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Levocabastine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Levocabastine
Above: levocabastine molecular structureBelow: 3D representation of levocabastine molecule
Clinical data
Trade namesLivostin
AHFS/Drugs.comMicromedex Detailed Consumer Information
Pregnancy
category
Routes of
administration
Ophthalmic, intranasal[1]
ATC code
Legal status
Legal status
Identifiers
  • (3S,4R)-1-[cis-4-cyano-4-(4-fluorophenyl)cyclohexyl]-3-methyl-4-phenyl-4-piperidinecarboxylic acid
CAS Number
PubChemCID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC26H29FN2O2
Molar mass420.528 g·mol−1
3D model (JSmol)
  • Fc1ccc(cc1)[C@]2(CC[C@@H](CC2)N3CC[C@@]([C@H](C)C3)(c4ccccc4)C(O)=O)C#N
  • 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 checkY
  • Key:ZCGOMHNNNFPNMX-KYTRFIICSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Levocabastine (trade nameLivostin or Livocab, depending on the region) is a selective second-generationH1 receptor antagonist which was discovered atJanssen Pharmaceutica in 1979. It is used for allergicconjunctivitis.[3]

As well as acting as an antihistamine, levocabastine has also subsequently been found to act as a potent and selective antagonist for theneurotensin receptorNTS2, 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]

Thepharmaceutical drugBilina 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 allergicconjunctivitis or similar allergic ocular conditions. Another formulation is available as anasal spray for the management ofallergic rhinitis.[11][12]

References

[edit]
  1. ^"Livostin Nasal Spray".RxMed: Pharmaceutical Information. Retrieved13 November 2005.
  2. ^"Livostin - levocabastine hydrochloride suspension".DailyMed. U.S. National Library of Medicine. Retrieved4 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):491–496.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):400–405.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):285–293.doi:10.1016/0014-2999(87)90285-8.PMID 2888670.
  6. ^Chalon P, Vita N, Kaghad M, Guillemot M, Bonnin J, Delpech B, et al. (May 1996)."Molecular cloning of a levocabastine-sensitive neurotensin binding site".FEBS Letters.386 (2–3):91–94.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".The Journal of Neuroscience.16 (18):5613–5620.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".The Journal of Neuroscience.25 (36):8188–8196.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, et al. (September 2007)."Neurotensin type 2 receptor is involved in fear memory in mice".Journal of Neurochemistry.102 (5):1669–1676.doi:10.1111/j.1471-4159.2007.04805.x.PMID 17697051.S2CID 19774998.
  11. ^"Levocabastine ophthalmic".vademecum.es. Retrieved11 September 2014.
  12. ^"★ Levocabastina 🥇".www.vademecum.es. Retrieved2024-09-16.

External links

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H1
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H4
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Decongestants and other nasal preparations (R01)
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