120279-37-0

Basic information

• Product Name: rac-cis Dorzolamide
• Synonyms: cis-4-(Ethylamino)-5,6-dihydro-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide monohydrochloride;Dorzolamide Related Compound B (15 mg) ((4R,6S)-4-(Ethylamino)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide hydrochloride);Dorzolamide EP Impurity B;rac-cis Dorzolamide;(4R,6S)-4-(ethylamino)-6-methyl-7,7-dioxo-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide:hydrochloride;(4RS,6SR)-4-(Ethylamino)-6-methyl-5,6-dihydro-4H-thieno[2, 3-b]thiopyran-2-sulfonamide 7,7-dioxide HCl;Dorzolamide Hydrochloride impurity B
• CAS NO: 120279-37-0
• Molecular Formula: C10H17ClN2O4S3
• Molecular Weight: 360.90098
• Product Categories: Chiral Reagents, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 120279-37-0.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: rac-cis Dorzolamide(CAS DataBase Reference)
• NIST Chemistry Reference: rac-cis Dorzolamide(120279-37-0)
• EPA Substance Registry System: rac-cis Dorzolamide(120279-37-0)

Safety Data

• Hazardous Substances Data: 120279-37-0(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 120279-37-0 differently. You can refer to the following data:
1. rac-cis Dorzolamide (Dorzolamide EP Impurity B) is an impurity of Dorzolamide (D535100).
2. An impurity of Dorzolamide
3. rac-cis Dorzolamide

Upstream product

• 1310-73-2 sodium hydroxide 
• 120279-96-1 dorzolamid 
• 1083006-59-0 (S)-6-methyl-4-oxo-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonyl chloride 
• 147086-79-1 (S)-5,6-dihydro-6-methylthieno<2,3-b>thiopyran-4-one 
• 147200-03-1 (4S,6S)?4?acetamido?5,6?dihydro?6?methyl?4H?thieno[2,3?b]thiopyran?2?sulfonamide?7,7?dioxide 
• 154802-22-9 cis-(6S)-4-hydroxy-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide 
• 154716-03-7 (6S)-4-oxo-5,6-dihydro-6-methyl-7,7-dioxo-4H-thieno[2,3-b]thiopyran-2-sulfonamide 
• 1383784-43-7 (6S)-5,6-dihydro-6-methyl-4H-thieno[2,3-b]thiopyran-4-one-2-sulfonamide 
• 935289-26-2 6-methyl-4-oxo-5,6-dihydro-4H-thieno[2.3-b]thiopyran-2-sulfonamide-7,7-dioxide 
• 154802-22-9 5,6-dihydro-4-hydroxy-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide 
• 1227941-29-8 (4S,6S)-4-(ethylamino)-5,6-dihydro-6-methyl-4H-thieno-[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide di-p-toluyl-L-tartate salt 
• 120279-96-1 dorzolamide 

Relevant articles and documents

Chiral synthesis method of dorzolamide hydrochloride

The invention relates to a chiral synthesis method of dorzolamide hydrochloride, which comprises the following steps: (1) by taking a compound I that is (6S)-4-carbonyl-5,6-dihydro-4H-6-methyl-thieno[2,3b] thiopyran-2-sulfonamide-7,7-dioxide as an initial raw material, carrying out imidization reaction on the initial raw material and ethylamine to obtain a compound II that is (6S)-4-ethyl imino-5,6-dihydro-4H-6-methyl-thieno[2, 3b]thiopyran-2-sulfonamide-7,7-dioxide; (2) carrying out asymmetric hydrogenation reaction on the compound II obtained in the step (1), a catalyst and a chiral ligand (R)-(+)-1,1'-binaphthyl-2'-isopropoxy-2-diphenylphosphine to obtain a compound III that is dorzolamide; and (3) mixing the compound III obtained in the step (2) with hydrochloric acid, acidifying, washing and drying to obtain a compound IV, namely dorzolamide hydrochloride. The synthesis method is simple and easy to implement, high in chiral selectivity and low in cost, and the obtained dorzolamide hydrochloride is high in purity and suitable for industrial production.

PROCESS FOR THE PREPARATION OF DORAOLZMIDE HYDROCHLORIDE

The present invention discloses an improved process for the preparation of dorzolamide hydrochloride the compound of Formula I.

PROCESS FOR PREPARING ENANTIOMERICALLY ENRICHED OXAMIDES

The present invention relates to a chiral oxamide of formula (I) useful as an intermediate in the preparation of dorzolamide, and to the preparation thereof. The invention also relates to the preparation of dorzolamide, to the hydrochloride salt thereof, and to the active ingredient contained in a drug useful in the treatment of glaucoma, by means of the intermediate of formula (I).