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D-Melphalan

D-Melphalan structure

CAS No:
13045-94-8
Formula:
C13H18Cl2N2O2
Chemical Name:
D-Melphalan
Synonyms:
D-Phenylalanine,4-[bis(2-chloroethyl)amino]-;Alanine,3-[p-[bis(2-chloroethyl)amino]phenyl]-,D-;4-[Bis(2-chloroethyl)amino]-D-phenylalanine;Medphalan;CB 3026;NSC 35051;D-Phenylalanine mustard;D-Melphalan;(R)-2-Amino-3-(4-(bis(2-chloroethyl)amino)phenyl)propanoicacid;3114-96-3;1081550-16-4
Categories:
Pharmaceutical Intermediates > Anticonvulsants

Description

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.

D-Melphalan Basic Attributes

Molecular Weight：

305.2

Exact Mass：

305.20

UNII：

94H892992X

HScode：

2922499990

Characteristics

PSA：

66.56000

XLogP3：

2.62530

Density：

1.3587

Melting Point：

181.5-182 °C (decomp)

Boiling Point：

473.1ºC at 760 mmHg

Flash Point：

239.9ºC

Refractive Index：

1.6070 (estimate)

Vapor Pressure：

9.33E-10mmHg at 25°C

Toxicity：

LD50 intracrebral in rat: 113ug/kg

Safety Information

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P321, P332+P313, and P362|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH：

A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026) (See all compounds classified as Antineoplastic Agents, Alkylating.)|Agents that destroy bone marrow activity. They are used to prepare patients for BONE MARROW TRANSPLANTATION or STEM CELL TRANSPLANTATION. (See all compounds classified as Myeloablative Agonists.)

MeSH Entry Terms：

4-(Bis(2-chloroethyl)amino)phenylalanine

Computed Properties

Molecular Weight:305.20
XLogP3:-0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:8
Exact Mass:304.0745332
Monoisotopic Mass:304.0745332
Topological Polar Surface Area:66.6
Heavy Atom Count:19
Complexity:265
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes