McN5652

McN5652
Names
	IUPAC name rel-(6R,10bS)-6-[4-(Methylsulfanyl)phenyl]-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline
	Other names trans-McN-5652
Identifiers
CAS Number	96795-89-0 (±)-trans ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL361259 ;
ChemSpider	4891622 ;
PubChem CID	6336338;
	InChI InChI=1S/C19H21NS/c1-21-15-10-8-14(9-11-15)18-13-20-12-4-7-19(20)17-6-3-2-5-16(17)18/h2-3,5-6,8-11,18-19H,4,7,12-13H2,1H3/t18-,19+/m1/s1 Key: YVKDUIAAPBKHMJ-MOPGFXCFSA-N ; InChI=1/C19H21NS/c1-21-15-10-8-14(9-11-15)18-13-20-12-4-7-19(20)17-6-3-2-5-16(17)18/h2-3,5-6,8-11,18-19H,4,7,12-13H2,1H3/t18-,19+/m1/s1 Key: YVKDUIAAPBKHMJ-MOPGFXCFBW;
	SMILES CSC1=CC=C([C@H]2CN3[C@](CCC3)([H])C4=C2C=CC=C4)C=C1;
Properties
Chemical formula	C19H21NS
Molar mass	295.44 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

McN5652^[1] is a molecule that can be radiolabeled and then used as a radioligand in positron emission tomography (PET) studies. The [¹¹C]-(+)-McN5652 enantiomer binds to the serotonin transporter.^[2] The radioligand is used for molecular neuroimaging and for imaging of the lungs.^[3]

It was developed by Johnson & Johnson's McNeil Laboratories. According to McNeil, McN5652 was the strongest SRI ever reported at the time of its discovery (sub nM Ki). However, it is not completely 5-HT selective: the racemate has 0.68, 2.9, and 36.8 nM (SNDRI K_i) whereas (+)-enantiomer has 0.39, 1.8, and 23.5 nM (SNDRI K_i). Paroxetine was listed as 0.44 nM, 20, and 460 K_i in the same paper by he same authors.

References

↑ US 4595688 Certain Hexahydro-6-Arylprylpyrrolo [2,1-A]Isoquinoline
↑ M. Suehiro; U. Scheffel; H. T. Ravert; R. F. Dannals; H. N. Jr Wagner (1993). "[¹¹C](+)McN5652 as a radiotracer for imaging serotonin uptake sites with PET". Life Sciences. 53 (11): 883–92. doi:10.1016/0024-3205(93)90440-E. PMID 8366755.
↑ Akihiro Takano; Hiroshi Ito; Yasuhiko Sudo; Makoto Inoue; Tetsuya Ichimiya; Fumihiko Yasuno; Kazutoshi Suzuki; Tetsuya Suhara (August 2007). "Effects of smoking on the lung accumulation of [¹¹C]McN5652". Annals of Nuclear Medicine. 21 (6): 349–54. doi:10.1007/s12149-007-0031-1. PMID 17705015.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.

[1] US 4595688 Certain Hexahydro-6-Arylprylpyrrolo [2,1-A]Isoquinoline

[2] M. Suehiro; U. Scheffel; H. T. Ravert; R. F. Dannals; H. N. Jr Wagner (1993). "[¹¹C](+)McN5652 as a radiotracer for imaging serotonin uptake sites with PET". Life Sciences. 53 (11): 883–92. doi:10.1016/0024-3205(93)90440-E. PMID 8366755.

[3] Akihiro Takano; Hiroshi Ito; Yasuhiko Sudo; Makoto Inoue; Tetsuya Ichimiya; Fumihiko Yasuno; Kazutoshi Suzuki; Tetsuya Suhara (August 2007). "Effects of smoking on the lung accumulation of [¹¹C]McN5652". Annals of Nuclear Medicine. 21 (6): 349–54. doi:10.1007/s12149-007-0031-1. PMID 17705015.

Names

IUPAC name rel-(6R,10bS)-6-[4-(Methylsulfanyl)phenyl]-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline
Other names trans-McN-5652
Identifiers
CAS Number	96795-89-0 (±)-trans^N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL361259^Y
ChemSpider	4891622^Y
PubChem CID	6336338
InChI InChI=1S/C19H21NS/c1-21-15-10-8-14(9-11-15)18-13-20-12-4-7-19(20)17-6-3-2-5-16(17)18/h2-3,5-6,8-11,18-19H,4,7,12-13H2,1H3/t18-,19+/m1/s1^Y Key: YVKDUIAAPBKHMJ-MOPGFXCFSA-N^Y InChI=1/C19H21NS/c1-21-15-10-8-14(9-11-15)18-13-20-12-4-7-19(20)17-6-3-2-5-16(17)18/h2-3,5-6,8-11,18-19H,4,7,12-13H2,1H3/t18-,19+/m1/s1 Key: YVKDUIAAPBKHMJ-MOPGFXCFBW
SMILES CSC1=CC=C([C@H]2CN3[C@](CCC3)([H])C4=C2C=CC=C4)C=C1
Properties
Chemical formula	C₁₉H₂₁NS
Molar mass	295.44 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

McN5652

See also

References