Tag: M.W:100-200

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called A facile construction of 4-hydroxymethylbenzisothiazolone-1,1-dioxide, published in 1998-03-19, which mentions a compound: 119639-24-6, mainly applied to furylmethanol isothiazolone dioxide regioselective Diels Alder; hydroxymethylbenzisothiazolone regioselective preparation; benzisothiazolone hydroxymethyl regioselective preparation; MO Diels Alder furylmethanol isothiazolone dioxide; hydrogen bond furylmethanol isothiazolone dioxide cycloaddition, Related Products of 119639-24-6.

4-Hydroxymethylbenzisothiazolone-1,1-dioxide could be facilely synthesized via a highly regioselective Diels-Alder cycloaddition between furfuryl alc. and 2-(tert-butyl)-isothiazolone-1,1-dioxide, followed by aromatization of the adduct under basic conditions. A secondary effect from intramol. hydrogen bonding influences the regioselectivity of the cycloaddition Unequivocal proof of the regiochem. of the Diels-Alder reaction is provided by X-ray crystallog. and ab initio calculations showed electronic and steric effects on transition structure asynchronicity.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Category: isothiazole. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide, is researched, Molecular C7H11NO3S, CAS is 119639-24-6, about Benzothiazole benzimidazole (S)-isothiazolidinone derivatives as protein tyrosine phosphatase-1B inhibitors. Author is Sparks, Richard B.; Polam, Padmaja; Zhu, Wenyu; Crawley, Matthew L.; Takvorian, Amy; McLaughlin, Erin; Wei, Min; Ala, Paul J.; Gonneville, Lucie; Taylor, Nancy; Li, Yanlong; Wynn, Richard; Burn, Timothy C.; Liu, Phillip C. C.; Combs, Andrew P..

Benzothiazole benzimidazole (S)-isothiazolidinone ((S)-IZD) derivatives 5 were discovered through a peptidomimetic modification of the tripeptide (S)-IZD protein tyrosine phosphatase 1B (PTP1B) inhibitor 1. These derivatives are potent, competitive, and reversible inhibitors of PTP1B with improved caco-2 permeability. An X-ray co-crystal structure of inhibitor 5/PTP1B at 2.2 Å resolution demonstrated that the benzothiazole benzimidazole forms bi-dentate H-bonds to Asp48, and the benzothiazole interacts with the surface of the protein in a solvent exposed region towards the C-site. The design, synthesis, and SAR of this novel series of benzothiazole benzimidazole containing (S)-IZD inhibitors of PTP1B are presented herein.

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Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide, is researched, Molecular C7H11NO3S, CAS is 119639-24-6, about Tilcotil studies. Part 2. [4 + 2] Additions with isothiazol-3(2H)-one 1,1-dioxide, the main research direction is bromosiothiazole dioxide Diels Alder siloxybutadiene; oxazole isothiazolone dioxide Diels Alder; saccharin sweetening agent; pyridoisothiazole; oxicam; tilcotil; piroxicam derivative.COA of Formula: C7H11NO3S.

The isothiazoles I (R = CMe3, CH2CO2Et, R1 = Br) are not only dipolarophiles but also reactive and versatile dienophiles, especially with oxy-substituted 1,3-butadienes, I readily combine in Diels-Alder fashion; the regiospecificity of the addition is governed by the carbonyl group of the dienophile, whereas the SO2 group can be ignored for the purpose of predicting regioselectivity. Upon dehydrobromination of the [4 + 2] adducts with DBN, the cycloaromatization process is completed, generating saccharin-like compounds Besides the parent saccharin, several hydroxylated derivatives, e.g., II (R2 = OH, R3 = H; R2 = R3 = OH) have been synthesized by this new method. II are of potential interest as non-nutritive sweetening agents. In an alternative version of this principle, the isothiazole I (R = CMe3, CH2CO2Et, CH2C6H4OMe-4, R1 = H) is reacted with the oxazole III, affording, after acid-promoted rearrangement, pyrido-annulated isothiazoles IV. Since both processes generate saccharin-related structures, they may serve in syntheses of oxicams and analogs of ipsapirone. To demonstrate the viability of the approach one representative of each series, has been converted to an oxicam.

