120280-13-9

Basic information

• Product Name: trans-6-Methyl-4-ethylamino-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide
• Synonyms: 4-(ethylamino)-5,6-dihydro-6-methyl-4h-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide;trans-6-methyl-4-ethylamino-5,6-dihydro-4h-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide;4H-Thieno[2,3-b]thiopyran-2-sulfonamide, 4-(ethylamino)-5,6-dihydro-6-methyl-, 7,7-dioxide;4-(ethylamino)-6-methyl-7,7-dioxo-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide
• CAS NO: 120280-13-9
• Molecular Formula: C₁₀H₁₆N₂O₄S₃
• Molecular Weight: 324.444
• Mol File: 120280-13-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 575.8 °C at 760 mmHg
• Flash Point: 302 °C
• Appearance: /
• Density: 1.53
• PKA: 9.48±0.60(Predicted)
• CAS DataBase Reference: trans-6-Methyl-4-ethylamino-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: trans-6-Methyl-4-ethylamino-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide(120280-13-9)
• EPA Substance Registry System: trans-6-Methyl-4-ethylamino-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide(120280-13-9)

Safety Data

• Hazardous Substances Data: 120280-13-9(Hazardous Substances Data)

Usage

Uses

rac-Dorzolamide is an racemic mixture of Dorzolamide, an carbonic anhydrase inhibitor with antiglaucoma properties.

Upstream product

• 120298-38-6 4?acetamido?5,6?dihydro?6?methyl?4H?thieno[2,3?b]thiopyran?2?sulfonamide?7,7?dioxide 

Downstream Products

• 137-26-8 Thiram 
• 729-46-4 4,4'-(dithiodicarbonothioyl)dimorpholine 

Relevant articles and documents

Synthetic process of dorzolamide Hydrochloride intermediate

The invention discloses a synthetic process of a dorzolamide Hydrochloride intermediate. According to the invention, mild zinc borohydride is adopted as a reducing agent; raw material compounds IIa 4-acetamido-5, 6-dihydro-6-methyl-4H-thieno [2, 3-b] thiopyran-2-sulfonamide-7, 7-dioxide and IIb ((4S, 6S)-4-acetamido-5, 6-dihydro-6-methyl-4H-thieno [2, 3-b] thiopyran-2-sulfonamide-7, 7-dioxide) arereduced at the temperature of 60-120 DEG C, acetamido is reduced into ethylamino, usage of a reducing agent which is highly toxic and high in operation danger coefficient is avoided, the whole reaction is easier to control, and the whole reaction process is milder and more environmentally friendly.

AN IMPROVED PROCESS FOR THE PREPARATION OF 5,6 -DIHYDRO -4H-4(S)-ETHYLAMINO-6(S)-METHYLTHIENO[2,3-b] THIOPYRAN-2-SULFONAMIDE- 7,7 -DIOXIDE AND ITS SALT

The present invention relates to resolution of (cis, trans) 5,6 -dihydro -4H-4-ethylamino-6-methylthieno[2,3-b] thiopyran-2-sulfonamide-7,7 -dioxide using dibenzoyl -L- tartaric acid monohydrate or di-p-toluoyl-L-tarrtaric acid monohydrate as a chiral resolving agent in presence of methanol to obtain hemitartarate salt, purifying it to obtain hemitartarate salt of 5,6-dihydro-4 H-4 (S) -ethyl amino-6(S) methylthieno [2,3-b] thiopyran-2-sulfonamide - 7,7 -dioxide with de of >99% , Chemical purity >99.5% with cis isomer content of 0.1 % and further converting into its pharmaceutically acceptable salts, preferably hydrochloride salt.

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.