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B38503

Sigma-Aldrich

Bis(2-chloroethyl)amine hydrochloride

98%

Synonym(s):

β,β′-Dichlorodiethylamine hydrochloride, 1,5-Dichloro-3-azapentane hydrochloride, 2,2′-Dichlorodiethylamine hydrochloride, 2-Chloro-N-(2-chloroethyl)ethanamine hydrochloride, Bi(2-chloroethyl)amine hydrochloride, Bis(β-chloroethyl)amine hydrochloride, Bis(2-chloroethyl)ammonium chloride, Di(2-chloroethyl)amine hydrochloride, N,N-Bis(2-chloroethyl)amine hydrochloride, Nornitrogen mustard hydrochloride

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About This Item

Linear Formula:
(ClCH2CH2)2NH·HCl
CAS Number:
Molecular Weight:
178.49
Beilstein/REAXYS Number:
3550356
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

powder

mp

212-214 °C (lit.)

SMILES string

Cl.ClCCNCCCl

InChI

1S/C4H9Cl2N.ClH/c5-1-3-7-4-2-6;/h7H,1-4H2;1H

InChI key

YMDZDFSUDFLGMX-UHFFFAOYSA-N

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General description

Bis(2-chloroethyl)amine hydrochloride is used as a starting material to synthesize piperazine derivatives.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

No information available.

flash_point_c

No information available.

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Joanna Cytarska et al.
Saudi pharmaceutical journal : SPJ : the official publication of the Saudi Pharmaceutical Society, 27(3), 303-311 (2019-04-13)
Synthesis, characterization and investigation of antiproliferative activity of nine triazene salts against human cancer cells lines (MV-4-11, MCF-7, JURKAT, HT-29, Hep-G2, HeLa, Du-145 and DAUDI), and normal human mammary epithelial cell line (MCF7-10A) is presented. The structures of novel compounds
S Papot et al.
Bioorganic & medicinal chemistry letters, 10(16), 1835-1837 (2000-09-02)
A new glucuronylated prodrug of nornitrogen mustard, incorporating the same spacer group as the doxorubicin prodrug HMR 1826, has been prepared. Upon exposure to E. coli beta-glucuronidase, fast hydrolysis occurs but a lower cytotoxicity against LoVo cancer cells is observed
K Hemminki
Chemico-biological interactions, 61(1), 75-88 (1987-01-01)
Nornitrogen mustard was shown to bind to the N-7 position of guanine in DNA and guanosine. The initial binding product was NOR-G. N-(2-chloroethyl)-N-[2-(7-guaninyl)ethyl]amine but it was converted with time to a hydroxylated derivative. NOR-OH-G and to a cross-link, G-NOR-G. The
H Thulin et al.
Chemico-biological interactions, 99(1-3), 263-275 (1996-01-05)
Formation of adducts to hemoglobin (Hb) and DNA of nornitrogen mustard (NNM) was studied with the aim of developing a method for monitoring exposure to NNM. Adducts to N-terminal valines in Hb were studied by the N-alkyl Edman method using
H Thulin et al.
Toxicology and industrial health, 11(1), 89-97 (1995-01-01)
Nor-nitrogen mustard is an alkylating agent used in kilogram quantities in the production of various cytostatics. It has been shown to be mutagenic in vitro, and therefore must be regarded as a health hazard. We have studied the environment and

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