MECHLORETHAMINE HYDROCHLORIDE

Synonyms. Mechlorethamine hydrochloride; 2-Chloro-N-(2-chloroethyl)-N-methylethanamine; N-Methylbis(2-chloroethyl)amine hydrochloride; Bis(2-Chloroethyl)methylamine; Caryolysine; Chloramin; Bis(2-chloroethyl)methylamine; Nitrogen mustard hydrochloride; Zagreb; beta,beta'-Dichlorodiethyl-N-methylamine hydrochloride; Nitrogranulogen hydrochloride; N-Mustard; Mustargen; Mustin hydrochloride; Methyl-bis(beta-chloroethyl)amine hydrochloride; Methylbis(2-chloroethyl)amine hydrochloride; Methyldi(2-chloroethyl)amine hydrochloride; Methyldi(beta-chloroethyl)amine hydrochloride; Kloramin; 2,2'-Dichloro-N-methyldiethylamine hydrochloride; 2-Chloro-N-(2-chloroethyl)-N-methylethanamine hydrochlroide; Azotoyperite; Bis(2-chloroethyl)methylamine hydrochloride;

MECHLORETHAMINE

Click for original image

 

PRODUCT IDENTIFICATION

CAS RN

55-86-7 (hydrochloride), 51-75-2 (base)

EINECS RN

200-246-0

FORMULA

(ClCH2CH2)2NCH3·HCl

MOLE WEIGHT

192.51

H.S CODE

2921.19.6090

SMILES

N(CCCl)(CCCl)C.Cl

CLASSIFICATION

Alkylating agent, Antineoplastic agent, Nitrogen Mustard

EXTRA NOTES

A vesicant and necrotizing irritant destructive to mucous membranes. It was formerly used as a war gas. The hydrochloride is used as an antineoplastic in Hodgkin's disease and lymphomas. It causes severe gastrointestinal and bone marrow damage. (MeSH)
Overall Carcinogenic Evaluation: Group 2A
Other RN: 37244-63-6, 159923-90-7

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white to off-white crystalline powder

MELTING POINT

109 ~ 111 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

Soluble

SOLVENT SOLUBILITY Soluble in alcohol

VAPOR DENSITY

 

log P(octanol-water)

 

VAPOR PRESSURE

 

AUTOIGNITION TEMP

 
pK

 

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents.

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 2, Flammability: 0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Mechlorethamine

Google Scholar Search - Mechlorethamine

Drug Information Portal (U.S. National Library of Medicine) - Mechlorethamine hydrochloride

PubChem Compound Summary - Mechlorethamine hydrochloride

Drug Bank -  Mechlorethamine

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Mechlorethamine

http://www.ebi.ac.uk/ - Mechlorethamine

http://www.ncbi.nlm.nih.gov/ - Mechlorethamine

http://toxnet.nlm.nih.gov/
Hazardous Substances Data Bank - Mechlorethamine

http://faculty.weber.edu/
Cyclophosphamide is a classical example of the role of the host metabolism in the activation of an alkylating agent and is one or the most widely used agents of this class. The original rationale that guided its molecular design was twofold. First, if a cyclic phosphamide group replaced the N-methyl of mechlorethamine, the compound might be relatively inert, presumably because the bis-(2-chloroethyl) group of the molecule could not ionize until the cyclic phosphamide was cleaved at the phosphorous-nitrogen linkage. Second, it was hoped that....

 

SALES SPECIFICATION

APPEARANCE

white to off-white crystalline powder

ASSAY

98.5% min

MELTING POINT

109 ~ 111 C

IMPURITY

1.0% max (total), 0.5% max (individual)

LOSS ON DRYING

1.0% max

HEAVY METALS

20ppm max

pH

3 ~ 4 (2% aqueous solution)

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

2811

HAZARD CLASS

6.1
PACKING GROUP II

 

SAFETY INFORMATION

HAZARD OVERVIEW

Fatal if swallowed. Causes severe skin burns and eye damage. May cause an allergic skin reaction. May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause cancer. OSHA Hazards:Carcinogen, Target Organ Effect, Highly toxic by ingestion, Corrosive, Teratogen. Target Organs:Bone marrow, Immune system., Blood, Central nervous system, ears, Reproductive system

GHS

 

SIGNAL WORD

Danger

PICTOGRAMS

HAZARD STATEMENTS

H300-H314-H317-H334-H350

P STATEMENTS

P201-P261-P264-P280-P301 + P310-P305 + P351 + P338

EC DIRECTIVES

 

HAZARD CODES

T+

RISK PHRASES

45-46-61-25-36/37/38

SAFETY PHRASES

53-26-37/39-45

 

PACKING