Chemistry:GR-113808

GR-113808
Identifiers
	IUPAC name 1-(2-methylsulfonylaminoethyl-4-piperidinyl)methyl-1-methyl-1H-indole-3-carboxylate;
CAS Number	144625-51-4;
PubChem CID	119376;
IUPHAR/BPS	247;
ChemSpider	106623;
UNII	ZT350OYT3I;
Chemical and physical data
Formula	C19H27N3O4S
Molar mass	393.50 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c13ccccc3c(cn1C)C(=O)OCC(CC2)CCN2CCNS(=O)(C)=O;
	InChI InChI=1S/C19H27N3O4S/c1-21-13-17(16-5-3-4-6-18(16)21)19(23)26-14-15-7-10-22(11-8-15)12-9-20-27(2,24)25/h3-6,13,15,20H,7-12,14H2,1-2H3; Key:MOZPSIXKYJUTKI-UHFFFAOYSA-N;
	(verify)

Short description: Chemical compound

GR-113808 is a drug which acts as a potent and selective 5-HT₄ serotonin receptor antagonist.^[1] It is used in researching the roles of 5-HT₄ receptors in various processes,^[2] and has been used to test some of the proposed therapeutic effects of selective 5-HT₄ agonists, such as for instance blocking the nootropic effects of 5-HT₄ agonists,^[3]^[4] and worsening the respiratory depression produced by opioid analgesic drugs, which appears to be partly 5-HT₄ mediated and can be counteracted by certain 5-HT₄ agonists.^[5]

References

↑ Kaumann AJ (November 1993). "Blockade of human atrial 5-HT4 receptors by GR 113808". British Journal of Pharmacology 110 (3): 1172–4. doi:10.1111/j.1476-5381.1993.tb13937.x. PMID 8298805.
↑ "Contribution of active and inactive states of the human 5-HT4d receptor to the functional activities of 5-HT4-receptor agonists". Journal of Pharmacological Sciences 107 (3): 251–9. July 2008. doi:10.1254/jphs.fp0072230. PMID 18587219.
↑ "5-HT4 receptor agonists increase sAPPalpha levels in the cortex and hippocampus of male C57BL/6j mice". British Journal of Pharmacology 150 (7): 883–92. April 2007. doi:10.1038/sj.bjp.0707178. PMID 17325649.
↑ "A 5-HT(4)-receptor activation-induced neural plasticity enhances in vivo reconstructs of enteric nerve circuit insult". Neurogastroenterology & Motility 22 (7): 806–13, e226. July 2010. doi:10.1111/j.1365-2982.2010.01474.x. PMID 20146727.
↑ "Effect of chronic pain on morphine-induced respiratory depression in mice". Neuroscience 174: 224–33. February 2011. doi:10.1016/j.neuroscience.2010.11.012. PMID 21081158.

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Original source: https://en.wikipedia.org/wiki/GR-113808. Read more

[pmid8298805-1] Kaumann AJ (November 1993). "Blockade of human atrial 5-HT4 receptors by GR 113808". British Journal of Pharmacology 110 (3): 1172–4. doi:10.1111/j.1476-5381.1993.tb13937.x. PMID 8298805.

[pmid18587219-2] "Contribution of active and inactive states of the human 5-HT4d receptor to the functional activities of 5-HT4-receptor agonists". Journal of Pharmacological Sciences 107 (3): 251–9. July 2008. doi:10.1254/jphs.fp0072230. PMID 18587219.

[pmid17325649-3] "5-HT4 receptor agonists increase sAPPalpha levels in the cortex and hippocampus of male C57BL/6j mice". British Journal of Pharmacology 150 (7): 883–92. April 2007. doi:10.1038/sj.bjp.0707178. PMID 17325649.

[pmid20146727-4] "A 5-HT(4)-receptor activation-induced neural plasticity enhances in vivo reconstructs of enteric nerve circuit insult". Neurogastroenterology & Motility 22 (7): 806–13, e226. July 2010. doi:10.1111/j.1365-2982.2010.01474.x. PMID 20146727.

[pmid21081158-5] "Effect of chronic pain on morphine-induced respiratory depression in mice". Neuroscience 174: 224–33. February 2011. doi:10.1016/j.neuroscience.2010.11.012. PMID 21081158.

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Identifiers

IUPAC name 1-(2-methylsulfonylaminoethyl-4-piperidinyl)methyl-1-methyl-1H-indole-3-carboxylate
CAS Number	144625-51-4
PubChem CID	119376
IUPHAR/BPS	247
ChemSpider	106623
UNII	ZT350OYT3I
Chemical and physical data
Formula	C₁₉H₂₇N₃O₄S
Molar mass	393.50 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES c13ccccc3c(cn1C)C(=O)OCC(CC2)CCN2CCNS(=O)(C)=O
InChI InChI=1S/C19H27N3O4S/c1-21-13-17(16-5-3-4-6-18(16)21)19(23)26-14-15-7-10-22(11-8-15)12-9-20-27(2,24)25/h3-6,13,15,20H,7-12,14H2,1-2H3 Key:MOZPSIXKYJUTKI-UHFFFAOYSA-N
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