Amoksapin

Amoksapin
(IUPAC) ime
	2-hloro-11-(piperazin-1-il)dibenzo[b,f][1,4]oksazepin
Klinički podaci
Robne marke	Asendin
AHFS/Drugs.com	Monografija
MedlinePlus	a682202
Identifikatori
CAS broj	14028-44-5
ATC kod	N06AA17
PubChem	2170
DrugBank	DB00543
ChemSpider	2085
UNII	R63VQ857OT
KEGG	D00228
ChEBI	CHEBI:2675
ChEMBL	CHEMBL1113
Hemijski podaci
Formula	C17H16ClN3O
Mol. masa	313,781 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C17H16ClN3O/c18-12-5-6-15-13(11-12)17(21-9-7-19-8-10-21)20-14-3-1-2-4-16(14)22-15/h1-6,11,19H,7-10H2 ; Key: QWGDMFLQWFTERH-UHFFFAOYSA-N
Farmakokinetički podaci
Bioraspoloživost	?
Vezivanje za proteine plazme	90%
Metabolizam	Hepatički (citohrom P450)
Poluvreme eliminacije	8-10 sata (30 sata za glavne metabolite)
Izlučivanje	Renal
Farmakoinformacioni podaci
Trudnoća	C(US)
Pravni status	℞-only (SAD)
Način primene	Oralnot

Amoksapin (Amokisan, Asendin, Asendis, Defanil, Demoloks, Moksadil) je tetraciklični antidepresiv iz dibenzoksazepinske familije, mada se on često klasifikuje kao sekundarni aminski triciklični antidepresiv. On je N-demetilisani metabolit Loksapina.

Farmakologija

Amoksapin ispoljava mnoštvo farmakoloških efekata. On je umeren i jak inhibitor preuzimanja serotonina i norepinefrina, respektivno,^[7] i vezuje se za 5-HT_2A,^[8] 5-HT_2B,^[9] 5-HT_2C,^[8] 5-HT₃,^[10] 5-HT₆,^[11] 5-HT₇,^[11] D₂,^[12] α₁-adrenergički,^[12] D₃^[13], D₄,^[13] i H₁ receptor^[12] sa promenljivim ali značajnim afinitetom, na njijima deluje kao antagonist (ili inverzni agonist u zavisnosti od receptora) na svim aktivnim mestima. On ima slab i zanemarljiv afinitet za dopaminski transporter i 5-HT_1A,^[10] 5-HT_1B,^[10] D₁,^[14] α₂-adrenergički,^[12] H₄,^[15] mACh,^[12] i GABA_A receptor,^[14] i nema afiniteta za β-adrenergičke receptore ili za alosterna benzodiazepinska mesta na GABA_A receptoru.^[14]

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
↑ 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. edit
↑ ^6,0 ^6,1 Kinney JL, Evans RL (1982). „Evaluation of amoxapine”. Clinical Pharmacy 1 (5): 417–24. PMID 6764165.
↑ Tatsumi M, Groshan K, Blakely RD, Richelson E (December 1997). „Pharmacological profile of antidepressants and related compounds at human monoamine transporters”. European Journal of Pharmacology 340 (2–3): 249–58. DOI:10.1016/S0014-2999(97)01393-9. PMID 9537821.
↑ ^8,0 ^8,1 Pälvimäki EP, Roth BL, Majasuo H, et al. (August 1996). „Interactions of selective serotonin reuptake inhibitors with the serotonin 5-HT2c receptor”. Psychopharmacology 126 (3): 234–40. DOI:10.1007/BF02246453. PMID 8876023.
↑ Glusa E, Pertz HH (June 2000). „Further evidence that 5-HT-induced relaxation of pig pulmonary artery is mediated by endothelial 5-HT2B receptors”. British Journal of Pharmacology 130 (3): 692–8. DOI:10.1038/sj.bjp.0703341. PMC 1572101. PMID 10821800.
↑ ^10,0 ^10,1 ^10,2 Gozlan H, Saddiki-Traki F, Merahi N, Laguzzi R, Hamon M (December 1991). „[Preclinical pharmacology of amoxapine and amitriptyline. Implications of serotoninergic and opiodergic systems in their central effect in rats]” (French). L'Encéphale 17 Spec No 3: 415–22. PMID 1666997.
↑ ^11,0 ^11,1 Roth BL, Craigo SC, Choudhary MS, et al. (March 1994). „Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors”. The Journal of Pharmacology and Experimental Therapeutics 268 (3): 1403–10. PMID 7908055.
↑ ^12,0 ^12,1 ^12,2 ^12,3 ^12,4 Richelson E, Nelson A (July 1984). „Antagonism by antidepressants of neurotransmitter receptors of normal human brain in vitro”. The Journal of Pharmacology and Experimental Therapeutics 230 (1): 94–102. PMID 6086881. Arhivirano iz originala na datum 2021-08-28. Pristupljeno 2014-04-05.
↑ ^13,0 ^13,1 Burstein ES, Ma J, Wong S, et al. (December 2005). „Intrinsic efficacy of antipsychotics at human D2, D3, and D4 dopamine receptors: identification of the clozapine metabolite N-desmethylclozapine as a D2/D3 partial agonist”. The Journal of Pharmacology and Experimental Therapeutics 315 (3): 1278–87. DOI:10.1124/jpet.105.092155. PMID 16135699.
↑ ^14,0 ^14,1 ^14,2 Wei HB, Niu XY (1990). „[Comparison of the affinities of amoxapine and loxapine for various receptors in rat brain and the receptor down-regulation after chronic administration]” (Chinese). Yao Xue Xue Bao = Acta Pharmaceutica Sinica 25 (12): 881–5. PMID 1966571.
↑ Lim HD, van Rijn RM, Ling P, Bakker RA, Thurmond RL, Leurs R (September 2005). „Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist”. The Journal of Pharmacology and Experimental Therapeutics 314 (3): 1310–21. DOI:10.1124/jpet.105.087965. PMID 15947036. Arhivirano iz originala na datum 2019-12-13. Pristupljeno 2014-04-05.

