rac-cis Dorzolamide

Base Information

• Chemical Name: rac-cis Dorzolamide
• CAS No.: 120279-37-0
• Molecular Formula: C₁₀H₁₆N₂O₄S₃*ClH
• Molecular Weight: 360.907
• Hs Code.: 2935909550
• Mol file: 120279-37-0.mol

Synonyms:rac-cis Dorzolamide;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

Chemical Property of rac-cis Dorzolamide

Chemical Property:

• PSA: 151.33000
• LogP: 4.66680

Purity/Quality:

98% ^*data from raw suppliers

rac-cisDorzolamideHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: rac-cis Dorzolamide (Dorzolamide EP Impurity B) is an impurity of Dorzolamide (D535100). An impurity of Dorzolamide rac-cis Dorzolamide

Technology Process of rac-cis Dorzolamide

There total 26 articles about rac-cis Dorzolamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(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 (1227941-29-8) → dorzolamide hydrochloride (130693-82-2,120279-37-0)

Guidance literature:

(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; With sodium hydrogencarbonate; In water; ethyl acetate; at 25 - 30 ℃; for 0.25h;

With hydrogenchloride; In ethyl acetate; isopropyl alcohol; at 25 - 85 ℃; for 12.5h; Product distribution / selectivity;

Reference yield: 99.2%

5,6-dihydro-(S)-4-(ethylamino)-(S)-6-methyl-4H-thieno<2,3-b>thiopyran-2-sulfonamide 7,7-dioxide maleate salt → dorzolamide hydrochloride (130693-82-2,120279-37-0)

Guidance literature:

5,6-dihydro-(S)-4-(ethylamino)-(S)-6-methyl-4H-thieno<2,3-b>thiopyran-2-sulfonamide 7,7-dioxide maleate salt; With hydrogenchloride; sodium hydroxide; In water; at 52 ℃; pH=7.7; Inert atmosphere;

With hydrogenchloride; In water; isopropyl alcohol; at 20 - 75 ℃;

Reference yield: 95.0%

dorzolamide (120279-96-1) → dorzolamide hydrochloride (130693-82-2,120279-37-0)

Guidance literature:

With hydrogenchloride; In ethyl acetate; pH=1;

upstream raw materials:

dorzolamide

(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

5,6-dihydro-4-hydroxy-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide

6-methyl-4-oxo-5,6-dihydro-4H-thieno[2.3-b]thiopyran-2-sulfonamide-7,7-dioxide

Refernces

• 1、 -. "Method for preparing dorzolamide hydrochloride and method for purifying intermediate". Paragraph 0105; 0106. . Retrieved 2021/08/28.
• 2、 -. "Process for Preparing Enantiomerically Enriched Oxamides". Paragraph 0066; 0067. . Retrieved 2015/07/15.