3-Hydroxyglibenclamide

Base Information

• Chemical Name: 3-Hydroxyglibenclamide
• CAS No.: 23074-07-9
• Molecular Formula: C₂₃H₂₈ClN₃O₆S
• Molecular Weight: 510.011
• DSSTox Substance ID: DTXSID10945751
• Nikkaji Number: J895.799A
• Mol file: 23074-07-9.mol

Synonyms:3-hydroxyglibenclamide;3-hydroxyglibenclamide, (cis)-isomer

Chemical Property of 3-Hydroxyglibenclamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 142.21000
• Density: 1.41g/cm³
• LogP: 4.86600
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 509.1387345
• Heavy Atom Count: 34
• Complexity: 784

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCC(C3)O

Technology Process of 3-Hydroxyglibenclamide

There total 4 articles about 3-Hydroxyglibenclamide 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:

3-aminocyclohexanol (6850-39-1) + Ethyl 4-<2-(5-chloro-2-methoxybenzamido)ethyl>benzenesulfonamidecarbamate (14511-59-2) → 1-{[4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl]sulfonyl}-3-(trans-3-hydroxycyclohexyl)urea (23074-07-9) + 1-{[4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl]sulfonyl}-3-(cis-3-hydroxycyclohexyl)urea (23074-07-9)

Guidance literature:

In 1,4-dioxane; Heating;

DOI:10.1016/S0968-0896(02)00606-5

Reference yield:

3-aminocyclohexanol (6850-39-1) + Ethyl 4-<2-(5-chloro-2-methoxybenzamido)ethyl>benzenesulfonamidecarbamate (14511-59-2) → 1-{[4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl]sulfonyl}-3-(trans-3-hydroxycyclohexyl)urea (23074-07-9) + 1-{[4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl]sulfonyl}-3-(cis-3-hydroxycyclohexyl)urea (23074-07-9)

Guidance literature:

In 1,4-dioxane; Heating;

DOI:10.1016/S0968-0896(02)00606-5

Reference yield:

5-chloro-2-methoxy-N-(4-sulfamoylphenethyl)benzamide (16673-34-0) → 1-{[4-[2-(5-chloro-2-methoxybenzamido)ethyl]phenyl]sulfonyl}-3-(cis-3-hydroxycyclohexyl)urea (23074-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / K₂CO₃ / acetone / 26 h / Heating

2: 0.12 g / dioxane / Heating

With potassium carbonate; In 1,4-dioxane; acetone;

DOI:10.1016/S0968-0896(02)00606-5

upstream raw materials:

3-aminocyclohexanol

Ethyl 4-<2-(5-chloro-2-methoxybenzamido)ethyl>benzenesulfonamidecarbamate

5-chloro-2-methoxy-N-(4-sulfamoylphenethyl)benzamide