4-{5-[bis(2-chloroethyl)amino]-1-(2H3)methyl(4-2H)-1H-1,3-benzodiazol-2-yl}(2,2-2H2)butanoic acid hydrochloride

• ChemBase ID: 161183
• Molecular Formular: C16H22Cl3N3O2
• Molecular Mass: 394.72378
• Monoisotopic Mass: 393.07776
• SMILES: c1c(cc2c(c1)n(c(n2)CCCC(=O)O)C)N(CCCl)CCCl.Cl
• Canonical SMILES: ClCCN(c1ccc2c(c1)nc(n2C)CCCC(=O)O)CCCl.Cl
• InChI: InChI=1S/C16H21Cl2N3O2.ClH/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23;/h5-6,11H,2-4,7-10H2,1H3,(H,22,23);1H
• InChIKey: ZHSKUOZOLHMKEA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{5-[bis(2-chloroethyl)amino]-1-(^2H₃)methyl(4-^2H)-1H-1,3-benzodiazol-2-yl}(2,2-^2H₂)butanoic acid hydrochloride
• IUPAC Traditional name: 4-{5-[bis(2-chloroethyl)amino]-1-(^2H₃)methyl(4-^2H)-1,3-benzodiazol-2-yl}(2,2-^2H₂)butanoic acid hydrochloride
• Synonyms: 5-[Bis(2-chloroethyl)-amino]-1-methyl-1H-benzimidazole-2-butanoic Acid-d6 Hydrochloride; Cytostasan-d6; Ribomustin-d6; Treanda-d6; Bendamustine-d6 (major) Hydrochloride

Database IDs

• PubChem SID: 162255318
• PubChem CID: 71313652

CALCULATED PROPERTIES

• Acid pKa: 4.3772397
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.7300161
• LogD (pH = 7.4): 0.95016146
• Log P: 1.6649948
• Molar Refractivity: 92.9154 cm^3
• Polarizability: 36.528484 Å^3
• Polar Surface Area: 58.36 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Hot Water; Methanol
• Apperance: Off-White Solid
• Melting Point: 150-152°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B132502

Labelled Bendamustine (B132502). Bendamustine is an antineoplastic.

REFERENCES

• Bremer, K., et al.: Tumordiagn. Ther., 17, 1 (1996)
• Barman Balfour, J.A., et al.: Drugs, 61, 631 (1996)