Xylamine Explained

Cas Number:	78686-02-9
Pubchem:	5706
Chemspiderid:	5504
Unii:	923NT4H8G3
Chembl:	1616379
Synonyms:	N-2-Chloroethyl-N-ethyl-2-methylbenzylamine
Iupac Name:	2-chloro-N-ethyl-N-[(2-methylphenyl)methyl]ethanamine
C:	12
H:	18
Cl:	1
N:	1
Smiles:	CCN(CCCl)CC1=CC=CC=C1C
Stdinchi:	1S/C12H18ClN/c1-3-14(9-8-13)10-12-7-5-4-6-11(12)2/h4-7H,3,8-10H2,1-2H3
Stdinchikey:	XHRCFGDFESIFRG-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). DSP-4 is generally preferred over xylamine for use in scientific research and hence xylamine is limitedly employed. Xylamine was first described in 1975.^[3]

Notes and References

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