JP2008524119A5 - - Google Patents
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- JP2008524119A5 JP2008524119A5 JP2007544594A JP2007544594A JP2008524119A5 JP 2008524119 A5 JP2008524119 A5 JP 2008524119A5 JP 2007544594 A JP2007544594 A JP 2007544594A JP 2007544594 A JP2007544594 A JP 2007544594A JP 2008524119 A5 JP2008524119 A5 JP 2008524119A5
- Authority
- JP
- Japan
- Prior art keywords
- carboxamide
- hexafluoro
- methylpropyl
- hydrazine
- trifluoromethylethyl
- 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
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- -1 chloro, bromo, iodo Chemical group 0.000 claims description 230
- DUIOPKIIICUYRZ-UHFFFAOYSA-N semicarbazide Chemical compound NNC(N)=O DUIOPKIIICUYRZ-UHFFFAOYSA-N 0.000 claims description 130
- 125000000217 alkyl group Chemical group 0.000 claims description 35
- 150000001875 compounds Chemical class 0.000 claims description 22
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000001072 heteroaryl group Chemical group 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 claims description 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- VBTDOMSWIDIMJU-UHFFFAOYSA-N NNC(=O)NC(=O)C1=CC=CC=C1 Chemical compound NNC(=O)NC(=O)C1=CC=CC=C1 VBTDOMSWIDIMJU-UHFFFAOYSA-N 0.000 claims description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 117
- 239000008194 pharmaceutical composition Substances 0.000 claims 11
- IKCHLGFYCULGKW-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=C(Cl)C=C1 IKCHLGFYCULGKW-UHFFFAOYSA-N 0.000 claims 6
- VVOZXCFZEQWEBQ-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-(2,2,3,3-tetrafluoro-1,4-benzodioxin-5-yl)urea Chemical compound O1C(F)(F)C(F)(F)OC2=C1C=CC=C2NC(=O)NC(C)(C(F)(F)F)C(F)(F)F VVOZXCFZEQWEBQ-UHFFFAOYSA-N 0.000 claims 3
- QMKZXSHFGNFYDE-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-(2-methoxyphenyl)urea Chemical compound COC1=CC=CC=C1NC(=O)NC(C)(C(F)(F)F)C(F)(F)F QMKZXSHFGNFYDE-UHFFFAOYSA-N 0.000 claims 3
- NOKQHAVFOBVKOV-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-(2-methylphenyl)urea Chemical compound CC1=CC=CC=C1NC(=O)NC(C)(C(F)(F)F)C(F)(F)F NOKQHAVFOBVKOV-UHFFFAOYSA-N 0.000 claims 3
- GBOYBTYTCLQVPI-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-(2-phenylphenyl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC=C1C1=CC=CC=C1 GBOYBTYTCLQVPI-UHFFFAOYSA-N 0.000 claims 3
- INZGOVVMDUHFGU-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-(3,4,5-trimethoxyphenyl)urea Chemical compound COC1=CC(NC(=O)NC(C)(C(F)(F)F)C(F)(F)F)=CC(OC)=C1OC INZGOVVMDUHFGU-UHFFFAOYSA-N 0.000 claims 3
- IDSIWSTZZMYORO-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-(3-methoxyphenyl)urea Chemical compound COC1=CC=CC(NC(=O)NC(C)(C(F)(F)F)C(F)(F)F)=C1 IDSIWSTZZMYORO-UHFFFAOYSA-N 0.000 claims 3
- DGQZDMNOUBVIGF-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-(3-methylphenyl)urea Chemical compound CC1=CC=CC(NC(=O)NC(C)(C(F)(F)F)C(F)(F)F)=C1 DGQZDMNOUBVIGF-UHFFFAOYSA-N 0.000 claims 3
- UEKOOJVJIKSFMY-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-(4-methylphenyl)urea Chemical compound CC1=CC=C(NC(=O)NC(C)(C(F)(F)F)C(F)(F)F)C=C1 UEKOOJVJIKSFMY-UHFFFAOYSA-N 0.000 claims 3
- CSYFDCHSEIBWSB-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC=C1OC(F)(F)C(F)F CSYFDCHSEIBWSB-UHFFFAOYSA-N 0.000 claims 3
- CPKOMXUJYBYDJY-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-[2-(trifluoromethoxy)phenyl]urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC=C1OC(F)(F)F CPKOMXUJYBYDJY-UHFFFAOYSA-N 0.000 claims 3