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Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Erkin, A. V.; Krutikov, V. I. published the article 《N-(3-Sulfanylmethyl-4H-1,2,4-triazol-4-yl)-2-sulfanylacetamide Containing Terminal 2-Amino-6-methylpyrimidin-4-yl Fragments. Synthesis from 2-[(2-Amino-6-methylpyrimidin-4-yl)sulfanyl]acetohydrazide and Triethyl Orthoformate》. Keywords: amino methylpyrimidinyl sulfanylacetohydrazide preparation triethyl orthoformate heterocyclization; methyl aminopyrimidinyl sulfanylmethyltriazoloacetamide preparation.They researched the compound: 2-Amino-6-methylpyrimidine-4-thiol( cas:6307-44-4 ).SDS of cas: 6307-44-4. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:6307-44-4) here.

2-[(2-Amino-6-methylpyrimidin-4-yl)sulfanyl]acetohydrazide reacted with tri-Et orthoformate at a molar ratio of 1:1 to give 2-[(2-amino-6-methylpyrimidin-4-yl)sulfanyl]-N-{3-[(2-amino-6-methylpyrimidin-4-yl)sulfanylmethyl]-4H-1,2,4-triazol-4-yl}acetamide.

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Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Formula: C7H11NO3S. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide, is researched, Molecular C7H11NO3S, CAS is 119639-24-6, about Synthesis of new biologically active isothiazolo[4,5-b]carbazole-type tetracyclic derivatives via an indole-2,3-quinodimethane approach. Author is Miambo, Raimundo F.; Laronze-Cochard, Marie; Lawson, Ata-Martin; Guillot, Regis; Baldeyrou, Brigitte; Lansiaux, Amelie; Supuran, Claudiu T.; Sapi, Janos.

A number of isothiazolo[4,5-b]carbazole derivatives were prepared via a Diels-Alder approach involving thermally induced indole-2,3-quinodimethane intermediates. Preliminary biol. tests revealed a GSK-3β kinase inhibitor (I) and some free NH group containing compounds (I, II, III) displayed selective human carbonic anhydrase I inhibitory activities.

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Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Beaudegnies, Renaud; Ghosez, Leon researched the compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide( cas:119639-24-6 ).Formula: C7H11NO3S.They published the article 《Asymmetric Diels-Alder reactions with chiral 1-azadienes》 about this compound( cas:119639-24-6 ) in Tetrahedron: Asymmetry. Keywords: asym Diels Alder azadiene; piperidine enantiomerically pure. We’ll tell you more about this compound (cas:119639-24-6).

Chiral 1-azadienes I (R1, R2 = H, Me) derived from α,β-unsaturated aldehyde and Enders’ hydrazines cycloadd to cyclic dienophiles with high facial selectivities. The adducts can be readily converted into enantiomerically pure piperidine derivatives, e.g. II.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Benzothiazole benzimidazole (S)-isothiazolidinone derivatives as protein tyrosine phosphatase-1B inhibitors, published in 2007-02-01, which mentions a compound: 119639-24-6, Name is 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide, Molecular C7H11NO3S, Formula: C7H11NO3S.

Benzothiazole benzimidazole (S)-isothiazolidinone ((S)-IZD) derivatives 5 were discovered through a peptidomimetic modification of the tripeptide (S)-IZD protein tyrosine phosphatase 1B (PTP1B) inhibitor 1. These derivatives are potent, competitive, and reversible inhibitors of PTP1B with improved caco-2 permeability. An X-ray co-crystal structure of inhibitor 5/PTP1B at 2.2 Å resolution demonstrated that the benzothiazole benzimidazole forms bi-dentate H-bonds to Asp48, and the benzothiazole interacts with the surface of the protein in a solvent exposed region towards the C-site. The design, synthesis, and SAR of this novel series of benzothiazole benzimidazole containing (S)-IZD inhibitors of PTP1B are presented herein.

In addition to the literature in the link below, there is a lot of literature about this compound(2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide)Formula: C7H11NO3S, illustrating the importance and wide applicability of this compound(119639-24-6).

Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Quality Control of 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide, is researched, Molecular C7H11NO3S, CAS is 119639-24-6, about A facile construction of 4-hydroxymethylbenzisothiazolone-1,1-dioxide.

