JP2010518082A5 - - Google Patents
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- JP2010518082A5 JP2010518082A5 JP2009549102A JP2009549102A JP2010518082A5 JP 2010518082 A5 JP2010518082 A5 JP 2010518082A5 JP 2009549102 A JP2009549102 A JP 2009549102A JP 2009549102 A JP2009549102 A JP 2009549102A JP 2010518082 A5 JP2010518082 A5 JP 2010518082A5
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- JP
- Japan
- Prior art keywords
- alkyl
- substituted
- aryl
- alkoxy
- hydroxy
- 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.)
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- 125000000217 alkyl group Chemical group 0.000 claims description 152
- 125000003118 aryl group Chemical group 0.000 claims description 83
- 125000000623 heterocyclic group Chemical group 0.000 claims description 53
- -1 substituted Chemical class 0.000 claims description 45
- 229910052739 hydrogen Inorganic materials 0.000 claims description 37
- 239000001257 hydrogen Substances 0.000 claims description 37
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 31
- 125000001424 substituent group Chemical group 0.000 claims description 22
- 229910052736 halogen Inorganic materials 0.000 claims description 20
- 150000002367 halogens Chemical class 0.000 claims description 20
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 20
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 19
- 150000002431 hydrogen Chemical class 0.000 claims description 19
- 125000001589 carboacyl group Chemical group 0.000 claims description 18
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 16
- 125000005647 linker group Chemical group 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 16
- 241000124008 Mammalia Species 0.000 claims description 12
- 150000003904 phospholipids Chemical class 0.000 claims description 11
- 125000003435 aroyl group Chemical group 0.000 claims description 9
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 239000002502 liposome Substances 0.000 claims description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 16
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 13
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 11
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 8
- MWRBNPKJOOWZPW-CLFAGFIQSA-N dioleoyl phosphatidylethanolamine Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC MWRBNPKJOOWZPW-CLFAGFIQSA-N 0.000 claims 8
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 6
- 239000003814 drug Substances 0.000 claims 5
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 4
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
- OYCDTPQIKJZGBS-UHFFFAOYSA-N P(O)(O)(O)=O.[O] Chemical compound P(O)(O)(O)=O.[O] OYCDTPQIKJZGBS-UHFFFAOYSA-N 0.000 claims 2
- 238000006735 epoxidation reaction Methods 0.000 claims 2
- 230000033444 hydroxylation Effects 0.000 claims 2
- 238000005805 hydroxylation reaction Methods 0.000 claims 2
- 206010061218 Inflammation Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 229960005486 vaccine Drugs 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 description 42
- 238000000034 method Methods 0.000 description 36
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 25
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 18
- 125000000753 cycloalkyl group Chemical group 0.000 description 18
- 125000005843 halogen group Chemical group 0.000 description 14
- 108090000765 processed proteins & peptides Proteins 0.000 description 10
- 239000011324 bead Substances 0.000 description 9
- 241000894006 Bacteria Species 0.000 description 7
- 229920002521 macromolecule Polymers 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 241000191967 Staphylococcus aureus Species 0.000 description 5
- 102000002689 Toll-like receptor Human genes 0.000 description 5
- 108020000411 Toll-like receptor Proteins 0.000 description 5
- 239000000556 agonist Substances 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 239000004793 Polystyrene Substances 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 125000000539 amino acid group Chemical group 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- 239000000412 dendrimer Substances 0.000 description 4
- 229920000736 dendritic polymer Polymers 0.000 description 4
