A DNA alkylating agent
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Monohydroxy Melphalan (hydrochloride)

Item No. 27856

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(2-chloroethyl)(2-hydroxyethyl)amino]-L-phenylalanine, dihydrochloride
CAS Number
2707535-88-2
Synonyms
  • Hydroxymelphalan
Molecular Formula
C13H19ClN2O3 • 2HCl
Formula Weight
359.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: solubleWater: soluble
SMILES
OC([C@@H](N)CC1=CC=C(N(CCCl)CCO)C=C1)=O.Cl.Cl
InChi Code
InChI=1S/C13H19ClN2O3.2ClH/c14-5-6-16(7-8-17)11-3-1-10(2-4-11)9-12(15)13(18)19;;/h1-4,12,17H,5-9,15H2,(H,18,19);2*1H/t12-;;/m0../s1
InChi Key
UYAOCCFUQBFMKY-LTCKWSDVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $796

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    Product Description

    Monohydroxy melphalan is a DNA alkylating agent and a degradation product of melphalan (Item No. 16665).1,2 Monohydroxy melphalan is formed by the hydrolysis of melphalan in aqueous solutions, including cell culture medium and human plasma.1,3 It increases the level of DNA adducts in ML-1 myeloblastic leukemia cells in a concentration-dependent manner and induces cytotoxicity with an IC50 value of 28.1 μg/ml.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bosanquet, A.G., and Bird, M.C. Degradation of melphalan in vitro: Rationale for the use of continuous exposure in chemosensitivity assays. Cancer Chemother. Pharmacol. 21(3), 211-215 (1988).

    2. Gould, K.A., Nixon, C., and Tilby, M.J. p53 elevation in relation to levels and cytotoxicity of mono- and bifunctional melphalan-DNA adducts. Mol. Pharmacol. 66(5), 1301-1309 (2004).

    3. Mirkou, A., Vignal, B., Cohen, S., et al. Assays for the quantification of melphalan and its hydrolysis products in human plasma by liquid chromatography-tandem mass spectrometry. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 877(27), 3089-3096 (2009).