JP2007521308A5 - - Google Patents
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- Publication number
- JP2007521308A5 JP2007521308A5 JP2006518838A JP2006518838A JP2007521308A5 JP 2007521308 A5 JP2007521308 A5 JP 2007521308A5 JP 2006518838 A JP2006518838 A JP 2006518838A JP 2006518838 A JP2006518838 A JP 2006518838A JP 2007521308 A5 JP2007521308 A5 JP 2007521308A5
- Authority
- JP
- Japan
- Prior art keywords
- composition
- methyl
- fluoro
- compound
- trifluoromethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 21
- 239000000203 mixture Substances 0.000 claims 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 8
- 239000003163 gonadal steroid hormone Substances 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- 206010028980 Neoplasm Diseases 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 201000010260 leiomyoma Diseases 0.000 claims 3
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical compound C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 201000009273 Endometriosis Diseases 0.000 claims 2
- 239000000579 Gonadotropin-Releasing Hormone Substances 0.000 claims 2
- 206010020112 Hirsutism Diseases 0.000 claims 2
- 206010036618 Premenstrual syndrome Diseases 0.000 claims 2
- 206010060862 Prostate cancer Diseases 0.000 claims 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 2
- 208000020221 Short stature Diseases 0.000 claims 2
- 101000857870 Squalus acanthias Gonadoliberin Proteins 0.000 claims 2
- 206010046798 Uterine leiomyoma Diseases 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- XLXSAKCOAKORKW-AQJXLSMYSA-N gonadorelin Chemical compound C([C@@H](C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1[C@@H](CCC1)C(=O)NCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)C1=CC=C(O)C=C1 XLXSAKCOAKORKW-AQJXLSMYSA-N 0.000 claims 2
- 229940035638 gonadotropin-releasing hormone Drugs 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 208000000509 infertility Diseases 0.000 claims 2
- 230000036512 infertility Effects 0.000 claims 2
- 231100000535 infertility Toxicity 0.000 claims 2
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 2
- 206010025135 lupus erythematosus Diseases 0.000 claims 2
- 208000019116 sleep disease Diseases 0.000 claims 2
- 208000020685 sleep-wake disease Diseases 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 208000007913 Pituitary Neoplasms Diseases 0.000 claims 1
- 201000005746 Pituitary adenoma Diseases 0.000 claims 1
- 206010061538 Pituitary tumour benign Diseases 0.000 claims 1
- 206010036590 Premature baby Diseases 0.000 claims 1
- 208000004403 Prostatic Hyperplasia Diseases 0.000 claims 1
- 208000002495 Uterine Neoplasms Diseases 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 230000003042 antagnostic effect Effects 0.000 claims 1
- 230000008485 antagonism Effects 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- GWVMLCQWXVFZCN-UHFFFAOYSA-N isoindoline Chemical compound C1=CC=C2CNCC2=C1 GWVMLCQWXVFZCN-UHFFFAOYSA-N 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 208000021310 pituitary gland adenoma Diseases 0.000 claims 1
- 201000010065 polycystic ovary syndrome Diseases 0.000 claims 1
- 239000000651 prodrug Substances 0.000 claims 1
- 229940002612 prodrug Drugs 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 230000001568 sexual effect Effects 0.000 claims 1
- 206010046766 uterine cancer Diseases 0.000 claims 1
- 208000010579 uterine corpus leiomyoma Diseases 0.000 claims 1
