RU98103164A - ANALOGUES OF TALIDOMIDE FROM PIPERIDIN-2,6-DIONES CLASS - Google Patents
ANALOGUES OF TALIDOMIDE FROM PIPERIDIN-2,6-DIONES CLASSInfo
- Publication number
- RU98103164A RU98103164A RU98103164/04A RU98103164A RU98103164A RU 98103164 A RU98103164 A RU 98103164A RU 98103164/04 A RU98103164/04 A RU 98103164/04A RU 98103164 A RU98103164 A RU 98103164A RU 98103164 A RU98103164 A RU 98103164A
- Authority
- RU
- Russia
- Prior art keywords
- substituted
- diones
- formula
- denotes
- substituted piperidine
- Prior art date
Links
- UEJJHQNACJXSKW-UHFFFAOYSA-N Thalidomide Chemical class O=C1C2=CC=CC=C2C(=O)N1C1CCC(=O)NC1=O UEJJHQNACJXSKW-UHFFFAOYSA-N 0.000 title 1
- 150000005459 piperidine-2,6-diones Chemical class 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Chemical compound C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims 2
- XKJCHHZQLQNZHY-UHFFFAOYSA-N Phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 229940079593 drugs Drugs 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000005842 heteroatoms Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- CQXJYTYXSDPYCB-UHFFFAOYSA-N 4,5-dimethoxyisoindole-1,3-dione Chemical compound COC1=CC=C2C(=O)NC(=O)C2=C1OC CQXJYTYXSDPYCB-UHFFFAOYSA-N 0.000 claims 1
- YZJUCSJIJAZADS-UHFFFAOYSA-N 4-amino-3H-pyridine-2,6-dione Chemical class NC1=CC(=O)NC(=O)C1 YZJUCSJIJAZADS-UHFFFAOYSA-N 0.000 claims 1
- ZVHQEXASXNGICA-UHFFFAOYSA-N 4-aminopiperidine-2,6-dione Chemical class NC1CC(=O)NC(=O)C1 ZVHQEXASXNGICA-UHFFFAOYSA-N 0.000 claims 1
- 229960002989 Glutamic Acid Drugs 0.000 claims 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical class OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 150000008064 anhydrides Chemical class 0.000 claims 1
- 235000013922 glutamic acid Nutrition 0.000 claims 1
- 239000004220 glutamic acid Substances 0.000 claims 1
- -1 hydroxy, methoxy Chemical group 0.000 claims 1
- 150000003949 imides Chemical class 0.000 claims 1
- 239000002955 immunomodulating agent Substances 0.000 claims 1
- 230000002584 immunomodulator Effects 0.000 claims 1
- 229940121354 immunomodulators Drugs 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
Claims (7)
где Z обозначает -С(R1R2)-СН2- или -С(R1)=СН-, R1 обозначает фталимид (когда Z обозначает -С(R1R2)-СН2-) или одно- либо двукратно замещенный гидрокси-, метокси- или аминогруппами фталимидный радикал (когда Z обозначает -С(R1)=СН-), R2 обозначает водород или С1-6алкильную группу, R3 обозначает водород, С1-6алкильную группу или (гетеро)ароматическую кольцевую систему и R4 обозначает С1-6алкил или (гетеро)ароматическое кольцо.1. Substituted piperidine-2,6-diones of formula (I)
where Z is —C (R 1 R 2 ) —CH 2 - or —C (R 1 ) = CH—, R 1 is phthalimide (when Z is —C (R 1 R 2 ) —CH 2 -) or one or a phthalimide radical doubly substituted by hydroxy, methoxy or amino groups (when Z is -C (R 1 ) = CH-), R 2 is hydrogen or a C 1-6 alkyl group, R 3 is hydrogen, a C 1-6 alkyl group or (hetero) aromatic ring system; and R 4 is C 1-6 alkyl or (hetero) aromatic ring.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19703763.1 | 1997-02-01 | ||
DE19703763A DE19703763C1 (en) | 1997-02-01 | 1997-02-01 | Thalidomide-analogous compounds from the class of the piperidine-2,6-diones |
Publications (2)
Publication Number | Publication Date |
---|---|
RU98103164A true RU98103164A (en) | 1999-11-10 |
RU2184733C2 RU2184733C2 (en) | 2002-07-10 |
Family
ID=7819009
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU98103164/04A RU2184733C2 (en) | 1997-02-01 | 1998-01-30 | Substituted piperidine-2,6-diones and methods of their synthesis |
Country Status (28)
Country | Link |
---|---|
US (1) | US6110941A (en) |
EP (1) | EP0856513B1 (en) |
JP (1) | JPH10316675A (en) |
KR (1) | KR19980070959A (en) |
CN (1) | CN1109032C (en) |
AR (1) | AR010107A1 (en) |
AT (1) | ATE311381T1 (en) |
AU (1) | AU729733B2 (en) |
BR (1) | BR9800253A (en) |
CA (1) | CA2228385A1 (en) |
CO (1) | CO4940441A1 (en) |
CZ (1) | CZ27598A3 (en) |
DE (2) | DE19703763C1 (en) |
DK (1) | DK0856513T3 (en) |
ES (1) | ES2253790T3 (en) |
HK (1) | HK1015363A1 (en) |
HU (1) | HUP9800146A3 (en) |
IL (1) | IL122372A (en) |
NO (1) | NO313007B1 (en) |
NZ (1) | NZ329325A (en) |
PE (1) | PE57499A1 (en) |
PL (1) | PL188700B1 (en) |
RU (1) | RU2184733C2 (en) |
SI (1) | SI0856513T1 (en) |
SK (1) | SK12498A3 (en) |
UA (1) | UA45408C2 (en) |
UY (1) | UY24870A1 (en) |
