6 Sep 2021 News Chemical Properties and Facts of C11H14O

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Intramolecular oxidative cyclization of 2-arylhydrazonothioacetamides was studied, and applicability limits of this reaction for the synthesis of 2-aryl-1,2,3-thiadiazol-5(2H)-imines were determined.

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Reference:
Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com

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A series of 3-methylthio-5-aryl-4-isothiazolecarbonitriles has been evaluated as anti rhinovirus agents against a panel. of 17 representative human rhinovirus (HRV) serotypes, belonging to both A and B groups. No anti rhinovirus activity was detected for 3-methylthio-5-phenyl-4-isothiazolecarbonitrile (IS-2). Isothiazole derivatives with bulky substituents (O-Bn or O-But groups) on the para position of the phenyl ring were the most effective compounds of this series. In fact, a reduction in virus-induced cytopathogenicity was demonstrated for the O-Bn substituted IS-50 compound against the majority (88%) of the rhinoviruses tested, whereas the compound with an O-Ts group (IS-44) was found to be a specific inhibitor of group B serotypes, exhibiting the lowest IC50 against HRVs type 2, 85 and 89. Our studies on the mechanism of action of IS-44 demonstrated that it prevents the thermal inactivation of HRV 2 infectivity, probably due to a conformational shift in the viral capsid and a decrease in affinity for the cellular receptor, resulting in an inhibition of attachment of the virions. (C) 2000 Elsevier Science B.V. All rights reserved.

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Isothiazole – Wikipedia,
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Chemistry involves the study of all things chemical – chemical processes, chemical compositions and chemical manipulation – in order to better understand the way in which materials are structured, how they change and how they react in certain situations. 939-97-9, Name is 4-(tert-Butyl)benzaldehyde, molecular formula is C11H14O, belongs to isothiazole compound. In a document, author is Cunha, Silvio, introduce the new discover, Synthetic Route of 939-97-9.

This work describes a two-step, one-pot synthetic method for the formal aza-[3 + 3] cycloaddition between N-alkyl substituted enaminones and benzoyl isothiocyanate, which afforded 4-thioxopyrimidines in reasonable yields. Reaction of acyclic enaminone with a sterically hindered group attached to the nitrogen atom afforded pyridine-2-thione, yet in low yield. The antibacterial, antifungal, and trypanocidal activities of the thioxopyrimidines were evaluated and five compounds exhibited moderate activity against Candida albicans, Micrococcus luteus, and Trypanosoma cruzi. The solid state structures of a thioxopyrimidine, an organic disulfide, and a 1,2,4-triazole were determined by X-ray diffraction analysis.

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Isothiazole – Wikipedia,
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A range of aminonitriles, readily available by Strecker reaction, were forced to react with methyl 2-(chlorosulfonyl) acetate. Methyl 2-[[(cyanoalkyl) amino] sulfonyl] acetates formed on the first stage without isolation were converted to methyl 4-amino-2,3,3-trisubstituted-1,1-dioxo-2,3-dihydro-1H-1 lambda(6) -isothiazole-5-carboxylates via CSIC reaction using Et3N-mediated conditions in poor to high yields. The structure of the target compound was confirmed by X-ray diffraction study.

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Isothiazole – Wikipedia,
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The Fourier transform infrared spectrum of gaseous 1,3,4-oxadiazole, C2H2N2O, has been recorded in the 800-1600 cm(-1) wavenumber region with a resolution around 0.0030 cm(-1). The four fundamental bands v(9)(B-1; 852.5 cm(-1)), V]4(B-2; 1078.5 cm(-1)), v(4)(A(1); 1092.6 cm(-1)), and v(2)(A(1); 1534.9 cm(-1)) are analyzed by the standard Watson model. Ground state rotational and quartic centrifugal distortion constants are obtained from a simultaneous fit of ground state combination differences from three of these bands and previous microwave transitions. Upper state spectroscopic constants are obtained for all four bands from single band fits using the Watson model. The v(4) and v(14) bands form a c-Coriolis interacting dyad, and the two bands are analyzed simultaneously by a model including first and second order Coriolis resonance using the ab initio predicted Coriolis coupling constant zeta(c)(14,4) . An extended local resonance in v(2) is explained as higher order b-Coriolis type resonance with v(6) + v(10), which is further perturbed globally by the v(15) + v(10) level. A fit of selected low-J transitions to a triad model including v(2)(A(1)), v(6) + v(10)(B-1), and v(15) + v(10)(A(2)) using an ab initio calculated Coriolis coupling constant zeta(c)(15,6) is performed. The rotational constants, ground state quartic centrifugal distortion constants, anharmonic frequencies, and vibration-rotational constants (alpha-constants) predicted by quantum chemical calculations using a cc-pVTZ and TZ2P basis with B3LYP methodology, are compared with the present experimental data, where there is generally good agreement. A complete set of anharmonic frequencies and alpha-constants for all fundamental levels of the molecule is given. (c) 2007 Elsevier Inc. All rights reserved.

