[148-82-3] Melphalan AKSci H877
 
 
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  Catalog ID # H877
Melphalan
, 98% (HPLC)
 
4-[Bis(2-chloroethyl)amino]-L-phenylalanine




IDENTITY
CAS Number:[148-82-3]
MDL Number:MFCD00057717
MF:C13H18Cl2N2O2
MW:305.2
EINECS:205-726-3
SPECIFICATIONS & PROPERTIES
Purity:98% (HPLC)
Available Spectra:LCMS, FT-IR, HPLC, Polarmetry
Physical Form:White to cream to yellow powder
Melting Point:170-186°C
Optical Rotation:+5.4° (c=1.33, 1N HCl)
Long-Term Storage:Store at room temperature
UN #:UN2811
Hazard Class:6.1
Packing Group:II

REVIEW

 Alkylating agents work by three different mechanisms: 1) attachment of alkyl groups to DNA bases (primarily at the N-7 position of guanine and to a lesser extent, at the N-3 position of adenine), forming monoadducts and resulting in the DNA being fragmented by repair enzymes in their attempts to replace the alkylated bases, preventing DNA synthesis and RNA transcription from the affected DNA, 2) DNA damage via the formation of cross-links (bonds between atoms in the DNA) which prevents DNA from being separated for synthesis or transcription, and 3) the induction of mispairing of the nucleotides leading to mutations.

REFERENCES
[1]Loeber R, Michaelson E, Fang Q, Campbell C, Pegg AE, Tretyakova N: Cross-linking of the DNA repair protein Omicron6-alkylguanine DNA alkyltransferase to DNA in the presence of antitumor nitrogen mustards. Chem Res Toxicol. 2008 Apr;21(4):787-95. Epub 2008 Feb 14.
[2] Souliotis VL, Dimopoulos MA, Episkopou HG, Kyrtopoulos SA, Sfikakis PP: Preferential in vivo DNA repair of melphalan-induced damage in human genes is greatly affected by the local chromatin structure. DNA Repair (Amst). 2006 Aug 13;5(8):972-85. Epub 2006 Jun 15.
[3] Moscow JA, Swanson CA, Cowan KH: Decreased melphalan accumulation in a human breast cancer cell line selected for resistance to melphalan. Br J Cancer. 1993 Oct;68(4):732-7.

GHS

Pictograms

Signal Word
Danger

Hazard Statements
H300+H310+H330; H350; H361

Precautionary Statements
P201; P202; P260; P262; P264; P270; P271; P280; P284; P301+P310; P302+P350; P304+P340; P310; P320; P330; P361; P363; P403+P233; P405; P501


Current as of December 9, 2016


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CATEGORIES

 APIs and Bioactives > Chemotherapeutics

USEFUL LINKS

  PubChem