AU2009335049B2 - Synthesis of 18F-radiolabeled styrylpyridines from tosylate precursors and stable pharmaceutical compositions thereof - Google Patents

Synthesis of 18F-radiolabeled styrylpyridines from tosylate precursors and stable pharmaceutical compositions thereof Download PDF

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Publication number
AU2009335049B2
AU2009335049B2 AU2009335049A AU2009335049A AU2009335049B2 AU 2009335049 B2 AU2009335049 B2 AU 2009335049B2 AU 2009335049 A AU2009335049 A AU 2009335049A AU 2009335049 A AU2009335049 A AU 2009335049A AU 2009335049 B2 AU2009335049 B2 AU 2009335049B2
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ethoxy
pyridin
methyl
radiolabeled
compound
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AU2009335049A
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AU2009335049A1 (en
Inventor
Tyler Benedum
Geoff Golding
Nathaniel Lim
Wei Zhang
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Avid Radiopharmaceuticals Inc
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Avid Radiopharmaceuticals Inc
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/365Lactones
    • A61K31/375Ascorbic acid, i.e. vitamin C; Salts thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04Organic compounds
    • A61K51/041Heterocyclic compounds
    • A61K51/044Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
    • A61K51/0455Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61MDEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M37/00Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin
    • A61M37/0069Devices for implanting pellets, e.g. markers or solid medicaments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Biomedical Technology (AREA)
  • Epidemiology (AREA)
  • Optics & Photonics (AREA)
  • Physics & Mathematics (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Anesthesiology (AREA)
  • Hematology (AREA)
  • Psychology (AREA)
  • Dermatology (AREA)
  • Medical Informatics (AREA)
  • Hospice & Palliative Care (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Psychiatry (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Steroid Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
AU2009335049A 2008-12-31 2009-12-29 Synthesis of 18F-radiolabeled styrylpyridines from tosylate precursors and stable pharmaceutical compositions thereof Active AU2009335049B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US14188508P 2008-12-31 2008-12-31
US61/141,885 2008-12-31
PCT/US2009/069741 WO2010078370A1 (en) 2008-12-31 2009-12-29 Synthesis of 18f-radiolabeled styrylpyridines from tosylate precursors and stable pharmaceutical compositions thereof

Publications (2)

Publication Number Publication Date
AU2009335049A1 AU2009335049A1 (en) 2011-07-21
AU2009335049B2 true AU2009335049B2 (en) 2015-07-16

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AU2009335049A Active AU2009335049B2 (en) 2008-12-31 2009-12-29 Synthesis of 18F-radiolabeled styrylpyridines from tosylate precursors and stable pharmaceutical compositions thereof

Country Status (35)

