BIMU8

BIMU8
Identifiers
	IUPAC name 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;
CAS Number	134296-40-5 ;
PubChem CID	5311028;
ChemSpider	4470566 ;
Chemical and physical data
Formula	C; 19H; 26N; 4O; 2· HCl
3D model (JSmol)	Interactive image;
	SMILES Cl.O=C2N(c1ccccc1N2C(=O)NC4C[C@H]3N(C)[C@H](CC3)C4)C(C)C;
	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 ;
	(verify)

BIMU-8 is a drug which acts as a 5-HT₄ receptor selective agonist. BIMU-8 was one of the first compounds of this class.^[1]^[2] The main action of BIMU-8 is to increase the rate of respiration by activating an area of the brain stem known as the pre-Botzinger complex.

^ Turconi M, Nicola M, Quintero MG, Maiocchi L, Micheletti R, Giraldo E, Donetti A (August 1990). "Synthesis of a new class of 2,3-dihydro-2-oxo-1H-benzimidazole-1-carboxylic acid derivatives as highly potent 5-HT3 receptor antagonists". Journal of Medicinal Chemistry. 33 (8): 2101–2108. doi:10.1021/jm00170a009. PMID 1695682.
^ Dumuis A, Sebben M, Monferini E, Nicola M, Turconi M, Ladinsky H, Bockaert J (March 1991). "Azabicycloalkyl benzimidazolone derivatives as a novel class of potent agonists at the 5-HT4 receptor positively coupled to adenylate cyclase in brain". Naunyn-Schmiedeberg's Archives of Pharmacology. 343 (3): 245–251. doi:10.1007/bf00251122. PMID 1650917. S2CID 3173348.

[1] Turconi M, Nicola M, Quintero MG, Maiocchi L, Micheletti R, Giraldo E, Donetti A (August 1990). "Synthesis of a new class of 2,3-dihydro-2-oxo-1H-benzimidazole-1-carboxylic acid derivatives as highly potent 5-HT3 receptor antagonists". Journal of Medicinal Chemistry. 33 (8): 2101–2108. doi:10.1021/jm00170a009. PMID 1695682.

[2] Dumuis A, Sebben M, Monferini E, Nicola M, Turconi M, Ladinsky H, Bockaert J (March 1991). "Azabicycloalkyl benzimidazolone derivatives as a novel class of potent agonists at the 5-HT4 receptor positively coupled to adenylate cyclase in brain". Naunyn-Schmiedeberg's Archives of Pharmacology. 343 (3): 245–251. doi:10.1007/bf00251122. PMID 1650917. S2CID 3173348.

[1]

[2]

Identifiers

IUPAC name 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
CAS Number	134296-40-5^Y
PubChem CID	5311028
ChemSpider	4470566^Y
Chemical and physical data
Formula	C ₁₉H ₂₆N ₄O ₂· HCl
3D model (JSmol)	Interactive image
SMILES Cl.O=C2N(c1ccccc1N2C(=O)NC4C[C@H]3N(C)[C@H](CC3)C4)C(C)C
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+;^Y Key:NQYXXIUVFVOJCX-XZPOUAKSSA-N^Y
(verify)