Levocabastine

Levocabastine (trade name Livostin or Livocab, depending on the region) is a selective second-generation H1 receptor antagonist which was discovered at Janssen Pharmaceutica in 1979. It is used for allergic conjunctivitis.[3]

Levocabastine
Clinical data
Trade namesLivostin
AHFS/Drugs.comMicromedex Detailed Consumer Information
Pregnancy
category
  • AU: B3
Routes of
administration		Ophthalmic, intranasal[1]
ATC code
Legal status
Legal status
Identifiers
IUPAC name
  • (3S,4R)-1-[cis-4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-4-piperidinecarboxylic acid
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC26H29FN2O2
Molar mass420.528 g·mol−1
3D model (JSmol)
SMILES
  • Fc1ccc(cc1)[C@]2(CC[C@@H](CC2)N3CC[C@@]([C@H](C)C3)(c4ccccc4)C(O)=O)C#N
InChI
  • InChI=1S/C26H29FN2O2/c1-19-17-29(16-15-26(19,24(30)31)21-5-3-2-4-6-21)23-11-13-25(18-28,14-12-23)20-7-9-22(27)10-8-20/h2-10,19,23H,11-17H2,1H3,(H,30,31)/t19-,23-,25-,26-/m1/s1 Y
  • Key:ZCGOMHNNNFPNMX-KYTRFIICSA-N Y
 NY (what is this?)  (verify)

As well as acting as an antihistamine, levocabastine has also subsequently been found to act as a potent and selective antagonist for the neurotensin receptor NTS2, and was the first drug used to characterise the different neurotensin subtypes.[4][5] This has made it a useful tool for the study of this receptor.[6][7][8][9][10]

The pharmaceutical drug Bilina is a combination of Levocabastine, benzalkonium chloride, and other components and is typically used in a 0.5 mg/ml suspension as eye-drops, dispensed in 4ml bottles for the treatment of allergic conjunctivitis or similar allergic ocular conditions.[11]

References
  1. "RxMed: Pharmaceutical Information - LIVOSTIN NASAL SPRAY". Retrieved 13 November 2005.
  2. "Livostin - levocabastine hydrochloride suspension". DailyMed. Retrieved 4 January 2016.
  3. Pipkorn, U; Bende, M; Hedner, J; Hedner, T (October 1985). "A Double-blind Evaluation of Topical Levocabastine, a New Specific H1 Antagonist in Patients with Allergic Conjunctivitis". Allergy. 40 (7): 491–6. doi:10.1111/j.1398-9995.1985.tb00255.x. PMID 2866725. S2CID 8681108.
  4. Schotte, A; Leysen, JE; Laduron, PM (August 1986). "Evidence for a Displaceable Non-specific [3H]Neurotensin Binding Site in Rat Brain". Naunyn-Schmiedeberg's Archives of Pharmacology. 333 (4): 400–5. doi:10.1007/BF00500016. PMID 3022160. S2CID 23692347.
  5. Kitabgi P, Rostène W, Dussaillant M, Schotte A, Laduron PM, Vincent JP (August 1987). "Two populations of neurotensin binding sites in murine brain: discrimination by the antihistamine levocabastine reveals markedly different radioautographic distribution". European Journal of Pharmacology. 140 (3): 285–93. doi:10.1016/0014-2999(87)90285-8. PMID 2888670.
  6. Chalon P, Vita N, Kaghad M, Guillemot M, Bonnin J, Delpech B, Le Fur G, Ferrara P, Caput D (May 1996). "Molecular cloning of a levocabastine-sensitive neurotensin binding site". FEBS Letters. 386 (2–3): 91–4. doi:10.1016/0014-5793(96)00397-3. PMID 8647296. S2CID 5802578.
  7. Mazella J, Botto JM, Guillemare E, Coppola T, Sarret P, Vincent JP (September 1996). "Structure, functional expression, and cerebral localization of the levocabastine-sensitive neurotensin/neuromedin N receptor from mouse brain". Journal of Neuroscience. 16 (18): 5613–20. doi:10.1523/JNEUROSCI.16-18-05613.1996. PMC 6578974. PMID 8795617.
  8. Sarret P, Esdaile MJ, Perron A, Martinez J, Stroh T, Beaudet A (September 2005). "Potent spinal analgesia elicited through stimulation of NTS2 neurotensin receptors". Journal of Neuroscience. 25 (36): 8188–96. doi:10.1523/JNEUROSCI.0810-05.2005. PMC 6725526. PMID 16148226.
  9. Bredeloux P, Costentin J, Dubuc I (December 2006). "Interactions between NTS2 neurotensin and opioid receptors on two nociceptive responses assessed on the hot plate test in mice". Behavioural Brain Research. 175 (2): 399–407. doi:10.1016/j.bbr.2006.09.016. PMID 17074405. S2CID 24790151.
  10. Yamauchi R, Wada E, Kamichi S, Yamada D, Maeno H, Delawary M, Nakazawa T, Yamamoto T, Wada K (September 2007). "Neurotensin type 2 receptor is involved in fear memory in mice". Journal of Neurochemistry. 102 (5): 1669–76. doi:10.1111/j.1471-4159.2007.04805.x. PMID 17697051. S2CID 19774998.
  11. "Levocabastine ophthalmic". vademecum.es. Retrieved 11 September 2014.


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.