- 150000002632 lipids Chemical class 0.000 description 4
- 239000002105 nanoparticle Substances 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- 102000004196 processed proteins & peptides Human genes 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 208000035143 Bacterial infection Diseases 0.000 description 3
- 241000192125 Firmicutes Species 0.000 description 3
- 239000000427 antigen Substances 0.000 description 3
- 102000036639 antigens Human genes 0.000 description 3
- 108091007433 antigens Proteins 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 102000039446 nucleic acids Human genes 0.000 description 3
- 108020004707 nucleic acids Proteins 0.000 description 3
- 150000007523 nucleic acids Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000193830 Bacillus <bacterium> Species 0.000 description 2
- 241000186781 Listeria Species 0.000 description 2
- 241000700605 Viruses Species 0.000 description 2
- 230000000890 antigenic effect Effects 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 230000028993 immune response Effects 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 241000681036 Barbella Species 0.000 description 1
- 241000711573 Coronaviridae Species 0.000 description 1
- 241000711549 Hepacivirus C Species 0.000 description 1
- 241000700721 Hepatitis B virus Species 0.000 description 1
- 101000669402 Homo sapiens Toll-like receptor 7 Proteins 0.000 description 1
- 206010061598 Immunodeficiency Diseases 0.000 description 1
- 241000713666 Lentivirus Species 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 108010020346 Polyglutamic Acid Proteins 0.000 description 1
- 108010039918 Polylysine Proteins 0.000 description 1
- 241000607142 Salmonella Species 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 102100039390 Toll-like receptor 7 Human genes 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- SNCZNSNPXMPCGN-UHFFFAOYSA-N butanediamide Chemical group NC(=O)CCC(N)=O SNCZNSNPXMPCGN-UHFFFAOYSA-N 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000002041 carbon nanotube Substances 0.000 description 1
- 229910021393 carbon nanotube Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 241001493065 dsRNA viruses Species 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 210000000987 immune system Anatomy 0.000 description 1
- 230000003308 immunostimulating effect Effects 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002643 polyglutamic acid Polymers 0.000 description 1
- 229920000656 polylysine Polymers 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 229940044616 toll-like receptor 7 agonist Drugs 0.000 description 1
- 229940044655 toll-like receptor 9 agonist Drugs 0.000 description 1
- 241001529453 unidentified herpesvirus Species 0.000 description 1
Images
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US88869907P | 2007-02-07 | 2007-02-07 | |
| US60/888,699 | 2007-02-07 | ||
| PCT/US2008/001631 WO2008115319A2 (en) | 2007-02-07 | 2008-02-07 | Conjugates of synthetic tlr agonists and uses therefor |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013059721A Division JP2013127004A (ja) | 2007-02-07 | 2013-03-22 | 合成tlrアゴニストの結合体およびそのための使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010518082A JP2010518082A (ja) | 2010-05-27 |
| JP2010518082A5 true JP2010518082A5 (enExample) | 2011-03-31 |
| JP5425642B2 JP5425642B2 (ja) | 2014-02-26 |
Family
ID=39766655
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009549102A Expired - Fee Related JP5425642B2 (ja) | 2007-02-07 | 2008-02-07 | 合成tlrアゴニストの結合体およびそのための使用 |
| JP2013059721A Withdrawn JP2013127004A (ja) | 2007-02-07 | 2013-03-22 | 合成tlrアゴニストの結合体およびそのための使用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013059721A Withdrawn JP2013127004A (ja) | 2007-02-07 | 2013-03-22 | 合成tlrアゴニストの結合体およびそのための使用 |
Country Status (17)
| Country | Link |
|---|---|
| US (3) | US8357374B2 (enExample) |
| EP (2) | EP2510946B1 (enExample) |
| JP (2) | JP5425642B2 (enExample) |
| KR (1) | KR20090109121A (enExample) |
| CN (1) | CN101790380B (enExample) |
| AU (1) | AU2008227128B2 (enExample) |
| CA (1) | CA2677733A1 (enExample) |
| DK (1) | DK2510946T3 (enExample) |
| EA (1) | EA019151B1 (enExample) |
| ES (2) | ES2456964T3 (enExample) |
