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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:
821-48-7
Molecular Weight:
178.49
Beilstein:
3550356
EC Number:
212-479-5
MDL number:
MFCD00012515
UNSPSC Code:
12352100
PubChem Substance ID:
24891737
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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H290,H302,H314

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

No information available.

Flash Point(C)

No information available.

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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 Lu et al.
Journal of chromatography. B, Biomedical applications, 678(2), 219-225 (1996-04-12)
A sensitive and specific method for the quantitative analysis of N-2-chloroethylaziridine (CEA), a volatile cytotoxic metabolite of cyclophosphamide, has been developed using gas chromatography-mass spectrometry and stable isotope dilution techniques. The high volatility problem of CEA during isolation procedure was
K Hemminki et al.
Archives of toxicology, 61(2), 126-130 (1987-12-01)
A gas chromatographic (GC-ECD) method was developed for the determination of nornitrogen mustard (NOR) and its hydrolysis products. The method was based on derivatization by heptafluorobutyric anhydride. The structures of the derivatives of NOR were established by GC-MS. The method
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
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