bis[2-chloro(2,2-2H2)ethyl](methyl)amine hydrochloride

• ChemBase ID: 162248
• Molecular Formular: C5H12Cl3N
• Molecular Mass: 192.51448
• Monoisotopic Mass: 191.00353243
• SMILES: ClCCN(CCCl)C.Cl
• Canonical SMILES: ClCCN(CCCl)C.Cl
• InChI: InChI=1S/C5H11Cl2N.ClH/c1-8(4-2-6)5-3-7;/h2-5H2,1H3;1H
• InChIKey: QZIQJVCYUQZDIR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis[2-chloro(2,2-^2H₂)ethyl](methyl)amine hydrochloride
• IUPAC Traditional name: bis[2-chloro(2,2-^2H₂)ethyl](methyl)amine hydrochloride
• Synonyms: 2-Chloro-N-(2-chloroethyl)-N-methylethanamine-d4 Hydrochloride; 1,5-Dichloro-3-methyl-3-azapentane-d4 Hydrochloride; Chlormethine-d4; 2,2'-Dichloro-N-methyldiethylamine-d4 Hydrochloride; Antimit-d4; Azotoyperite-d4; SK 101-d4; Methchlorethamine-d4 Hydrochloride; Nitrogen Mustard-d4; Nitrogranulogen-d4; Bis(2-chloroethyl)methylamine-d4 Hydrochloride

Database IDs

• PubChem SID: 162256383
• PubChem CID: 71314058

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.84192747
• LogD (pH = 7.4): 1.4990624
• Log P: 1.5191492
• Molar Refractivity: 38.6747 cm^3
• Polarizability: 15.137578 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B418992

Labelled Bis(2-chloroethyl)methylamine (B418990). It has been used as an antineoplastic. A nitrogen mustard prepared by action of thionyl chloride on 2,2’-(methylimino)diethanol in trichloroethylene.

REFERENCES

• Anslow, W.P., et al.: J. Pharmacol. Exp. Ther., 91, 224 (1947)