Prenylamine

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Prenylamine
Systematic (IUPAC) name
(RS)-N-(1-methyl-2-phenylethyl)-3,3-diphenylpropan-1-amine
Clinical data
Legal status Uncontrolled
Routes Oral
Identifiers
CAS number 390-64-7 N
ATC code C01DX02
PubChem CID 9801
UNII K2OH82Z000 N
ChEMBL CHEMBL24072 N
Synonyms N-(3,3-diphenylpropyl)amphetamine
Chemical data
Formula C24H27N 
Mol. mass 329.48 g/mol
 N (what is this?)  (verify)

Prenylamine (Segontin) is a calcium channel blocker of the amphetamine chemical class which is used as a vasodilator in the treatment of angina pectoris. It has been shown to partially metabolize to amphetamine and can cause false positives for it in drug tests.[1][2][3] Prenylamine also appears to act as a vesicular monoamine transporter inhibitor, and has been demonstrated to deplete vesicular monoamine neurotransmitter stores similarly to reserpine.[4]

See also

  • Prenylation, or isoprenylation is the attachment of prenyl groups (3-methyl-but-2-en-1-yl) to cell membranes. Prenyl groups have been shown to be important for protein-protein binding through specialized prenyl-binding domains.

References

  1. ↑ Kraemer T, Roditis SK, Peters FT, Maurer HH (March 2003). "Amphetamine concentrations in human urine following single-dose administration of the calcium antagonist prenylamine-studies using fluorescence polarization immunoassay (FPIA) and GC-MS". Journal of Analytical Toxicology 27 (2): 68–73. PMID 12669999. 
  2. ↑ Musshoff F (February 2000). "Illegal or legitimate use? Precursor compounds to amphetamine and methamphetamine". Drug Metabolism Reviews 32 (1): 15–44. doi:10.1081/DMR-100100562. PMID 10711406. 
  3. ↑ Cody JT (May 2002). "Precursor medications as a source of methamphetamine and/or amphetamine positive drug testing results". Journal of Occupational and Environmental Medicine / American College of Occupational and Environmental Medicine 44 (5): 435–50. doi:10.1097/00043764-200205000-00012. PMID 12024689. 
  4. ↑ Bagchi SP (1990). "Antidopaminergic action of verapamil and several other drugs: inactivation of vesicular dopamine". Life Sciences 46 (12): 857–63. doi:10.1016/0024-3205(90)90115-8. PMID 1969603. 
Vasodilators used in cardiac diseases (C01D)
Nitrovasodilators
Quinolone vasodilators
Others

M: HRT

anat/phys/devp

noco/cong/tumr, sysi/epon, injr

proc, drug (C1A/1B/1C/1D), blte

Phenethylamines
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
Phenylalkylpyrrolidines
Catecholamines
(and close relatives)
Miscellaneous


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