Category: 119639-24-6

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide, is researched, Molecular C7H11NO3S, CAS is 119639-24-6, about Synthesis and structure-activity relationship of substituted tetrahydro- and hexahydro-1,2-benzisothiazol-3-one 1,1-dioxides and thiadiazinones: potential anxiolytic agents.Synthetic Route of C7H11NO3S.

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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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

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

Beaudegnies, Renaud; Ghosez, Leon published an article about the compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide( cas:119639-24-6,SMILESS:O=C(C=C1)N(C(C)(C)C)S1(=O)=O ).Application In Synthesis of 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:119639-24-6) through the article.

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

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.Burri, Kaspar F. researched the compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide( cas:119639-24-6 ).Recommanded Product: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide.They published the article 《Tilcotil studies. Part 2. [4 + 2] Additions with isothiazol-3(2H)-one 1,1-dioxide》 about this compound( cas:119639-24-6 ) in Helvetica Chimica Acta. Keywords: bromosiothiazole dioxide Diels Alder siloxybutadiene; oxazole isothiazolone dioxide Diels Alder; saccharin sweetening agent; pyridoisothiazole; oxicam; tilcotil; piroxicam derivative. We’ll tell you more about this compound (cas:119639-24-6).

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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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Beaudegnies, Renaud; Ghosez, Leon published an article about the compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide( cas:119639-24-6,SMILESS:O=C(C=C1)N(C(C)(C)C)S1(=O)=O ).Application In Synthesis of 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:119639-24-6) through the article.

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

Computed Properties of C7H11NO3S. 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 Isothiazolidinone heterocycles as inhibitors of protein tyrosine phosphatases: Synthesis and structure-activity relationships of a peptide scaffold.

Oxo- and trioxo-substituted isothiazolidinylphenylalanines are prepared as tyrosine mimetics by Suzuki coupling reactions of chloroisothiazolidinones and chlorodioxoisothiazolidinones with N-Boc-4-borono-L-phenylalanine derivatives; the isothiazolidinylphenylalanines (with or without subsequent hydrogenation) are incorporated into dipeptides prepared as human protein tyrosine phosphatase 1B (PTP1B) inhibitors such as I. Of the compounds tested, I is the most potent inhibitor of PTP1B with an IC50 value of 40 nM; the corresponding mixture of isothiazolidinone diastereomers inhibits PTP1B with an IC50 value of 80 nM, and the separated (R)-isothiazolidinone diastereomer inhibits PTB1B with an IC50 value of 15.5 μM; the related dipeptides prepared inhibit PTP1B less potently than either I or the mixture of isothiazolidine diastereomers containing I. Crystal structures of a dioxothiazolidinone-substituted dipeptide and a dioxoisothiazolinone-substituted dipeptide bound to PTP1B are determined by X-ray crystallog.; the low energy conformation found by ab initio calculations for the saturated heterocycle more closely approaches the conformation obtained upon binding to PTP1B than that of the unsaturated heterocycle.

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Reference:
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 Asymmetric Diels-Alder reactions with chiral 1-azadienes, the main research direction is asym Diels Alder azadiene; piperidine enantiomerically pure.Quality Control of 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide.

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

Product Details of 119639-24-6. 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 Tilcotil studies. Part 2. [4 + 2] Additions with isothiazol-3(2H)-one 1,1-dioxide.

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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide( cas:119639-24-6 ) is researched.SDS of cas: 119639-24-6.Waldner, Adrian published the article 《[4+2] Cycloaddition of α,β-unsaturated hydrazones. 3. Isothiazolo[4,5-b]pyridin-3(2H)-one 1,1-dioxides (4-azasaccharin derivatives)》 about this compound( cas:119639-24-6 ) in Helvetica Chimica Acta. Keywords: unsaturated hydrazone cycloaddition isothiazolone dioxide; azabutadiene cycloaddition isothiazolone; solvent effect cycloaddition isothiazolone dioxide azabutadiene; isothiazolopyridinone dioxide; azasaccharin derivative. Let’s learn more about this compound (cas:119639-24-6).

The [4 + 2] cycloaddition of α,β-unsaturated hydrazones, Me2NN:CHCR:CHR1 (R = Me, Et, CHMe2, R1 = H; R = R1 = Me), (1-azabuta-1,3-dienes) with isothiazol-3(2H)-one 1,1-dioxide derivatives I (R2 = H, CMe3, Me3CCH2CMe2, 4-ClC6H4, PhCH2, 4-MeOC6H4CH2) affords, depending on the solvent used, picolinamides II or III, and 4-azasaccharin derivatives IV or V. The course of the reaction is mainly influenced by the substituent R2 of the dienophile I.

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Isothiazole – Wikipedia,
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