4-Hydroxymethylbenzisothiazolone-1,1-dioxide could be facilely synthesized via a highly regioselective Diels-Alder cycloaddition between furfuryl alc. and 2-(tert-butyl)-isothiazolone-1,1-dioxide, followed by aromatization of the adduct under basic conditions. A secondary effect from intramol. hydrogen bonding influences the regioselectivity of the cycloaddition Unequivocal proof of the regiochem. of the Diels-Alder reaction is provided by X-ray crystallog. and ab initio calculations showed electronic and steric effects on transition structure asynchronicity.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Abou-Gharbia, Magid; Moyer, John A.; Patel, Usha; Webb, Michael; Schiehser, Guy; Andree, Terrance; Haskins, J. Thomas published the article 《Synthesis and structure-activity relationship of substituted tetrahydro- and hexahydro-1,2-benzisothiazol-3-one 1,1-dioxides and thiadiazinones: potential anxiolytic agents》. Keywords: piperazinylbutylbenzisothiazolone preparation anxiolytic structure activity; piperazinylbutylthiadiazinone dioxide preparation anxiolytic; benzisothiazolone piperazinylbutyl dioxide preparation anxiolytic; thiadiazinone piperazinylbutyl dioxide preparation anxiolytic.They researched the compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide( cas:119639-24-6 ).Related Products of 119639-24-6. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:119639-24-6) here.

Several novel substituted tetrahydro- and hexahydro-1,2-benzisothiazole-3-one 1,1-dioxides, e.g., I [X = CH:CH, R = 2-pyrimidinyl (II); X = CH2, R = 3-C6H4CF3 (III)], IV (R = 2-pyrazinyl), and thiadiazinones V (R = 2-pyrimidinyl, 6-chloro-2-pyrazinyl) were prepared and examined in a series of in vitro and in vivo tests to determine their pharmacol. profile. Most compounds were orally active in blocking the conditioned avoidance response (CAR) but did not antagonize apomorphine-induced stereotyped behavior. Several compounds demonstrated moderate to high affinity for the 5-HT1A receptor binding site, with II and III containing 2-pyrimidinylpiperazinyl and [3-(trifluoromethyl)phenyl]piperazinyl moieties and IV containing the 2-pyrazinylpiperazinyl moiety displaying the highest affinity (K2 values of 10, 4, and 9 nM, resp. II, buspirone, and ipsapirone showed similarities in their neurochem. and behavioral profiles. They were similar in potency in blocking CAR with AB50 values of 39, 32, and 42 mg/kg, resp. They also demonstrated high affinity and selectivity for the 5-HT1A receptor site (Ki = 10 nM) and exhibited partial agonist/antagonist activity in the serotonin syndrome test. In addition, II inhibited apomorphine-induced climbing behavior much more potently (ED50 of 3.4 mg/kg) than stereotyped behavior (ED50 of 32.2 mg/kg) and will be evaluated further. Structure-activity relationships within this series of compounds are discussed.

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Isothiazole – Wikipedia,
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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 119639-24-6, is researched, SMILESS is O=C(C=C1)N(C(C)(C)C)S1(=O)=O, Molecular C7H11NO3SJournal, Tetrahedron Letters called A facile construction of 4-hydroxymethylbenzisothiazolone-1,1-dioxide, Author is Yeung, Kap-Sun; Meanwell, Nicholas A.; Li, Yi; Gao, Qi, the main research direction is furylmethanol isothiazolone dioxide regioselective Diels Alder; hydroxymethylbenzisothiazolone regioselective preparation; benzisothiazolone hydroxymethyl regioselective preparation; MO Diels Alder furylmethanol isothiazolone dioxide; hydrogen bond furylmethanol isothiazolone dioxide cycloaddition.Reference of 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide.

4-Hydroxymethylbenzisothiazolone-1,1-dioxide could be facilely synthesized via a highly regioselective Diels-Alder cycloaddition between furfuryl alc. and 2-(tert-butyl)-isothiazolone-1,1-dioxide, followed by aromatization of the adduct under basic conditions. A secondary effect from intramol. hydrogen bonding influences the regioselectivity of the cycloaddition Unequivocal proof of the regiochem. of the Diels-Alder reaction is provided by X-ray crystallog. and ab initio calculations showed electronic and steric effects on transition structure asynchronicity.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com