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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 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
Clement Hamani et al.
Biological psychiatry, 67(2), 117-124 (2009-10-13)
Subcallosal cingulate gyrus (SCG) deep brain stimulation (DBS) is being investigated as a treatment for major depression. We report on the effects of ventromedial prefrontal cortex (vmPFC) DBS in rats, focusing on possible mechanisms involved in an antidepressant-like response in
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
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
Ee Peng Lim et al.
The international journal of neuropsychopharmacology, 13(9), 1219-1231 (2010-02-05)
Stimulation of the subiculum/CA1 of the hippocampal formation evokes monosynaptic field potentials in the prefrontal cortex (PFC). High-frequency stimulation of the hippocampus (HPC) can induce long-term potentiation (LTP) in this hippocampo-prefrontal cortical (hippo-PFC) pathway. Previous studies have shown that dopamine
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