CP-132,484

CP-132,484
Identifiers
	IUPAC name 1-(2-aminoethyl)-3-methyl-8,9-dihydropyrano(3,2-e)indole;
CAS Number	143508-76-3 ;
PubChem CID	132564;
ChemSpider	117043;
UNII	F7483B89JC;
ChEMBL	ChEMBL25800;
CompTox Dashboard (EPA)	DTXSID00162450 ;
Chemical and physical data
Formula	C14H18N2O
Molar mass	230.311 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Cn1cc(c2c1ccc3c2CCCO3)CCN;
	InChI InChI=1S/C14H18N2O/c1-16-9-10(6-7-15)14-11-3-2-8-17-13(11)5-4-12(14)16/h4-5,9H,2-3,6-8,15H2,1H3; Key:CCGPJPFGXFZHAJ-UHFFFAOYSA-N;

CP-132,484 is a tryptamine derivative which acts as a potent and selective agonist for the 5-HT₂ family of serotonin receptors.^[1] It has reasonable selectivity for 5-HT_2A and 5-HT_2C subtypes over 5-HT_2B, but is only slightly selective for 5-HT_2A over 5-HT_2C. This compound and several related analogues have been shown to have ocular hypotensive activity in animal models, suggesting they may be useful for the treatment of glaucoma.^[2]

References

^ Macor JE, Fox CB, Johnson C, Koe BK, Lebel LA, Zorn SH (Oct 1992). "1-(2-Aminoethyl)-3-methyl-8,9-dihydropyrano[3,2-e]indole: a rotationally restricted phenolic analog of the neurotransmitter serotonin and agonist selective for serotonin (5-HT2-type) receptors". Journal of Medicinal Chemistry. 35 (20): 3625–32. doi:10.1021/jm00098a005. PMID 1433172.
^ May JA, Chen HH, Rusinko A, Lynch VM, Sharif NA, McLaughlin MA (September 2003). "A novel and selective 5-HT2 receptor agonist with ocular hypotensive activity: (S)-(+)-1-(2-aminopropyl)-8,9-dihydropyrano[3,2-e]indole". Journal of Medicinal Chemistry. 46 (19): 4188–95. CiteSeerX 10.1.1.688.6169. doi:10.1021/jm030205t. PMID 12954071.

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[1] Macor JE, Fox CB, Johnson C, Koe BK, Lebel LA, Zorn SH (Oct 1992). "1-(2-Aminoethyl)-3-methyl-8,9-dihydropyrano[3,2-e]indole: a rotationally restricted phenolic analog of the neurotransmitter serotonin and agonist selective for serotonin (5-HT2-type) receptors". Journal of Medicinal Chemistry. 35 (20): 3625–32. doi:10.1021/jm00098a005. PMID 1433172.

[pmid12954071-2] May JA, Chen HH, Rusinko A, Lynch VM, Sharif NA, McLaughlin MA (September 2003). "A novel and selective 5-HT2 receptor agonist with ocular hypotensive activity: (S)-(+)-1-(2-aminopropyl)-8,9-dihydropyrano[3,2-e]indole". Journal of Medicinal Chemistry. 46 (19): 4188–95. CiteSeerX 10.1.1.688.6169. doi:10.1021/jm030205t. PMID 12954071.

[1]

[2]

CP-132,484

See also

References