed by an evaluation of compounds on PDI reductase activity in an in vitro screen. Isothermal titration calorimetry and fluorescence experiments revealed that binding to PDI was reversible with a Kd of 62 nM, suggesting I to be the most potent PDI inhibitor reported to date. Using 2D heteronuclear single quantum correlation NMR experiments, the authors were able to map the binding site of I as being adjacent to the active site and to observe that binding of I forces PDI to adopt an oxidized conformation. Furthermore, the authors found that I-induced oxidation of PDI has a neuroprotective effect not only in cell culture, but also in corticostriatal brain slice cultures. I exhibited high stability in mouse liver microsomes and blood plasma, low intrinsic microsome clearance, and low plasma-protein binding. These results suggest that I is a promising lead compound to evaluate the potential therapeutic effects of modulating PDI in animal models of disease.

Proceedings of the National Academy of Sciences of the United States of America published new progress about Homo sapiens. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Synthetic Route of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Matuszak, Nicolas; Es Saadi, Bouazza; Labar, Geoffray; Marchand-Brynaert, Jacqueline; Lambert, Didier M. published the artcile< Benzisothiazolinone as a useful template for the design of new monoacylglycerol lipase inhibitors: Investigation of the target residues and comparison with octhilinone>, COA of Formula: C7H5NO2, the main research area is benzisothiazolinone preparation monoacylglycerol lipase inhibitor.

The regulation of 2-arachidonoylglycerol (2-AG) levels is a major issue as 2-AG has been proven to participate in numerous physiopathol. phenomena such as neuroprotection or analgesia. Octhilinone, a cysteine-reagent compound, has recently been shown to inhibit in the nanomolar range monoacylglycerol lipase (MAGL), the major enzyme responsible for the degradation of 2-AG. Here, we further investigate the mechanism by which octhilinone and its benzisothiazolinone analog inhibit human MAGL. We also provide new information on the structural requirements for MAGL inhibition by these compounds Finally, we describe for N-octylbenzisothiazolinone a mode of inhibition which is partially different from that described for octhilinone, especially with regard to the targeted cysteine residues in the vicinity of the catalytic site.

Bioorganic & Medicinal Chemistry Letters published new progress about Alkylation. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, COA of Formula: C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Branca, C.; Ricci, A.; Fermi, P.; Bassi, M. published the artcile< Activity of 1,2-benzisoxazole-3-one and indole-2,3-dione on plant regeneration in vitro and on cell elongation>, Computed Properties of 21725-69-9, the main research area is benzisoxazoleone indoledione auxin tomato pea.

The morphogenetic and cell elongating activity of 1,2-benzisoxazole-3-one (I), a compound similar 1,2-benzisoxazole-3-acetic acid but lacking the lateral carbon chain, was tested. For comparison, the activity of indole-2,3-dione, was tested. The tests were made on the regeneration of tomato (Lycopersicon esculentum) from cytoledons and on pea (Pisum sativum var. Alaska) stem elongation. I retains part of the high shoot inducing activity of 1,2-benzoisoxazole-3-acetic acid, while indole-2,3-dione is inactive. Both compounds have no effect on root induction or cell elongation.

Plant Cell Reports published new progress about Plant elongation. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Computed Properties of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem