Melphalan hydrochlorideProduct ingredient for Melphalan
- Name
- Melphalan hydrochloride
- Drug Entry
- Melphalan
Melphalan is a nitrogen mustard or bischloroethylamine type alkylating agent.7 It was first synthesized in the early 1950s by substituting L-phenylalanine for the methyl group on nitrogen mustard.4,5 Melphalan is used in the treatment of multiple myeloma and ovarian carcinoma.7 It is also used for high-conditioning before hematopoietic stem cell transplant.8 It is also used to treat uveal melanoma with unresectable hepatic metastases.9
- Accession Number
- DBSALT001019
- Structure
Structure for Melphalan hydrochloride (DBSALT001019)
- Synonyms
- Melphalan HCl
- UNII
- 1VXP4V453T
- CAS Number
- 3223-07-2
- Weight
- Average: 341.66
Monoisotopic: 340.051211 - Chemical Formula
- C13H19Cl3N2O2
- InChI Key
- OUUYBRCCFUEMLH-YDALLXLXSA-N
- 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
- IUPAC Name
- (2S)-2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanoic acid hydrochloride
- SMILES
- Cl.N[C@@H](CC1=CC=C(C=C1)N(CCCl)CCCl)C(O)=O
- External Links
- ChemSpider
- 8103611
- ChEMBL
- CHEMBL1200863
- Wikipedia
- Melphalan
- Predicted Properties
Property Value Source Water Solubility 0.358 mg/mL ALOGPS logP -0.22 ALOGPS logP 0.25 Chemaxon logS -2.9 ALOGPS pKa (Strongest Acidic) 1.29 Chemaxon pKa (Strongest Basic) 9.51 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 66.56 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 78.23 m3·mol-1 Chemaxon Polarizability 31.38 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon