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Substance Name: Melphalan hydrochloride
RN: 3223-07-2
UNII: 1VXP4V453T
InChIKey: OUUYBRCCFUEMLH-YDALLXLXSA-N

Note

  • An alkylating nitrogen mustard that is used as an antineoplastic in the form of the levo isomer - MELPHALAN, the racemic mixture - MERPHALAN, and the dextro isomer - MEDPHALAN; toxic to bone marrow, but little vesicant action; potential carcinogen.

Molecular Formula

  • C13-H18-Cl2-N2-O2.Cl-H

Molecular Weight

  • 341.6641
 

Classification Codes

  • Human Data
  • Tumor Data

Names and Synonyms

Name of Substance

  • Melphalan hydrochloride

Synonyms

  • AI3-26377
  • Alanine nitrogen mustard hydrochloride
  • Alkeran
  • Alkeran hydrochloride
  • CB 3025 hydrochloride
  • L-3-(p-(Bis(2-chloroethyl)amino)phenyl)alanine monohydrochloride
  • L-Alanine, 3-(p-(bis(2-chloroethyl)amino)phenyl)-, hydrochloride
  • L-Phenylalanine mustard hydrochloride
  • L-Sarcolysine hydrochloride
  • Melfalan hydrochloride
  • Melphalan HCl
  • Melphalan hydrochloride
  • Phenylalanine mustard hydrochloride
  • SK 15673
  • UNII-1VXP4V453T

Systematic Names

  • Alanine, 3-(p-(bis(2-chloroethyl)amino)phenyl)-, monohydrochloride, L-
  • L-Phenylalanine, 4-(bis(2-chloroethyl)amino)-, monohydrochloride (9CI)

Registry Numbers

CAS Registry Number

  • 3223-07-2

FDA UNII

  • 1VXP4V453T

System Generated Number

  • 0003223072

Molecular Formulas

Molecular Formula

  • C13-H18-Cl2-N2-O2.Cl-H

Molecular Formula Fragments

  • C13-H18-Cl2-N2-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

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

Smiles

Cl.N[C@@H](Cc1ccc(cc1)N(CCCl)CCCl)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 430ug/kg (0.43mg/kg) BLOOD: LEUKOPENIA

BLOOD: OTHER CHANGES

BLOOD: THROMBOCYTOPENIA		 Cancer Chemotherapy Reports, Part 2. Vol. 2, Pg. 201, 1965.
dog LDLo oral 4mg/kg (4mg/kg) BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE

BLOOD: AGRANULOCYTOSIS		 National Technical Information Service. Vol. PB229-000,
human TDLo oral 1200ug/kg/5D- (1.2mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Cancer Chemotherapy Reports, Part 1. Vol. 57, Pg. 369, 1973.
monkey LDLo intravenous 430ug/kg (0.43mg/kg) BLOOD: OTHER CHANGES

BLOOD: LEUKOPENIA

BLOOD: AGRANULOCYTOSIS		 Cancer Chemotherapy Reports, Part 2. Vol. 2, Pg. 201, 1965.
mouse LD50 intravenous 23mg/kg (23mg/kg)   National Technical Information Service. Vol. PB84-162486,