Benznidazole

Base Information

• Chemical Name: Benznidazole
• CAS No.: 22994-85-0
• Molecular Formula: C12H12N4O3
• Molecular Weight: 260.252
• Hs Code.: 2933290090
• European Community (EC) Number: 624-902-4
• NSC Number: 299972
• UNII: YC42NRJ1ZD
• DSSTox Substance ID: DTXSID9046570
• Nikkaji Number: J2.765K
• Wikipedia: Benznidazole
• Wikidata: Q425300
• NCI Thesaurus Code: C1013
• RXCUI: 18994
• Metabolomics Workbench ID: 153056
• ChEMBL ID: CHEMBL110
• Mol file: 22994-85-0.mol

Synonyms:2-nitroimidazole benznidazole;benznidazole;benzonidazole;Radanil;Ro 7-1051

Chemical Property of Benznidazole

Chemical Property:

• Melting Point: 189-192 °C
• Refractive Index: 1.643
• PKA: 14?+-.0.46(Predicted)
• PSA: 92.74000
• Density: 1.35 g/cm³
• LogP: 2.02180
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: methanol: soluble50mg/mL, clear, colorless to yellow
• Water Solubility.: 0.4g/L(temperature not stated)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 260.09094026
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benznidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Drug Classes: Antiinfective Agents
• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)CN2C=CN=C2[N+](=O)[O-]
• Recent ClinicalTrials: A Phase 1 Study of the Safety and Tolerability of ICM20 in Adults
• Recent EU Clinical Trials: Phase II trial for assessing different benznidazol regimens in the treatment of Chagas disease in adult patients on chronic phase . BERINECE project
• Description: Benznidazole is the second of the drugs approved for treatment of Chagas' disease. Like nifurtimox, it is effective against the circulating form of Trypanosoma cruzi during the acute phase of the disease, but also like nifurtimox, it is ineffective during the chronic stage of the disease. Benznidazole is an orally bioavailable antiprotozoal agent. It is a 2-nitroimidazole prodrug that becomes active when the nitro group is reduced within the parasite. It inhibits the growth of the parasites T. cruzi, T. vaginalis, G. lamblia, and E. histolytica (IC50s = 8.1, 18.62, 22.58, and 4.27 μM, respectively). It also inhibits clonogenic growth of human C33A cervical and KNS42 glioblastoma cancer cells under hypoxic, but not normoxic, conditions when used at a concentration of 100 μM. Benznidazole (100 mg/kg per day) decreases T. cruzi blood parasitemia to below detectable levels in a mouse model of chronic stable Chagas disease. Formulations containing benznidazole have been used in the treatment of Chagas disease caused by T. cruzi.
• Uses: N-Benzyl-2-nitro-1H-imidazole-1-acetamide (Benznidazole) may be used as reference drug for the extraction of guaianolide from the aerial parts of Tanacetum parthenium and to evaluate its in vitro antiprotozoal activity. Benznidazole (BNZ) is traditionally used to treat Chagas disease caused by Trypanosoma cruzi. The drugs used for the treatment of this disease, Nifurtimox and Benznidazole, are toxic and present sever e side effects.
• Clinical Use: N-Benzyl-2-nitroimidazole-1-acetamide (Radanil, Rochagan)is a nitroimidazole derivative that is used for the treatment ofChagas disease. It is not available in the United States but isused extensively in South America. The effectiveness of benznidazoleis similar to that of nifurtimox. Therapy forAmerican trypanosomiasis with oral benznidazole requiresseveral weeks and is frequently accompanied by adverse effectssuch as peripheral neuropathy, bone marrow depression,and allergic-type reactions. Benznidazole is used in treatment of South American trypanosomiasis (Chagas disease).

Technology Process of Benznidazole

There total 1 articles about Benznidazole 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:

→ benznidazole (22994-85-0)

Guidance literature:

Reference yield:

benznidazole (22994-85-0) → N-benzyl-2-(1H-imidazol-1-yl)acetamide

Guidance literature:

With sodium tetrahydroborate; In aq. phosphate buffer; ethanol; at 37 ℃; for 24h; pH=7.4;

DOI:10.1016/j.bmcl.2021.128245

Reference yield:

benznidazole (22994-85-0) + Cysteamine (60-23-1) → C14H18N4OS

Guidance literature:

In aq. phosphate buffer; at 37 ℃; for 24h; pH=7.4;

DOI:10.1016/j.bmcl.2021.128245

Refernces