Basic information
- CAS
390-64-7- Standard SMILES
CC(Cc1ccccc1)NCCC(c1ccccc1)c1ccccc1- InChIKey
IFFPICMESYHZPQ-UHFFFAOYSA-N- Molecular formula
- C24H27N
- Average molar mass
- 329.5 g/mol
- Monoisotopic mass
- 329.21434987
Overview
Prenylamine is a diarylmethane.
Names & identifiers
- Preferred name
- Prenylamine
- IUPAC
- 3,3-diphenyl-N-(1-phenylpropan-2-yl)propan-1-amine
- English name
- prenylamine
- Molecular formula
- C24H27N
- Molecular weight
- 329.47788
Names & synonyms
PRENYLAMINE390-64-7DL-PrenylaminePrenilaminaPrenylaminumN-(3,3-Diphenylpropyl)-alpha-methylphenethylamineB-4361-Phenyl-2-(1',1'-diphenylpropyl-3'-amino)propaneN-(1-Methyl-2-phenylethyl)-gamma-phenylbenzenepropanamineBenzenepropanamine, N-(1-methyl-2-phenylethyl)-gamma-phenyl-K2OH82Z000DTXSID0048555
Show more names
SegontinElecorCarditinSAN 13-194Sandoz 13-194
(3,3-diphenylpropyl)(1-phenylpropan-2-yl)amineRefChem:868484C01DX02DTXCID10197056206-869-4HostaginanBismethinCorpax
Database identifiers
- CAS
390-64-7- PubChem CID
- 9801
- DTXSID
DTXSID0048555- ChEMBL
CHEMBL24072- ChEBI
CHEBI:8397- UNII
- K2OH82Z000
Properties
Computed structural properties
- XLogP
- 6
- Topological polar surface area
- 12 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 8
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 316
Physicochemical properties
- Melting point
- 36.5 · 36.5-37.5°
- Boiling point
- 457.06 °C · 457.06°C (rough estimate)
- Density
- 1.0703 · 1.0703 (rough estimate)
- refractive index
- 1.9 · 1.9000 (estimate)
- storage temp.
- Refrigerator
- solubility
- Chloroform: slightly soluble; Methanol: slightly soluble
- form
- A solid
- pka
- 8.74 · pKa 8.74±0.02(40% EtOH,t =25) (Uncertain)
- color
- Light yellow to yellow
- Water Solubility
- 50 mg/L · 50mg/L(37 ºC)
- FDA UNII
- 2 OH82Z000 · K2OH82Z000
- ATC code
- 1 DX02,C01DX52 · C01DX02,C01DX52
Chemistry & industry
Pharmacology
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
MeSH Pharmacological Classification
A class of drugs that act by selective inhibition of calcium influx through cellular membranes.
Drugs used to cause dilation of the blood vessels.
Drugs that act on adrenergic receptors or affect the life cycle of adrenergic transmitters. Included here are adrenergic agonists and antagonists and agents that affect the synthesis, storage, uptake, metabolism, or release of adrenergic transmitters.
Applications
DescriptionPrenylamine is a calcium channel inhibitor. It inhibits the plasma membrane Ca2+ ATPase (PMCA) in isolated and purified pig cardiac sarcolemma. It binds to a hydrophobic site on calcium-bound calmodulin (CaM) with a Kd value of 0.5 μM and inhibits CaM-activated cAMP phosphodiesterase (PDE) activity when used at concentrations ranging from 10 to 50 μM, an effect that is negatively associated with the concentration of calmodulin. Prenylamine (30 μM) shortens action potential duration and decreases the amplitude of peak calcium currents in single guinea pig ventricular myocytes in the absence and presence of propranolol and phentolamine . Prenylamine (50 mg/kg) decreases epinephrine, serotonin, and dopamine levels in rat brain. It also decreases epinephrine levels in rat heart. It protects anesthetized rats from coronary artery occlusion-induced arrhythmia when administered at a dose of 0.5 mg/kg but increases mortality due to atrioventricular block leading to asystole when administered at a dose of 5 mg/kg.
UsesVasodilator (coronary).
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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