(2S)-2-amino-3-(4-{bis[2-chloro(2H4)ethyl]amino}phenyl)propanoic acid hydrochloride

• ChemBase ID: 172624
• Molecular Formular: C13H19Cl3N2O2
• Molecular Mass: 341.66116
• Monoisotopic Mass: 340.0512109
• SMILES: c1c(ccc(c1)C[C@@H](C(=O)O)N)N(CCCl)CCCl.Cl
• Canonical SMILES: ClCCN(c1ccc(cc1)C[C@@H](C(=O)O)N)CCCl.Cl
• InChI: InChI=1S/C13H18Cl2N2O2.ClH/c14-5-7-17(8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19;/h1-4,12H,5-9,16H2,(H,18,19);1H/t12-;/m0./s1
• InChIKey: OUUYBRCCFUEMLH-YDALLXLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-{bis[2-chloro(^2H₄)ethyl]amino}phenyl)propanoic acid hydrochloride
• IUPAC Traditional name: (2S)-2-amino-3-(4-{bis[2-chloro(^2H₄)ethyl]amino}phenyl)propanoic acid hydrochloride
• Synonyms: 4-[Bis(2-chloroethyl)amino]-L-phenylalanine-d8 Hydrochloride; p-Di-(2-chloroethyl)amino-L-phenylalanine-d8 Hydrochloride; L-Phenylalanine Mustard-d8 Hydrochloride; Melfalan-d8 Hydrochloride; Melphalan-d8 Hydrochloride

Database IDs

• CAS Number: 1217854-43-7
• PubChem SID: 164228534
• PubChem CID: 46782118

CALCULATED PROPERTIES

• Acid pKa: 1.2884431
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.25192413
• LogD (pH = 7.4): 0.2493237
• Log P: 0.25219622
• Molar Refractivity: 78.2315 cm^3
• Polarizability: 30.084919 Å^3
• Polar Surface Area: 66.56 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol,
• Apperance: White to Off-White Crystalline Solid
• Melting Point: 164-170°C (dec)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - M216902

Antineoplastic.

REFERENCES

• Ross, W.C.J., et al.: Biochem. Pharmacol., 13, 969 (1964)
• Donelli, M.G., et al.: J. Pharm. Pharmacol., 18, 760 (1964)
• Furner, R.L., et al.: Cancer Treat. Rep., 64, 559 (1964)