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122564

Sigma-Aldrich

Mechlorethamine hydrochloride

98%

Synonym(s):

2-Chloro-N-(2-chloroethyl)-N-methylethanamine, N-Methylbis(2-chloroethyl)amine hydrochloride, Bis(2-Chloroethyl)methylamine, Bis(2-chloroethyl)methylamine, MBA hydrochloride, NM, Nitrogen mustard

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About This Item

Linear Formula:
(ClCH2CH2)2NCH3·HCl
CAS Number:
55-86-7
Molecular Weight:
192.51
EC Number:
200-246-0
MDL number:
MFCD00012517
UNSPSC Code:
12352100
PubChem Substance ID:
24847496
NACRES:
NA.22

assay

98%

form

solid

mp

108-111 °C (lit.)

solubility

H2O: very soluble
alcohol: soluble

SMILES string

Cl.CN(CCCl)CCCl

InChI

1S/C5H11Cl2N.ClH/c1-8(4-2-6)5-3-7;/h2-5H2,1H3;1H

InChI key

QZIQJVCYUQZDIR-UHFFFAOYSA-N

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Application

Mechlorethamine hydrochloride was used in a fluorescence-based apurinic/apyrimidinic site cleavage assay for the identification of apurinic/apyrimidinic endonuclease inhibitors in human cells. It was used in a study to demonstrate the effect of povidone iodine ointment against skin toxicity caused by sulphur and nitrogen mustard.

Biochem/physiol Actions

Mechlorethamine hydrochloride administration reduces the tensile strength of the abdominal wounds in rats.

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Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Oral - Carc. 1B - Eye Dam. 1 - Muta. 1B - Repr. 1B - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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U Wormser et al.
Archives of toxicology, 71(3), 165-170 (1997-01-01)
Mustard gas (sulphur mustard, SM) is a powerful vesicant employed as a chemical weapon. The present study demonstrates the effect of povidone iodine (PI) ointment against skin toxicity caused by SM. Gross and histopathological examinations showed that application of PI
Jin Zhang et al.
Journal of molecular and cellular cardiology, 134, 74-85 (2019-07-16)
Sick sinus syndrome (SSS) is primarily a disease of the elderly, and age-dependent decrease in Cav1.2 and Cav1.3 Ca2+ channels within the sinus node has been shown to play an important role in sinoatrial node (SAN) degeneration; however, posttranscriptional mechanisms
Qingcui Song et al.
Experimental cell research, 382(1), 111450-111450 (2019-06-04)
The metastasis-associated gene 1 (MTA1) has previously been recognized as an oncogene in many tumors, and aberrant MTA1 expression has been related to invasion and migration; however, its role and underlying molecular mechanism in oral squamous carcinoma (OSCC) remain largely
Aliete Wan et al.
Human mutation, 40(8), 1127-1144 (2019-04-13)
Characterizing the pathogenicity of DNA sequence variants of unknown significance (VUS) is a major bottleneck in human genetics, and is increasingly important in determining which patients with inherited retinal diseases could benefit from gene therapy. A library of 210 rhodopsin
Srinivasan Madhusudan et al.
Nucleic acids research, 33(15), 4711-4724 (2005-08-23)
The base excision repair (BER) pathway is essential for the removal of DNA bases damaged by alkylation or oxidation. A key step in BER is the processing of an apurinic/apyrimidinic (AP) site intermediate by an AP endonuclease. The major AP
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