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US (1) US20100172836A1 (enExample)
EP (1) EP2381967B1 (enExample)
JP (1) JP5717650B2 (enExample)
KR (1) KR20110119670A (enExample)
CN (1) CN102271716B (enExample)
AU (1) AU2009335049B2 (enExample)
BR (1) BRPI0923890A2 (enExample)
CA (1) CA2748705C (enExample)
CO (1) CO6341578A2 (enExample)
CR (1) CR20110410A (enExample)
CY (1) CY1118658T1 (enExample)
DK (1) DK2381967T3 (enExample)
DO (1) DOP2011000210A (enExample)
EA (1) EA023014B1 (enExample)
EC (1) ECSP11011242A (enExample)
ES (1) ES2620402T3 (enExample)
HN (1) HN2011001810A (enExample)
HR (1) HRP20170453T1 (enExample)
HU (1) HUE033649T2 (enExample)
IL (1) IL213674A (enExample)
LT (1) LT2381967T (enExample)
MA (1) MA33004B1 (enExample)
MX (1) MX2011007063A (enExample)
MY (1) MY162312A (enExample)
NZ (1) NZ593848A (enExample)
PE (1) PE20120007A1 (enExample)
PL (1) PL2381967T3 (enExample)
PT (1) PT2381967T (enExample)
RS (1) RS55674B1 (enExample)
SG (1) SG172439A1 (enExample)
SI (1) SI2381967T1 (enExample)
TN (1) TN2011000318A1 (enExample)
UA (1) UA105914C2 (enExample)
WO (1) WO2010078370A1 (enExample)
ZA (1) ZA201104824B (enExample)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010039815A1 (en) * 2008-09-30 2010-04-08 Case Western Reserve University Molecular probes for imaging of myelin
LT2579902T (lt) 2010-06-04 2017-09-25 Piramal Imaging Sa Gamybos būdas amiloido beta ligandų, žymėtų f-18
SG185785A1 (en) 2010-06-04 2013-01-30 Piramal Imaging Sa Method for production of f-18 labeled amyloid beta ligand
TWI504414B (zh) 2010-06-04 2015-10-21 Bayer Schering Pharma Ag 生產F-18標記之Aβ配位體之方法
CN103491870B (zh) * 2011-04-21 2016-12-28 加利福尼亚大学董事会 官能化磁性纳米颗粒及在淀粉样沉积物和神经原纤维缠结成像中用途
CN105833303A (zh) * 2011-06-21 2016-08-10 皮拉莫尔影像股份公司 适用于pet成像的氟化茋的制剂
BR112014009013A2 (pt) 2011-10-19 2017-05-02 Piramal Imaging Sa método melhorado para a produção de ligandos aß rotulados por f-18
CN102432529B (zh) * 2011-11-14 2014-03-26 江苏省原子医学研究所 一种苯乙烯基吡啶二硫二氮衍生物的制备方法
JP2015507617A (ja) * 2011-12-15 2015-03-12 ジーイー・ヘルスケア・リミテッド タウ病理のイメージングプローブとしての複素環式化合物
CN102526765B (zh) * 2011-12-31 2014-07-30 郑州泰基鸿诺药物科技有限公司 一种Aβ斑块显像剂及其制备方法
CN103965105A (zh) * 2013-01-29 2014-08-06 中山大学 苯乙烯基喹啉衍生物及其在治疗阿尔茨海默病症中的应用
CN103645254B (zh) * 2013-11-28 2015-01-07 江苏省原子医学研究所 一种Aβ斑块显像剂前体AV45的含量分析方法
WO2017014599A1 (ko) * 2015-07-22 2017-01-26 주식회사 씨코헬스케어 [18f]플루오로-도파의 방사화학적 순도를 안정화시키는 조성물 및 이의 제조방법
PL3374358T3 (pl) * 2015-11-13 2021-07-12 Eli Lilly And Company Pochodne azetydyny do obrazowania białka tau
US10765763B2 (en) 2016-03-09 2020-09-08 Case Western Reserve University Radioligands for myelin
CN107198780A (zh) * 2016-03-18 2017-09-26 南京江原安迪科正电子研究发展有限公司 放射性药物组合物及其制备方法、应用
CN106018575B (zh) * 2016-05-05 2018-10-19 江苏省原子医学研究所 一种PET显像剂前体TsOP-(+)-DTBZ及其光学异构体的分离测定方法
US10695450B2 (en) * 2016-07-26 2020-06-30 Laboratoires Cyclopharma Synthesis of a radioactive agent composition
CN109922837A (zh) * 2016-11-08 2019-06-21 加利福尼亚大学董事会 用于临床应用的[f-18]fddnp的多剂量合成方法
TW201906818A (zh) * 2017-05-31 2019-02-16 美商511製藥公司 新穎氘取代之正子發射斷層掃描(pet)顯影劑及其藥理應用
BR112020014594A8 (pt) * 2018-01-24 2022-12-13 Ac Immune Sa Composições de diagnóstico para imageamento pet, método para fabricar composição de diagnóstico e seu uso em diagnóstico
CN111499544B (zh) * 2019-01-31 2022-12-02 中国医学科学院放射医学研究所 一种一锅法制备N-Boc-N-甲基-4-氨基苯乙烯的合成方法
CN111499570B (zh) * 2019-01-31 2023-05-16 中国医学科学院放射医学研究所 一种av-45中间体的合成方法
US20220175973A1 (en) * 2019-03-29 2022-06-09 National Institutes for Quantum Science and Technology Method for producing radiopharmaceutical and radiopharmaceutical
CN115403434A (zh) * 2021-05-26 2022-11-29 汉中汉核医疗科技有限公司 一种放射性药物的合成方法
CN115400232A (zh) * 2021-05-26 2022-11-29 汉中汉核医疗科技有限公司 一种放射性药物合成方法
CN113582885B (zh) * 2021-08-30 2023-04-21 南京克米斯璀新能源科技有限公司 一种烷基磺酸钠的生产方法
CN114805190A (zh) * 2022-06-08 2022-07-29 吉林大学第一医院 一种甲基苯胺类Aβ蛋白显像剂的双柱合成方法
CN120187703A (zh) * 2022-11-14 2025-06-20 伊莱利利公司 氟贝他吡前体av-105的多晶型物
CN119080714A (zh) * 2024-09-12 2024-12-06 四川大学 一种偶氮苯磺酸酯化合物及其制备方法和应用、放射性探针的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070281299A1 (en) * 2004-01-19 2007-12-06 Youdim Moussa B Diagnostic Test For Parkinson's Disease
US20080038195A1 (en) * 2006-03-30 2008-02-14 The Trustees Of The University Of Pennsylvania Stryrylpyridine derivates and theur use for binding and imaging amylod plaques

