Basic information
- CAS
64-12-0- Standard SMILES
CC(N)Cc1ccc(Cl)cc1- InChIKey
WWPITPSIWMXDPE-UHFFFAOYSA-N- Molecular formula
- C9H12ClN
- Average molar mass
- 169.65 g/mol
- Monoisotopic mass
- 169.06582706
Overview
Parachloroamphetamine is a chlorinated neurotoxic derivative of amphetamine. Although the exact mechanism of action has yet to be fully elucidated, parachloroamphetamine (PCA) neurotoxicity appears to be the result of unrestrained release of both serotonin and dopamine; PCA is used by researchers to selectively kill serotonergic neurons.
Names & identifiers
- Preferred name
- p-Chloroamphetamine
- IUPAC
- 1-(4-chlorophenyl)propan-2-amine
- English name
- p-Chloroamphetamine
- Molecular formula
- C9H12ClN
- Molecular weight
- 169.65
Names & synonyms
p-CHLOROAMPHETAMINEp-Chloramphetaminepara-Chloroamphetamine4-Chloroamphetamine1-(4-chlorophenyl)propan-2-amine64-12-0Para Chloroamphetaminealpha-Methyl-p-chlorophenethylamineBenzeneethanamine, 4-chloro-alpha-methyl-DTXSID90897229897NVD4A52NSC-287208
Show more names
4-ChloramphetamineDL-p-Chloroamphetamineα-Methyl-p-chlorophenethylaminep-Chloro-α-methylphenethylamine1-(4-Chlorophenyl)-2-propanamineBenzeneethanamine,4-chloro-α-methyl-
Phenethylamine, p-chloro-alpha-methyl-NSC287208Parachloroamphetaminep Chloramphetaminep ChloroamphetamineLy123362Ly 123362LY121860
Database identifiers
- CAS
64-12-0- PubChem CID
- 3127
- DTXSID
DTXSID90897229- ChEMBL
CHEMBL358967- UNII
- 897NVD4A52
- Nikkaji
- J124.932K
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 26 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 108
Physicochemical properties
- Boiling point
- 93 · 93-94 °C(Press: 5 Torr)
- Density
- 1.0762 g/cm3 · 1.0762 g/cm3
- pka
- 9.8 · pKa 9.80 (Uncertain)
- CAS DataBase Reference
- 64 · 64-12-0
- FDA UNII
- 897 NVD4A52 · 897NVD4A52
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationDrugs used for their effects on serotonergic systems. Among these are drugs that affect serotonin receptors, the life cycle of serotonin, and the survival of serotonergic neurons.
Related reactions
4 records
Compound notes
Loading…