Kotinin

Kotinin
(IUPAC) ime
	(5S)-1-metil-5-(3-piridil)pirolidin-2-on
Klinički podaci
Identifikatori
CAS broj	486-56-6
ATC kod	nije dodeljen
PubChem	854019
ChemSpider	746405
UNII	K5161X06LL
ChEMBL	CHEMBL578211
Hemijski podaci
Formula	C10H12N2O
Mol. masa	176,22 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1 ; Key: UIKROCXWUNQSPJ-VIFPVBQESA-N
Farmakokinetički podaci
Poluvreme eliminacije	20 sata
Farmakoinformacioni podaci
Trudnoća	?
Pravni status	℞ Prescription only
Način primene	Oralno, pušenjem

Kotinin je alkaloid prisutan u duvanu i kao metabolit nikotina.^[5]^[6] Reč "kotinin" je anagram "nikotina". Kotinin se koristi kao biomarker za izlaganje duvanskom dimu. On je u prodaji kao antidepresiv pod imenom Scotine.^[5]

Slično nikotinu, kotinin se vezuje za, aktivira, i desenzituje neuronski nikotinske acetilholinske receptore, mada sa znatno nižom potentnošću.^[6]^[7]^[8]^[9] On ispoljava nootropne i antipsihoticima slične efekte.^[10]^[11]

Reference

↑ 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. edit
↑ 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. edit
↑ 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. edit
↑ ^5,0 ^5,1 Triggle, David J. (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall/CRC. ISBN 0-412-46630-9.
↑ ^6,0 ^6,1 Dwoskin LP, Teng L, Buxton ST, Crooks PA (March 1999). „(S)-(-)-Cotinine, the major brain metabolite of nicotine, stimulates nicotinic receptors to evoke [3Hdopamine release from rat striatal slices in a calcium-dependent manner”]. The Journal of Pharmacology and Experimental Therapeutics 288 (3): 905–11. PMID 10027825.
↑ Anderson DJ, Arneric SP (March 1994). „Nicotinic receptor binding of [3Hcytisine, [3H]nicotine and [3H]methylcarbamylcholine in rat brain”]. European Journal of Pharmacology 253 (3): 261–7. DOI:10.1016/0014-2999(94)90200-3. PMID 8200419.
↑ Briggs CA, McKenna DG (September 1998). „Activation and inhibition of the human alpha7 nicotinic acetylcholine receptor by agonists”. Neuropharmacology 37 (9): 1095–102. DOI:10.1016/S0028-3908(98)00110-5. PMID 9833639.
↑ Buccafusco JJ, Shuster LC, Terry AV (February 2007). „Disconnection between activation and desensitization of autonomic nicotinic receptors by nicotine and cotinine”. Neuroscience Letters 413 (1): 68–71. DOI:10.1016/j.neulet.2006.11.028. PMID 17157984.
↑ Buccafusco JJ, Terry AV (October 2009). „A reversible model of the cognitive impairment associated with schizophrenia in monkeys: potential therapeutic effects of two nicotinic acetylcholine receptor agonists”. Biochemical Pharmacology 78 (7): 852–62. DOI:10.1016/j.bcp.2009.06.102. PMID 19577545.
↑ Buccafusco JJ, Beach JW, Terry AV (February 2009). „Desensitization of nicotinic acetylcholine receptors as a strategy for drug development”. The Journal of Pharmacology and Experimental Therapeutics 328 (2): 364–70. DOI:10.1124/jpet.108.145292. PMC 2682277. PMID 19023041.

Literatura

Spoljašnje veze

	Portal Medicina
	Portal Hemija

[1] 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. edit

[2] 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.

[3] 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. edit

[4] 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. edit

[isbn0-412-46630-9-5] 5,0 ^5,1 Triggle, David J. (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall/CRC. ISBN 0-412-46630-9.

[pmid10027825-6] 6,0 ^6,1 Dwoskin LP, Teng L, Buxton ST, Crooks PA (March 1999). „(S)-(-)-Cotinine, the major brain metabolite of nicotine, stimulates nicotinic receptors to evoke [3Hdopamine release from rat striatal slices in a calcium-dependent manner”]. The Journal of Pharmacology and Experimental Therapeutics 288 (3): 905–11. PMID 10027825.

[pmid8200419-7] Anderson DJ, Arneric SP (March 1994). „Nicotinic receptor binding of [3Hcytisine, [3H]nicotine and [3H]methylcarbamylcholine in rat brain”]. European Journal of Pharmacology 253 (3): 261–7. DOI:10.1016/0014-2999(94)90200-3. PMID 8200419.

[pmid9833639-8] Briggs CA, McKenna DG (September 1998). „Activation and inhibition of the human alpha7 nicotinic acetylcholine receptor by agonists”. Neuropharmacology 37 (9): 1095–102. DOI:10.1016/S0028-3908(98)00110-5. PMID 9833639.

[pmid17157984-9] Buccafusco JJ, Shuster LC, Terry AV (February 2007). „Disconnection between activation and desensitization of autonomic nicotinic receptors by nicotine and cotinine”. Neuroscience Letters 413 (1): 68–71. DOI:10.1016/j.neulet.2006.11.028. PMID 17157984.

[pmid19577545-10] Buccafusco JJ, Terry AV (October 2009). „A reversible model of the cognitive impairment associated with schizophrenia in monkeys: potential therapeutic effects of two nicotinic acetylcholine receptor agonists”. Biochemical Pharmacology 78 (7): 852–62. DOI:10.1016/j.bcp.2009.06.102. PMID 19577545.

[pmid19023041-11] Buccafusco JJ, Beach JW, Terry AV (February 2009). „Desensitization of nicotinic acetylcholine receptors as a strategy for drug development”. The Journal of Pharmacology and Experimental Therapeutics 328 (2): 364–70. DOI:10.1124/jpet.108.145292. PMC 2682277. PMID 19023041.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

[9]

[10]

[11]