Cambendazole

Base Information

• Chemical Name: Cambendazole
• CAS No.: 26097-80-3
• Molecular Formula: C14H14N4O2S
• Molecular Weight: 302.357
• European Community (EC) Number: 247-459-5
• NSC Number: 377071
• UNII: 079X63S3DU
• DSSTox Substance ID: DTXSID0046852
• Nikkaji Number: J21.187G
• Wikidata: Q15726127
• NCI Thesaurus Code: C75212
• Metabolomics Workbench ID: 152589
• ChEMBL ID: CHEMBL290578
• Mol file: 26097-80-3.mol

Synonyms:5-Isopropoxycarbonylamino-2-(4-thiazoyl)benzimidazole;Cambendazole;Noviben

Chemical Property of Cambendazole

Chemical Property:

• Melting Point: 212-214℃ (ethyl acetate hexane )
• Refractive Index: 1.694
• PKA: 9.99±0.10(Predicted)
• PSA: 108.14000
• Density: 1.4 g/cm³
• LogP: 3.71630
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 302.08374688
• Heavy Atom Count: 21
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

Cambendazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 63
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)NC1=CC2=C(C=C1)N=C(N2)C3=CSC=N3
• Recent ClinicalTrials: Brain Aneurysms: Utility of Cisternal Urokinase Irrigation
• Recent EU Clinical Trials: Randomised clinical trial: saline washouts versus standard treatment in complicated parapneumonic pleural effusion or empyema. SCOPE study.
• Description: Cambendazol is an antihelmintic that, at a dose of 50 mg/kg/day in mice, eradicates S. ratti adult worms from intestine and S. stercoralis larva from muscle. It inhibits polymerization of microtubules isolated from bovine brain with an IC50 value of 64.2 μM. Formulations containing cambendazol have been used to treat strongyloidiasis in humans and have been studied as potential chemotherapeutics.
• Uses: Anthelmintic.

Technology Process of Cambendazole

There total 5 articles about Cambendazole 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:

5-aminothiabendazole (25893-06-5) + isopropyl chloroformate (108-23-6) → cambendazol (26097-80-3)

Guidance literature:

In pyridine; methanol; benzene;

Reference yield:

2-nitro-1,4-phenylenediamine (5307-14-2,183870-67-9) → cambendazol (26097-80-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 12 g / dimethylaniline / acetonitrile / 3 h / Ambient temperature

2: 6.5 g / H₂, HCl / 10percent Pd-C / methanol; propan-2-ol / 760 Torr / Ambient temperature

3: 1.1 g / sulphur / xylene / 8 h / Heating

With hydrogenchloride; hydrogen; sulfur; 2,3-Dimethylaniline; palladium on activated charcoal; In methanol; isopropyl alcohol; acetonitrile; xylene;

Reference yield:

4-isopropoxycarbonylamino-2-nitroaniline (30713-39-4) → cambendazol (26097-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.5 g / H₂, HCl / 10percent Pd-C / methanol; propan-2-ol / 760 Torr / Ambient temperature

2: 1.1 g / sulphur / xylene / 8 h / Heating

With hydrogenchloride; hydrogen; sulfur; palladium on activated charcoal; In methanol; isopropyl alcohol; xylene;

upstream raw materials:

1,3-thiazole-4-carbaldehyde

3,4-diaminophenylcarbamic acid isopropyl ester

2-nitro-1,4-phenylenediamine

4-isopropoxycarbonylamino-2-nitroaniline

Refernces

• 1、 -. "Compositions and methods for the treatment of helminthiasis". . . Retrieved 2008/06/13.