Chemistry:SB-215505

SB-215505
Identifiers
	IUPAC name 6-chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide;
CAS Number	162100-15-4 ;
PubChem CID	6603999;
ChemSpider	5036305;
ChEMBL	ChEMBL525998 ;
Chemical and physical data
Formula	C19H16ClN3O
Molar mass	337.81 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=C(C=C2C(=C1)CCN2C(=O)NC3=CC=NC4=CC=CC=C43)Cl;
	InChI InChI=1S/C19H16ClN3O/c1-12-10-13-7-9-23(18(13)11-15(12)20)19(24)22-17-6-8-21-16-5-3-2-4-14(16)17/h2-6,8,10-11H,7,9H2,1H3,(H,21,22,24); Key:BPVGSWDWIRIUME-UHFFFAOYSA-N;
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Short description: Chemical compound

SB-215505 is a drug which acts as a potent and selective antagonist at the serotonin 5-HT_2B receptor, with good selectivity over the related 5-HT_2A and 5-HT_2C receptors.^[1] It is used in scientific research into the function of the 5-HT₂ family of receptors, especially to study the role of 5-HT_2B receptors in the heart,^[2]^[3]^[4] and to distinguish 5-HT_2B-mediated responses from those produced by 5-HT_2A or 5-HT_2C.^[5]^[6]^[7]

References

↑ "Increased wakefulness, motor activity and decreased theta activity after blockade of the 5-HT2B receptor by the subtype-selective antagonist SB-215505". British Journal of Pharmacology 142 (8): 1332–42. August 2004. doi:10.1038/sj.bjp.0705887. PMID 15265808.
↑ "Involvement of the serotonin 5-HT2B receptor in cardiac hypertrophy linked to sympathetic stimulation: control of interleukin-6, interleukin-1beta, and tumor necrosis factor-alpha cytokine production by ventricular fibroblasts". Circulation 110 (8): 969–74. August 2004. doi:10.1161/01.CIR.0000139856.20505.57. PMID 15302781. https://hal.archives-ouvertes.fr/hal-01274954/file/Circulation110_969_jaffre.pdf.
↑ "Mechanical stress enhances serotonin 2B receptor modulating brain natriuretic peptide through nuclear factor-kappaB in cardiomyocytes". Cardiovascular Research 72 (2): 303–12. November 2006. doi:10.1016/j.cardiores.2006.08.003. PMID 16962085.
↑ "Serotonin 5-HT(2B) receptor blockade prevents reactive oxygen species-induced cardiac hypertrophy in mice". Hypertension 52 (2): 301–7. August 2008. doi:10.1161/HYPERTENSIONAHA.107.105551. PMID 18591460.
↑ "Attenuation of haloperidol-induced catalepsy by a 5-HT2C receptor antagonist". British Journal of Pharmacology 126 (3): 572–4. February 1999. doi:10.1038/sj.bjp.0702350. PMID 10188965.
↑ "Differential effects of the 5-HT(2A) receptor antagonist M100907 and the 5-HT(2C) receptor antagonist SB242084 on cocaine-induced locomotor activity, cocaine self-administration and cocaine-induced reinstatement of responding". Neuropsychopharmacology 27 (4): 576–86. October 2002. doi:10.1016/S0893-133X(02)00342-1. PMID 12377394.
↑ "Opposing effects of 5-HT(2A) and 5-HT(2C) receptor antagonists in the rat and mouse on premature responding in the five-choice serial reaction time test". Psychopharmacology 195 (2): 223–34. December 2007. doi:10.1007/s00213-007-0891-z. PMID 17673981.

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Original source: https://en.wikipedia.org/wiki/SB-215505. Read more

[pmid15265808-1] "Increased wakefulness, motor activity and decreased theta activity after blockade of the 5-HT2B receptor by the subtype-selective antagonist SB-215505". British Journal of Pharmacology 142 (8): 1332–42. August 2004. doi:10.1038/sj.bjp.0705887. PMID 15265808.

[pmid15302781-2] "Involvement of the serotonin 5-HT2B receptor in cardiac hypertrophy linked to sympathetic stimulation: control of interleukin-6, interleukin-1beta, and tumor necrosis factor-alpha cytokine production by ventricular fibroblasts". Circulation 110 (8): 969–74. August 2004. doi:10.1161/01.CIR.0000139856.20505.57. PMID 15302781. https://hal.archives-ouvertes.fr/hal-01274954/file/Circulation110_969_jaffre.pdf.

[pmid16962085-3] "Mechanical stress enhances serotonin 2B receptor modulating brain natriuretic peptide through nuclear factor-kappaB in cardiomyocytes". Cardiovascular Research 72 (2): 303–12. November 2006. doi:10.1016/j.cardiores.2006.08.003. PMID 16962085.

[pmid18591460-4] "Serotonin 5-HT(2B) receptor blockade prevents reactive oxygen species-induced cardiac hypertrophy in mice". Hypertension 52 (2): 301–7. August 2008. doi:10.1161/HYPERTENSIONAHA.107.105551. PMID 18591460.

[pmid10188965-5] "Attenuation of haloperidol-induced catalepsy by a 5-HT2C receptor antagonist". British Journal of Pharmacology 126 (3): 572–4. February 1999. doi:10.1038/sj.bjp.0702350. PMID 10188965.

[pmid12377394-6] "Differential effects of the 5-HT(2A) receptor antagonist M100907 and the 5-HT(2C) receptor antagonist SB242084 on cocaine-induced locomotor activity, cocaine self-administration and cocaine-induced reinstatement of responding". Neuropsychopharmacology 27 (4): 576–86. October 2002. doi:10.1016/S0893-133X(02)00342-1. PMID 12377394.

[pmid17673981-7] "Opposing effects of 5-HT(2A) and 5-HT(2C) receptor antagonists in the rat and mouse on premature responding in the five-choice serial reaction time test". Psychopharmacology 195 (2): 223–34. December 2007. doi:10.1007/s00213-007-0891-z. PMID 17673981.

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Identifiers

IUPAC name 6-chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide
CAS Number	162100-15-4^Y
PubChem CID	6603999
ChemSpider	5036305
ChEMBL	ChEMBL525998^N
Chemical and physical data
Formula	C₁₉H₁₆ClN₃O
Molar mass	337.81 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=C(C=C2C(=C1)CCN2C(=O)NC3=CC=NC4=CC=CC=C43)Cl
InChI InChI=1S/C19H16ClN3O/c1-12-10-13-7-9-23(18(13)11-15(12)20)19(24)22-17-6-8-21-16-5-3-2-4-14(16)17/h2-6,8,10-11H,7,9H2,1H3,(H,21,22,24) Key:BPVGSWDWIRIUME-UHFFFAOYSA-N
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