Ciproheptadin
Ciproheptadin (Periaktin) je prva generacija antihistamina sa dodatnim antiholinergičnim, antiserotinergičnim, i lokalno anestetičkim svojstvima.[7][8]
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| (IUPAC) ime | |||
|---|---|---|---|
| 4-(5H-dibenzo [a,d]ciklohepten-5-iliden)-1-metilpiperidin hidrohlorid | |||
| Klinički podaci | |||
| Robne marke | Periaktin | ||
| AHFS/Drugs.com | Monografija | ||
| MedlinePlus | a682541 | ||
| Identifikatori | |||
| CAS broj | 129-03-3 969-33-5 (hidrohlorid) | ||
| ATC kod | R06AX02 | ||
| PubChem[1][2] | 2913 | ||
| DrugBank | DB00434 | ||
| ChemSpider[3] | 2810 | ||
| UNII | 2YHB6175DO  | ||
| KEGG[4] | D07765 | ||
| ChEBI | CHEBI:4046 | ||
| ChEMBL[5] | CHEMBL516 | ||
| Hemijski podaci | |||
| Formula | C21H21N | ||
| Mol. masa | 287,398 g/mol | ||
| SMILES | eMolekuli & PubHem | ||
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| Farmakokinetički podaci | |||
| Vezivanje za proteine plazme | 96 do 99% | ||
| Metabolizam | Hepatički i renalno | ||
| Poluvreme eliminacije | 8,6 sata[6] | ||
| Izlučivanje | Fekalno i renalno | ||
| Farmakoinformacioni podaci | |||
| Trudnoća | B(US) | ||
| Pravni status | P (UK) | ||
| Način primene | Oralno | ||
Farmakologija uredi
Ciproheptadin deluje kao antagonist (ili inverzni agonist u zavisnosti od aktivnog mesta) na sledećim receptorima:
- H1 (~0,05 nM)[9] > 5-HT2A (~2 nM)[10] ≈ 5-HT2B (~1,5 nM)[11] ≈ 5-HT2C (~2 nM)[11] > mACh (M1-M5; ~7-12 nM)[12] ≈ D3 (~8 nM)[13]
On ima slab, i verovatno zanemarljiv, afinitet za sledeća mesta vezivanja (Ki):
- 5-HT1A (~60-100 nM)[10][13] ≈ α1-adrenergički (?? nM)[14] ≈ α2-adrenergički (?? nM)[14] > 5-HT6 (~135-150 nM)[15][16] ≈ 5-HT7 (~125 nM)[16] ≈ D1 (~115 nM)[13] ≈ D2 (~115 nM)[13] > 5-HT3 (~250 nM)[13][17] ≈ NET (~300 nM)[18]
Pored toga, ciproheptadin poseduje osobine blokatora kalcijumskog kanala[19] i lokalnog anestetika.[20]
Reference uredi
- ↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519.
- ↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
- ↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846.
- ↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
- ↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594.
- ↑ Gunja N, Collins M, Graudins A (2004). „A comparison of the pharmacokinetics of oral and sublingual cyproheptadine”. Journal of Toxicology. Clinical Toxicology 42 (1): 79–83. PMID 15083941.
- ↑ Hardman JG, Limbird LE, Gilman AG. (2001). Goodman & Gilman's The Pharmacological Basis of Therapeutics (10 izd.). New York: McGraw-Hill. DOI:10.1036/0071422803. ISBN 0-07-135469-7.
- ↑ Pdr Staff (2009). PDR: Physicians Desk Reference 2010 (Physicians' Desk Reference (Pdr)). Rozelle, N.S.W: Thomson Reuters. ISBN 1-56363-748-0.
- ↑ Moguilevsky N, Varsalona F, Noyer M, et al. (September 1994). „Stable expression of human H1-histamine-receptor cDNA in Chinese hamster ovary cells. Pharmacological characterisation of the protein, tissue distribution of messenger RNA and chromosomal localisation of the gene”. European Journal of Biochemistry / FEBS 224 (2): 489–95. DOI:10.1111/j.1432-1033.1994.00489.x. PMID 7925364.
- ↑ 10,0 10,1 Peroutka SJ (May 1988). „Antimigraine drug interactions with serotonin receptor subtypes in human brain”. Annals of Neurology 23 (5): 500–4. DOI:10.1002/ana.410230512. PMID 2898916.
- ↑ 11,0 11,1 Bonhaus DW, Weinhardt KK, Taylor M, et al. (1997). „RS-102221: a novel high affinity and selective, 5-HT2C receptor antagonist”. Neuropharmacology 36 (4–5): 621–9. DOI:10.1016/S0028-3908(97)00049-X. PMID 9225287.
- ↑ Stanton T, Bolden-Watson C, Cusack B, Richelson E (June 1993). „Antagonism of the five cloned human muscarinic cholinergic receptors expressed in CHO-K1 cells by antidepressants and antihistaminics”. Biochemical Pharmacology 45 (11): 2352–4. DOI:10.1016/0006-2952(93)90211-E. PMID 8100134.
- ↑ 13,0 13,1 13,2 13,3 13,4 Toll L, Berzetei-Gurske IP, Polgar WE, et al. (March 1998). „Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications”. NIDA Research Monograph 178: 440–66. PMID 9686407.
- ↑ 14,0 14,1 F. S. Dukhovich (15. 8. 2005.). Pharmacological aspects of molecular recognition. Nova Publishers. str. 117. ISBN 978-1-59454-676-1. Pristupljeno 27 November 2011.
- ↑ Kohen R, Metcalf MA, Khan N, et al. (January 1996). „Cloning, characterization, and chromosomal localization of a human 5-HT6 serotonin receptor”. Journal of Neurochemistry 66 (1): 47–56. DOI:10.1046/j.1471-4159.1996.66010047.x. PMID 8522988.
- ↑ 16,0 16,1 Bard JA, Zgombick J, Adham N, Vaysse P, Branchek TA, Weinshank RL (November 1993). „Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase”. The Journal of Biological Chemistry 268 (31): 23422–6. PMID 8226867.[mrtav link]
- ↑ Hoyer D, Neijt HC (March 1988). „Identification of serotonin 5-HT3 recognition sites in membranes of N1E-115 neuroblastoma cells by radioligand binding”. Molecular Pharmacology 33 (3): 303–9. PMID 3352595.[mrtav link]
- ↑ Runyon SP, Savage JE, Taroua M, Roth BL, Glennon RA, Westkaemper RB (March 2001). „Influence of chain length and N-alkylation on the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene”. Bioorganic & Medicinal Chemistry Letters 11 (5): 655–8. DOI:10.1016/S0960-894X(01)00023-3. PMID 11266163.
- ↑ Lowe DA, Matthews EK, Richardson BP (November 1981). „The calcium antagonistic effects of cyproheptadine on contraction, membrane electrical events and calcium influx in the guinea-pig taenia coli”. British Journal of Pharmacology 74 (3): 651–63. PMC 2071752. PMID 6271323.
- ↑ Riccioppo Neto F (March 1979). „The local anesthetic effect of cyproheptadine on mammalian nerve fibres”. European Journal of Pharmacology 54 (3): 203–7. DOI:10.1016/0014-2999(79)90078-5. PMID 428422.
Literatura uredi
- F. S. Dukhovich (2005). Pharmacological aspects of molecular recognition. Nova Publishers. str. 117. ISBN 978-1-59454-676-1. Pristupljeno 27 November 2011.