- CQYAIXFZQUAZRQ-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-[2-(trifluoromethyl)phenyl]urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC=C1C(F)(F)F CQYAIXFZQUAZRQ-UHFFFAOYSA-N 0.000 claims 3
- GJELVONPFBNBJP-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-[3-(trifluoromethoxy)phenyl]urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC(OC(F)(F)F)=C1 GJELVONPFBNBJP-UHFFFAOYSA-N 0.000 claims 3
- GWEWDMPLDZJVQF-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-[3-(trifluoromethyl)phenyl]urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC(C(F)(F)F)=C1 GWEWDMPLDZJVQF-UHFFFAOYSA-N 0.000 claims 3
- FDSUNGAIVGRNCI-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-[4-(trifluoromethoxy)phenyl]urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=C(OC(F)(F)F)C=C1 FDSUNGAIVGRNCI-UHFFFAOYSA-N 0.000 claims 3
- OOFWXALNCOQTLS-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-[4-(trifluoromethyl)phenyl]urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=C(C(F)(F)F)C=C1 OOFWXALNCOQTLS-UHFFFAOYSA-N 0.000 claims 3
- PSYFTUQYDXHPJJ-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-naphthalen-1-ylurea Chemical compound C1=CC=C2C(NC(=O)NC(C)(C(F)(F)F)C(F)(F)F)=CC=CC2=C1 PSYFTUQYDXHPJJ-UHFFFAOYSA-N 0.000 claims 3
- CDQDMGHBTODDNR-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-naphthalen-2-ylurea Chemical compound C1=CC=CC2=CC(NC(=O)NC(C)(C(F)(F)F)C(F)(F)F)=CC=C21 CDQDMGHBTODDNR-UHFFFAOYSA-N 0.000 claims 3
- BTNLJDHPTCQRSJ-UHFFFAOYSA-N 1-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)-3-phenylurea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC=C1 BTNLJDHPTCQRSJ-UHFFFAOYSA-N 0.000 claims 3
- LHRDVUZURLZRTP-UHFFFAOYSA-N 1-(2,2-difluoro-1,3-benzodioxol-4-yl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC2=C1OC(F)(F)O2 LHRDVUZURLZRTP-UHFFFAOYSA-N 0.000 claims 3
- OJKLSZZPRVTZOL-UHFFFAOYSA-N 1-(2,4-dibromophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=C(Br)C=C1Br OJKLSZZPRVTZOL-UHFFFAOYSA-N 0.000 claims 3
- SMTFGKRXPXJLOL-UHFFFAOYSA-N 1-(2,6-dibromophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=C(Br)C=CC=C1Br SMTFGKRXPXJLOL-UHFFFAOYSA-N 0.000 claims 3
- UELHPPWKGBLEAP-UHFFFAOYSA-N 1-(2,6-difluorophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=C(F)C=CC=C1F UELHPPWKGBLEAP-UHFFFAOYSA-N 0.000 claims 3
- ANUDLHQHHULPAB-UHFFFAOYSA-N 1-(2,6-dimethoxyphenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound COC1=CC=CC(OC)=C1NC(=O)NC(C)(C(F)(F)F)C(F)(F)F ANUDLHQHHULPAB-UHFFFAOYSA-N 0.000 claims 3
- KZDKPQJIBKVNHC-UHFFFAOYSA-N 1-(2-acetylphenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound CC(=O)C1=CC=CC=C1NC(=O)NC(C)(C(F)(F)F)C(F)(F)F KZDKPQJIBKVNHC-UHFFFAOYSA-N 0.000 claims 3
- WBLFHPBWVNLWBU-UHFFFAOYSA-N 1-(2-chloro-6-fluorophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=C(F)C=CC=C1Cl WBLFHPBWVNLWBU-UHFFFAOYSA-N 0.000 claims 3
- MDAXDQMDRDTOAZ-UHFFFAOYSA-N 1-(2-cyanophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC=C1C#N MDAXDQMDRDTOAZ-UHFFFAOYSA-N 0.000 claims 3
- PTIXWYUCCBSDCU-UHFFFAOYSA-N 1-(2-fluorophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC=C1F PTIXWYUCCBSDCU-UHFFFAOYSA-N 0.000 claims 3
- JBHVNIPHBKVWMP-UHFFFAOYSA-N 1-(3-cyanophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC(C#N)=C1 JBHVNIPHBKVWMP-UHFFFAOYSA-N 0.000 claims 3
- FJOKKBXXQKAPPJ-UHFFFAOYSA-N 1-(3-fluorophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=CC(F)=C1 FJOKKBXXQKAPPJ-UHFFFAOYSA-N 0.000 claims 3
- WIOQSDYFZVVUCL-UHFFFAOYSA-N 1-(4-bromophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=C(Br)C=C1 WIOQSDYFZVVUCL-UHFFFAOYSA-N 0.000 claims 3
- KGIPFLFUXQFQCQ-UHFFFAOYSA-N 1-(4-cyanophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=C(C#N)C=C1 KGIPFLFUXQFQCQ-UHFFFAOYSA-N 0.000 claims 3
