70-10-0

Basic information

• Product Name: 6-CHLORO-1,2-BENZISOTHIAZOL-3(2H)-ONE
• Synonyms: ticlatone;FER1443,Landromil,Ticlaton,Ticlatone,3-Hydroxy-6-chloro-1,2-benzisothiazole;Landromill;6-chloro-1,2-benzothiazol-3-one;6-Chlorobenzo[d]isothiazol-3(2H)-one;6-CHLORO-1,2-BENZISOTHIAZOL-3(2H)-ONE;6-chloro-1,2-benzisothiazolin-3-one;6-chloro-1,2-benzisothiazolone
• CAS NO: 70-10-0
• Molecular Formula: C₇H₄ClNOS
• Molecular Weight: 185.63076
• Product Categories: Heterocyclic Compounds;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 70-10-0.mol

Chemical Properties

• Melting Point: 270-272°C
• Appearance: /
• Density: 1.515g/cm³
• Refractive Index: 1.669
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 9.72±0.20(Predicted)
• CAS DataBase Reference: 6-CHLORO-1,2-BENZISOTHIAZOL-3(2H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-1,2-BENZISOTHIAZOL-3(2H)-ONE(70-10-0)
• EPA Substance Registry System: 6-CHLORO-1,2-BENZISOTHIAZOL-3(2H)-ONE(70-10-0)

Safety Data

• Hazardous Substances Data: 70-10-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Chloro-1,2-benzisothiazol-3(2H)-one is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its presence in the molecular structure can impart specific biological activities, making it a crucial component in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical industry, 6-chloro-1,2-benzisothiazol-3(2H)-one is used as a precursor for the synthesis of various agrochemicals, such as insecticides, herbicides, and fungicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and diseases in agriculture.
Used in Organic Synthesis:
6-Chloro-1,2-benzisothiazol-3(2H)-one is used as a versatile building block in organic synthesis for the preparation of a wide range of organic compounds. Its reactivity and functional groups make it suitable for various chemical reactions, leading to the formation of new molecules with potential applications in different fields.
Used in Research and Development:
6-Chloro-1,2-benzisothiazol-3(2H)-one is also used in research and development for the exploration of new chemical reactions and the synthesis of novel compounds. Its unique properties make it an interesting subject for scientific studies, which can lead to the discovery of new applications and uses in various industries.

InChI:InChI=1/C7H4ClNOS/c8-4-1-2-5-6(3-4)11-9-7(5)10/h1-3H,(H,9,10)

Upstream product

• 52948-12-6 Methyl 4-chloro-2-mercaptobenzoate 
• 176107-21-4 4-chloro-2-(methylthio)benzonitrile 
• 942319-20-2 4-chloro-2-iodobenzamide 
• 50-84-0 2,4 dichlorobenzoic acid 
• 40183-55-9 2-(benzylthio)-4-chlorobenzoic acid chloride 
• 19993-69-2 2,2'-dithiobis(3-chlorobenzoyl)chloride 
• 19993-68-1 bis(2-carboxy-6-chlorophenyl) disulphide 
• 40183-35-5 2-(benzylthio)-4-chlorobenzoic acid 

Downstream Products

• 131540-87-9 6-chloro-1,2-benzisothiazol-3-yl piperazine 
• 19331-46-5 N-[6-Chloro-benzo[1,2]dithiol-(3Z)-ylidene]-benzamide 

Relevant articles and documents

Synthesis and pharmacological characterization of novel N-(trans-4-(2-(4-(benzo[d]isothiazol-3-yl)piperazin-1-yl)ethyl)cyclohexyl)amides as potential multireceptor atypical antipsychotics

A series of novel benzisothiazolylpiperazine derivatives combining potent dopamine D2and D3, and serotonin 5-HT1Aand 5-HT2Areceptor properties were synthesized and evaluated for their potential antipsychotic properties. The most-promising derivative was 9j. The unique pharmacological features of 9j were a high affinity for D2, D3, 5-HT1A, and 5-HT2Areceptors, together with a 20-fold selectivity for the D3versus D2subtype, and a low affinity for muscarinic M1(reducing the risk of anticholinergic side effects), and for hERG channels (reducing incidence of QT interval prolongation). In animal behavioral models, 9j inhibited the locomotor-stimulating effects of phencyclidine, blocked conditioned avoidance response, and improved the cognitive deficit in the novel object recognition tests in rats. 9j exhibited a low potential for catalepsy, consistent with results with risperidone. In addition, favorable brain penetration of 9j in rats was detected. These studies have demonstrated that 9j is a potential atypical antipsychotic candidate.

An efficient approach to construct benzisothiazol-3(2: H)-ones via copper-catalyzed consecutive reaction of 2-halobenzamides and carbon disulfide

An efficient copper-catalyzed reaction for the synthesis of benzisothiazol-3(2H)-ones has been developed, starting from easily available 2-halobenzamides and carbon disulfide, which gave the corresponding target products in 30-89% yield for 25 examples. The reaction proceeds via a consecutive process with S-C bond and S-N bond formation.