- 201000007954 uterine fibroid Diseases 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48543603P | 2003-07-07 | 2003-07-07 | |
| PCT/US2004/021569 WO2005007164A1 (en) | 2003-07-07 | 2004-07-06 | Pyrimidine-2,4-dione derivatives as gonadotropin-releasing hormone receptor antagonists |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010265832A Division JP2011088903A (ja) | 2003-07-07 | 2010-11-29 | 性腺刺激ホルモン放出ホルモンレセプターアンタゴニストとしてのピリミジン−２，４−ジオン誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007521308A JP2007521308A (ja) | 2007-08-02 |
| JP2007521308A5 true JP2007521308A5 (https=) | 2007-09-13 |
| JP4658044B2 JP4658044B2 (ja) | 2011-03-23 |
Family
ID=34079122
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006518838A Expired - Lifetime JP4658044B2 (ja) | 2003-07-07 | 2004-07-06 | 性腺刺激ホルモン放出ホルモンレセプターアンタゴニストとしてのピリミジン−２，４−ジオン誘導体 |
| JP2010265832A Withdrawn JP2011088903A (ja) | 2003-07-07 | 2010-11-29 | 性腺刺激ホルモン放出ホルモンレセプターアンタゴニストとしてのピリミジン−２，４−ジオン誘導体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010265832A Withdrawn JP2011088903A (ja) | 2003-07-07 | 2010-11-29 | 性腺刺激ホルモン放出ホルモンレセプターアンタゴニストとしてのピリミジン−２，４−ジオン誘導体 |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US7071200B2 (https=) |
| EP (1) | EP1660091B1 (https=) |
| JP (2) | JP4658044B2 (https=) |
| KR (1) | KR20060052790A (https=) |
| CN (2) | CN100376246C (https=) |
| AT (1) | ATE428427T1 (https=) |
| AU (1) | AU2004257636B2 (https=) |
| BR (1) | BRPI0412327A (https=) |
| CA (1) | CA2531507C (https=) |
| DE (1) | DE602004020638D1 (https=) |
| EA (1) | EA200600188A1 (https=) |
| IL (1) | IL172834A0 (https=) |
| MX (1) | MXPA06000300A (https=) |
| WO (1) | WO2005007164A1 (https=) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1255738E (pt) * | 2000-01-25 | 2012-06-19 | Neurocrine Biosciences Inc | Antagonistas do receptor da hormona de libertação da gonadotrofina e métodos relacionados com os mesmos |
| US7015226B2 (en) * | 2003-07-07 | 2006-03-21 | Neurocrine Biosciences, Inc. | Gonadotropin-releasing hormone receptor antagonists and methods relating thereto |
| CN100424078C (zh) * | 2003-07-07 | 2008-10-08 | 纽罗克里生物科学有限公司 | 作为促性激素释放激素受体拮抗剂的嘧啶-2,4-二酮衍生物 |
| CN102127057A (zh) * | 2004-03-15 | 2011-07-20 | 武田药品工业株式会社 | 二肽基肽酶抑制剂 |
| KR20080006564A (ko) | 2005-03-24 | 2008-01-16 | 얀센 파마슈티카 엔.브이. | 프로키네티신 1 수용체 길항제 |
| AU2006227394A1 (en) | 2005-03-24 | 2006-09-28 | Janssen Pharmaceutica N.V. | Prokineticin 1 receptor |
| KR100837785B1 (ko) * | 2007-01-17 | 2008-06-13 | 한국화학연구원 | 1,2,4-티아다이아졸리딘-3,5-다이온 화합물을 포함하는염증관련 질환의 치료 및 예방을 위한 약제학적 조성물 |
| PE20090044A1 (es) | 2007-04-06 | 2009-01-23 | Neurocrine Biosciences Inc | Antagonistas del receptor de la hormona liberadora de gonadotropina y procedimientos relacionados con los mismos |
| CL2008000986A1 (es) | 2007-04-06 | 2008-10-17 | Neurocrine Biosciences Inc | COMPUESTO DERIVADO DE HETEROCICLOS DE NITROGENO, AGONISTAS DEL RECEPTOR GnRH; COMPOSICION FARMACEUTICA QUE COMPRENDE A DICHO COMPUESTO; Y USO PARA TRATAR UNA AFECCION RELACIONADA CON LAS HORMONAS SEXUALES, ENDOMETRIOSIS, DISMENORREA, ENFERMEDAD DE OV |
| US8765948B2 (en) | 2007-11-07 | 2014-07-01 | Neurocrine Biosciences, Inc. | Processes for the preparation of uracil derivatives |
| US9034850B2 (en) | 2009-11-20 | 2015-05-19 | Sk Chemicals Co., Ltd. | Gonadotropin releasing hormone receptor antagonist, preparation method thereof and pharmaceutical composition comprising the same |