Povezano

Loksapin

Vanjske 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] 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.

[5] 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

[pmid6764165-6] 6,0 ^6,1 Kinney JL, Evans RL (1982). „Evaluation of amoxapine”. Clinical Pharmacy 1 (5): 417–24. PMID 6764165.

[pmid9537821-7] Tatsumi M, Groshan K, Blakely RD, Richelson E (December 1997). „Pharmacological profile of antidepressants and related compounds at human monoamine transporters”. European Journal of Pharmacology 340 (2–3): 249–58. DOI:10.1016/S0014-2999(97)01393-9. PMID 9537821.

[pmid8876023-8] 8,0 ^8,1 Pälvimäki EP, Roth BL, Majasuo H, et al. (August 1996). „Interactions of selective serotonin reuptake inhibitors with the serotonin 5-HT2c receptor”. Psychopharmacology 126 (3): 234–40. DOI:10.1007/BF02246453. PMID 8876023.

[pmid10821800-9] Glusa E, Pertz HH (June 2000). „Further evidence that 5-HT-induced relaxation of pig pulmonary artery is mediated by endothelial 5-HT2B receptors”. British Journal of Pharmacology 130 (3): 692–8. DOI:10.1038/sj.bjp.0703341. PMC 1572101. PMID 10821800.

[pmid1666997-10] 10,0 ^10,1 ^10,2 Gozlan H, Saddiki-Traki F, Merahi N, Laguzzi R, Hamon M (December 1991). „[Preclinical pharmacology of amoxapine and amitriptyline. Implications of serotoninergic and opiodergic systems in their central effect in rats]” (French). L'Encéphale 17 Spec No 3: 415–22. PMID 1666997.

[pmid7908055-11] 11,0 ^11,1 Roth BL, Craigo SC, Choudhary MS, et al. (March 1994). „Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors”. The Journal of Pharmacology and Experimental Therapeutics 268 (3): 1403–10. PMID 7908055.

[pmid6086881-12] 12,0 ^12,1 ^12,2 ^12,3 ^12,4 Richelson E, Nelson A (July 1984). „Antagonism by antidepressants of neurotransmitter receptors of normal human brain in vitro”. The Journal of Pharmacology and Experimental Therapeutics 230 (1): 94–102. PMID 6086881. Arhivirano iz originala na datum 2021-08-28. Pristupljeno 2014-04-05.

[pmid16135699-13] 13,0 ^13,1 Burstein ES, Ma J, Wong S, et al. (December 2005). „Intrinsic efficacy of antipsychotics at human D2, D3, and D4 dopamine receptors: identification of the clozapine metabolite N-desmethylclozapine as a D2/D3 partial agonist”. The Journal of Pharmacology and Experimental Therapeutics 315 (3): 1278–87. DOI:10.1124/jpet.105.092155. PMID 16135699.

[pmid1966571-14] 14,0 ^14,1 ^14,2 Wei HB, Niu XY (1990). „[Comparison of the affinities of amoxapine and loxapine for various receptors in rat brain and the receptor down-regulation after chronic administration]” (Chinese). Yao Xue Xue Bao = Acta Pharmaceutica Sinica 25 (12): 881–5. PMID 1966571.

[pmid15947036-15] Lim HD, van Rijn RM, Ling P, Bakker RA, Thurmond RL, Leurs R (September 2005). „Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist”. The Journal of Pharmacology and Experimental Therapeutics 314 (3): 1310–21. DOI:10.1124/jpet.105.087965. PMID 15947036. Arhivirano iz originala na datum 2019-12-13. Pristupljeno 2014-04-05.

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Farmakologija

Reference

Povezano

Vanjske veze

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