9/29 News Final Thoughts on Chemistry for Benzo[d]isothiazol-3-amine

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Background: The purpose of this study was to investigate the diabetic effect of phytocompounds synthesized from Hunteria umbellata using GC-MS analysis and molecular docking studies. Objective: Peroxisome proliferator-activated receptor gamma (PPAR-gamma) agonists are beneficial in the treatment of diabetes by stimulating insulin sensitivity and antagonizing hepatic gluconeogenesis. The aim of the present study was to investigate the PPAR-gamma agonist property of phytocompounds from Hunteria umbellata using an in-silico approach. Methods: Molecular docking of Hunteria umbellata on human PPAR-gamma protein was determined by Auto/Vina in Pymol 4.2 and compared with Gilbenclamide, a known agonist of PPAR-gamma. Results: Our present study reports the phytochemical analysis of the extracts of the seeds and leaves of Hunteria umbellata. 21 compounds were revealed through GC-MS analysis and screened using AutoDock/Vina against PPAR-gamma. Docking studies recommended that 2,2-Benzylidenebis (3-methylbenzofuran) an existing phytochemical from the seed of Hunteria umbellata had the highest fitness score of ?11.3 kcal/mol and hence could be a potent antidiabetic drug. Conclusions: Hunteria umbellata seed extract and its compound 2,2-Benzylidenebis (3-methylbenzofuran) have a significant antidiabetic activity against PPAR-gamma. The molecular binding interaction of an in-silico data demonstrated that 2,2-Benzylidenebis (3-methylbenzofuran) has more specificity towards the PPAR-gamma binding site and could be a potent antidiabetic compound.

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Reference:
Thiazole | C3H7471NS – PubChem,
Thiazole | chemical compound | Britannica

09/28/21 News Some scientific research about Benzo[d]isothiazol-3-amine

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3-Amino-4-methyl-6-phenyl-1H-pyrazolo<3,4-d>pyrimidine (3a) and 3-amino-4-methyl-6-phenylisothiazolo<5,4-d>pyrimidine (9a) have been prepared.The former reacts with bromoacetone or 3-bromopentane-2,4-dione, to give tricyclic systems (1a) or (13) containing an extra pyrazole or pyrimidine ring, respectively; in each case the newly formed ring contains a bridgehead nitrogen atom, derived from N-2 of the starting material.With the same reagents, the latter undergoes an interesting ring-opening reaction, for which possible mechanisms are proposed.In contrast, 3-amino-1,2-benzisothiazole does not undergo ring fission under similar conditions, but gives rise to tricyclic compounds containing a bridgehead nitrogen atom.

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Reference:
Thiazole | C3H7476NS – PubChem,
Thiazole | chemical compound | Britannica

13/9/2021 News New explortion of Benzo[d]isothiazol-3-amine

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SHP-2, a nonreceptor protein tyrosine phosphatase encoded by the PTPN11 gene, mediates cell signaling by growth factors and cytokines via the RAS/MAP kinase pathway. Somatic mutations in PTPN11 gene account for approximately 18% of juvenile myelomonocytic leukemia (JMML) patients. Moreover, SHP-2 mutations leading to continuously active enzyme were found in more than 50% of Noonan syndrome patients and are considered to be responsible for the high tendency of these patients to juvenile leukemias and other cancer types. Recently SHP-2 became a new drug target, but till now little has been done in this field. In the present study, 17 2-thiazolylimino/heteroarylimino-5-arylidene-4- thiazolidinones divided into three series of derivatives bearing thiazole-, benzo[d]thiazole-, and benzo[d]isothizole rings were tested for SHP-2 inhibitory activity. Most of the compounds were good SHP-2 inhibitors. Benzo[d]thiazole derivatives exhibited the best inhibitory action. Docking studies revealed that hydrophobic interactions and hydrogen bond formation stabilize enzyme-inhibitor complex.

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Reference:
Thiazole | C3H7457NS – PubChem,
Thiazole | chemical compound | Britannica

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On the basis of computer prediction of biological activity by PASS and toxicity by DEREK, the most promising 32-alkylaminoacyl derivatives of 3-aminobenzo[d]isothiazole were selected for possible local anaesthetic action. This action was evaluated using an in vitro preparation of the isolated sciatic nerve of the rat and compared with lidocaine which was used as a reference compound. QSAR studies showed that the polarizability, polarity and molecular shape of molecules have a positive influence on their local anaesthetic activity, while contributions of aromatic CH and singly bonded nitrogen are negative. Since the estimated PASS probabilities to find local anaesthetic activity in the most active compounds are less than 50%, these compounds may be considered to be possible NCEs.

