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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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
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
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
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
Maria Vittoria Simonini et al.
Journal of neuroimmune pharmacology : the official journal of the Society on NeuroImmune Pharmacology, 5(2), 252-259 (2009-12-04)
The endogenous neurotransmitter noradrenaline (NA) is known to exert potent anti-inflammatory effects in glial cells, as well as provide neuroprotection against excitatory and inflammatory stimuli. These properties raise the possibility that increasing levels of NA in the central nervous system
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