CN102718744A - 治疗或预防黄病毒感染的组合物和方法 - Google Patents
治疗或预防黄病毒感染的组合物和方法 Download PDFInfo
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- CN102718744A CN102718744A CN2012101163717A CN201210116371A CN102718744A CN 102718744 A CN102718744 A CN 102718744A CN 2012101163717 A CN2012101163717 A CN 2012101163717A CN 201210116371 A CN201210116371 A CN 201210116371A CN 102718744 A CN102718744 A CN 102718744A
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- alkyl
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- methyl
- amino
- thiophene
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- 238000000034 method Methods 0.000 title claims description 75
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- 150000003839 salts Chemical class 0.000 claims abstract description 37
- 239000012453 solvate Substances 0.000 claims abstract description 20
- 230000009385 viral infection Effects 0.000 claims abstract description 17
- 208000036142 Viral infection Diseases 0.000 claims abstract description 11
- 241000700605 Viruses Species 0.000 claims abstract description 8
- 241000710777 Classical swine fever virus Species 0.000 claims abstract description 4
- 208000001490 Dengue Diseases 0.000 claims abstract description 3
- 206010012310 Dengue fever Diseases 0.000 claims abstract description 3
- 241000710842 Japanese encephalitis virus Species 0.000 claims abstract description 3
- 241000710772 Yellow fever virus Species 0.000 claims abstract description 3
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- 229940051021 yellow-fever virus Drugs 0.000 claims abstract description 3
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 118
- 125000000623 heterocyclic group Chemical group 0.000 claims description 116
- 125000001072 heteroaryl group Chemical group 0.000 claims description 104
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- 125000004475 heteroaralkyl group Chemical group 0.000 claims description 72
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 58
- 125000000018 nitroso group Chemical group N(=O)* 0.000 claims description 56
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- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 claims description 6
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- 125000006705 (C5-C7) cycloalkyl group Chemical group 0.000 claims description 4
- QYCGBAJADAGLLK-UHFFFAOYSA-N 1-(cyclohepten-1-yl)cycloheptene Chemical group C1CCCCC=C1C1=CCCCCC1 QYCGBAJADAGLLK-UHFFFAOYSA-N 0.000 claims description 4
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- 125000003835 nucleoside group Chemical group 0.000 description 1
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- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
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- ZDYVRSLAEXCVBX-UHFFFAOYSA-N pyridinium p-toluenesulfonate Chemical compound C1=CC=[NH+]C=C1.CC1=CC=C(S([O-])(=O)=O)C=C1 ZDYVRSLAEXCVBX-UHFFFAOYSA-N 0.000 description 1
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- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 229910052708 sodium Inorganic materials 0.000 description 1
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- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 235000011006 sodium potassium tartrate Nutrition 0.000 description 1
- 229940054269 sodium pyruvate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical group 0.000 description 1
- XZPVPNZTYPUODG-UHFFFAOYSA-M sodium;chloride;dihydrate Chemical compound O.O.[Na+].[Cl-] XZPVPNZTYPUODG-UHFFFAOYSA-M 0.000 description 1
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- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- OWIOJZLDFONFSU-UHFFFAOYSA-N tetradecan-4-one Chemical compound CCCCCCCCCCC(=O)CCC OWIOJZLDFONFSU-UHFFFAOYSA-N 0.000 description 1
- HNUUPXWCBTYKDR-UHFFFAOYSA-N tetradecane-2,4-dione Chemical compound CCCCCCCCCCC(=O)CC(C)=O HNUUPXWCBTYKDR-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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- 125000004525 thiadiazinyl group Chemical group S1NN=C(C=C1)* 0.000 description 1
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- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
