Dihydroxy Bendamustine

Base Information

• Chemical Name: Dihydroxy Bendamustine
• CAS No.: 109882-30-6
• Molecular Formula: C16H23N3O4
• Molecular Weight: 321.376
• European Community (EC) Number: 807-634-4
• UNII: 64ELC90802
• DSSTox Substance ID: DTXSID00548492
• Nikkaji Number: J3.232.001E
• Wikidata: Q27263749
• Mol file: 109882-30-6.mol

Synonyms:Dihydroxy Bendamustine;109882-30-6;Bendamustine Dihydroxy Impurity;UNII-64ELC90802;Des(di(2-chloroethyl))-di(2-hydroxyethyl) bendamustine;DihydroxyBendamustine-d3;64ELC90802;1H-Benzimidazole-2-butanoic acid, 5-(bis(2-hydroxyethyl)amino)-1-methyl-;4-[5-[bis(2-hydroxyethyl)amino]-1-methylbenzimidazol-2-yl]butanoic acid;5-[Bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazole-2-butanoic Acid;4-(5-(BIS(2-HYDROXYETHYL)AMINO)-1-METHYL-1H-BENZIMIDAZOL-2-YL)BUTANOIC ACID;4-{5-[Bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazol-2-yl}butanoic acid;SCHEMBL229039;DTXSID00548492;Q27263749

Chemical Property of Dihydroxy Bendamustine

Chemical Property:

• Boiling Point: 634.4±55.0 °C(Predicted)
• PKA: 4.50±0.10(Predicted)
• PSA: 98.82000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 0.77160
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 321.16885622
• Heavy Atom Count: 23
• Complexity: 376

Purity/Quality:

> 95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=C(C=C2)N(CCO)CCO)N=C1CCCC(=O)O
• Uses: Dihydroxy Bendamustine is an impurity of Bendamustine (B132500).

Technology Process of Dihydroxy Bendamustine

There total 6 articles about Dihydroxy 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: 93.0%

4-<1-Methyl-5-benzimidazolyl-(2)>butansaeure-hydrochlorid (109882-29-3) → 4-<1-Methyl-5-benzimidazolyl-(2)>butansaeure (109882-30-6)

Guidance literature:

With sodium acetate; In water;

Reference yield: 81.6%

bendamustine (16506-27-7) → 4-<1-Methyl-5-benzimidazolyl-(2)>butansaeure (109882-30-6) + 4-[5-[(2-chloroethyl)-(2-hydroxy-ethyl)amino]-1-methyl-benzimidazo-2-yl]-butanoic acid (109882-27-1)

Guidance literature:

With water; at 37 ℃; for 8h;

DOI:10.1021/bc900453f

Reference yield: 38.0%

2-{4-[6-bis(2-chloroethyl)amino-3-methylbenzo[d]imidazol-2-yl]butanoyl}oxyethylmaleimide (1297582-82-1) → C22H28N4O6 (1247136-75-9) + C22H27ClN4O5 (1247136-74-8) + 4-<1-Methyl-5-benzimidazolyl-(2)>butansaeure (109882-30-6) + 4-[5-[(2-chloroethyl)-(2-hydroxy-ethyl)amino]-1-methyl-benzimidazo-2-yl]-butanoic acid (109882-27-1)

Guidance literature:

With water; at 37 ℃; for 8h;

DOI:10.1021/bc900453f

upstream raw materials:

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

bendamustine hydrochloride

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

bendamustine

Downstream raw materials:

4-{5-[bis-(2-hydroxyethyl)amino]-1-methyl-1H-benzoimidazol-2-yl}-butanoic acid methyl ester

Refernces

• 1、 Werner,Letsch,Ihn. "Hydrolysis products of the cancerostatic drug Cytostasan (Bendamustin)". . p. 272 - 273. Retrieved 2007/10/02.