Alimemazine

Alimemazine (INN), also known as trimeprazine, (brand names Nedeltran, Panectyl, Repeltin, Therafene, Theraligene, Theralen, Theralene, Vallergan, Vanectyl, and Temaril), commonly provided as a tartrate salt, is a phenothiazine derivative that is used as an antipruritic (it prevents itching from causes such as eczema or poison ivy, by acting as an antihistamine).[2] It also acts as a sedative, hypnotic, and antiemetic for prevention of motion sickness. Although it is structurally related to drugs such as chlorpromazine, it is not used as an antipsychotic.[3] In the Russian Federation, it is marketed under the brand name Teraligen for the treatment of anxiety disorders (including GAD), organic mood disorders, sleep disturbances, personality disorders accompanied by asthenia and depression, somatoform autonomic dysfunction and various neuroses.[4]

Alimemazine
Clinical data
Other namestrimeprazine (BAN UK), trimeprazine (USAN US)
AHFS/Drugs.comInternational Drug Names
Pregnancy
category
  • AU: C
Routes of
administration		Oral
ATC code
Legal status
Legal status
  • UK: POM (Prescription only)
Pharmacokinetic data
MetabolismHepatic
Elimination half-life4.78 ± 0.59 hours[1]
Identifiers
IUPAC name
  • N,N,2-trimethyl-3-phenothiazin-10-yl-propan-1-amine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.001.434
Chemical and physical data
FormulaC18H22N2S
Molar mass298.45 g·mol−1
3D model (JSmol)
SMILES
  • S2c1ccccc1N(c3c2cccc3)CC(C)CN(C)C
InChI
  • InChI=1S/C18H22N2S/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)21-18-11-7-5-9-16(18)20/h4-11,14H,12-13H2,1-3H3 Y
  • Key:ZZHLYYDVIOPZBE-UHFFFAOYSA-N Y
  (verify)

Alimemazine is not approved for use in humans in the United States. The combination of alimemazine and prednisolone (commonly sold under the brand name Temaril-P) is licensed as an antipruritic and antitussive in dogs.

References
  1. Hu OY, Gfeller E, Perrin JH, Curry SH (March 1986). "Relative bioavailability of trimeprazine tablets investigated in man using HPLC with electrochemical detection". The Journal of Pharmacy and Pharmacology. 38 (3): 172–6. doi:10.1111/j.2042-7158.1986.tb04539.x. PMID 2871150.
  2. "PubChem CID 78032".
  3. "Drugbank:Trimeprazine".
  4. "Russian Register of Medicines: "Teraligen" film-coated tablets (alimemazine tartrate) Patient Information Leaflet (in Russian). Revised September 2013".


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