6-[18F]fluoro-3-(2(S)-azetidinylmethoxy)pyridine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-[18F]fluoro-3-(2(S)-azetidinylmethoxy)pyridine
• 英文别名: 6-[18F]Fluoro-3-[2(S)-2-azetidinylmethoxy]pyridine；5-[[(2S)-azetidin-2-yl]methoxy]-2-(18F)fluoranylpyridine
• 化学式: C₉H₁₁FN₂O
• 分子量: 181.199
• InChiKey: KOWNLBVWKTXJRF-GBSHIBCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-[18F]fluoro-3-((1-tert-butoxycarbonyl)-2(S)-azetidinylmethoxy)pyridine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 6-[18F]fluoro-3-(2(S)-azetidinylmethoxy)pyridine
  参考文献：
  名称：

  Scheffel; Horti; Koren, Journal of Labelled Compounds and Radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S188-S190

  摘要：

  DOI：

文献信息

• Synthesis and initialin vitro characterization of 6-[18F]fluoro-3-(2(S)-azetidinylmethoxy)pyridine, a high-affinity radioligand for central nicotinic acetylcholine receptors
  作者：Andrei O. Koren、Andrew G. Horti、Alexey G. Mukhin、Daniela G�ndisch、Robert F. Dannals、Edythe D. London

  DOI：10.1002/(sici)1099-1344(200004)43:5<413::aid-jlcr326>3.0.co;2-1

  日期：2000.4

  6-[F-18]Fluora-3-(2(S)-azetidinylmethoxy)pyridine ([F-18](1) under bar), a novel analogue of the high-affinity nicotinic acetylcholine receptor ligand, A-85380, was prepared by a two-step procedure from an appropriate nitro precursor. In the first step, a Kryptofix 222-assisted F-18 nucleophilic heteroaromatic substitution in 6-nitro-3-((1-tert-butoxycarbonyl-2(S)-azetidinyl)methoxy)pyridine provided a radio-fluorinated Boc-protected intermediate. Subsequent acidic deprotection of the intermediate gave [F-18](1) under bar with an overall radiochemical yield of 8 to 12% (non-decay-corrected). The typical synthesis time was ca. 110 min. Specific radioactivity of the final product ranged from 1000 to 4500 mCi/mu mol, as calculated at the end-of-synthesis. III vitro studies demonstrated that the novel radioligand bound to a single population of sites in rat brain membranes, presumably, to the alpha 4 beta 2 subtype of nicotinic acetylcholine receptor. This binding was characterized by a K-d value of 28 pM, consistent with the K-i value of 25 pM, derived previously for unlabeled (1) under bar in competition assays with (+/-)-[H-3]epibatidine.
• Koren; Horti; Mukhin, Journal of labelled compounds and radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S409-S410
  作者：Koren、Horti、Mukhin、Gundisch、Dannals、London

  DOI：——

  日期：——
• GLUCOCORTICOID RECEPTOR RADIOLIGANDS AND METHODS FOR THEIR PREPARATION AND USE
  申请人：The Regents of the University of California

  公开号：US20220280661A1

  公开（公告）日：2022-09-08

  Disclosed herein are compounds useful for detection of glucocorticoid receptor expression and activity via positron emission tomography and related techniques. Methods for preparation and use of the compounds are also described.
• Scheffel; Horti; Koren, Journal of Labelled Compounds and Radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S188-S190
  作者：Scheffel、Horti、Koren、Ravert、Banta、Finley、London、Dannals

  DOI：——

  日期：——