Category: 30165-97-0

Strunskaya, E. I. published the artcileElectrochemical Reduction and Oxidation of 3,4-Disubstituted 1,2,5-Thiadiazoles, Category: alcohols-buliding-blocks, the publication is Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii) (2003), 73(5), 806-815, database is CAplus.

The electron-acceptor N and S atoms in 3,4-disubstituted 1,2,5-thiadiazoles are responsible for much decreased reduction potentials and much increased oxidation potentials of these compounds compared with the corresponding carbocyclic derivatives The thiadiazole ring is resistant to oxidation, and the reversible electron transfer gives rise to fairly stable radical cations. Reductive stability of the heterocycle depends on the nature of its substituents and on the medium: when nucleophile substituents are present, 2-electron transfer in aprotic media results in heterocycle ring opening with iminonitrile formation, whereas in the presence of 2 readily leaving groups, the electron transfer induces cleavage of the complete heterocycle ring into inorganic anions.

Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii) published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C6H8O6, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chen, Yiding published the artcileAn Aryne-Based Route to Substituted Benzoisothiazoles, Product Details of C6H9N3O2S, the publication is Organic Letters (2015), 17(19), 4786-4789, database is CAplus and MEDLINE.

The combination of arynes, generated using fluoride from the corresponding 2-(trimethylsilyl)aryl triflates, and 3-hydroxy-4-aminothiadiazoles leads to the selective formation of 3-amino-substituted benzo[d]isothiazoles. Variation of the substitution pattern of the aryne precursor, and of the thiadiazole, is possible, with the target heterocycles being obtained in good to excellent yields. In all cases, use of 3-hydroxy-4-aminothiadiazoles leads to incorporation of the amino-substituent in the product heterocycle.

Organic Letters published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C6H9N3O2S, Product Details of C6H9N3O2S.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bredikhina, Z. A. published the artcileNew approach to nonracemic 1-alkylamino-3-aryloxypropan-2-ols belonging to β-blockers via cyclic sulfites, Application of 4-Morpholino-1,2,5-thiadiazol-3-ol, the publication is Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya) (2001), 50(3), 436-439, database is CAplus.

Nonracemic β-blockers, viz., (S)-propranolol and (S)-timolol, were prepared from (S)-glycidol in three steps consisting in the reaction with SOCl₂ followed by the reaction of the resulting (4S)-4-chloromethyl-2-oxo-1,3,2-dioxathiolanes with the corresponding phenol and the final cleavage of (4R)-aryloxymethyl sulfites under the action of amines in DMF.

Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya) published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C6H9N3O2S, Application of 4-Morpholino-1,2,5-thiadiazol-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Klunder, Janice M. published the artcileArenesulfonate derivatives of homochiral glycidol: versatile chiral building blocks for organic synthesis, COA of Formula: C6H9N3O2S, the publication is Journal of Organic Chemistry (1989), 54(6), 1295-304, database is CAplus.

The preparation of a series of crystalline arenesulfonate derivatives of enantiomerically enriched glycidol is described. The enhancement of optical purity by recrystallization was particularly successful for two of these derivatives, glycidyl tosylate and glycidyl 3-nitrobenzenesulfonate, which were obtained in 97% ee and 99% ee, resp. Very high regioselectivity was observed in the reactions of these compounds with a variety of nucleophiles, including aryl oxides, Et₂AlCN, organometallic reagents, and BH₃-NaBH₄. The application of this methodol. to the synthesis of homochiral β-adrenergic blocking agents and homochiral terminal epoxides is discussed.

Journal of Organic Chemistry published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C6H9N3O2S, COA of Formula: C6H9N3O2S.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Patel, Jayendra Z. published the artcileOptimization of 1,2,5-Thiadiazole Carbamates as Potent and Selective ABHD6 Inhibitors, Product Details of C6H9N3O2S, the publication is ChemMedChem (2015), 10(2), 253-265, database is CAplus and MEDLINE.

At present, inhibitors of α/β-hydrolase domain 6 (ABHD6) are viewed as a promising approach to treat inflammation and metabolic disorders. This article describes the development of 1,2,5-thiadiazole carbamates as ABHD6 inhibitors. Altogether, 34 compounds were synthesized, and their inhibitory activity was tested using lysates of HEK293 cells transiently expressing human ABHD6 (hABHD6). Among the compound series, 4-morpholino-1,2,5-thiadiazol-3-yl cyclooctyl(methyl)carbamate I (JZP-430) potently and irreversibly inhibited hABHD6 (IC₅₀=44 nM) and showed ∼230-fold selectivity over fatty acid amide hydrolase (FAAH) and lysosomal acid lipase (LAL), the main off-targets of related compounds Addnl., activity-based protein profiling indicated that I displays good selectivity among the serine hydrolases of the mouse brain membrane proteome. I has been identified as a highly selective, irreversible inhibitor of hABHD6, which may provide a novel approach in the treatment of obesity and type II diabetes.

ChemMedChem published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C6H9N3O2S, Product Details of C6H9N3O2S.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Weinstock, Leonard M. published the artcileSynthesis of the β-adrenergic blocking agent timolol from optically active precursors, SDS of cas: 30165-97-0, the publication is Journal of Organic Chemistry (1976), 41(19), 3121-4, database is CAplus and MEDLINE.

The β-adrenergic blocking agent, trimolol (I), was prepared from R-glyceraldehyde via catalytic hydrogenation over Pd in the presence of Me3CNH2. Treating with PHCHO and then with II in the presence of Me3COK and acid hydrolysis gave 50% I.

