HPTP explained
| Width: | 250px |
| Class: | Serotonergic and dopaminergic neurotoxin |
| Cas Number: | 52669-92-8 |
| Pubchem: | 171187 |
| Chemspiderid: | 149659 |
| Chebi: | 177523 |
| Chembl: | 3544895 |
| Iupac Name: | 4-[4-(4-chlorophenyl)-3,6-dihydro-2''H''-pyridin-1-yl]-1-(4-fluorophenyl)butan-1-one |
| C: | 21 |
| H: | 21 |
| Cl: | 1 |
| F: | 1 |
| N: | 1 |
| O: | 1 |
| Smiles: | C1CN(CC=C1C2=CC=C(C=C2)Cl)CCCC(=O)C3=CC=C(C=C3)F |
| Stdinchi: | 1S/C21H21ClFNO/c22-19-7-3-16(4-8-19)17-11-14-24(15-12-17)13-1-2-21(25)18-5-9-20(23)10-6-18/h3-11H,1-2,12-15H2 |
| Stdinchikey: | ZNOLNAPJKOYTHY-UHFFFAOYSA-N |
HPTP is a monoaminergic neurotoxin related to MPTP.[1] [2] [3] [4] It is the dehydration product of haloperidol. The agent is specifically a dopaminergic and serotonergic neurotoxin. HPTP is a prodrug of HPP+, which mediates its monoaminergic neurotoxicity. This is analogous to how MPP+ mediates the neurotoxicity of MPTP. Other related compounds include RHPTP and RHPP+.[5]
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.
- Igarashi . Kazuo . The Possible Role of an Active Metabolite Derived from the Neuroleptic Agent Haloperidol in Drug-Induced Parkinsonism . Journal of Toxicology: Toxin Reviews . 17 . 1 . 1998 . 0731-3837 . 10.3109/15569549809006488 . 27–38.
- Górska A, Marszałł M, Sloderbach A . [The neurotoxicity of pyridinium metabolites of haloperidol] . Polish . Postepy Higieny I Medycyny Doswiadczalnej . 69 . 1169–1175 . October 2015 . 26561842 . 10.5604/17322693.1175009 . 1 November 2024 . The neurotoxicity of pyridinium metabolites of haloperidol . free .
- Castagnoli N, Castagnoli KP, Van der Schyf CJ, Usuki E, Igarashi K, Steyn SJ, Riker RR . Enzyme-catalyzed bioactivation of cyclic tertiary amines to form potential neurotoxins . Pol J Pharmacol . 51 . 1 . 31–38 . 1999 . 10389142 .
- Avent KM, DeVoss JJ, Gillam EM . Cytochrome P450-mediated metabolism of haloperidol and reduced haloperidol to pyridinium metabolites . Chem Res Toxicol . 19 . 7 . 914–920 . July 2006 . 16841959 . 10.1021/tx0600090 .
