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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

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

SMILES string

Cl[H].CCN(CCCl)Cc1ccccc1Br

InChI key

NDDRNRRNYOULND-UHFFFAOYSA-N

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
0000480594
0000480594
0000458759
0000458788
0000458788

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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
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
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
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Product Information Sheet - C8417

Product Information Sheet

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