| TW201130854A (en) | 2009-12-22 | 2011-09-16 | Bayer Schering Pharma Ag | Pyridinone derivatives and pharmaceutical compositions thereof |
| WO2012175514A1 (en) | 2011-06-21 | 2012-12-27 | Bayer Intellectual Property Gmbh | Pyridinone derivatives and pharmaceutical compositions thereof |
| CN107935863A (zh) * | 2017-11-30 | 2018-04-20 | 厦门海乐景生化有限公司 | Elagolix的关键原料化合物C的合成方法 |
| WO2019115019A1 (en) * | 2017-12-11 | 2019-06-20 | Synthon B.V. | Process for preparing elagolix |
| EP3826638A4 (en) | 2018-07-23 | 2022-04-06 | Abbvie Inc. | ELAGOLIX SODIUM COMPOSITIONS AND RELATED METHODS |
| WO2020240375A1 (en) * | 2019-05-24 | 2020-12-03 | Dr. Reddy’S Laboratories Limited | Improved process for the preparation of elagolix and its intermediates |
| ES2802815B2 (es) | 2019-07-12 | 2022-03-14 | Moehs Iberica Sl | Sal clorhidrato de 3-[2(r)-amino-2-feniletil]-5-(2-fluoro-3-metoxifenil)-1-[2-fluoro-6-(trifluorometil)bencil]-6-metil-1h-pirimidin-2,4(1h,3h)-diona (i) en forma solida, procedimiento para su preparacion y uso de la misma en la sintesis de elagolix |
| CN112300081A (zh) * | 2019-07-31 | 2021-02-02 | 上海度德医药科技有限公司 | 噁拉戈利的中间体及其制备方法和应用 |
| CN112694445B (zh) * | 2019-10-22 | 2023-07-28 | 成都倍特药业股份有限公司 | 一种噁拉戈利钠中间体的纯化方法 |
| ES2822398B2 (es) | 2019-10-30 | 2022-03-02 | Moehs Iberica Sl | 3-((R)-2-(Amino-2-feniletil)-1-(2-fluoro-6-trifluorometilbencil)-5-yodo-6-metil-1H-pirimidin-2,4-diona o una sal de la misma, procedimiento para su preparación y su uso en la síntesis de elagolix |
| CN110938038A (zh) * | 2019-11-14 | 2020-03-31 | 上海星酶生物科技有限公司 | 一种c13h10f4n2o2的制备工艺 |
| CN111333586A (zh) * | 2020-02-19 | 2020-06-26 | 诚达药业股份有限公司 | 一种含有6-甲基尿嘧啶结构化合物的制备方法 |
| CN111333587B (zh) * | 2020-04-11 | 2023-04-07 | 东莞市东阳光新药研发有限公司 | 取代的嘧啶-2,4(1h,3h)-二酮衍生物及其用途 |
| CN113527213B (zh) * | 2020-04-20 | 2023-01-03 | 上海英诺富成生物科技有限公司 | 促性激素释放激素受体拮抗剂及其用途 |
| CN111574461A (zh) * | 2020-05-29 | 2020-08-25 | 奥锐特药业股份有限公司 | 一种噁拉戈利中间体的成盐纯化方法及获得的噁拉戈利中间体精品 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU5844896A (en) | 1995-06-01 | 1996-12-18 | Takeda Chemical Industries Ltd. | Tricyclic diazepines useful as gnrh receptor antagonists |
| US5859014A (en) * | 1995-06-09 | 1999-01-12 | Syntex (U.S.A.) Inc. | Pyrimidinedione, pyrimidinetrione, triazinedione and tetrahydroquinazolinedione derivatives as α1 -adrenergic receptor antagonists |
| CA2229201A1 (en) | 1995-10-19 | 1997-04-24 | Satoshi Sasaki | Quinoline derivatives, their production and use |
| EP0862573A1 (en) | 1995-10-19 | 1998-09-09 | Takeda Chemical Industries, Ltd. | Thienopyridine derivatives as gonadotropin releasing hormone antagonists |
| PL327146A1 (en) | 1995-12-14 | 1998-11-23 | Merck & Co Inc | Antagonists of the gonadotrophin liberating hormone |
| CA2240048A1 (en) | 1995-12-14 | 1997-06-19 | Mark Goulet | Antagonists of gonadotropin releasing hormone |
| CA2240115A1 (en) | 1995-12-14 | 1997-06-19 | Wallace T. Ashton | Antagonists of gonadotropin releasing hormone |
| SK77498A3 (en) | 1995-12-14 | 1999-01-11 | Merck & Co Inc | Nonpeptide derivatives, pharmaceutical composition containing them and their use |
| CA2292881A1 (en) | 1997-06-05 | 1998-12-10 | Merck & Co., Inc. | Antagonists of gonadotropin releasing hormone |
| AU7806998A (en) | 1997-06-05 | 1998-12-21 | Merck & Co., Inc. | Antagonists of gonadotropin releasing hormone |
| WO1998055470A1 (en) | 1997-06-05 | 1998-12-10 | Merck & Co., Inc. | Antagonists of gonadotropin releasing hormone |