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Reference:
Thiazole | C3H7462NS – PubChem,
Thiazole | chemical compound | Britannica

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2-Benzo[d]thiazolyl- and 2-benzo[d]isothiazolyl-imino-5-benzylidene-4- thiazolidinone derivatives were investigated as potential metalloproteinases (MMPs) inhibitors and evaluated for their antidegenerative activity on human chondrocyte cultures stimulated by IL-1beta, using an experimental model that reproduces the mechanisms involved in osteoarthritic (OA) diseases. Cell viability, the amount of glycosaminoglycans (GAGs) and the production of nitric oxide (NO) were measured. The most potent compound, 5-(4-methoxy-benzylidene)-2- (benzo[d]isothiazol-3-ylimino)-thiazolidin-4-one (4b), a MMP-13 inhibitor at nanomolar concentration (IC50 = 0.036 muM), could be considered as a lead compound for the development of novel clinical agents, inhibitors of cartilage degradation, for the treatment of OA.

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Reference:
Thiazole | C3H7478NS – PubChem,
Thiazole | chemical compound | Britannica

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Several N-(1,2-benzisothiazol-3-yl)amidines were synthesized and examined for their in vitro antimicrobial activity. Some of the compounds studied were effective against bacteria and fungi. Amidines carrying unsaturated alkylic chains showed the highest antimicrobial activity, the propenyl derivative 7 proving to be the most potent with minimum inhibitory concentrations of 25 mug/ml against Gram positive bacteria and mould and of 3-12 mug/ml against yeasts. The results indicate that an unsaturated moiety is an important function for enhancing the antimicrobial activity in the compounds under investigation.

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Reference:
Thiazole | C3H7459NS – PubChem,
Thiazole | chemical compound | Britannica

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A novel heterogeneous catalytic method to synthesize various heterocyclic compounds of biological interest, aminobenzisothiazole [2a-h] and 1,3-thiazine derivatives [4,6], using an environmentally attractive solid catalyst, zeolite, is described.

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Reference:
Thiazole | C3H7475NS – PubChem,
Thiazole | chemical compound | Britannica

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.23031-78-9, Name is Benzo[d]isothiazol-3-amine, molecular formula is C7H6N2S. In a Article,once mentioned of 23031-78-9, HPLC of Formula: C7H6N2S

Background: The purpose of this study was to investigate the diabetic effect of phytocompounds synthesized from Hunteria umbellata using GC-MS analysis and molecular docking studies. Objective: Peroxisome proliferator-activated receptor gamma (PPAR-gamma) agonists are beneficial in the treatment of diabetes by stimulating insulin sensitivity and antagonizing hepatic gluconeogenesis. The aim of the present study was to investigate the PPAR-gamma agonist property of phytocompounds from Hunteria umbellata using an in-silico approach. Methods: Molecular docking of Hunteria umbellata on human PPAR-gamma protein was determined by Auto/Vina in Pymol 4.2 and compared with Gilbenclamide, a known agonist of PPAR-gamma. Results: Our present study reports the phytochemical analysis of the extracts of the seeds and leaves of Hunteria umbellata. 21 compounds were revealed through GC-MS analysis and screened using AutoDock/Vina against PPAR-gamma. Docking studies recommended that 2,2-Benzylidenebis (3-methylbenzofuran) an existing phytochemical from the seed of Hunteria umbellata had the highest fitness score of ?11.3 kcal/mol and hence could be a potent antidiabetic drug. Conclusions: Hunteria umbellata seed extract and its compound 2,2-Benzylidenebis (3-methylbenzofuran) have a significant antidiabetic activity against PPAR-gamma. The molecular binding interaction of an in-silico data demonstrated that 2,2-Benzylidenebis (3-methylbenzofuran) has more specificity towards the PPAR-gamma binding site and could be a potent antidiabetic compound.

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Reference:
Thiazole | C3H7471NS – PubChem,
Thiazole | chemical compound | Britannica

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The in vitro antimicrobial activity of bz-nitro-, 3-ethylacetate-, 3-amino- and 3-substitutedamino 2,1-benzisothiazoles was evaluated. The compounds studied were found to display a very low activity against bacteria and fungi, with the exception of compound 61, which exhibited a relatively high activity against Bacillus subtilis, Escherichia coli and Saccharomyces cerevisiae. As for genotoxic properties, compounds 1-3, 5 and 6 showed DNA-damaging activity in the Bacillus subtilis rec-assay. The Salmonella-microsome assay confirmed the genotoxicity of these compounds and also revealed the mutagenicity of compounds 4, 7-12, 23, 24, 31, 33-35, 38, 39, 44, 49, 51, 53, 57-63. Structure-activity relationships showed all the compounds containing an aromatic nitro group or an unsubstituted amino group to possess genotoxic properties. Whereas most of the 3-acylamino-, 3-acylalkylamino- and 3-azomethynderivatives showed mutagenic activity, none of the 3-alkylamino-2,1-benzisothiazoles was active. None of the 1,2-isomers studied showed genotoxic properties.