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Isothiazole – Wikipedia,
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The cyclization of 2-substituted N-arylamides of 3-alkylaminobut-2-enethioic acid gave a series of new 2-alkyl-5-arylimino-2,5-dihydroisothiazole derivatives containing a benzoyl or ester group at position 4. A study was carried out on the course of this reaction in the presence of various oxidizing agents, including halogens, N-bromosuccinimide, hydrogen peroxide. Some of the isothiazoles obtained in this work exhibited cytotoxic activity against both normal and cancer cell lines.

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Isothiazole – Wikipedia,
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A range of aminonitriles, readily available by Strecker reaction, were forced to react with methyl 2-(chlorosulfonyl) acetate. Methyl 2-[[(cyanoalkyl) amino] sulfonyl] acetates formed on the first stage without isolation were converted to methyl 4-amino-2,3,3-trisubstituted-1,1-dioxo-2,3-dihydro-1H-1 lambda(6) -isothiazole-5-carboxylates via CSIC reaction using Et3N-mediated conditions in poor to high yields. The structure of the target compound was confirmed by X-ray diffraction study.

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Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com

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In this paper we describe synthesis, structures and some physicochemical properties of 20 isothiazolopyridines 8-13 substituted differently into an isothiazole ring as well as their in vitro antibacterial assays against Mycobacterium tuberculosis H37Rv, Mycobacterium fortuitum PCM 672 and Propionibacterium acnes PCM 2400. Compound 13a was found to be the most active derivative against M. tuberculosis H37Rv, demonstrating 100% growth inhibition of microorganisms in the primary screen (minimum inhibitory concentration [MIC] 6.25 mu g/mL). Nineteen of the prepared compounds were evaluated against M. fortuitum PCM 672 and P. acnes PCM 2400 and only compounds 9 and 12d exhibited excellent activity against individual strains of microorganisms with MIC90 <1 mu g/mL. The inhibitory action of the remaining isothiazolopyridines towards the tested strains of the microorganism was low, absent, or a non-linear correlation prohibited accurate determination of MIC values. Unexpectedly, seven of the remaining isothiazolopyridines tested against M. fortuitum and P. acnes stimulated growth of the microorganisms in the range 10-50% or even more (10b) under experimental conditions. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved. Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions. you can also check out more blogs about 939-97-9. Product Details of 939-97-9.

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This work describes a two-step, one-pot synthetic method for the formal aza-[3 + 3] cycloaddition between N-alkyl substituted enaminones and benzoyl isothiocyanate, which afforded 4-thioxopyrimidines in reasonable yields. Reaction of acyclic enaminone with a sterically hindered group attached to the nitrogen atom afforded pyridine-2-thione, yet in low yield. The antibacterial, antifungal, and trypanocidal activities of the thioxopyrimidines were evaluated and five compounds exhibited moderate activity against Candida albicans, Micrococcus luteus, and Trypanosoma cruzi. The solid state structures of a thioxopyrimidine, an organic disulfide, and a 1,2,4-triazole were determined by X-ray diffraction analysis.

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Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com

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Intramolecular oxidative cyclization of 2-arylhydrazonothioacetamides was studied, and applicability limits of this reaction for the synthesis of 2-aryl-1,2,3-thiadiazol-5(2H)-imines were determined.

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Reference:
Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com