| AU729663B2 (en) | 1997-06-05 | 2001-02-08 | Merck & Co., Inc. | Antagonists of gonadotropin releasing hormone |
| US6313301B1 (en) | 1997-08-13 | 2001-11-06 | Takeda Chemical Industries, Ltd. | Thienopyridine derivatives, their intermediates and production thereof |
| CA2372044A1 (en) | 1999-05-14 | 2000-11-23 | Neurocrine Biosciences, Inc. | Imidazo- and pyrrolo[1,2-a]pyrimid-4-ones as gonadotropin-releasing hormone receptor antagonists |
| US20020065309A1 (en) | 1999-08-04 | 2002-05-30 | Ge Peng | Novel Bicyclic and tricyclic pyrrolidine derivatives as GnRH antagonists |
| DE60022769T2 (de) | 1999-10-15 | 2006-07-06 | Neurocrine Biosciences, Inc., San Diego | Gonadotropin freisetzenden hormon rezeptor antagonisten und ihre verwandten verwendungen |
| PT1255738E (pt) * | 2000-01-25 | 2012-06-19 | Neurocrine Biosciences Inc | Antagonistas do receptor da hormona de libertação da gonadotrofina e métodos relacionados com os mesmos |
| SE0100566D0 (sv) | 2001-02-20 | 2001-02-20 | Astrazeneca Ab | Compounds |
| JP2005500352A (ja) | 2001-08-02 | 2005-01-06 | ニューロクライン バイオサイエンシーズ， インコーポレイテッド | ゴナドトロピン放出ホルモンレセプター（ＧｎＲＨ）アンタゴニストとしての１，２，４−トリアジン−３，５−ジオン |
| AU2002324586B2 (en) | 2001-08-02 | 2008-04-24 | Neurocrine Biosciences, Inc. | 1,3,5-triazine-2,4,6-triones, preparation and use as gonadotropin-releasing hormone receptor antagonists |
| JP2005500356A (ja) | 2001-08-02 | 2005-01-06 | ニューロクライン バイオサイエンシーズ， インコーポレイテッド | ゴナドトロピン放出ホルモンレセプターアンタゴニスト |
| WO2003011293A2 (en) | 2001-08-02 | 2003-02-13 | Neurocrine Biosciences, Inc. | Pyridinone and pyridazinone derivatives as gonadotropin-releasing hormone receptor antagonists |
| JP2005505525A (ja) | 2001-08-02 | 2005-02-24 | ニューロクライン バイオサイエンシーズ， インコーポレイテッド | 性腺刺激ホルモン放出ホルモンレセプターアンタゴニストおよびそれに関連する方法 |
| US7015226B2 (en) | 2003-07-07 | 2006-03-21 | Neurocrine Biosciences, Inc. | Gonadotropin-releasing hormone receptor antagonists and methods relating thereto |
| CN100424078C (zh) | 2003-07-07 | 2008-10-08 | 纽罗克里生物科学有限公司 | 作为促性激素释放激素受体拮抗剂的嘧啶-2,4-二酮衍生物 |
-
2004
- 2004-07-06 AT AT04777596T patent/ATE428427T1/de not_active IP Right Cessation
- 2004-07-06 EA EA200600188A patent/EA200600188A1/ru unknown
- 2004-07-06 WO PCT/US2004/021569 patent/WO2005007164A1/en not_active Ceased
- 2004-07-06 EP EP04777596A patent/EP1660091B1/en not_active Expired - Lifetime
- 2004-07-06 DE DE602004020638T patent/DE602004020638D1/de not_active Expired - Fee Related
- 2004-07-06 CN CNB2004800196064A patent/CN100376246C/zh not_active Expired - Fee Related
- 2004-07-06 JP JP2006518838A patent/JP4658044B2/ja not_active Expired - Lifetime
- 2004-07-06 US US10/885,511 patent/US7071200B2/en not_active Expired - Lifetime
- 2004-07-06 BR BRPI0412327-1A patent/BRPI0412327A/pt not_active IP Right Cessation
- 2004-07-06 MX MXPA06000300A patent/MXPA06000300A/es active IP Right Grant
- 2004-07-06 AU AU2004257636A patent/AU2004257636B2/en not_active Ceased
- 2004-07-06 CN CNA2008100027460A patent/CN101229165A/zh active Pending
- 2004-07-06 KR KR1020067000435A patent/KR20060052790A/ko not_active Withdrawn
- 2004-07-06 CA CA2531507A patent/CA2531507C/en not_active Expired - Fee Related
-
2005
- 2005-12-26 IL IL172834A patent/IL172834A0/en unknown
-
2006
- 2006-06-02 US US11/446,583 patent/US7329669B2/en not_active Expired - Lifetime
-
2010
- 2010-11-29 JP JP2010265832A patent/JP2011088903A/ja not_active Withdrawn
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