JP2011504964A5 - - Google Patents
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- Publication number
- JP2011504964A5 JP2011504964A5 JP2010536101A JP2010536101A JP2011504964A5 JP 2011504964 A5 JP2011504964 A5 JP 2011504964A5 JP 2010536101 A JP2010536101 A JP 2010536101A JP 2010536101 A JP2010536101 A JP 2010536101A JP 2011504964 A5 JP2011504964 A5 JP 2011504964A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- pharmaceutically acceptable
- acceptable salt
- complex
- acid
- 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
- 150000003839 salts Chemical class 0.000 claims 40
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 12
- 150000001721 carbon Chemical group 0.000 claims 9
- 229910052799 carbon Inorganic materials 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 9
- 239000008194 pharmaceutical composition Substances 0.000 claims 9
- NGGMYCMLYOUNGM-CSDLUJIJSA-N fumagillin Chemical class C([C@H]([C@H]([C@@H]1[C@]2(C)[C@H](O2)CC=C(C)C)OC)OC(=O)\C=C\C=C\C=C\C=C\C(O)=O)C[C@@]21CO2 NGGMYCMLYOUNGM-CSDLUJIJSA-N 0.000 claims 8
- 239000003937 drug carrier Substances 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide Substances CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 claims 4
- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 claims 4
- 238000001816 cooling Methods 0.000 claims 4
- 125000005647 linker group Chemical group 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 3
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims 3
- 238000004581 coalescence Methods 0.000 claims 3
- 239000002552 dosage form Substances 0.000 claims 3
- 239000000945 filler Substances 0.000 claims 3
- 125000000524 functional group Chemical group 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- KRNJGCZJVCWXFN-JGVFFNPUSA-N (2s,3r)-2-methyl-3-(3-methylbut-2-enyl)oxirane Chemical group C[C@@H]1O[C@@H]1CC=C(C)C KRNJGCZJVCWXFN-JGVFFNPUSA-N 0.000 claims 2
- YAQYVSLBYMDWPD-JGVFFNPUSA-N (2s,3r)-2-methyl-3-(3-methylbutyl)oxirane Chemical group CC(C)CC[C@H]1O[C@H]1C YAQYVSLBYMDWPD-JGVFFNPUSA-N 0.000 claims 2
- WXGOLMICHIGDMF-SGAXSIHGSA-N (z)-n-phenylmethoxyethanimine Chemical group C\C=N/OCC1=CC=CC=C1 WXGOLMICHIGDMF-SGAXSIHGSA-N 0.000 claims 2
- IILGVAQPFQYXIO-UHFFFAOYSA-N 2-methylhepta-2,5-diene Chemical group CC=CCC=C(C)C IILGVAQPFQYXIO-UHFFFAOYSA-N 0.000 claims 2
- LXBJRNXXTAWCKU-UHFFFAOYSA-N 6-methylhept-2-ene Chemical group CC=CCCC(C)C LXBJRNXXTAWCKU-UHFFFAOYSA-N 0.000 claims 2
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical group OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
- 229930195725 Mannitol Natural products 0.000 claims 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims 2
- 239000000594 mannitol Substances 0.000 claims 2
- 235000010355 mannitol Nutrition 0.000 claims 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 claims 2
- 229920000642 polymer Polymers 0.000 claims 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims 2
- 125000006850 spacer group Chemical group 0.000 claims 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 claims 2
- -1 substituted Chemical class 0.000 claims 2
- 239000004094 surface-active agent Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims 1
- QDIIYWBIGXHQNO-UHFFFAOYSA-N 3-carboxyoxypropanoic acid Chemical compound OC(=O)CCOC(O)=O QDIIYWBIGXHQNO-UHFFFAOYSA-N 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- 229920000858 Cyclodextrin Polymers 0.000 claims 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 claims 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims 1
- 102100023174 Methionine aminopeptidase 2 Human genes 0.000 claims 1
- 108090000192 Methionyl aminopeptidases Proteins 0.000 claims 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000001361 adipic acid Substances 0.000 claims 1
- 235000011037 adipic acid Nutrition 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N aspartic acid group Chemical group N[C@@H](CC(=O)O)C(=O)O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 1