1,2-BENZISOTHIAZOL-3-ONE COMPOUND PRODUCTION METHOD

The present invention provides a method for producing 1,2-benzisothiazol-3-one compounds by reacting a 2-(alkylthio)benzonitrile compound with a halogenating agent in the presence of water, the method being characterized in that the reaction proceeds while the halogenating agent and water are gradually and simultaneously added to a reaction system containing the 2-(alkylthio)benzonitrile compound. The invention allows the simple and economical production of highly pure 1,2-benzisothiazol-3-one compounds, which are useful as antimicrobial agents, antifungal agents, etc.

9-AZABICYCLO [3 . 3 . 1] NONANE DERIVATIVES AS MONOAMINE REUPTAKE INHIBITORS

The present invention relates to a 9-azabicyclo[3.3.1]nonane derivative of formula (I), wherein R1 is H or C1-5alkyl; X is O or NR2, wherein R2 is H, C1-5alkyl or C2-5acyl and Ar is C6-10aryl or a 5-10 membered heteroaryl ring system, both being optionally substituted with one to three of R3-R5 independently selected from halogen, C1-5alkyl, C1-5alkoxy, C3-6cycloalkyl, C2-5alkenyl, C2-5alkynyl, CN, NO2, hydroxy, phenyl, phenoxy and phenylC1-2alkoxy, wherein said C1-5alkyl and C1-5alkoxy are optionally substituted with one to three halogens and wherein said phenyl, phenoxy and phenylC1-2alkoxy are optionally substituted with one to three substituents independently selected from halogen and methyl or two of R3-R5 at adjacent positions together form a methylenedioxy or propylene unit, with the proviso that the compounds exo-9-methyl-3-phenoxy-9-azabicyclo[3.3.1]nonane and N-(9-methyl-9-azabicyclo[3.3.1]non-3-yl)-1H indazole-5-amine are excluded, or a pharmaceutically acceptable salt or solvate thereof. The invention also relates to pharmaceutical compositions comprising said 9-azabicyclo[3.3.1]nonane derivatives and to their use in therapy.

9-Azabicyclo[3.3.1]nonane derivatives

The present invention relates to a 9-azabicyclo[3.3.1]nonane derivative of formula I, wherein each of the substituents is given the definition as set forth in the specification and claims, or a pharmaceutically acceptable salt or solvate thereof. The invention also relates to pharmaceutical compositions comprising said 9-azabicyclo[3.3.1]nonane derivatives and to their use in therapy.

A facile synthesis of 1,2-benzisothiazolin-3-ones from thiosalicylates

Synthesis of 1,2-benzisothiazolin-3-ones by cyclization of 2- sulfenamoylbenzoates, which were prepared from amination of thiosalicylates by hydroxylamine-O-sulfonic acid, was examined. Although treatment of methyl 2-sulfenamoylbenzoate on heating gave unexpected 2-(2- methoxycarbonylphenylthio)-1,2-benzisothiazolin-3-one, the treatment with base at room temperature afforded 1,2-benzisothiazolin-3-one in a good yield.

Method for producing 1,2-benzisothiazol-3-ones

A method for producing a 1,2-benzisothiazol-3-one, having the steps of carrying out a reaction of a 2-(alkylthio)benzaldehyde with a hydroxylamine to give a 2-(alkylthio)benzaldehyde oxime and carrying out a reaction of the 2-(alkylthio)benzaldehyde oxime with a halogenating agent; and a method for producing a 1,2-benzisothiazol-3-one, having the steps of carrying out a reaction of a 2-halobenzonitrile with an alkanethiol in a heterogeneous solvent system in the presence of a base to give a 2-(alkylthio)benzonitrile and carrying out a reaction of the 2-(alkylthio)benzonitrile with an halogenating agent in the presence of water.

Structure-activity relationships of a series of novel (piperazinylbutyl)thiazolidinone antipsychotic agents related to 3-[4-[4-(6- fluorobenzo[b]thien-3-yl)-1-piperazinyl]butyl]-2,5,5-trimethyl-4- thiazolidinone maleate

HP-236 (3-[4-[4-(6-Fluorobenzo[b]thien-3-yl)-1-piperazinyl]butyl]- 2,5,5-trimethyl-4-thiazolidinone maleate; P-9236) (54) displayed a pharmacological profile indicative of potential atypical antipsychotic activity. A series of piperazinyl butyl thiazolidi

Method for producing alkylsulfinylbenzamides and 1,2-benzisothiazol-3-ones

A method for producing an alkylthiobenzamide by carrying out a reaction of a halobenzamide with an alkanethiol in the presence of a base in a heterogeneous solvent; a method for producing an alkylsulfinylbenzamide by carrying out a reaction of an alkylthi