13599-84-3

Basic information

• Product Name: 6-Benzothiazolol(7CI,8CI,9CI)
• Synonyms: 6-Benzothiazolol(7CI,8CI,9CI);6-hydroxybenzothiazole;6-Benzothiazolol;6-Hydroxybenzothiazol
• CAS NO: 13599-84-3
• Molecular Formula: C₇H₅NOS
• Molecular Weight: 151.19
• Product Categories: BENZOTHIAZOLE
• Mol File: 13599-84-3.mol

Chemical Properties

• Melting Point: 185.0 to 189.0 °C
• Boiling Point: 311.6 °C at 760 mmHg
• Flash Point: 142.3 °C
• Appearance: /
• Density: 1.444 g/cm³
• Vapor Pressure: 0.000304mmHg at 25°C
• Refractive Index: 1.745
• Storage Temp.: -20°C
• Solubility: soluble in Methanol
• PKA: 8.52±0.40(Predicted)
• CAS DataBase Reference: 6-Benzothiazolol(7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Benzothiazolol(7CI,8CI,9CI)(13599-84-3)
• EPA Substance Registry System: 6-Benzothiazolol(7CI,8CI,9CI)(13599-84-3)

Safety Data

• Hazardous Substances Data: 13599-84-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Benzothiazolol(7CI,8CI,9CI) is used as a synthetic precursor for the development of various pharmaceutical compounds. Its unique chemical structure allows for the creation of new drugs with potential therapeutic properties.
Used in Chemical Synthesis:
6-Benzothiazolol(7CI,8CI,9CI) is used as a building block in the synthesis of a wide range of chemical substances. Its versatile structure makes it a valuable component in the production of various compounds with different applications.
Used in Research and Development:
6-Benzothiazolol(7CI,8CI,9CI) is used as a research compound for studying its chemical properties and potential applications. This can lead to the discovery of new uses and the development of novel products in various industries.
Used in Material Science:
6-Benzothiazolol(7CI,8CI,9CI) is used in the development of new materials with unique properties. Its heterocyclic structure can contribute to the creation of materials with improved characteristics, such as enhanced stability or reactivity.
Used in Environmental Applications:
6-Benzothiazolol(7CI,8CI,9CI) may be used in environmental applications, such as in the development of new methods for pollution control or waste management. Its chemical properties could potentially be harnessed to address environmental challenges.

InChI:InChI=1/C7H5NOS/c9-5-1-2-6-7(3-5)10-4-8-6/h1-4,9H

Upstream product

• 106-51-4 p-benzoquinone 
• 533-30-2 1,3-benzothiazol-6-amine 
• 884-22-0 6-methoxy-benzothiazole-2-carboxylic acid methyl ester 
• 946-13-4 6-methoxybenzo[d]thiazol-2-carboxylic acid 
• 18522-99-1 ethyl 4'-methoxyoxanilate 
• 6274-29-9 2-amino-5-methoxy-thiophenol 
• 1747-60-0 6-methoxybenzothiazol-2-ylamine 
• 389135-55-1 Ethyl 2-ethoxy-7-hydroxy-2H-benzo[1,4]thiazine-3-carboxylate 
• 389135-58-4 Methyl 2-methoxy-7-hydroxy-2H-benzo[1,4]thiazine-3-carboxylate 
• 129058-56-6 methyl 6-hydroxybenzo[d]thiazole-2-carboxylate 
• 59587-30-3 6-hydroxy-benzothiazole-2-carboxylic acid ethyl 
• 129058-50-0 6-hydroxybenzo[d]thiazole-2-carboxylic acid 
• 946-12-3 6-methoxybenzothiazole-2-carboxamide 
• 2942-13-4 6-methoxy-1,3-benzothiazole 

Downstream Products

• 1246271-20-4 6-benzyloxy-1,3-benzothiazole 
• 26278-79-5 2-amino-6-hydroxybenzothiazole 
• 1344979-77-6 6-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)benzo-[d]thiazole-2-carbonitrile 
• 1361253-12-4 [6-(benzyloxy)-1,3-benzothiazol-2-yl][3-(tert-butyldimethylsilanyloxy)-4-methylphenyl]methanol 
• 1361253-13-5 [6-(benzyloxy)-1,3-benzothiazol-2-yl][3-(tert-butyldimethylsilanyloxy)-4-methylphenyl]methanone 
• 1361252-76-7 [6-(benzyloxy)-1,3-benzothiazol-2-yl](3-hydroxy-4-methylphenyl)methanone 
• 2835-05-4 2-amino-5-hydroxy-benzenesulfonic acid 
• 186182-22-9 6-[[(1,1-dimethylethyl)diphenylsilyl]oxy]benzothiazole 
• 50605-82-8 3-(benzothiazol-6-yloxy)-1,2-epoxypropane 

Relevant articles and documents

Aryl phenol compound as well as synthesis method and application thereof

The invention discloses a synthesis method of an aryl phenol compound shown as a formula (3). All systems are carried out in an air or nitrogen atmosphere, and visible light is utilized to excite a photosensitizer for catalyzation. In a reaction solvent, ArNR1R2 as shown in a formula (1) and water as shown in a formula (2) are used as reaction raw materials and react under the auxiliary action of acid to obtain the aryl phenol compound as shown in a formula (3). The ArNR1R2 in the formula (1) can be primary amine and tertiary amine, can also be steroid and amino acid derivatives, and can also be drugs or derivatives of propofol, paracetamol, ibuprofen, oxaprozin, indomethacin and the like. The synthesis method has the advantages of cheap and easily available raw materials, simple reaction operation, mild reaction conditions, high reaction yield and good compatibility of substrate functional groups. The fluid reaction not only can realize amplification of basic chemicals, but also can realize amplification of fine chemicals, such as synthesis of drugs propofol and paracetamol. The invention has wide application prospect and use value.

