Dexchlorpheniramine
Verifiedrevid443584459
Iupac name(3S)-3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-3-ylpropan-1-amine
Width200px
Drug nameDexchlorpheniramine
TradenameChlor-trimeton, Polaramine
Medlineplusa682543
Legal auS3
Routes of administrationOral, Intravenous
Elimination half-life21 to 27 hours
Iuphar ligand1210
Cas number25523-97-1
Atc prefixR06
Atc suffixAB02
Pubchem33036
DrugbankDB13679
Chemspiderid30576
Unii3Q9Q0B929N
KeggD07803
Chebi4464
Chembl1201353
C16
H19
Cl1
N2
SmilesClc1ccc(cc1)[C@@H](c2ncccc2)CCN(C)C
Stdinchi1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3/t15-/m0/s1
StdinchikeySOYKEARSMXGVTM-HNNXBMFYSA-N

Dexchlorpheniramine (trade name Polaramine) is an antihistamine with anticholinergic properties used to treat allergic conditions such as hay fever or urticaria.[1][2] It is the pharmacologically active dextrorotatory isomer of chlorpheniramine.

It came into medical use in 1959 and was patented in 1962.[3]

Pharmacology

Dexchlorpheniramine is an antihistamine, or an antagonist of the histamine H1 receptor. A study found that dexchlorpheniramine had a Ki value of 20 to 30 μM for the muscarinic acetylcholine receptors using rat brain tissue.[4]

References

  1. ^ Theunissen EL, Vermeeren A, Ramaekers JG (January 2006). "Repeated-dose effects of mequitazine, cetirizine and dexchlorpheniramine on driving and psychomotor performance". British Journal of Clinical Pharmacology. 61 (1): 79–86. doi:10.1111/j.1365-2125.2005.02524.x. PMC 1884990. PMID 16390354
  2. ^ Ortíz San Román L, Sanavia Morán E, Campos Domínguez M, Peinador García MM (December 2013). "[Anticholinergic syndrome due to dexchlorpheniramine as a cause of urinary retention]". Anales de Pediatria. 79 (6): 400–401. doi:10.1016/j.anpedi.2013.02.014. PMID 23680058
  3. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 547. ISBN 9783527607495.
  4. ^ Yamamura HI, Snyder SH (May 1974). "Muscarinic cholinergic binding in rat brain". Proceedings of the National Academy of Sciences of the United States of America. 71 (5): 1725–1729. Bibcode:1974PNAS...71.1725Y. doi:10.1073/pnas.71.5.1725. PMC 388311. PMID 4151898