JP2005538155A5 - - Google Patents
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- Publication number
- JP2005538155A5 JP2005538155A5 JP2004533489A JP2004533489A JP2005538155A5 JP 2005538155 A5 JP2005538155 A5 JP 2005538155A5 JP 2004533489 A JP2004533489 A JP 2004533489A JP 2004533489 A JP2004533489 A JP 2004533489A JP 2005538155 A5 JP2005538155 A5 JP 2005538155A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- alkyl
- chr
- compound according
- halo
- 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.)
- Withdrawn
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- 150000001875 compounds Chemical class 0.000 claims description 28
- -1 C 2 to C 6 alkynyl Chemical group 0.000 claims description 8
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 3
- 125000004076 pyridyl group Chemical group 0.000 claims description 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 3
- 125000000335 thiazolyl group Chemical group 0.000 claims description 3
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 125000005843 halogen group Chemical group 0.000 claims 9
- 229910052799 carbon Inorganic materials 0.000 claims 5
- 125000001153 fluoro group Chemical group F* 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 5
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 208000031886 HIV Infections Diseases 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 241000725303 Human immunodeficiency virus Species 0.000 claims 1
- 229930194542 Keto Natural products 0.000 claims 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 1
- 239000003443 antiviral agent Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000004802 cyanophenyl group Chemical group 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 230000001747 exhibiting effect Effects 0.000 claims 1
- 125000001207 fluorophenyl group Chemical group 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000005059 halophenyl group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- 125000000468 ketone group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- 230000003287 optical effect Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 229940002612 prodrug Drugs 0.000 claims 1
- 239000000651 prodrug Substances 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- ICSNLGPSRYBMBD-UHFFFAOYSA-N alpha-aminopyridine Natural products NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 150000003930 2-aminopyridines Chemical class 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 150000002540 isothiocyanates Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- WFJPRCMYUOOTNS-UHFFFAOYSA-N 2-isothiocyanatopyridine Chemical compound S=C=NC1=CC=CC=N1 WFJPRCMYUOOTNS-UHFFFAOYSA-N 0.000 description 1
- 238000006969 Curtius rearrangement reaction Methods 0.000 description 1
- HTJDQJBWANPRPF-UHFFFAOYSA-N Cyclopropylamine Chemical compound NC1CC1 HTJDQJBWANPRPF-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical compound OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 description 1
- RAFNCPHFRHZCPS-UHFFFAOYSA-N di(imidazol-1-yl)methanethione Chemical compound C1=CN=CN1C(=S)N1C=CN=C1 RAFNCPHFRHZCPS-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- SVEUVITYHIHZQE-UHFFFAOYSA-N n-methylpyridin-2-amine Chemical compound CNC1=CC=CC=N1 SVEUVITYHIHZQE-UHFFFAOYSA-N 0.000 description 1
- ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02019997 | 2002-09-05 | ||
| PCT/EP2003/009872 WO2004021969A2 (en) | 2002-09-05 | 2003-09-05 | Non-nucleoside reverse transcriptase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005538155A JP2005538155A (ja) | 2005-12-15 |
| JP2005538155A5 true JP2005538155A5 (https=) | 2006-07-20 |
Family
ID=31970278
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004533489A Withdrawn JP2005538155A (ja) | 2002-09-05 | 2003-09-05 | 非ヌクレオシド逆転写酵素インヒビター |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7517992B2 (https=) |
| EP (1) | EP1534276B1 (https=) |
| JP (1) | JP2005538155A (https=) |
| KR (1) | KR20050033663A (https=) |
| CN (1) | CN1694700A (https=) |
| AT (1) | ATE413174T1 (https=) |
| AU (1) | AU2003260492B2 (https=) |
| CA (1) | CA2501924A1 (https=) |
| DE (1) | DE60324568D1 (https=) |
| MX (1) | MXPA05002545A (https=) |
| WO (1) | WO2004021969A2 (https=) |
| ZA (1) | ZA200501805B (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4762917B2 (ja) * | 2004-01-08 | 2011-08-31 | メディヴィル・アクチボラグ | 非ヌクレオシド逆転写酵素インヒビター |
| ATE552245T1 (de) | 2006-05-15 | 2012-04-15 | Merck Sharp & Dohme | Antidiabetische bicyclische verbindungen |
| CA2703217A1 (en) * | 2007-10-29 | 2009-05-07 | Merck Sharp & Dohme Corp. | Antidiabetic tricyclic compounds |
| US9670203B2 (en) * | 2013-06-28 | 2017-06-06 | Beigene, Ltd. | Fused tricyclic urea compounds as Raf kinase and/or Raf kinase dimer inhibitors |
| US9670231B2 (en) | 2013-06-28 | 2017-06-06 | Beigene, Ltd. | Fused tricyclic amide compounds as multiple kinase inhibitors |
| GB201522179D0 (en) * | 2015-12-16 | 2016-01-27 | Autifony Therapeutics Ltd | Novel compounds |
| TWI909513B (zh) | 2019-01-25 | 2025-12-21 | 英屬開曼群島商百濟神州有限公司 | 作為ｂ-ｒａｆ激酶二聚體抑制劑之化合物及其製備方法 |
| CN110551063A (zh) * | 2019-10-17 | 2019-12-10 | 山东邹平大展新材料有限公司 | 一种合成5-(n-boc-哌嗪-1-基)吡啶-2-胺的方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999051613A1 (en) * | 1998-04-03 | 1999-10-14 | Medivir Ab | Prodrugs of phosphorous-containing pharmaceuticals |
| SE0100733D0 (sv) * | 2001-03-05 | 2001-03-05 | Medivir Ab | Non-nucleoside reverse transcriptase inhibitors |
| SE0102867D0 (sv) * | 2001-08-28 | 2001-08-28 | Medivir Ab | Non-nucleoside reverse transcriptase inhibitors |
| JP4762917B2 (ja) * | 2004-01-08 | 2011-08-31 | メディヴィル・アクチボラグ | 非ヌクレオシド逆転写酵素インヒビター |
-
2003
- 2003-09-05 EP EP03793809A patent/EP1534276B1/en not_active Expired - Lifetime
- 2003-09-05 AU AU2003260492A patent/AU2003260492B2/en not_active Ceased
- 2003-09-05 CA CA002501924A patent/CA2501924A1/en not_active Abandoned
- 2003-09-05 CN CNA038249332A patent/CN1694700A/zh active Pending
- 2003-09-05 JP JP2004533489A patent/JP2005538155A/ja not_active Withdrawn
- 2003-09-05 WO PCT/EP2003/009872 patent/WO2004021969A2/en not_active Ceased
- 2003-09-05 AT AT03793809T patent/ATE413174T1/de not_active IP Right Cessation
- 2003-09-05 DE DE60324568T patent/DE60324568D1/de not_active Expired - Fee Related
- 2003-09-05 KR KR1020057003854A patent/KR20050033663A/ko not_active Ceased
- 2003-09-05 MX MXPA05002545A patent/MXPA05002545A/es not_active Application Discontinuation
- 2003-09-05 US US10/526,598 patent/US7517992B2/en not_active Expired - Fee Related
-
2005
- 2005-03-02 ZA ZA200501805A patent/ZA200501805B/en unknown
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