5-Hydroxymebendazole

Base Information

• Chemical Name: 5-Hydroxymebendazole
• CAS No.: 60254-95-7
• Molecular Formula: C16H15N3O3
• Molecular Weight: 297.34
• Hs Code.: 2933990090
• UNII: 3OO37V4B54
• DSSTox Substance ID: DTXSID30975671
• Nikkaji Number: J69.191G
• Wikidata: Q27257828
• ChEMBL ID: CHEMBL2059159
• Mol file: 60254-95-7.mol

Synonyms:5-hydroxymebendazole;Compound 86-162;methyl 5(6)-(alpha-hydroxyphenylmethyl)benzimidazole-2-carbamate

Chemical Property of 5-Hydroxymebendazole

Chemical Property:

• Refractive Index: 1.6500 (estimate)
• Boiling Point: 438.82°C (rough estimate)
• PKA: 11.36±0.10(Predicted)
• PSA: 90.73000
• Density: 1.401g/cm³
• LogP: 2.83650
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 297.11134135
• Heavy Atom Count: 22
• Complexity: 387

Purity/Quality:

99% ^*data from raw suppliers

racDihydroMebendazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(C3=CC=CC=C3)O
• Description: 5-Hydroxymebendazole is the one metabolite of Benzimidazoles. Benzimidazoles are safe, broad-spectrum anthelmintic drugs and are widely used for prevention and treatment of parasitic infections in food-producing animals.
• Uses: The reduced metabolite of Mebendazole (M200500).

Technology Process of 5-Hydroxymebendazole

There total 2 articles about 5-Hydroxymebendazole 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: 87.0%

mebendazole (31431-39-7) → Methyl 5-(α-hydroxyphenylmethyl)-1H-benzimidazole-2-carbamate (60254-95-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; Heating;

Reference yield:

mebendazole (31431-39-7) → methyl N-[6-[hydroxy(phenyl)methyl]-1H-benzimidazol-2-yl]carbamate (60254-95-7)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2012.06.050

upstream raw materials:

mebendazole

mebendazole

Refernces

• 1、 Sharma,Ojha,Singh,Bhakuni,Srivastava,Gupta,Katiyar. "Synthesis and anthelmintic activity of methyl 5-(a-hydroxy-a-substituted-methyl)-1H-benzimidazole-2-carbamates". . p. 702 - 704. Retrieved 2007/10/02.