Chemistry:5-I-R91150

5-I-R91150
Identifiers
	IUPAC name 4-amino-N-[1-[3-(4-fluorophenoxy)propyl]-4-methyl-4-piperidinyl]-5-iodo-2-methoxybenzamide;
CAS Number	155928-24-8 ;
PubChem CID	132997;
ChemSpider	117371 ;
UNII	T0W602CN0W;
Chemical and physical data
Formula	C23H29FIN3O2
Molar mass	525.398 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Ic1cc(c(OC)cc1N)C(=O)NC3(CCN(CCCc2ccc(F)cc2)CC3)C;
	InChI InChI=1S/C23H29FIN3O2/c1-23(27-22(29)18-14-19(25)20(26)15-21(18)30-2)9-12-28(13-10-23)11-3-4-16-5-7-17(24)8-6-16/h5-8,14-15H,3-4,9-13,26H2,1-2H3,(H,27,29) ; Key:MIPHZURHMMOGLS-UHFFFAOYSA-N ;
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Short description: Chemical compound

5-I-R91150 (or R93274) is a compound that acts as a potent and selective antagonist of 5-HT_2A receptors.^[1] Its main application is as its iodine-123 radiolabeled form, in which it can be used in SPECT scanning^[2] in human neuroimaging studies, to examine the distribution of the 5-HT_2A receptor subtype in the brain, e.g. with respect to sex and age^[3] and in adults with Asperger syndrome^[4] or Alzheimer's disease.^[5]

An alternative 5-HT_2A receptor ligand also used in neuroimaging is altanserin.

References

↑ "Regional binding index of the radiolabeled selective 5-HT2A antagonist 123I-5-I-R91150 in the normal canine brain imaged with single photon emission computed tomography". Veterinary Radiology & Ultrasound 44 (3): 344–51. 2003. doi:10.1111/j.1740-8261.2003.tb00467.x. PMID 12816380.
↑ "Initial evaluation of 123I-5-I-R91150, a selective 5-HT2A ligand for single-photon emission tomography, in healthy human subjects". European Journal of Nuclear Medicine 24 (2): 119–24. February 1997. doi:10.1007/BF02439542. PMID 9021107.
↑ "123I-5-I-R91150, a new single-photon emission tomography ligand for 5-HT2A receptors: influence of age and gender in healthy subjects". European Journal of Nuclear Medicine 25 (12): 1617–22. December 1998. doi:10.1007/s002590050339. PMID 9871092.
↑ "Cortical serotonin 5-HT2A receptor binding and social communication in adults with Asperger's syndrome: an in vivo SPECT study". The American Journal of Psychiatry 163 (5): 934–6. May 2006. doi:10.1176/appi.ajp.163.5.934. PMID 16648340.
↑ "Imaging of the 5-HT2A system: age-, gender-, and Alzheimer's disease-related findings". Neurobiology of Aging 24 (4): 553–61. 2003. doi:10.1016/S0197-4580(02)00137-9. PMID 12714112.

Identifiers

IUPAC name 4-amino-N-[1-[3-(4-fluorophenoxy)propyl]-4-methyl-4-piperidinyl]-5-iodo-2-methoxybenzamide
CAS Number	155928-24-8^N
PubChem CID	132997
ChemSpider	117371^Y
UNII	T0W602CN0W
Chemical and physical data
Formula	C₂₃H₂₉FIN₃O₂
Molar mass	525.398 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Ic1cc(c(OC)cc1N)C(=O)NC3(CCN(CCCc2ccc(F)cc2)CC3)C
InChI InChI=1S/C23H29FIN3O2/c1-23(27-22(29)18-14-19(25)20(26)15-21(18)30-2)9-12-28(13-10-23)11-3-4-16-5-7-17(24)8-6-16/h5-8,14-15H,3-4,9-13,26H2,1-2H3,(H,27,29)^Y Key:MIPHZURHMMOGLS-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)