Xylamine
Width225px
Cas number78686-02-9
Pubchem5706
Chemspiderid5504
Unii923NT4H8G3
Chembl1616379
SynonymsN-2-Chloroethyl-N-ethyl-2-methylbenzylamine
Iupac name2-chloro-N-ethyl-N-[(2-methylphenyl)methyl]ethanamine
C12
H18
Cl1
N1
SmilesCCN(CCCl)CC1=CC=CC=C1C
Stdinchi1S/C12H18ClN/c1-3-14(9-8-13)10-12-7-5-4-6-11(12)2/h4-7H,3,8-10H2,1-2H3
StdinchikeyXHRCFGDFESIFRG-UHFFFAOYSA-N

Xylamine is a monoaminergic neurotoxin and benzylamine derivative that is closely related to DSP-4.[1][2] It is a relatively selective noradrenergic neurotoxin, which is attributed to its high affinity for the norepinephrine transporter (NET).[1] DSP-4 is generally preferred over xylamine for use in scientific research and hence xylamine is limitedly employed.[1] Xylamine was first described in 1975.[2][3]

References

  1. ^ Kostrzewa RM (2022). "Survey of Selective Monoaminergic Neurotoxins Targeting Dopaminergic, Noradrenergic, and Serotoninergic Neurons". Handbook of Neurotoxicity. Cham: Springer International Publishing. pp. 159–198. doi:10.1007/978-3-031-15080-7_53. ISBN 978-3-031-15079-1.
  2. ^ Dudley MW, Howard BD, Cho AK (1990). "The interaction of the beta-haloethyl benzylamines, xylamine, and DSP-4 with catecholaminergic neurons". Annu Rev Pharmacol Toxicol. 30: 387–403. doi:10.1146/annurev.pa.30.040190.002131. PMID 2188573
  3. ^ Krueger CA, Cook DA (November 1975). "Synthesis and adrenergic neuron blocking properties of some alkylating analogues of bretylium". Arch Int Pharmacodyn Ther. 218 (1): 96–105. PMID 1212016