- 150000001602 bicycloalkyls Chemical group 0.000 claims 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical group C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims 1
- 238000003776 cleavage reaction Methods 0.000 claims 1
- 239000012141 concentrate Substances 0.000 claims 1
- 238000010276 construction Methods 0.000 claims 1
- 239000001530 fumaric acid Substances 0.000 claims 1
- 235000011087 fumaric acid Nutrition 0.000 claims 1
- 235000013922 glutamic acid Nutrition 0.000 claims 1
- 239000004220 glutamic acid Substances 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 1
- 150000003949 imides Chemical class 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 239000008176 lyophilized powder Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- 235000006408 oxalic acid Nutrition 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 229960000502 poloxamer Drugs 0.000 claims 1
- 229920001983 poloxamer Polymers 0.000 claims 1
- 229950008882 polysorbate Drugs 0.000 claims 1
- 229920000136 polysorbate Polymers 0.000 claims 1
- 230000007017 scission Effects 0.000 claims 1
- 239000000600 sorbitol Substances 0.000 claims 1
- 238000003860 storage Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 235000002906 tartaric acid Nutrition 0.000 claims 1
- 239000011975 tartaric acid Substances 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- JRACLRIYQYGWAJ-LYGWUWPISA-N C[C@]1(C([C@@H]([C@@H](CC2)OC(NCc(cc3)ccc3N)=O)OC)[C@]22OC2)O[C@@H]1CC=C(C)C Chemical compound C[C@]1(C([C@@H]([C@@H](CC2)OC(NCc(cc3)ccc3N)=O)OC)[C@]22OC2)O[C@@H]1CC=C(C)C JRACLRIYQYGWAJ-LYGWUWPISA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US458207P | 2007-11-28 | 2007-11-28 | |
| US61/004,582 | 2007-11-28 | ||
| PCT/US2008/084539 WO2009073445A2 (en) | 2007-11-28 | 2008-11-24 | Biocompatible biodegradable fumagillin analog conjugates |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011504964A JP2011504964A (ja) | 2011-02-17 |
| JP2011504964A5 true JP2011504964A5 (enExample) | 2012-12-20 |
| JP5557746B2 JP5557746B2 (ja) | 2014-07-23 |
Family
ID=40600044
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010536101A Expired - Fee Related JP5557746B2 (ja) | 2007-11-28 | 2008-11-24 | 生体適合性生分解性フマギリンアナログ複合体 |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US8399512B2 (enExample) |
| EP (1) | EP2217283A2 (enExample) |
| JP (1) | JP5557746B2 (enExample) |
| CN (1) | CN101990441A (enExample) |
| AU (1) | AU2008331516B2 (enExample) |
| BR (1) | BRPI0820229A2 (enExample) |
| CA (1) | CA2706914A1 (enExample) |
| EA (1) | EA020251B1 (enExample) |
| IL (1) | IL206057A0 (enExample) |
| MX (1) | MX2010005857A (enExample) |
| NZ (2) | NZ585547A (enExample) |
| WO (1) | WO2009073445A2 (enExample) |
| ZA (1) | ZA201003819B (enExample) |
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2008
- 2008-11-24 JP JP2010536101A patent/JP5557746B2/ja not_active Expired - Fee Related
- 2008-11-24 WO PCT/US2008/084539 patent/WO2009073445A2/en not_active Ceased
- 2008-11-24 EA EA201070657A patent/EA020251B1/ru not_active IP Right Cessation
- 2008-11-24 MX MX2010005857A patent/MX2010005857A/es active IP Right Grant
- 2008-11-24 NZ NZ585547A patent/NZ585547A/xx not_active IP Right Cessation
- 2008-11-24 AU AU2008331516A patent/AU2008331516B2/en not_active Ceased
- 2008-11-24 CA CA2706914A patent/CA2706914A1/en not_active Abandoned
- 2008-11-24 US US12/276,856 patent/US8399512B2/en not_active Expired - Fee Related
- 2008-11-24 BR BRPI0820229A patent/BRPI0820229A2/pt not_active IP Right Cessation
- 2008-11-24 EP EP08857683A patent/EP2217283A2/en not_active Withdrawn
- 2008-11-24 NZ NZ600039A patent/NZ600039A/xx not_active IP Right Cessation
- 2008-11-24 CN CN2008801221269A patent/CN101990441A/zh active Pending
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2010
- 2010-05-27 ZA ZA2010/03819A patent/ZA201003819B/en unknown
- 2010-05-27 IL IL206057A patent/IL206057A0/en unknown
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2013
- 2013-02-15 US US13/769,024 patent/US20130158046A1/en not_active Abandoned