- JLHBKXYXTZJTFC-UHFFFAOYSA-N 1-(4-fluorophenyl)-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=C(F)C=C1 JLHBKXYXTZJTFC-UHFFFAOYSA-N 0.000 claims 3
- FXALFDXMJJUWPV-UHFFFAOYSA-N 1-[4-bromo-2-(trifluoromethoxy)phenyl]-3-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)urea Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=C(Br)C=C1OC(F)(F)F FXALFDXMJJUWPV-UHFFFAOYSA-N 0.000 claims 3
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims 3
- 125000004463 2,4-dimethyl-thiazol-5-yl group Chemical group CC=1SC(=C(N1)C)* 0.000 claims 3
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 3
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 3
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims 3
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 3
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 3
- GGQULTMXOSRKKV-UHFFFAOYSA-N 4-[(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)carbamoylamino]-3-(trifluoromethoxy)benzoic acid Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)NC1=CC=C(C(O)=O)C=C1OC(F)(F)F GGQULTMXOSRKKV-UHFFFAOYSA-N 0.000 claims 3
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 3
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 3
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 3
- 125000004863 4-trifluoromethoxyphenyl group Chemical group [H]C1=C([H])C(OC(F)(F)F)=C([H])C([H])=C1* 0.000 claims 3
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 claims 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 3
- 125000004442 acylamino group Chemical group 0.000 claims 3
- 125000003865 brosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Br)S(*)(=O)=O 0.000 claims 3
- 150000003857 carboxamides Chemical class 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000001153 fluoro group Chemical group F* 0.000 claims 3
- 125000004404 heteroalkyl group Chemical group 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- XPKFSURQFLMWIN-UHFFFAOYSA-N n-(1,1,1,3,3,3-hexafluoro-2-methylpropan-2-yl)azepane-1-carboxamide Chemical compound FC(F)(F)C(C(F)(F)F)(C)NC(=O)N1CCCCCC1 XPKFSURQFLMWIN-UHFFFAOYSA-N 0.000 claims 3
- 125000001736 nosyl group Chemical group S(=O)(=O)(C1=CC=C([N+](=O)[O-])C=C1)* 0.000 claims 3
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims 3
- 229940124530 sulfonamide Drugs 0.000 claims 3
- 150000003456 sulfonamides Chemical class 0.000 claims 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 3
- 241000712891 Arenavirus Species 0.000 claims 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
- 206010061192 Haemorrhagic fever Diseases 0.000 claims 2
- 208000036142 Viral infection Diseases 0.000 claims 2
- 241000700605 Viruses Species 0.000 claims 2
- 230000009385 viral infection Effects 0.000 claims 2
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 1
- 241000736032 Sabia <angiosperm> Species 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 0 CC(*C(*(CCP)P)O)(N)N Chemical compound CC(*C(*(CCP)P)O)(N)N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63299004P | 2004-12-06 | 2004-12-06 | |
| US60/632,990 | 2004-12-06 | ||
| PCT/US2005/043931 WO2006062898A2 (en) | 2004-12-06 | 2005-12-06 | Compounds and methods for treating hemorrhagic fever viruses |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008524119A JP2008524119A (ja) | 2008-07-10 |
| JP2008524119A5 true JP2008524119A5 (https=) | 2010-06-17 |
| JP5285276B2 JP5285276B2 (ja) | 2013-09-11 |
Family
ID=36578452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007544594A Expired - Fee Related JP5285276B2 (ja) | 2004-12-06 | 2005-12-06 | アレナウイルスに関連した感染をはじめとする出血熱ウイルスを処置するための、スルホニルセミカルバジド、セミカルバジドおよび尿素、その医薬組成物および方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US8642596B2 (https=) |
