M2011

Melphalan

powder

• Synonym(s): 4-[Bis(2-chloroethyl)amino]-L-phenylalanine, L-PAM, L-Phenylalanine mustard
• Empirical Formula (Hill Notation): C₁₃H₁₈Cl₂N₂O₂
• CAS Number: 148-82-3
• Molecular Weight: 305.20
• UNSPSC Code: 12352207
• NACRES: NA.32
• PubChem Substance ID: 24278538
• EC Number: 205-726-3
• Beilstein/REAXYS Number: 2816456
• MDL number: MFCD00057717
• Form: powder

Properties

• form: powder
• Quality Segment: 200
• color: white
• SMILES string: N[C@@H](Cc1ccc(cc1)N(CCCl)CCCl)C(O)=O
• InChI: 1S/C13H18Cl2N2O2/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)/t12-/m0/s1
• InChI key: SGDBTWWWUNNDEQ-LBPRGKRZSA-N

Description

General description

Melphalan also known as L-phenylalanine mustard is an alkylating agent.[1][2] It belongs to the class of nitrogen mustards, which act as chemotherapeutic agents.[1]

Application

Melphalan has been used as a drug along with HDAC-inhibitor JNJ-26481585 to treat multiple myeloma (MM) in cell lines and as a chemotherapeutic agent for breast cancer cell line.

Biochem/physiol Actions

Melphalan is an antineoplastic agent.[3][4]

In rat, melphalan in isolated lung perfusion (ILP) functions as a potent therapeutics for sarcomatous pulmonary metastases. It forms DNA intrastrand crosslinks by bifunctional alkylation in 5′-GGC sequences.[1] Melphalan acts as a bone-marrow depressant and is implicated in the treatment of multiple myeloma and ovarian cancer.[2]

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H300,H317,H340,H350,H361
• pcodes: P201 - P280 - P301 + P310 + P330 - P302 + P352
• Hazard Classifications: Acute Tox. 2 Oral - Carc. 1A - Muta. 1B - Repr. 2 - Skin Sens. 1
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges