BIMU-8

BIMU-8
(IUPAC) ime
	N-[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-2-oxo-3-(propan-2-yl)-2,3-dihydro-1H-benzimidazole-1-carboxamide hydrochloride
Klinički podaci
Identifikatori
CAS broj	134296-40-5
ATC kod	?
PubChem	5311028
ChemSpider	4470566
Hemijski podaci
Formula	C19H26N4O2 · HCl
Mol. masa	342.44 g/mol (slobodna baza); 378.896 g/mol (HCl)
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C19H26N4O2.ClH/c1-12(2)22-16-6-4-5-7-17(16)23(19(22)25)18(24)20-13-10-14-8-9-15(11-13)21(14)3;/h4-7,12-15H,8-11H2,1-3H3,(H,20,24);1H/t13?,14-,15+; ; Key: NQYXXIUVFVOJCX-XZPOUAKSSA-N
Farmakoinformacioni podaci
Trudnoća	?
Pravni status

BIMU-8 je lek koji deluje kao selektivni agonist 5-HT₄ receptora. BIMU-8 je bio jedno od prvih jedinjenja u oboj klasi. Ovaj ligand povišava brzinu respiracije.

Upotreba

BIMU-8 doziran u kombinaciji sa opioidnim analgeticima sprečava opasnu hipoventilaciju, koja se javlja kad se opioidi koriste u ekcesivnim dozama.^[4] BIMU-8 nema uticaja na opijatno suzbijanje bola. Ispitivanja na pacovima su pokazala da je BIMU-8 efektivan u sprečavanju hipoventilacije izazvane potentnim opioidom fentanilom,^[5] koji je uzrokovao znatni broj smrtnih slučajeva kod ljudi. Klinička ispitivanja BIMU-8 još nisu sprovedena.

Druge aktivnosti

Kao i nekoliko drugih 5-HT₄ liganda, za BIMU-8 je nađeno da ima znatan afinitet za sigma receptore. On deluje kao antagonist σ₂ receptora.^[6]^[7]^[8]

Literatura

↑ 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
↑ Manzke T, Guenther U, Ponimaskin E, Haller M, Dutschmann M, Schwarzacher S, Richter D (2003). „5-HT4(a) receptors avert opioid-induced breathing depression without loss of analgesia”. Science 301 (5630): 226–9. DOI:10.1126/science.1084674. PMID 12855812.
↑ Wang, X; Dergacheva, O; Kamendi, H; Gorini, C; Mendelowitz, D (2007). „5-Hydroxytryptamine 1A/7 and 4alpha receptors differentially prevent opioid-induced inhibition of brain stem cardiorespiratory function.”. Hypertension 50 (2): 368–76. DOI:10.1161/HYPERTENSIONAHA.107.091033. PMID 17576856.
↑ Bonhaus DW, Loury DN, Jakeman LB, Hsu SA, To ZP, Leung E, Zeitung KD, Eglen RM, Wong EH (October 1994). „[3H]RS-23597-190, a potent 5-hydroxytryptamine4 antagonist labels sigma-1 but not sigma-2 binding sites in guinea pig brain”. The Journal of Pharmacology and Experimental Therapeutics 271 (1): 484–93. PMID 7965749.
↑ Weatherspoon JK, Gonzalez-Alvear GM, Werling LL. Regulation of [3H]norepinephrine release from guinea pig hippocampus by sigma2 receptors. European Journal of Pharmacology. 1997 May 20;326(2-3):133-8. PMID 9196265
↑ Liu X, Nuwayhid S, Christie MJ, Kassiou M, Werling LL (June 2001). „Trishomocubanes: novel sigma-receptor ligands modulate amphetamine-stimulated [3H]dopamine release”. European Journal of Pharmacology 422 (1-3): 39–45. PMID 11430911.

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] Manzke T, Guenther U, Ponimaskin E, Haller M, Dutschmann M, Schwarzacher S, Richter D (2003). „5-HT4(a) receptors avert opioid-induced breathing depression without loss of analgesia”. Science 301 (5630): 226–9. DOI:10.1126/science.1084674. PMID 12855812.

[5] Wang, X; Dergacheva, O; Kamendi, H; Gorini, C; Mendelowitz, D (2007). „5-Hydroxytryptamine 1A/7 and 4alpha receptors differentially prevent opioid-induced inhibition of brain stem cardiorespiratory function.”. Hypertension 50 (2): 368–76. DOI:10.1161/HYPERTENSIONAHA.107.091033. PMID 17576856.

[pmid7965749-6] Bonhaus DW, Loury DN, Jakeman LB, Hsu SA, To ZP, Leung E, Zeitung KD, Eglen RM, Wong EH (October 1994). „[3H]RS-23597-190, a potent 5-hydroxytryptamine4 antagonist labels sigma-1 but not sigma-2 binding sites in guinea pig brain”. The Journal of Pharmacology and Experimental Therapeutics 271 (1): 484–93. PMID 7965749.

[7] Weatherspoon JK, Gonzalez-Alvear GM, Werling LL. Regulation of [3H]norepinephrine release from guinea pig hippocampus by sigma2 receptors. European Journal of Pharmacology. 1997 May 20;326(2-3):133-8. PMID 9196265

[pmid11430911-8] Liu X, Nuwayhid S, Christie MJ, Kassiou M, Werling LL (June 2001). „Trishomocubanes: novel sigma-receptor ligands modulate amphetamine-stimulated [3H]dopamine release”. European Journal of Pharmacology 422 (1-3): 39–45. PMID 11430911.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]