Bendamustine

Base Information

• Chemical Name: Bendamustine
• CAS No.: 16506-27-7
• Molecular Formula: C16H21Cl2N3O2
• Molecular Weight: 358.268
• Hs Code.: 2933990090
• European Community (EC) Number: 680-659-4
• UNII: 9266D9P3PQ
• DSSTox Substance ID: DTXSID2046888
• Nikkaji Number: J32.486H
• Wikipedia: Bendamustine
• Wikidata: Q425745
• NCI Thesaurus Code: C73261
• RXCUI: 134547
• Pharos Ligand ID: ZX8NFAUA2G6D
• Metabolomics Workbench ID: 149969
• ChEMBL ID: CHEMBL487253
• Mol file: 16506-27-7.mol

Synonyms:bendamustin;bendamustine;bendamustine hydrochloride;Cytostasan;Hydrochloride, Bendamustine;IMET 3393;Ribomustin;Treanda;Zimet 3393

Chemical Property of Bendamustine

Chemical Property:

• Vapor Pressure: 1.55E-14mmHg at 25°C
• Refractive Index: 1.599
• Boiling Point: 585.166 °C at 760 mmHg
• PKA: 4.50±0.10(Predicted)
• Flash Point: 307.697 °C
• PSA: 58.36000
• Density: 1.318 g/cm³
• LogP: 3.26460
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 357.1010823
• Heavy Atom Count: 23
• Complexity: 380

Purity/Quality:

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

Bendamustine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Antineoplastic Agents, Alkylating Agents
• Canonical SMILES: CN1C2=C(C=C(C=C2)N(CCCl)CCCl)N=C1CCCC(=O)O
• Recent ClinicalTrials: CD19-Directed CAR-T Cell Therapy for the Treatment of Relapsed/Refractory B Cell Malignancies
• Recent EU Clinical Trials: Phase I/IIa multicentre phase I/IIa study of infusion of autologous peripheral blood T lymphocytes expanded and genetically modified using Sleeping Beauty family transposons to express a chimeric antigenic receptor with anti-CD19 specificity conjugated to the 4-1BB co-stimulatory and signal-transduction region CD3z and huEGFRt (TranspoCART19) in patients with relapsed or refractory B-cell lymphoma.
• Recent NIPH Clinical Trials: A Phase 3 Study of LOXO-305 in Chronic Lymphocytic Leukemia/Small Lymphocytic Lymphoma
• Uses: Treatment of hematologic cancer, especially non-Hodgkin’s lymphoma.

Technology Process of Bendamustine

There total 10 articles about Bendamustine 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: 89.0%

bendamustine hydrochloride (3543-75-7,97832-05-8) → bendamustine (16506-27-7)

Guidance literature:

With triethylamine; In methanol; other reagent;

Reference yield: 73.0%

4-{5-[bis-(2-hydroxyl-ethyl)-amino]-1-methyl-1H-benzoimidazol-2yl}-butyric acid ethyl ester (3543-74-6) → bendamustine (16506-27-7)

Guidance literature:

With thionyl chloride; In dichloromethane; at 5 - 20 ℃; for 16h;

Reference yield:

4-{5-[bis(2-chloro-ethyl)amino]-1-methyl-2-benzimidazolyl}butyric acid hydrochloride (97832-05-8) → bendamustine (16506-27-7)

Guidance literature:

With sodium hydroxide; In water;

upstream raw materials:

bendamustine hydrochloride

4-{5-[bis(2-chloro-ethyl)amino]-1-methyl-2-benzimidazolyl}butyric acid hydrochloride

ethyl 4‐(5‐amino‐1‐methyl‐1H‐benzo[d]imidazol‐2‐yl)butanoate

4-{5-[bis-(2-hydroxyl-ethyl)-amino]-1-methyl-1H-benzoimidazol-2yl}-butyric acid ethyl ester

Downstream raw materials:

4-{5-[bis-(2-chloro-ethyl)amino]-1-methyl-1H-benzoimidazol-2-yl}butyric acid methyl ester

4-<1-Methyl-5-benzimidazolyl-(2)>butansaeure

4-[5-[(2-chloroethyl)-(2-hydroxy-ethyl)amino]-1-methyl-benzimidazo-2-yl]-butanoic acid

C₂₂H₂₈N₄O₆

Refernces

• 1、 -. "NOVEL FORMS OF BENDAMUSTINE FREE BASE". Page/Page column 24. . Retrieved 2010/08/08.