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- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D333/40—Thiophene-2-carboxylic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
- A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
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- Health & Medical Sciences (AREA)
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- Animal Behavior & Ethology (AREA)
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- Molecular Biology (AREA)
- Gastroenterology & Hepatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Thiazole And Isothizaole Compounds (AREA)
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| CN2006800248617A Expired - Fee Related CN101218224B (zh) | 2005-05-13 | 2006-05-15 | 治疗或预防黄病毒感染的组合物和方法 |
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| EP (3) | EP2543664A1 (https=) |
| JP (1) | JP5030947B2 (https=) |
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| AP (1) | AP2007004245A0 (https=) |
| AU (1) | AU2006246227B2 (https=) |
| BR (1) | BRPI0610283A2 (https=) |
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| EA (1) | EA016071B1 (https=) |
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| MX (1) | MX2007014117A (https=) |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106467477A (zh) * | 2016-08-26 | 2017-03-01 | 天津雅奥科技发展有限公司 | 一种合成化合物（1‑环丙基‑1‑氰基‑4‑环己酮）的新方法 |
| CN113861176A (zh) * | 2021-09-28 | 2021-12-31 | 北京凯因格领生物技术有限公司 | 一种黄病毒抑制剂 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8329924B2 (en) * | 2001-06-11 | 2012-12-11 | Vertex Pharmaceuticals (Canada) Incorporated | Compounds and methods for the treatment or prevention of Flavivirus infections |
| US6881741B2 (en) * | 2001-06-11 | 2005-04-19 | Virochem Pharma Inc. | Compounds and methods for the treatment or prevention of Flavivirus infections |
| WO2006119646A1 (en) * | 2005-05-13 | 2006-11-16 | Virochem Pharma Inc. | Compounds and methods for the treatment or prevention of flavivirus infections |
| JP5290186B2 (ja) | 2006-11-15 | 2013-09-18 | ヴァイロケム ファーマ インコーポレイテッド | フラビウイルス感染症の治療または予防用のチオフェン類似体 |
| JP2010521457A (ja) * | 2007-03-12 | 2010-06-24 | メルク・シャープ・エンド・ドーム・コーポレイション | 単環式アニリドスピロラクタムｃｇｒｐ受容体アンタゴニスト |
| PL2308514T3 (pl) | 2007-03-23 | 2013-11-29 | To Bbb Holding B V | Koniugaty do ukierunkowanego dostarczania leku poprzez barierę krew-mózg |
| EP2142215B1 (en) | 2007-05-04 | 2012-03-07 | Vertex Pharmceuticals Incorporated | Combination therapy for the treatment of hcv infection |
| CA2688194A1 (en) | 2007-05-23 | 2008-12-04 | Siga Technologies, Inc. | Antiviral drugs for treatment or prevention of dengue infection |
| GB0712393D0 (en) * | 2007-06-26 | 2007-08-01 | Smithkline Beecham Corp | Compounds |
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| CN106467477A (zh) * | 2016-08-26 | 2017-03-01 | 天津雅奥科技发展有限公司 | 一种合成化合物（1‑环丙基‑1‑氰基‑4‑环己酮）的新方法 |
| CN113861176A (zh) * | 2021-09-28 | 2021-12-31 | 北京凯因格领生物技术有限公司 | 一种黄病毒抑制剂 |
| CN113861176B (zh) * | 2021-09-28 | 2023-11-03 | 北京凯因格领生物技术有限公司 | 一种黄病毒抑制剂 |
Also Published As
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| JP5030947B2 (ja) | 2012-09-19 |
| US8674118B2 (en) | 2014-03-18 |
| AU2006246227A1 (en) | 2006-11-16 |
| AU2006246227B2 (en) | 2011-04-28 |
| EA016071B1 (ru) | 2012-01-30 |
| ES2415742T3 (es) | 2013-07-26 |
| EP2546246A2 (en) | 2013-01-16 |
| EP1879879A4 (en) | 2010-03-10 |
| EP1879879B1 (en) | 2013-03-27 |
| MX2007014117A (es) | 2008-02-05 |
| EP2543664A1 (en) | 2013-01-09 |
| CA2607359C (en) | 2011-08-09 |
| ZA200709727B (en) | 2008-11-26 |
| US7569600B2 (en) | 2009-08-04 |
| EA200702493A1 (ru) | 2008-04-28 |
| AP2007004245A0 (en) | 2007-12-31 |
| BRPI0610283A2 (pt) | 2010-10-19 |
| US20120164103A1 (en) | 2012-06-28 |
| SG161315A1 (en) | 2010-05-27 |
| HK1112910A1 (en) | 2008-09-19 |
| CA2607359A1 (en) | 2006-11-16 |
| EP2546246A3 (en) | 2013-04-24 |
| WO2006119646A1 (en) | 2006-11-16 |
| NZ563909A (en) | 2011-10-28 |
| CN101218224A (zh) | 2008-07-09 |
| CN101218224B (zh) | 2013-05-08 |
| JP2008540463A (ja) | 2008-11-20 |
| KR20080016597A (ko) | 2008-02-21 |
| EP1879879A1 (en) | 2008-01-23 |
| US20060276533A1 (en) | 2006-12-07 |
| US20100093775A1 (en) | 2010-04-15 |
| US8158675B2 (en) | 2012-04-17 |
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