Journal of Organic Chemistry published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C9H9NO, SDS of cas: 30165-97-0.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kong, Xu-Dong published the artcileA Smart Library of Epoxide Hydrolase Variants and the Top Hits for Synthesis of (S)-β-Blocker Precursors, Name: 4-Morpholino-1,2,5-thiadiazol-3-ol, the publication is Angewandte Chemie, International Edition (2014), 53(26), 6641-6644, database is CAplus and MEDLINE.

Microtuning of the enzyme active pocket has led to a smart library of epoxide hydrolase variants with an expanded substrate spectrum covering a series of typical β-blocker precursors. Improved activities of 6- to 430-fold were achieved by redesigning the active site at two predicted hot spots. This study represents a breakthrough in protein engineering of epoxide hydrolases and resulted in enhanced activity toward bulky substrates.

Angewandte Chemie, International Edition published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C6H9N3O2S, Name: 4-Morpholino-1,2,5-thiadiazol-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kamal, Ahmed published the artcileLipase-catalyzed resolution of 1-chloro-3-[(4-morpholin-4-yl-1,2,5-thiadiazole-3-yl)oxy]propan-2-ol, COA of Formula: C6H9N3O2S, the publication is Journal of Molecular Catalysis B: Enzymatic (2008), 54(1-2), 55-59, database is CAplus.

Lipase-catalyzed resolution of 1-chloro-3-[(4-morpholin-4-yl-1,2,5-thiadiazole-3-yl)oxy]propan-2-ol (5) is described using vinyl acetate as acyl donor. The effect of different lipases from various sources in several solvents has been studied. This intermediate 5 is utilized in the preparation of enantiomerically enriched (R) and (S)-timolol.

Journal of Molecular Catalysis B: Enzymatic published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C6H9N3O2S, COA of Formula: C6H9N3O2S.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wasson, B. K. published the artcileβ-Adrenergic blocking agents. 3-(3-Substituted-amino-2-hydroxypropoxy)-4-substituted-1,2,5-thiadiazoles, Category: alcohols-buliding-blocks, the publication is Journal of Medicinal Chemistry (1972), 15(6), 651-5, database is CAplus and MEDLINE.

A number of 3-(3-substitute-amino-2-hydroxypropoxy)-4-substituted-1,2,5-thiadiazoles were prepared by 3 general procedures: (a) by condensation of the appropriate 3-hydroxy-4-substituted-1,2,5-thiadiazole with epichlorohydrin, then formation of the epoxide, and condensation with an amine, (b) by treatment of 4-chloro-3-(3-substituted-amino-2-hydroxypropoxy)-1,2,5-thiadiazole with a heterocyclic compound containing a secondary N, or (c) by formation of a bromohydrin of a 3-substituted-4-allyloxy-1,2,5-thiadiazole, followed by treatment with an amine. A number of I containing 4-Cl, 4-Et, or 4-EtO such as (+)-3-(3-tert-butylamino-2-hydroxypropoxy)-4-chloro-1,2,5-thiadiazole-HCl [(+)-I, R = Cl, R1 = H, R2 = tert-Bu] [26791-14-0], 3-(3-isopropylamino-2-hydroxypropoxy)-4-ethyl-1,2,5-thiadiazole-HCl (I, R = Et, R1 = H, R2 = iso-Pr) [26670-38-2] and 3-(3-isopropylamino-2-hydroxypropoxy)-4-ethoxy-1,2,5-thiadiazole-HCl (I, R = EtO, R1 = H, R2 = iso-Pr) [26852-60-8] were potent β-adrenergic blocking agents but short acting (ED50 0.023, 0.04 and 0.035 mg/kg i.v., resp., dose required to inhibit by 50% the cardioaccelerator response to 0.12 mg/kg i.v. isoproterenol in the ganglion-blocked anesthetized rat). A number of 1,2,5-thiadiazoles possessing a bulky group in the 4-position were long acting, the outstanding member being (+-)-3-(3-tert-butylamino-2-hydroxypropoxy)-4-morpholino-1,2,5-thiadiazole-HCl [(+-)-II -HCl] [26670-02-0] with an ED50 of 0.013. Resolution of (+-)-II showed the bulk of activity resided in the (+)-form, (+)-3-(3-tert-butylamino-2-hydroxypropoxy)-4-morpholino-1,2,5-thiadiazole hydrogen maleate [(+)-II H maleate] [26839-77-0] the ED50 being 0.0066. The optimal activity in the thiadiazoles was achieved by the presence of an iso-Pr or tert-Bu group in the aminoisopropanoloxy side chain and inclusion of a bulky substituent in the 4 position.

Journal of Medicinal Chemistry published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C42H63O3P, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bredikhina, Zemfira A. published the artcileFrom racemic epichlorohydrin to a single enantiomer of the drug timolol maleate, Computed Properties of 30165-97-0, the publication is Tetrahedron: Asymmetry (2015), 26(15-16), 797-801, database is CAplus.

The synthesis for a single enantiomer timolol maleate based on an initial Jacobsen hydrolytic kinetic resolution of racemic epichlorohydrin and on the stereochem. of the subsequent chem. transformations has been proposed. The feature of this synthesis is that both products of the kinetic resolution, (R)-epichlorohydrin and (S)-3-chloropropane-1,2-diol, have been utilized in the synthesis of the target, (S)-timolol (I). The mirror stereochem. results can be obtained with the use of (R,R)-salen Co(III) catalyst instead of (S,S)-salen Co(III).

Tetrahedron: Asymmetry published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C6H9N3O2S, Computed Properties of 30165-97-0.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts