JP2009511511A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2009511511A5 JP2009511511A5 JP2008534857A JP2008534857A JP2009511511A5 JP 2009511511 A5 JP2009511511 A5 JP 2009511511A5 JP 2008534857 A JP2008534857 A JP 2008534857A JP 2008534857 A JP2008534857 A JP 2008534857A JP 2009511511 A5 JP2009511511 A5 JP 2009511511A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- general formula
- alkyl
- carboxyl
- reacted
- 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 description 23
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 21
- -1 bromo, hydroxyl Chemical group 0.000 claims description 11
- 125000005843 halogen group Chemical group 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 150000002825 nitriles Chemical class 0.000 claims description 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 6
- 125000001153 fluoro group Chemical group F* 0.000 claims description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 4
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 150000002391 heterocyclic compounds Chemical class 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 3
- 150000000565 5-membered heterocyclic compounds Chemical class 0.000 claims description 2
- 150000000644 6-membered heterocyclic compounds Chemical class 0.000 claims description 2
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000001246 bromo group Chemical group Br* 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000002883 imidazolyl group Chemical group 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 2
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 125000000335 thiazolyl group Chemical group 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical group O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 239000005708 Sodium hypochlorite Chemical group 0.000 claims 2
- 239000003513 alkali Substances 0.000 claims 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical group [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims 2
- 229960002317 succinimide Drugs 0.000 claims 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- 229910000497 Amalgam Inorganic materials 0.000 claims 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 238000007098 aminolysis reaction Methods 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- AXLOCHLTNQDFFS-BESJYZOMSA-N azastene Chemical compound C([C@H]1[C@@H]2CC[C@@]([C@]2(CC[C@@H]1[C@@]1(C)C2)C)(O)C)C=C1C(C)(C)C1=C2C=NO1 AXLOCHLTNQDFFS-BESJYZOMSA-N 0.000 claims 1
- 238000005660 chlorination reaction Methods 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- JKANAVGODYYCQF-UHFFFAOYSA-N prop-2-yn-1-amine Chemical compound NCC#C JKANAVGODYYCQF-UHFFFAOYSA-N 0.000 claims 1
- TVDSBUOJIPERQY-UHFFFAOYSA-N prop-2-yn-1-ol Chemical compound OCC#C TVDSBUOJIPERQY-UHFFFAOYSA-N 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100153718A CN100488979C (zh) | 2005-10-14 | 2005-10-14 | 甘草次酸-30-酰胺类衍生物及其用途 |
| CN200510015371.8 | 2005-10-14 | ||
| PCT/CN2006/002711 WO2007041969A1 (fr) | 2005-10-14 | 2006-10-16 | Dérivés d'acide glycyrrhétinique-30-amide et applications |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009511511A JP2009511511A (ja) | 2009-03-19 |
| JP2009511511A5 true JP2009511511A5 (enExample) | 2009-10-08 |
| JP5286087B2 JP5286087B2 (ja) | 2013-09-11 |
Family
ID=37942322
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008534857A Expired - Fee Related JP5286087B2 (ja) | 2005-10-14 | 2006-10-16 | 新規グリチルレチン酸−３０−アミド誘導体及びその用途 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7790759B2 (enExample) |
| EP (1) | EP1935892B1 (enExample) |
| JP (1) | JP5286087B2 (enExample) |
| CN (1) | CN100488979C (enExample) |
| AT (1) | ATE477019T1 (enExample) |
| AU (1) | AU2006301708B2 (enExample) |
| DE (1) | DE602006016146D1 (enExample) |
| ES (1) | ES2350053T3 (enExample) |
| WO (1) | WO2007041969A1 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101229172B (zh) * | 2007-12-28 | 2010-10-27 | 天津药物研究院 | 甘草次酸30-酰胺类衍生物的固体分散物、其制备方法和用途 |
| WO2009090063A1 (en) * | 2008-01-16 | 2009-07-23 | Jado Technologies Gmbh | Steroid sapogenin, androstane and triterpenoid sapogenin derivatives for the treatment and prevention of infectious diseases |
| KR101220182B1 (ko) * | 2009-02-25 | 2013-01-11 | 에스케이바이오팜 주식회사 | 치환된 아졸 유도체 화합물, 이를 포함하는 약제학적 조성물 및 이를 이용한 파킨슨씨 병 치료방법 |
| CN101899081B (zh) * | 2009-05-31 | 2012-09-05 | 江苏正大天晴药业股份有限公司 | 甘草次酸酯类衍生物合成方法以及脱氧甘草次酸酯化合物 |
