Downstream synthetic route of 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide

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As a common heterocyclic compound, it belongs to isothiazole compound, name is 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide, and cas is 111248-89-6, its synthesis route is as follows.

f. 5-bromo-1,3-dihydrobenzo[c]isothiazole 2,2-dioxide 1,3-Dihydro-benzo[c]isothiazole 2,2-dioxide (0.50 g, 3.14 mmol, 1.00 eq.) was solubilized in acetic acid (5 mL) at rt under nitrogen atmosphere. Bromine (0.45 g, 3.14 mmol, 1.00 eq.) in acetic acid (5 mL) was added dropwise over 5 minutes and the reaction mixture was stirred for 0.5 h. Potassium acetate (0.28 g, 3.14 mmol, 1.00 eq.) was added and the reaction mixture was concentrated to dryness. The residue was taken in 2% NaHCO3 solution and stirred for 10 minutes. This solution was acidified to pH 2 using conc. HCl (2.5 mL) and extracted with MTBE (50 mL). The MTBE layer was washed with water (50 mL), brine solution (25 mL), dried over Na2SO4 and concentrated to get the crude product as brown solid. The crude product was triturated with petroleum ether (10 mL), filtered to a light brown solid (HPLC purity app. 86%) which was further purified by column chromatography using 60-120 mesh silica gel, 15% ethyl acetate in petroleum ether as eluent to get a yellow solid (HPLC purity app. 90%). The resulting product was then triturated with ethanol (5 mL), filtered and dried to get the title compounds as light yellow solid (0.35 g, 47.7%, 94% purity).

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Reference£º
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
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2,1-benzisothiazoline 2,2-dioxides

This invention provides a progesterone receptor antagonist of formula 1 having the structure STR1wherein R 1, and R 2 are each, independently, hydrogen, alkyl, substituted alkyl, hydroxy, alkoxy, substituted alkoxy, aryl, substituted aryl, heteroaryl, substituted heteroaryl, arylalkyl, heteroarylalkyl, and alkynyl. R 1 and R 2 may be taken together to form a ring and together contain –CH 2 (CH 2) n CH 2 –, –CH 2 CH 2 CMe 2 CH 2 CH 2 –, –O(CH 2) P CH 2 –, O(CH 2) q O–, –CH 2 CH 2 OCH 2 CH 2 –, –CH 2 CH 2 NR 7 CH 2 CH 2 –. R 1 and R 2 may be taken together to form a double bond, the double bond having two methyl groups bonded to the terminal end, having a cycloalkyl group bonded to the terminal end, having an oxygen bonded to the terminal end, or having a cycloether bonded to the terminal end; or a double bond. R 3 is hydrogen, hydroxyl, NH 2, alkyl, substituted alkyl, alkenyl, alkynyl, substituted or, COR A. R 4 is hydrogen, halogen, –CN, –NH 2, alkyl, substituted alkyl, alkoxy, alkoxy, aminoalkyl, or substituted aminoalkyl; R 5 is a trisubstituted phenyl ring having the structure, STR2or is a five or six membered heteroaryl ring, containing 1, 2, or 3 heteroatoms selected from the group consisting of O, S, SO, SO 2 and NR 6, or pharmaceutically acceptable salt thereof.

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2,1-Benzisothiazoline 2,2-Dioxide and Derivatives

Synthesis of new 2,1-benzisothiazoline 2,2-dioxides 1 and some of its benzene ring substitution derivatives was accomplished by two different methods of cyclisation.Also a number of new N-substituted derivatives, obtained by treatment of 1 and analogues with aliphatic and aromatic acid chlorides are described.

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2-AMINOPYRIDINE COMPOUNDS

The invention provides novel substituted 2-aminopyridine compounds according to Formula (I), their manufacture and use for the treatment of hyperproliferative diseases such as cancer, inflammatory or degenerative diseases.

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CARBAZOLE-CONTAINING SULFONAMIDES AS CRYPTOCHROME MODULATORS

The subject matter herein is directed to carbazole-containing sulfonamide derivatives and pharmaceutically acceptable salts or hydrates thereof of structural formula I wherein the variable R1, R2, R3, R4, R5, R6, R7, A, B, C, D, E, F, G, H, a, and b are accordingly described. Also provided are pharmaceutical compositions comprising the compounds of formula I to treat a Cry-mediated disease or disorder, such as diabetes, obesity, metabolic syndrome, Cushing’s syndrome, and glaucoma.

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Application of photoelectron spectroscopy to molecular properties, 57[?] UV photoelectron spectroscopy studies of the products of thermal extrusion of sulfur dioxide from benzosultams

An aza-ortho-xylylene system is produced by thermal degradation of N- alkylbenzosultam, which can be directly studied by coupling the system to a UV/photoelectron spectrometer. These thermodynamically unstable xylylene derivatives rearrange to give aldimine by a [1,5] hydrogen shift.

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Isothiazole – Wikipedia,
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NOVEL NAPHTHYRIDINES AND ISOQUINOLINES AND THEIR USE AS CDK8/19 INHIBITORS

The present invention relates to naphthyridine and isoquinoline compounds, and pharmaceutically acceptable compositions thereof, useful as inhibitors of CDK8/19, and for the treatment of CDK8/19-related disorders.

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Isothiazole – Wikipedia,
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PYRIDYL PIPERIDINES

The invention provides novel substituted pyridyl piperidine compounds according to Formula (I) which are Wnt pathway inhibitors, their manufacture and use for the treatment of hyperproliferative diseases such as cancer, inflammatory or degenerative diseases.

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Isothiazole – Wikipedia,
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Synthesis and activity of 2-(sulfonamido)methylcarbapenems: Discovery of a novel, anti-MRSA 1,8-naphthosultam pharmacophore

A series of 1beta-methyl carbapenems substituted at the 2-position with lipophilic, acyclic and cyclic (sulfonamido)methyl groups was prepared and evaluated for activity against resistant gram-positive bacteria. From these studies, the 1,8-naphthosultamyl group emerged as a novel, PBP2a-binding, anti-MRSA pharmacophore worthy of further exploration.

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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.Quality Control of 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide, Name is 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide, molecular formula is C7H7NO2S, Quality Control of 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide. In a Article, authors is Abramovitch, Rudolph A.£¬once mentioned of Quality Control of 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide

FLASH VACUUM PYROLYSIS OF alpha-TOLUENESULFONYL AZIDE

The flash vacuum pyrolysis of alpha-toluenesulfonyl azide (1) gave bibenzyl (2), 2-(beta-phenethyl)pyridine (3), and 2,1-benzisothiazole 2,2-dioxide (4); an authentic sample of the latter was prepared from 2-bromo-alpha-toluenesulfonamide and potassium amide in liquid ammonia.FVP of benzenesulfonyl azide using benzene as carrier gas gave some diphenylamine, but not in the absence of benzene.

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