| HU (1) | HUE025555T2 (enExample) |
| IL (1) | IL200240A (enExample) |
| PL (2) | PL2510946T3 (enExample) |
| PT (1) | PT2510946E (enExample) |
| SI (1) | SI2510946T1 (enExample) |
| WO (1) | WO2008115319A2 (enExample) |
| ZA (1) | ZA200906094B (enExample) |
Families Citing this family (122)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009504803A (ja) * | 2005-08-22 | 2009-02-05 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | Tlrアゴニスト |
| EP2029597A4 (en) | 2006-05-31 | 2011-11-23 | Univ California | purine analogs |
| ES2456964T3 (es) | 2007-02-07 | 2014-04-24 | The Regents Of The University Of California | Conjugados de agonistas de TLR sintéticos y usos de los mismos |
| WO2009049365A1 (en) * | 2007-10-15 | 2009-04-23 | Cooperative Research Centre For Asthma | A method of prophylaxis and agents for use therein |
| JP2011511073A (ja) * | 2008-02-07 | 2011-04-07 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | Tlr7活性化物質による膀胱の疾患の治療 |
| WO2010088924A1 (en) | 2009-02-06 | 2010-08-12 | Telormedix Sa | Pharmaceutical compositions comprising imidazoquinolin(amines) and derivatives thereof suitable for local administration |
| WO2010093436A2 (en) | 2009-02-11 | 2010-08-19 | Carson Dennis A | Toll-like receptor modulators and treatment of diseases |
| WO2010138192A2 (en) * | 2009-05-27 | 2010-12-02 | Selecta Biosciences, Inc. | Nanocarriers possessing components with different rates of release |
| MX2012004706A (es) | 2009-10-22 | 2012-06-08 | Gilead Sciences Inc | Derivados de purina o deazapurina utiles para el tratamiento de (inter alia) infecciones virales. |
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| EP2563366A4 (en) * | 2010-04-30 | 2013-11-20 | Univ California | USE OF PHOSPHOLIPID CONJUGATES FROM SYNTHETIC TLR7 AGONISTS |
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| EA035327B1 (ru) | 2012-10-10 | 2020-05-28 | Янссен Сайенсиз Айрлэнд Юси | Производные пирроло[3,2-d]пиримидина для лечения вирусных инфекций и других заболеваний |
| CN111420045B (zh) * | 2012-10-10 | 2023-03-31 | 深圳大学 | 免疫受体调节剂偶联体及其制备方法和应用、制备其的偶联前体以及合成偶联前体的化合物 |
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| CN105339346B (zh) * | 2013-02-25 | 2017-03-08 | 斯克里普斯研究学院 | Neoseptin:小分子佐剂 |
| HK1220389A1 (zh) * | 2013-03-14 | 2017-05-05 | Wang Rongfu | 调控调节性t细胞功能的方法和组合物 |
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| CN105338983B (zh) * | 2013-03-29 | 2019-10-25 | 爱尔兰詹森科学公司 | 用于治疗病毒感染的大环脱氮-嘌呤酮 |
| JP6377139B2 (ja) | 2013-05-24 | 2018-08-22 | ヤンセン・サイエンシズ・アイルランド・ユーシー | ウイルス感染症およびさらなる疾患の処置のためのピリドン誘導体 |
| JP6763769B2 (ja) | 2013-06-27 | 2020-09-30 | ヤンセン・サイエンシズ・アイルランド・アンリミテッド・カンパニー | ウイルス感染症および他の疾病の処置のためのピロロ[3,2−d]ピリミジン誘導体 |
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- 2008-02-07 SI SI200831521T patent/SI2510946T1/sl unknown
- 2008-02-07 WO PCT/US2008/001631 patent/WO2008115319A2/en not_active Ceased
- 2008-02-07 JP JP2009549102A patent/JP5425642B2/ja not_active Expired - Fee Related
- 2008-02-07 DK DK12004181.9T patent/DK2510946T3/en active
- 2008-02-07 AU AU2008227128A patent/AU2008227128B2/en active Active
- 2008-02-07 CA CA002677733A patent/CA2677733A1/en not_active Abandoned
- 2008-02-07 KR KR1020097018499A patent/KR20090109121A/ko not_active Ceased
- 2008-02-07 PL PL12004181T patent/PL2510946T3/pl unknown
- 2008-02-07 EP EP12004181.9A patent/EP2510946B1/en active Active
- 2008-02-07 CN CN2008800115258A patent/CN101790380B/zh active Active
- 2008-02-07 EP EP08799591.6A patent/EP2125007B9/en active Active
- 2008-02-07 PT PT120041819T patent/PT2510946E/pt unknown
- 2008-02-07 ES ES12004181.9T patent/ES2552471T3/es active Active
- 2008-02-07 US US12/027,960 patent/US8357374B2/en active Active
- 2008-02-07 PL PL08799591T patent/PL2125007T3/pl unknown
-
2009
- 2009-08-05 IL IL200240A patent/IL200240A/en active IP Right Grant
- 2009-09-02 ZA ZA2009/06094A patent/ZA200906094B/en unknown
-
2013
- 2013-01-08 US US13/736,545 patent/US8790655B2/en active Active
- 2013-03-22 JP JP2013059721A patent/JP2013127004A/ja not_active Withdrawn
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2014
- 2014-06-19 US US14/309,245 patent/US9050376B2/en active Active
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