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Reference:
Thiazole | C3H7450NS – PubChem,
Thiazole | chemical compound | Britannica

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Determination of bioactive chemical composition of callosobruchus maculutus and investigation of its anti-fungal activity

Methanolic extract of bioactive compounds of Callosobruchus maculutus was assayed for in vitro anti-fungal activity against Aspergillus niger, Aspergillus terreus, Aspergillus flavus, Aspergillus fumigatus, Candida albicans, Saccharomyces cerevisiae, Penicillium expansum, and Trichoderma viride. GC-MS analysis of Callosobruchus maculutus revealed the existence of the 4-Cyclooctene-1-carboxaldehyde, Benzenemethanol, 2-(2-aminopropoxy)-3-methyl, 1-(1,4-cyclohexadienyl)-2-methylaminopropane, 2-Undecanone, 6,10-dimethyl-, Tricyclo[10.2.2.2(5,8)octadeca-5,7,12,14,15,17-hexaene, 1-Dimethyl(pentafluorophenyl)silyloxycyclopentane, 3-Methylene-bicyclo[3.2.1]oct-6-en-8-ol, Benzenesulfonamide, N-(bicyclo[2.2.1]hept-5-en-2-ylmethyl), (-)-Norephedrine, 4-Bromo-7-methylenebicyclo[4.2.0]oct-2-ene, Benzene, 1-propenyl-, 1-Hexanol, 2-ethyl-, 1,2-Benzisothiazol-3-amine tbdms, 5-Methyl-6-phenyltetrahydro-1,3-oxazine-2-thione, Propanamide, N-(3-methoxyphenyl)-2,2-dimethyl, 3,6-Octadecadiynoic acid, methyl ester, 1-Chloroundecane, 10-(Tetrahydro-puran-2-yloxy)-tricyclo[4.2.1.1(2,5)]dec-7-en, Pent-1-en-3-one, 1-(2-furyl)-5-dimethylamino, Methyl salicylate, 2-Amino-nicotinic acid methyl ester, 2,5-Dimethylhexane-2,5-dihydroperoxide, 1,4-Oxathiane, 4-oxide, 3-Cyclohexene-1-propanal, Cyclobutane(1,6)spiro(2,3-diazabicyclo[3.1.0]hex-2-ene)-4-, Trans-8-Hydroxy-bicyclo(4,3,0)non-3-ene, Tricyclo[3.3.1.1(3,7)]decane, 1-[(hydrazinocarbonyl)amino]-, (7R)-cis-bicyclo[4.3.0]-3-nonen-7-ol, Ethaneperoxoic acid,1-cyano-1,4-diphenylpentyl ester, 3-Amino-3-(4-isopropoxy-3-methoxy-phenyl)-propionic acid, Aziridinone, 1,3-bis(tricycle[3.3.1.1(3,7)]dec-1-yl), Hydrazinecarboxamide, 2-(2,6-cyclooctadien-1-ylidene, Cis-pinen-3-ol, Salicylaldehyde, thiocarbazone, Adamantane,1-isocyano, 2,7-Methanonaphthalen-3-amine, 1,2,3,4,4a,7,8,8a-octahyd, Pteridine-8-oxide, 6-aldoximino-2-amino-4(3H)-oxo-, 2-Dodecenal, 5H-Cyclohepta-1,4-dioxin,2,3,4a,6,7,9a-hexahydro-,cis-, Hexadecanoic acid, methyl ester, Cyclohexanebutanoic acid, 2-methyl-3-oxo-, methyl ester, Octadecanoic acid, Butyl 9-tetradecenoate, 7-[3-Chloro-2-hydroxypropyl]guanine, 4-Heneicosanone, 1-cyclopentyl-, 4-Methoxycarbonylmethylundec-3-enedioic acid, dimethyl ester, 5-(4,5-Dihydro-3H-pyrrol-2-ylmethylene)-4,4-dimethylpyrrolidin, Phthalic acid,octyl oct-3-yl ester. The results of anti-fungal activity produced by Callosobruchus maculutus showed that the volatile compounds were highly effective to suppress the growth of Aspergillus niger. Callosobruchus maculutus produce many important secondary metabolites with high biological activities.

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Reference:
Thiazole | C3H7463NS – PubChem,
Thiazole | chemical compound | Britannica