154127-42-1

Basic information

• Product Name: (4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-
• Synonyms: (S)-2-(3-Methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-4-ol-6-sulfonaMide-1,1- dioxide;BrinzolaMide Related CoMpound A;4-hydroxy-2-(3-Methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonaMide 1,1-dioxide;(S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno-[3,2-e][1,2]thiazine-6-sulfonamide 1,1-di;2H-Thieno[3,2-e]-1,2-thiazine-6-sulfonaMide,3,4-dihydro-4-hydroxy-2-(3-Methoxypropyl)-, 1,1-dioxide, (4S)-;Brinzolamide Intermediate 1;154127-42-1;(4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-Thieno
• CAS NO: 154127-42-1
• Molecular Formula: C₁₀H₁₆N₂O₆S₃
• Molecular Weight: 356.43884
• EINECS: 1312995-182-4
• Mol File: 154127-42-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 612.4 °C at 760 mmHg
• Flash Point: 324.2 °C
• Appearance: /
• Density: 1.575 g/cm³
• Vapor Pressure: 7.49E-16mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 9.53±0.40(Predicted)
• CAS DataBase Reference: (4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-(CAS DataBase Reference)
• NIST Chemistry Reference: (4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-(154127-42-1)
• EPA Substance Registry System: (4S)-1,1-dioxide-3,4-dihydro-4-hydroxy-2-(154127-42-1)

Safety Data

• Hazardous Substances Data: 154127-42-1(Hazardous Substances Data)

Usage

Uses

(S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-Dioxide has been used as a reactant for the preparation of Brinzolamide (AL-4862) [B677600], a topical carbonic anhydrase inhibitor.

InChI:InChI=1/C10H16N2O6S3/c1-18-4-2-3-12-6-8(13)7-5-9(20(11,14)15)19-10(7)21(12,16)17/h5,8,13H,2-4,6H2,1H3,(H2,11,14,15)/t8-/m1/s1

Upstream product

• 160982-13-8 (S)-3,4-dihydro-6-chloro-4-hydroxy-2-(3-methoxypropyl)-4H-thieno[3,2-e]-1,2-thiazine 1,1-dioxide 
• 160982-09-2 3-Acetyl-2-(phenylmethyl)thio-5-chlorothiophene 
• 160982-16-1 (S)-3,4-dihydro-6-chloro-4-hydroxy-4H-thieno[3,2-e]-1,2-thiazine-1,1-dioxide 
• 36157-40-1 3-acetyl-2,5-dichlorothiophene 
• 160982-11-6 3-(2-Bromoacetyl)-5-chloro-thiophene-2-sulfonamide 
• 160982-10-5 3-acetyl-5-chloro-2-thiophenesulfonamide 
• 1245550-91-7 C₁₀H₁₅BrN₂O₆S₃ 
• 1029324-91-1 (S)-3,4-dihydro-4-hydroxy-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-1,1-dioxide 
• 154127-41-0 2H-thieno[3,2-e]-1,2-thiazin-6-sulphonamide, 3,4-dihydro-2-(3-methoxypropyl)-4-oxo-, 1,1-dioxide 
• 111-42-2 2,2'-iminobis[ethanol] 

Downstream Products

• 138890-62-7 brinzolamide 

Relevant articles and documents

PROCESS FOR PREPARING BRINZOLAMIDE

The present invention refers to the preparation and purification of brinzolamide as well as to novel compounds useful in such processes.

IMPROVED PROCESS FOR THE PREPARATION OF (R)-(+)-4-(ETHYIAMINO)-3,4-DIHYDRO-2-(3- METHOXYPROPYL)-2H-THIENO[3,2-E]-L,2-THIAZINE-6-SULFONAMIDE-L,L-DIOXIDE

Disclosed herein is an improved process for the preparation of (R)-(+)-4- (Ethylamino)-3,4-dihydro-2-(3-methoxypropyl)-2H-thieno[3,2-e]-1,2-thiazine-6- sulfonamide- 1,1 -dioxide (Brinzolamide) and novel intermediates thereof.

Sulfonamides useful as carbonic anhydrase inhibitors

Sulfonamides and pharmaceutical compositions containing the compounds useful in controlling intraocular pressure are disclosed. Methods for controlling intraocular pressure through administration of the compositions are also disclosed.