2-hydroxyethane-1-sulfonamide

Base Information

• Chemical Name: 2-hydroxyethane-1-sulfonamide
• CAS No.: 162894-76-0
• Molecular Formula: C₂H₇NO₃S
• Molecular Weight: 125.148
• Mol file: 162894-76-0.mol

Synonyms:2-hydroxyethane-1-sulfonamide

Chemical Property of 2-hydroxyethane-1-sulfonamide

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-hydroxyethane-1-sulfonamide

There total 3 articles about 2-hydroxyethane-1-sulfonamide 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:

2-(benzyloxy)ethanesulfonamide (881407-21-2) → 2-hydroxyethane-1-sulfonamide (162894-76-0) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With hydrogenchloride; In water;

Reference yield:

C10H13NO5S → 2-hydroxyethane-1-sulfonamide (162894-76-0) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With hydrogenchloride; In water;

Reference yield:

C10H13NO4S → 2-hydroxyethane-1-sulfonamide (162894-76-0) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With sodium hydroxide; for 0.25h; Concentration; Reflux;

upstream raw materials:

2-(benzyloxy)ethanesulfonamide

Refernces

Design of HIV-1 protease inhibitors with C3-substituted hexahydrocyclopentafuranyl urethanes as P2-ligands: Synthesis, biological evaluation, and protein-ligand X-ray crystal structure

10.1021/jm200649p

This research focuses on the design, synthesis, and biological evaluation of novel HIV-1 protease inhibitors incorporating C3-substituted hexahydrocyclopentafuranyl urethanes as P2-ligands. The purpose is to address the issue of drug resistance in HIV-1 treatment by enhancing interactions with the protease's active site, particularly through extensive hydrogen bonding. Hydroxyethylsulfonamide plays a crucial role as a key component of the designed HIV-1 protease inhibitors. Specifically, it serves as a functionalized P2'-phenylsulfonamide ligand that interacts with the active site of the HIV-1 protease. The hydroxyethylsulfonamide moiety is part of the inhibitor's structure that helps in forming essential interactions with the protease, contributing to the overall binding affinity and specificity of the inhibitor. The most potent inhibitor, 26, with a 3-(R)-hydroxyl group, exhibited subnanomolar inhibitory potency (Ki = 5 pM) and maintained high efficacy against multidrug-resistant HIV-1 variants. The X-ray crystal structure of inhibitor 26 bound to HIV-1 protease revealed crucial interactions, such as a new water-mediated hydrogen bond with the backbone amide NH of Gly48, contributing to its impressive antiviral activity and drug resistance profile. The study concludes that these designed inhibitors, especially 26, offer a promising strategy for combating drug-resistant HIV-1 strains, with ongoing efforts to further optimize their structures.