Method for synthesizing benzothiazole by microwave radiation of benzothioamide compound in aqueous phase

The invention discloses a method for synthesizing benzothiazole by microwave radiation of a benzothioamide compound in an aqueous phase. The method includes the steps: adding the benzothioamide compound into the aqueous phase under microwave conditions; performing cyclization under alkaline conditions to generate the benzothiazole. The method for preparing the benzothiazole is environmentally friendly, simple and convenient in operation, safe, cheap and efficient. Compared with the prior art, the method is applicable to a lot of functional groups, high in yield, few in by-products, simple in operation, safe, low in cost and environmentally friendly.

A new synthesis of dehydroluciferin [2-(6′-hydroxy-2′- benzothiazolyl)-thiazole-4-carboxylic acid] from 1,4-benzoquinone

A new synthesis of dehydroluciferin [2-(6′-hydroxy-2′- benzothiazolyl)-thiazole-4-carboxylic acid], the oxidative product of luciferin, has been realized starting from 1,4-benzoquinone. Reaction of this compound with l-cysteine ethyl ester, followed by an oxidation-cyclization step afforded 2-carbethoxy-6-hydroxybenzothiazole that was in situ hydrolyzed and decarboxylated to 6-hydroxybenzothiazole. The tert-butyl(dimethyl)silyl ether of this key intermediate was subjected to α-lithiation followed by formylation with DMF, and the resulting aldehyde condensed with l-cysteine ethyl ester. Dehydrogenation of the intermediate thiazolidine followed by deprotection afforded dehydroluciferin in 35% overall yield from 1,4-benzoquinone (69% from 6-hydroxybenzothiazole).

Processes and intermediates for the preparation of N4-phenyl-quinazoline-4-amine derivatives

This invention provides compounds of Formula (I), wherein B, G, A, E, R1, R2, R3, m and n are as defined herein, which are useful as type I receptor tyrosine kinase inhibitors, and methods of use thereof in the treatment of hyperproliferative disorders in mammals.

(3R)-3-Amino-4-(2,4,5-trifluorophenyl)-N-{4-[6-(2-methoxyethoxy)benzothiazol-2-yl]tetrahydropyran-4-yl}butanamide as a potent dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes

Novel series of 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides and 3-amino-N-(4-aryltetrahydropyran-4-yl)butanamides were synthesized and evaluated as dipeptidyl peptidase IV (DPP-IV) inhibitors. Derivatives incorporating the 6-substituted benzothiazole group showed highly potent DPP-IV inhibitory activity. Oral administration of (3R)-3-amino-4-(2,4,5-trifluorophenyl)-N-{4-[6-(2-methoxyethoxy)benzothiazol-2-yl]tetrahydropyran-4-yl}butanamide (12u) reduced blood glucose excursion in an oral glucose tolerance test.

ACETAMIDE COMPOUNDS AS FUNGICIDES

Compounds of the general formula (I); wherein the substituents are as defined in claim 1, are useful as fungicides.

Heteroaryl alkyl piperazine derivatives

Novel compounds of the general formula: and pharmaceutically acceptable acid addition salts thereof, wherein the compounds are useful in therapy to protect skeletal muscles against damage resulting from trauma or to protect skeletal muscles subsequent to muscle or systemic diseases such as intermittent claudication, to treat shock conditions, to preserve donor tissue and organs used in transplants, in the treatment of diabetes, in the treatment of cardiovascular diseases including atrial and ventricular arrhythmias, Prinzmetal's (variant) angina, stable angina, and exercise induced angina, congestive heart disease, and myocardial infarction.

N-ALKYNYL-2-HETEROARYLOXYALKYLAMIDES FOR USE AS FUNGICIDES

Compounds of the general formula (I) are useful as fungicides wherein Het is a 5- or 6- linked group of the formula (a) or (b), and the variables are as defined in the claims.

N-ALKYNYL-2- (SUBSTITUTED ARYLOXY) ALKYLTHIOAMIDE DERIVATIVES AS FUNGICIDES

Fungicidal compounds of the general formula (1), wherein Ar is a group of the formula (A), (B1), (B2) or (C), or Ar is a 5- or 6-linked group of the formula (D1) or (D2); and R1, R2, R3, R4, R5, n, A1, A2, A3, A4, A5, Ka, Kb, L, M, V, W, X,Y and Z have the definitions given in claim 1.

Heteroaryl alkyl piperazine derivatives

Novel compounds of the general formula: and pharmaceutically acceptable acid addition salts thereof, wherein the compounds are useful in therapy to protect skeletal muscles against damage resulting from trauma or to protect skeletal muscles subsequent to muscle or systemic diseases such as intermittent claudication, to treat shock conditions, to preserve donor tissue and organs used in transplants, in the treatment of cardiovascular diseases including atrial and ventricular arrhythmias, Prinzmetal's (variant) angina, stable angina, and exercise induced angina, congestive heart disease, and myocardial infarction.