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Merck

C8417

N-(2-Chloroethyl)-N-ethyl-2-bromobenzylamine hydrochloride

≥98% (TLC), solid, adrenergic neurotoxin

Synonym(s):

DSP-4, N-Ethyl-N-(2-chloroethyl)-2-bromobenzylamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C11H15BrClN · HCl
CAS Number:
40616-75-9
Molecular Weight:
313.06
NACRES:
NA.77
PubChem Substance ID:
24277753
UNSPSC Code:
12352116
MDL number:
MFCD00043241
Beilstein/REAXYS Number:
4020910

Key Documents

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Product Name

N-(2-Chloroethyl)-N-ethyl-2-bromobenzylamine hydrochloride, ≥98%, solid

InChI key

NDDRNRRNYOULND-UHFFFAOYSA-N

SMILES string

Cl[H].CCN(CCCl)Cc1ccccc1Br

InChI

1S/C11H15BrClN.ClH/c1-2-14(8-7-13)9-10-5-3-4-6-11(10)12;/h3-6H,2,7-9H2,1H3;1H

assay

≥98%

form

solid

color

white

solubility

H2O: 48 mg/mL
0.1 M NaOH: 7 mg/mL
ethanol: soluble

Quality Level

200

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Biochem/physiol Actions

Adrenergic neurotoxin that induces acute and relatively selective degeneration of both central and peripheral noradrenergic nerve terminals.

Disclaimer

Hygroscopic.

Preparation Note

Solutions in ethanol, water or 0.1 N NaOH should be freshly prepared.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
128M4036V
13180206
037M4051V
13161118
036M4025V

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P Szot et al.
Neuroscience, 166(1), 279-291 (2010-01-05)
Degeneration of the noradrenergic neurons in the locus coeruleus (LC) is a major component of Alzheimer's (AD) and Parkinson's disease (PD), but the consequence of noradrenergic neuronal loss has different effects on the surviving neurons in the two disorders. Therefore
Harald Engler et al.
Journal of neuroimmunology, 219(1-2), 75-80 (2009-12-25)
The neurotransmitter noradrenaline (NA) plays a pivotal role in immune regulation. Here we used the selective neurotoxin N-(2-chloroethyl)-N-ethyl-2-bromobenzylamine (DSP-4) to investigate the impact of central NA depletion on cytokine production by splenic monocytes/macrophages and T cells. Intraperitoneal administration of DSP-4
Daniel Jardanhazi-Kurutz et al.
Neurochemistry international, 57(4), 375-382 (2010-02-11)
Degeneration of locus ceruleus neurons and subsequent reduction of norepinephrine concentration in locus ceruleus projection areas represent an early pathological indicator of Alzheimer's disease. In order to model the pathology of the human disease and to study the effects of
T Kushikata et al.
British journal of anaesthesia, 107(6), 924-929 (2011-10-04)
Central noradrenergic neurones have a role in alertness, analgesia, and thermoregulation; these neurones are also involved in the mechanism of anaesthesia. Locus coeruleus neurones innervate various central nervous regions including the cerebral cortex and hippocampus, and are responsible for wakefulness
Anna Sadakierska-Chudy et al.
Biochemical pharmacology, 86(6), 800-807 (2013-08-09)
The aim of the present study was to examine the effect of the brain noradrenergic system on the expression of cytochrome P450 in the liver. The experiment was carried out on male Wistar rats. Intracerebroventricular injection of the noradrenergic neurotoxin
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