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C8417

Sigma-Aldrich

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
Beilstein:
4020910
MDL number:
MFCD00043241
UNSPSC Code:
12352116
PubChem Substance ID:
24277753
NACRES:
NA.77

product name

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

Quality Level

200

Assay

≥98%

form

solid

color

white

solubility

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

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

InChI key

NDDRNRRNYOULND-UHFFFAOYSA-N

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Biochem/physiol Actions

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

Caution

Hygroscopic.

Preparation Note

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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T Skrebuhhova et al.
Methods and findings in experimental and clinical pharmacology, 21(7), 483-490 (1999-11-02)
[3H]-Ketanserin binding in rat neocortex (frontal and cerebral cortex) after 3-week treatment with desipramine (10 mg/kg) and citalopram (5 mg/kg) in vehicle-, DSP-4- (50 mg/kg) and p-CPA- (350 mg/kg before the beginning of experiments and once per week on the
Delphine Guérin et al.
Behavioral neuroscience, 122(4), 816-826 (2008-08-30)
Noradrenergic projections from the locus coeruleus (LC) project to the olfactory bulb (OB), a cortical structure implicated in odor learning and perceptual differentiation among similar odorants. The authors tested the role of OB noradrenaline (NA) in short-term olfactory memory using
Yun-Fei Lü et al.
Frontiers in neural circuits, 11, 66-66 (2017-10-06)
Empathy for pain (vicariously felt pain), an ability to feel, recognize, understand and share the painful emotions of others, has been gradually accepted to be a common identity in both humans and rodents, however, the underlying neural and molecular mechanisms
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
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
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