6-Chloro-3-(((1-[11C]methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine ([11C]JHU85270), a potent ligand for nicotinic acetylcholine receptor imaging by positron emission tomography

Yongjun Gao; Hayden T. Ravert; Daniel Holt; Robert F. Dannals; Andrew G. Horti

doi:10.1016/j.apradiso.2007.04.013

6-Chloro-3-(((1-[¹¹C]methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine ([¹¹C]JHU85270), a potent ligand for nicotinic acetylcholine receptor imaging by positron emission tomography

Yongjun Gao, Hayden T. Ravert, Daniel Holt, Robert F. Dannals, Andrew G. Horti

School of Medicine

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

6-Chloro-3-((1-methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine (JHU85270), a novel high-affinity ligand for the α4β2 nicotine acetylcholine receptor (nAChR) (K_i=86, 115 pM; K_i^{JHU 85270} / K_i^epibatidine = 1.7) with a log D_7.4=1.6 was synthesized in 56% overall yield. [¹¹C]JHU85270 was synthesized from [¹¹C]-methyl iodide and the corresponding normethyl precursor. The average time of radiosynthesis, purification, and formulation was 37 min from the end of bombardment. The average radiochemical yield of [¹¹C]JHU85270 was 37%±3% (non-decay corrected). The average specific radioactivity was 398±165 GBq/μmol (10750±4468 mCi/μmol) and the radiochemical purity was greater than 99%.

Original language	English (US)
Pages (from-to)	947-951
Number of pages	5
Journal	Applied Radiation and Isotopes
Volume	65
Issue number	8
DOIs	https://doi.org/10.1016/j.apradiso.2007.04.013
State	Published - Aug 2007

Keywords

Carbon-11
Nicotinic acetylcholine receptors
PET
Stille coupling

ASJC Scopus subject areas

Radiation

Access to Document

10.1016/j.apradiso.2007.04.013

Cite this

6-Chloro-3-(((1-[¹¹C]methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine ([¹¹C]JHU85270), a potent ligand for nicotinic acetylcholine receptor imaging by positron emission tomography. / Gao, Yongjun; Ravert, Hayden T.; Holt, Daniel et al.
In: Applied Radiation and Isotopes, Vol. 65, No. 8, 08.2007, p. 947-951.

Research output: Contribution to journal › Article › peer-review

@article{b5d265e22f404bb7abad3608d9f759f4,

title = "6-Chloro-3-(((1-[11C]methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine ([11C]JHU85270), a potent ligand for nicotinic acetylcholine receptor imaging by positron emission tomography",

abstract = "6-Chloro-3-((1-methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine (JHU85270), a novel high-affinity ligand for the α4β2 nicotine acetylcholine receptor (nAChR) (Ki=86, 115 pM; KiJHU 85270 / Kiepibatidine = 1.7) with a log D7.4=1.6 was synthesized in 56% overall yield. [11C]JHU85270 was synthesized from [11C]-methyl iodide and the corresponding normethyl precursor. The average time of radiosynthesis, purification, and formulation was 37 min from the end of bombardment. The average radiochemical yield of [11C]JHU85270 was 37%±3% (non-decay corrected). The average specific radioactivity was 398±165 GBq/μmol (10750±4468 mCi/μmol) and the radiochemical purity was greater than 99%.",

keywords = "Carbon-11, Nicotinic acetylcholine receptors, PET, Stille coupling",

author = "Yongjun Gao and Ravert, {Hayden T.} and Daniel Holt and Dannals, {Robert F.} and Horti, {Andrew G.}",

note = "Funding Information: The authors wish to thank Mr. Robert C. Smoot for his assistance in cyclotron operation and Ms. Elena Y. Barskiy for editorial help. This research was supported by Department of Radiology of Johns Hopkins University, School of Medicine. ",

year = "2007",

month = aug,

doi = "10.1016/j.apradiso.2007.04.013",

language = "English (US)",

volume = "65",

pages = "947--951",

journal = "Applied Radiation and Isotopes",

issn = "0969-8043",

publisher = "Elsevier Limited",

number = "8",

}

TY - JOUR

T1 - 6-Chloro-3-(((1-[11C]methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine ([11C]JHU85270), a potent ligand for nicotinic acetylcholine receptor imaging by positron emission tomography

AU - Gao, Yongjun

AU - Ravert, Hayden T.

AU - Holt, Daniel

AU - Dannals, Robert F.

AU - Horti, Andrew G.

N1 - Funding Information: The authors wish to thank Mr. Robert C. Smoot for his assistance in cyclotron operation and Ms. Elena Y. Barskiy for editorial help. This research was supported by Department of Radiology of Johns Hopkins University, School of Medicine.

PY - 2007/8

Y1 - 2007/8

N2 - 6-Chloro-3-((1-methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine (JHU85270), a novel high-affinity ligand for the α4β2 nicotine acetylcholine receptor (nAChR) (Ki=86, 115 pM; KiJHU 85270 / Kiepibatidine = 1.7) with a log D7.4=1.6 was synthesized in 56% overall yield. [11C]JHU85270 was synthesized from [11C]-methyl iodide and the corresponding normethyl precursor. The average time of radiosynthesis, purification, and formulation was 37 min from the end of bombardment. The average radiochemical yield of [11C]JHU85270 was 37%±3% (non-decay corrected). The average specific radioactivity was 398±165 GBq/μmol (10750±4468 mCi/μmol) and the radiochemical purity was greater than 99%.

AB - 6-Chloro-3-((1-methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine (JHU85270), a novel high-affinity ligand for the α4β2 nicotine acetylcholine receptor (nAChR) (Ki=86, 115 pM; KiJHU 85270 / Kiepibatidine = 1.7) with a log D7.4=1.6 was synthesized in 56% overall yield. [11C]JHU85270 was synthesized from [11C]-methyl iodide and the corresponding normethyl precursor. The average time of radiosynthesis, purification, and formulation was 37 min from the end of bombardment. The average radiochemical yield of [11C]JHU85270 was 37%±3% (non-decay corrected). The average specific radioactivity was 398±165 GBq/μmol (10750±4468 mCi/μmol) and the radiochemical purity was greater than 99%.

KW - Carbon-11

KW - Nicotinic acetylcholine receptors

KW - PET

KW - Stille coupling

UR - http://www.scopus.com/inward/record.url?scp=34547602912&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=34547602912&partnerID=8YFLogxK

U2 - 10.1016/j.apradiso.2007.04.013

DO - 10.1016/j.apradiso.2007.04.013

M3 - Article

C2 - 17566748

AN - SCOPUS:34547602912

SN - 0969-8043

VL - 65

SP - 947

EP - 951

JO - Applied Radiation and Isotopes

JF - Applied Radiation and Isotopes

IS - 8

ER -