| EP (1) | EP1827446A4 (https=) |
| JP (1) | JP5285276B2 (https=) |
| AU (1) | AU2005314252B2 (https=) |
| CA (1) | CA2590962A1 (https=) |
| WO (1) | WO2006062898A2 (https=) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8410149B2 (en) | 2004-12-06 | 2013-04-02 | Siga Technologies Inc. | Sulfonyl semicarbazides, semicarbazides and ureas, pharmaceutical compositions thereof, and methods for treating hemorrhagic fever viruses, including infections associated with arenaviruses |
| CA2590962A1 (en) | 2004-12-06 | 2006-06-15 | Siga Technologies, Inc. | Sulfonyl semicarbazides, semicarbazides and ureas, pharmaceutical compositions thereof, and methods for treating hemorrhagic fever viruses, including infections associated with arenaviruses |
| US7994221B2 (en) | 2004-12-06 | 2011-08-09 | Siga Technologies, Inc. | Sulfonyl semicarbazides, carbonyl semicarbazides, semicarbazides and ureas, pharmaceutical compositions thereof, and methods for treating hemorrhagic fever viruses, including infections associated with arenaviruses |
| EP1984379A4 (en) * | 2006-02-01 | 2011-05-18 | Siga Technologies Inc | ANTI-ARENAVIRAL COMPOUNDS |
| US8791110B2 (en) | 2006-02-01 | 2014-07-29 | Siga Technologies, Inc. | Anti-arenaviral compounds |
| EP1988884A4 (en) | 2006-03-02 | 2009-09-30 | Siga Technologies Inc | ANTIVIRAL DRUGS FOR THE TREATMENT OF ARENAVIRUS INFECTIONS |
| EP1988776B1 (en) * | 2006-03-02 | 2012-08-08 | Siga Technologies, Inc. | Antiviral drugs for treatment of arenavirus infection |
| US8871746B2 (en) | 2006-03-02 | 2014-10-28 | Kineta Four, LLC | Antiviral drugs for treatment of arenavirus infection |
| US7977365B2 (en) | 2006-03-02 | 2011-07-12 | Siga Technologies, Inc. | Antiviral drugs for treatment of arenavirus infection |
| CN101034257B (zh) * | 2007-04-06 | 2010-09-08 | 上海复旦天臣新技术有限公司 | 用于全息记录的感光薄膜及其制备方法 |
| JP2010528051A (ja) | 2007-05-23 | 2010-08-19 | シガ・テクノロジーズ・インコーポレーテッド | デング感染症の治療または予防のための抗ウイルス薬 |
| MX2010002278A (es) | 2007-08-27 | 2010-03-17 | Siga Technologies Inc | Farmacos antivirales para el tratamiento de una infeccion por arenavirus. |
| WO2012060820A1 (en) * | 2010-11-02 | 2012-05-10 | Siga Technologies, Inc. | Sulfonyl semicarbazides, semicarbazides and ureas, pharmaceutical compositions thereof, and methods for treating hemorrhagic fever viruses, including infections associated with arenaviruses |
| WO2013022550A2 (en) * | 2011-08-10 | 2013-02-14 | President And Fellows Of Harvard College | Small molecule inhibitors of ebola and lassa fever viruses |
| US11629139B2 (en) | 2017-09-08 | 2023-04-18 | President And Fellows Of Harvard College | Small molecule inhibitors of Ebola and Lassa fever viruses and methods of use |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3773919A (en) | 1969-10-23 | 1973-11-20 | Du Pont | Polylactide-drug mixtures |
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-
2005
- 2005-12-06 CA CA002590962A patent/CA2590962A1/en not_active Abandoned
- 2005-12-06 US US11/791,926 patent/US8642596B2/en not_active Expired - Fee Related
- 2005-12-06 AU AU2005314252A patent/AU2005314252B2/en not_active Ceased
- 2005-12-06 JP JP2007544594A patent/JP5285276B2/ja not_active Expired - Fee Related
- 2005-12-06 EP EP05852986A patent/EP1827446A4/en not_active Withdrawn
- 2005-12-06 WO PCT/US2005/043931 patent/WO2006062898A2/en not_active Ceased
-
2013
- 2013-12-19 US US14/134,165 patent/US9067873B2/en not_active Expired - Fee Related
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