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EA012334B1 (ru) * 2004-12-17 2009-08-28 Дзе Трастиз Оф Дзе Юниверсити Оф Пенсильвания Производные стильбена и их применение для связывания и визуализации амилоидных бляшек

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070281299A1 (en) * 2004-01-19 2007-12-06 Youdim Moussa B Diagnostic Test For Parkinson's Disease
US20080038195A1 (en) * 2006-03-30 2008-02-14 The Trustees Of The University Of Pennsylvania Stryrylpyridine derivates and theur use for binding and imaging amylod plaques

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
KLOK, R.P., et al., Applied Radiation and Isotopes, 2008, vol. 66, pp. 203-207 *
SCOTT, P.J.H, et al., Applied Radiation and Isotopes, 2009, vol. 67, pp. 88-94 *
SOUZA, F., et al., The Journal of Clinical Investigations, 2006, vol. 116, pp. 1506-1513 *
ZHANG, W., et al., J. Med. Chem., 2005, vol. 48, pp. 5980-5988 *

Also Published As

Publication number Publication date
JP2012514007A (ja) 2012-06-21
CN102271716B (zh) 2014-11-19
DOP2011000210A (es) 2011-09-15
MX2011007063A (es) 2011-12-16
ES2620402T3 (es) 2017-06-28
DK2381967T3 (en) 2017-03-27
BRPI0923890A2 (pt) 2015-07-28
UA105914C2 (uk) 2014-07-10
HN2011001810A (es) 2013-08-12
IL213674A0 (en) 2011-07-31
HRP20170453T1 (hr) 2017-06-02
AU2009335049A1 (en) 2011-07-21
MA33004B1 (fr) 2012-01-02
HUE033649T2 (en) 2017-12-28
US20100172836A1 (en) 2010-07-08
EP2381967B1 (en) 2017-01-18
RS55674B1 (sr) 2017-06-30
HK1162951A1 (en) 2012-09-07
SI2381967T1 (sl) 2017-03-31
ECSP11011242A (es) 2011-10-31
WO2010078370A1 (en) 2010-07-08
TN2011000318A1 (en) 2012-12-17
IL213674A (en) 2016-04-21
PT2381967T (pt) 2017-02-24
JP5717650B2 (ja) 2015-05-13
CY1118658T1 (el) 2017-07-12
CR20110410A (es) 2011-12-08
CN102271716A (zh) 2011-12-07
EA201170911A1 (ru) 2011-12-30
EP2381967A4 (en) 2013-01-02
NZ593848A (en) 2013-09-27
LT2381967T (lt) 2017-04-25
KR20110119670A (ko) 2011-11-02
MY162312A (en) 2017-05-31
PE20120007A1 (es) 2012-01-16
PL2381967T3 (pl) 2017-06-30
CA2748705C (en) 2017-05-02
EA023014B1 (ru) 2016-04-29
CO6341578A2 (es) 2011-11-21
CA2748705A1 (en) 2010-07-08
ZA201104824B (en) 2013-01-30
EP2381967A1 (en) 2011-11-02
SG172439A1 (en) 2011-07-28

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