| CN102653550A (zh) * | 2011-03-01 | 2012-09-05 | 广西壮族自治区药用植物园 | 甘草次酸的制备及用途 |
| CN102250187B (zh) * | 2011-04-25 | 2013-03-27 | 北京中海康医药科技发展有限公司 | 一种甘草次酸衍生物及其制备方法 |
| CN102241726B (zh) * | 2011-05-27 | 2013-06-12 | 苏州大学 | 甘草次酸衍生物及其作为抗肿瘤药物的应用 |
| CN102813661B (zh) * | 2011-06-09 | 2014-04-09 | 天津药物研究院 | 一种甘草次酸衍生物的用途 |
| TWI424839B (zh) | 2011-10-27 | 2014-02-01 | Univ Kaohsiung Medical | 18β－甘草次酸衍生物及其用途 |
| CN103102383A (zh) * | 2011-11-14 | 2013-05-15 | 天津药物研究院 | 甘草次酸-30-酰胺类衍生物的晶型a及其制备方法 |
| CN103102382A (zh) * | 2011-11-14 | 2013-05-15 | 天津药物研究院 | 甘草次酸-30-酰胺类衍生物的晶型b及其制备方法 |
| CN102579462B (zh) * | 2012-01-18 | 2013-05-22 | 苏州大学 | 甘草次酸衍生物制备抗炎药物中的应用 |
| CN102838651B (zh) * | 2012-09-26 | 2014-05-28 | 天津药物研究院 | 一类齐墩果酸的衍生物及其制备方法和用途 |
| JP6227665B2 (ja) * | 2013-11-25 | 2017-11-08 | 株式会社アイ・エヌ・アイ | グリチルレチン酸誘導体及びその利用 |
| US9896476B1 (en) | 2017-09-21 | 2018-02-20 | King Saud University | Glycyrrhetic acid derivatives |
| CN107619425A (zh) * | 2017-09-21 | 2018-01-23 | 南京师范大学 | 一种尾接有机导向分子的芳基钌配合物及其合成方法和应用 |
| CN110776549B (zh) * | 2019-11-25 | 2021-06-11 | 烟台大学 | 含氮杂环甘草次酸衍生物及其制备方法和抗甲型流感病毒应用 |
| CN111018938B (zh) * | 2019-12-10 | 2021-05-25 | 中国人民解放军第二军医大学 | 一种五环三萜类甘草次酸衍生物及制备方法与应用 |
| CN118561945A (zh) * | 2024-05-22 | 2024-08-30 | 厦门稀土材料研究所 | 18β-甘草次酸酯类衍生物及其制备方法和用途 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1447162A (en) * | 1974-03-12 | 1976-08-25 | Landerlan Sa Lab | Triterpene derivatives |
| GB1516271A (en) * | 1976-03-15 | 1978-06-28 | Biorex Laboratories Ltd | Glycyrrhetinic acid derivatives |
| GB2140809A (en) * | 1983-06-01 | 1984-12-05 | Biorex Laboratories Ltd | New derivatives of glycyrrhetinic acid |
| GB0105772D0 (en) | 2001-03-08 | 2001-04-25 | Sterix Ltd | Use |
| DE10307388A1 (de) * | 2003-02-21 | 2004-09-02 | Cognis Deutschland Gmbh & Co. Kg | Glyzyrrhetinsäureester |
| CN1812824A (zh) * | 2003-06-30 | 2006-08-02 | 麦克公司 | 作为雄激素受体调节剂的17－乙酰氨基－4－氮杂甾体衍生物 |
| CN1257182C (zh) | 2004-04-06 | 2006-05-24 | 南开大学 | 甘草次酸的制备方法 |
-
2005
- 2005-10-14 CN CNB2005100153718A patent/CN100488979C/zh not_active Expired - Fee Related
-
2006
- 2006-10-16 ES ES06791264T patent/ES2350053T3/es active Active
- 2006-10-16 EP EP06791264A patent/EP1935892B1/en not_active Not-in-force
- 2006-10-16 WO PCT/CN2006/002711 patent/WO2007041969A1/zh not_active Ceased
- 2006-10-16 AU AU2006301708A patent/AU2006301708B2/en not_active Ceased
- 2006-10-16 DE DE602006016146T patent/DE602006016146D1/de active Active
- 2006-10-16 AT AT06791264T patent/ATE477019T1/de not_active IP Right Cessation
- 2006-10-16 US US12/090,169 patent/US7790759B2/en not_active Expired - Fee Related
- 2006-10-16 JP JP2008534857A patent/JP5286087B2/ja not_active Expired - Fee Related
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2009511511A5 (enExample) | ||
| JP2010521514A5 (enExample) | ||
| JP2010031025A5 (enExample) | ||
| WO2008006043A3 (en) | 1,3-oxazole derivatives useful as anti-atherosclerotic, anti-dyslipidemic, anti-diabetic and anti-obesity agents | |
| RU2016124161A (ru) | Процессы приготовления производных дигидропиримидина и их промежуточных соединений | |
| JP2009533369A5 (enExample) | ||
| JP2008500991A5 (enExample) | ||
| JP2004537541A5 (enExample) | ||
| JP2008504265A5 (enExample) | ||
| RU2006129341A (ru) | Способ получения 5-хлор-n-(5s)-2-оксо-3-{4-(3-оксо-4-морфолинил)-фенил}-1, 3-оксазолидин-5-ил}-метил)-2-тиофенкарбоксамида | |
| ATE515505T1 (de) | Heterocyclische fxr-bindende verbindungen | |
| JP2007536231A5 (enExample) | ||
| RU2010145171A (ru) | Аналоги галихондрина в | |
| JP2011527667A5 (enExample) | ||
| JP2007500753A5 (enExample) | ||
| RU2012116208A (ru) | Способ получения n-ацилбифенилаланина | |
| RU2009141611A (ru) | Способ получения амидного соединения | |
| RU2009104764A (ru) | Производные пурина, как антангонисты a2a | |
| JP2008546770A5 (enExample) | ||
| EA201270099A1 (ru) | Транс-4-[[(5s)-5-[[[3,5-бис(трифторметил)фенил]метил](2-метил-2h-тетразол-5-ил)амино]-2,3,4,5-тетрагидро-7,9-диметил-1h-1-бензазепин-1-ил]метил]циклогексанкарбоновая кислота | |
| JP2006508979A5 (enExample) | ||
| DK1874762T3 (da) | Fremgangsmåde til fremstilling af 5-(4-[4-(5-cyano-3-indolyl)-butyl]-1-piperazinyl)-benzofuran-2-carboxamid | |
| JP2008520662A5 (enExample) | ||
| JP2007532575A5 (enExample) | ||
| RU2007140864A (ru) | Замещенные производные оксазола и их применение в качестве ингибиторов тирозинкиназы |