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DSP-4

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DSP-4
Names

Preferred IUPAC name N-[(2-Bromophenyl)methyl]-2-chloro-N-ethylethan-1-amine
Identifiers
CAS Number	62078-98-2^Y
3D model (JSmol)	Interactive image
ChemSpider	3060
PubChem CID	3172
UNII	PQ1P7JP5C1^Y
CompTox Dashboard(EPA)	DTXSID50211124
InChI InChI=1S/C11H15BrClN/c1-2-14(8-7-13)9-10-5-3-4-6-11(10)12/h3-6H,2,7-9H2, 1H3 Key: SDJLVPMBBFRBLL-UHFFFAOYSA-N
SMILES CCN(CCCl)CC1=CC=CC=C1Br
Properties
Chemical formula	C₁₁H₁₅BrClN
Molar mass	276.60 g/mol
Density	1.339 g/cm³
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

DSP-4, orN-(2-chloroethyl)-N-ethyl-2-bromobenzylamine, is amonoaminergic neurotoxin selective fornoradrenergic neurons, capable of crossing theblood–brain barrier.^[1]

It exerts transient effects in peripheral sympathetic neurons, but more permanent changes within neurons of thecentral nervous system. It can induce long-term depletion in cortical and spinal levels of noradrenaline.^[2]

References

[edit]

^Daw NW, Videen TO, Parkinson D, Rader RK (1985)."DSP-4 (N-(2-Chloroethyl)-N-ethyl-2-bromobenzylamine) Depletes Noradrenaline in Kitten Visual Cortex Without Altering the Effects of Monocular Deprivation".J. Neurosci.5 (7):1925–1933.doi:10.1523/jneurosci.05-07-01925.1985.PMC 6565098.PMID 3926960.
^Jaim-Etcheverry G, Mari'a Zieher L (1980). "DSP-4: A novel compound with neurotoxic effects on noradrenergic neurons of adult and developing rats".Brain Res.188 (2):513–523.doi:10.1016/0006-8993(80)90049-9.PMID 7370771.S2CID 36955590.

v t e Monoaminergic neurotoxins
Dopaminergic	2′-CH₃-MPTP (2′-methyl-MPTP) 2,4,5-THA 2,4,5-THMA 4-MMA 5-S-Cysteinyldopamine 5,6-DHT 6-Hydroxydopa 6-OHDA quinone 6,7-DHT ALDH inhibitors (e.g.,disulfiram,methylmercury) Amphetamine Benomyl Daidzin Dieldrin DOPA quinone DOPAL DOPAL quinone Dopamine Dopamine quinone Fenpropathrin Haloperidol HPP⁺ HPTP Mancozeb Maneb Mephedrone Methamphetamine Methcathinone Methylone MPP⁺ (cyperquat) MPTP N-Methylnorsalsolinol Norsalsolinol Oxidopamine (6-OHDA) Paraquat Rotenone Salsolinol Ziram
Noradrenergic	2′-NH₂-MPTP (2′-amino-MPTP) 2,4,5-THA 4,5-DHT 5,6-DHT 5,7-DHT 6-Hydroxydopa DOPEGAL DSP-4 MDA (tenamfetamine) Oxidopamine (6-OHDA) Xylamine
Serotonergic	2′-NH₂-MPTP (2′-amino-MPTP) 2,4-DCA 2,4,5-THA 2,4,5-THMA 3-CA 3,4-DCA 4-CAB (α-ethyl-PCA) 4-CMA 4-HO-5-MeO-T 4,5-DHT 5-IAI 5-MAPB 5,6-DHT 5,7-DHT 6,7-DHT αET Fenfluramine Haloperidol HHA (α-methyldopamine) HHMA (α-methylepinine, α,N-dimethyldopamine) HPP⁺ HPTP MBDB MDA (tenamfetamine) MDMA (midomafetamine) Mephedrone Methamphetamine Methylone Norfenfluramine PBA PBMA PCA PCMA PIA
Unsorted	5-HIAL RHPP⁺ RHPTP
See also:Receptor/signaling modulators •Adrenergics •Dopaminergics •Melatonergics •Serotonergics •Monoamine reuptake inhibitors •Monoamine releasing agents •Monoamine metabolism modulators

v t e Nitrogen mustards
Vesicants	HN1 HN2 HN3 TL-301 TL-481 TL-512 TL-513 TL-695 TL-995
Antineoplastic agents	Aniline mustard Bendamustine Chlorambucil Cyclophosphamide Mannomustine Melphalan Mustamine Phenylenediamine mustard Quinacrine mustard Spiromustine
Neurotoxins	Acetylcholine mustard Acetylethylcholine mustard Benzilylcholine mustard Choline mustard Decamethonium mustard DMEA DSP-4 Ethylcholine mustard Hemicholinium mustard Propylbenzilylcholine mustard
Other	Dibenamine Phenoxybenzamine SY-28

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