Ro60-0213

Ro60-0213
Identifiers
	IUPAC name (S)-1-(7-methoxyindeno[1,2-b]pyrrol-1(4H)-yl)propan-2-amine;
CAS Number	170493-66-0;
PubChem CID	3045239;
ChemSpider	2308013;
ChEMBL	ChEMBL2114265;
CompTox Dashboard (EPA)	DTXSID50168866 ;
Chemical and physical data
Formula	C15H18N2O
Molar mass	242.322 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@@H](Cn1ccc2c1-c3cc(ccc3C2)OC)N;
	InChI InChI=1S/C15H18N2O/c1-10(16)9-17-6-5-12-7-11-3-4-13(18-2)8-14(11)15(12)17/h3-6,8,10H,7,9,16H2,1-2H3/t10-/m0/s1; Key:OTCPUISFVUWAGR-JTQLQIEISA-N;
	(verify)

Ro60-0213 (Org 35032) is a drug developed by Hoffmann–La Roche, which acts as a potent and selective agonist for the 5-HT_2C serotonin receptor, with more than 100x selectivity over other closely related serotonin receptor subtypes, and little or no affinity at other receptors. It was developed as a potential antidepressant,^[1] but was discontinued from clinical development at an early stage due to toxicity concerns.^[2] However the high selectivity of Ro60-0213 for 5-HT_2C makes it of continued interest for research into serotonin receptors.^[3]

References

^ Leysen D, Kelder J (1998). "Ligands for the 5-HT2C receptor as potential antidepressants and anxiolytics". Trends in Drug Research II, Proceedings of the 11th Noordwijkerhout-Camerino Symposium. Pharmacochemistry Library. Vol. 29. pp. 49–61. doi:10.1016/S0165-7208(98)80044-5. ISBN 9780444826336.
^ Albertini S, Bös M, Gocke E, Kirchner S, Muster W, Wichmann J (July 1998). "Suppression of mutagenic activity of a series of 5HT2c receptor agonists by the incorporation of a gem-dimethyl group: SAR using the Ames test and a DNA unwinding assay". Mutagenesis. 13 (4): 397–403. doi:10.1093/mutage/13.4.397. PMID 9717178.
^ Shimada I, Maeno K, Kazuta K, Kubota H, Kimizuka T, Kimura Y, et al. (February 2008). "Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists". Bioorganic & Medicinal Chemistry. 16 (4): 1966–82. doi:10.1016/j.bmc.2007.10.100. PMID 18035544.

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[1] Leysen D, Kelder J (1998). "Ligands for the 5-HT2C receptor as potential antidepressants and anxiolytics". Trends in Drug Research II, Proceedings of the 11th Noordwijkerhout-Camerino Symposium. Pharmacochemistry Library. Vol. 29. pp. 49–61. doi:10.1016/S0165-7208(98)80044-5. ISBN 9780444826336.

[2] Albertini S, Bös M, Gocke E, Kirchner S, Muster W, Wichmann J (July 1998). "Suppression of mutagenic activity of a series of 5HT2c receptor agonists by the incorporation of a gem-dimethyl group: SAR using the Ames test and a DNA unwinding assay". Mutagenesis. 13 (4): 397–403. doi:10.1093/mutage/13.4.397. PMID 9717178.

[3] Shimada I, Maeno K, Kazuta K, Kubota H, Kimizuka T, Kimura Y, et al. (February 2008). "Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists". Bioorganic & Medicinal Chemistry. 16 (4): 1966–82. doi:10.1016/j.bmc.2007.10.100. PMID 18035544.

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Identifiers

IUPAC name (S)-1-(7-methoxyindeno[1,2-b]pyrrol-1(4H)-yl)propan-2-amine
CAS Number	170493-66-0
PubChem CID	3045239
ChemSpider	2308013
ChEMBL	ChEMBL2114265
CompTox Dashboard (EPA)	DTXSID50168866
Chemical and physical data
Formula	C₁₅H₁₈N₂O
Molar mass	242.322 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@@H](Cn1ccc2c1-c3cc(ccc3C2)OC)N
InChI InChI=1S/C15H18N2O/c1-10(16)9-17-6-5-12-7-11-3-4-13(18-2)8-14(11)15(12)17/h3-6,8,10H,7,9,16H2,1-2H3/t10-/m0/s1 Key:OTCPUISFVUWAGR-JTQLQIEISA-N
(verify)

Ro60-0213

See also

References