120279-85-8

Basic information

• Product Name: 5,6-DIHYDRO-4H-6-METHYLTHIENO[2,3-B]THIOPYRAN-4-ONE
• Synonyms: 5,6-DIHYDRO-4H-6-METHYLTHIENO[2,3-B]THIOPYRAN-4-ONE;5,6-Dihydro-6-methylthieno[2,3-b]thiopyran-4-one(DorzolamideIntermediate);5,6-DIHYDRO-6-METHYL-4-OXO-4H-THIENO[2,3-B]THIOPYRAN;5,6-Dihydro-4-hydroxy-6-methylthieno[2,3-b]thiopyran;5,6-Dihydro-6-methyl-4H-thieno[2,3-b]thiopyran-4-one;6-Methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one;5,6-Dihydro-6-methyl thieno[2,3-b] thiopyran-4-one
• CAS NO: 120279-85-8
• Molecular Formula: C8H8OS2
• Molecular Weight: 184.28
• EINECS: 601-693-8
• Mol File: 120279-85-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 307 ºC
• Flash Point: 140 ºC
• Appearance: /
• Density: 1.300
• Refractive Index: 1.62
• CAS DataBase Reference: 5,6-DIHYDRO-4H-6-METHYLTHIENO[2,3-B]THIOPYRAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-DIHYDRO-4H-6-METHYLTHIENO[2,3-B]THIOPYRAN-4-ONE(120279-85-8)
• EPA Substance Registry System: 5,6-DIHYDRO-4H-6-METHYLTHIENO[2,3-B]THIOPYRAN-4-ONE(120279-85-8)

Safety Data

• Hazardous Substances Data: 120279-85-8(Hazardous Substances Data)

Usage

General Description

5,6-DIHYDRO-4H-6-METHYLTHIENO[2,3-B]THIOPYRAN-4-ONE, also known as rhodanide, is a chemical compound with a molecular formula of C6H6OS2. It is a heterocyclic organic compound and a member of the thiopyran family. It is a yellowish-white crystalline solid with a characteristic odor. 5,6-DIHYDRO-4H-6-METHYLTHIENO[2,3-B]THIOPYRAN-4-ONE is used in organic synthesis and pharmaceutical research as an intermediate in the production of various pharmaceuticals, including anticancer and antifungal drugs. It also has potential applications in the flavor and fragrance industry, as well as in the production of agrochemicals. Additionally, the compound has been studied for its potential antioxidant and antibacterial properties, making it a versatile and valuable chemical in the field of organic chemistry and pharmaceutical science.

InChI:InChI=1/C8H8OS2/c1-5-4-7(9)6-2-3-10-8(6)11-5/h2-3,5H,4H2,1H3

Upstream product

• 894793-31-8 (R)-5,6-dihydro-6-methylthieno[2,3-b]thiopyran-4-one 
• 120279-20-1 (RS)-3-(2-mercaptothiophene)butanoic acid 

Relevant articles and documents

PROCESS FOR PREPARING DORZOLAMIDE HYDROCHLORIDE AND ITS INTERMEDIATE

The present invention relates to an improved process for the preparation of (4S,6S)-4- (ethylamino)-5,6-dihydro-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide hydrochloride ("Dorzolamide hydrochloride") having formula 1. Dorzolamide hydrochloride is prepared by the process of the present invention with high chemical and diastereomeric purity. The present invention also relates to novel intermediate of the formula 20 and a process for its preparation. Dorzolamide hydrochloride is useful in the treatment of ocular hypertension by inhibiting carbonic anhydrase enzyme.

Process for the preparation of 6-substituted-4-oxo-thieno [2,3b]thiopyran-2-sulfonic acid

The present invention relates to one-pot process for the preparation of 6-substituted-4-oxo-thieno[2,3b]thiopyran-2-sulfonic acid of formula (I), which comprises, reacting 2-thienylthiol with alkenyl acid in the presence of an aromatic hydrocarbon solvent and a base, cyclization of the resulting compound and further reacting with an acid anhydride and sulfuric acid to get the desired compound of formula (I). The compound of formula (I) is the key intermediate in the preparation of (S,S)-5,6-dihydro-4-alkyylamino-6-substituted-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide and analogs thereof.

PROCESS FOR PREPARING 5,6-DIHYDRO-4-(S)-(ETHYLAMINO)-6-(S) METHYL-4H-THIENO[2,3b]THIOPYRAN-2-SULPHONAMIDE-7,7-DIOXIDE HCI

The present invention relates to an improved process for the preparation of 5,6-dihydro-4-(S)-(ethylamino)-6-(S)methyl-4H-thieno[2,3b]thiopyran-2-sulphonamide-7,7-dioxide hydrochloride of formula (I) commonly known as Dorzolamide Hydrochloride useful as an agent to reduce intraoccular pressure by inhibiting carbonic anhydrase enzyme.