ZA (1) | ZA98749B (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10013499A1 (en) * | 1998-09-24 | 2001-09-27 | Gruenenthal Gmbh | New N-(2,6-dioxo-piperidin-3-yl)-benzamide derivatives, useful as immunomodulators causing no general immunosuppression, is useful for the treatment of inflammatory or autoimmune disease |
DE10002509A1 (en) | 2000-01-21 | 2001-07-26 | Gruenenthal Gmbh | New substituted glutarimide derivatives are IL-12 antagonists, are useful as immunomodulators and for the treatment of angiopathy, hematological or oncological disorders |
WO2002068414A2 (en) * | 2001-02-27 | 2002-09-06 | The Governement Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services | Analogs of thalidomide as potential angiogenesis inhibitors |
CN100398534C (en) * | 2003-09-15 | 2008-07-02 | 天津和美生物技术有限公司 | New method of synthesizing thalidomide and its derivative |
US8952895B2 (en) | 2011-06-03 | 2015-02-10 | Apple Inc. | Motion-based device operations |
CN1867331B (en) | 2003-09-17 | 2010-05-26 | 美国政府健康及人类服务部 | Thalidomide analogs as TNF-alpha modulators |
AU2007238785B2 (en) * | 2006-04-13 | 2013-02-07 | Agnieszka Ambrozak | Tetrahalogenated compounds useful as inhibitors of angiogenesis |
SG188401A1 (en) | 2010-09-09 | 2013-04-30 | Trifoilium Aps | Airway administration of angiogenesis inhibitors |
US8927725B2 (en) | 2011-12-02 | 2015-01-06 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Thio compounds |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5356906A (en) * | 1989-10-27 | 1994-10-18 | The Du Pont Merck Pharmaceutical Company | (N-phthalimidoalkyl) piperidines useful as treatments for psychosis |
WO1992014455A1 (en) * | 1991-02-14 | 1992-09-03 | The Rockefeller University | METHOD FOR CONTROLLING ABNORMAL CONCENTRATION TNF α IN HUMAN TISSUES |
ES2098505T3 (en) * | 1991-04-17 | 1997-05-01 | Gruenenthal Chemie | NEW DERIVATIVES OF THALIDOMIDE, ITS PREPARATION PROCEDURE AND PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM. |
US5356406A (en) * | 1993-01-08 | 1994-10-18 | Steven Schraga | Adaptor to facilitate interconnection of medicine bottle and syringe |
US5463063A (en) * | 1993-07-02 | 1995-10-31 | Celgene Corporation | Ring closure of N-phthaloylglutamines |
US5698579A (en) * | 1993-07-02 | 1997-12-16 | Celgene Corporation | Cyclic amides |
DE122007000079I2 (en) * | 1996-07-24 | 2010-08-12 | Celgene Corp | SUBSTITUTED 2- (2,6-DIOXOPIPERIDIN-3-YL) -PHTHALIMIDES AND -1-OXOISOINDOLINES AND METHOD FOR REDUCING THE TNF-ALPHA MIRROR |
-
1997
- 1997-02-01 DE DE19703763A patent/DE19703763C1/en not_active Expired - Fee Related
- 1997-12-01 IL IL12237297A patent/IL122372A/en not_active IP Right Cessation
- 1997-12-04 NZ NZ329325A patent/NZ329325A/en unknown
-
1998
- 1998-01-09 EP EP98100259A patent/EP0856513B1/en not_active Expired - Lifetime
- 1998-01-09 DE DE59813233T patent/DE59813233D1/en not_active Expired - Lifetime
- 1998-01-09 DK DK98100259T patent/DK0856513T3/en active
- 1998-01-09 AT AT98100259T patent/ATE311381T1/en not_active IP Right Cessation
- 1998-01-09 SI SI9830810T patent/SI0856513T1/en unknown
- 1998-01-09 ES ES98100259T patent/ES2253790T3/en not_active Expired - Lifetime
- 1998-01-16 BR BR9800253A patent/BR9800253A/en not_active IP Right Cessation
- 1998-01-19 PE PE1998000038A patent/PE57499A1/en not_active Application Discontinuation
- 1998-01-23 AR ARP980100306A patent/AR010107A1/en unknown
- 1998-01-28 HU HU9800146A patent/HUP9800146A3/en unknown
- 1998-01-29 UA UA98010495A patent/UA45408C2/en unknown
- 1998-01-29 CO CO98004231A patent/CO4940441A1/en unknown
- 1998-01-29 SK SK124-98A patent/SK12498A3/en unknown
- 1998-01-29 ZA ZA98749A patent/ZA98749B/en unknown
- 1998-01-29 US US09/015,624 patent/US6110941A/en not_active Expired - Fee Related
- 1998-01-29 CZ CZ98275A patent/CZ27598A3/en unknown
- 1998-01-30 NO NO19980416A patent/NO313007B1/en unknown
- 1998-01-30 CA CA002228385A patent/CA2228385A1/en not_active Abandoned
- 1998-01-30 RU RU98103164/04A patent/RU2184733C2/en not_active IP Right Cessation
- 1998-01-30 AU AU52840/98A patent/AU729733B2/en not_active Ceased
- 1998-01-30 PL PL98324588A patent/PL188700B1/en not_active IP Right Cessation
- 1998-01-30 UY UY24870A patent/UY24870A1/en unknown
- 1998-01-30 JP JP10019744A patent/JPH10316675A/en not_active Withdrawn
- 1998-01-31 KR KR1019980002615A patent/KR19980070959A/en not_active Application Discontinuation
- 1998-02-04 CN CN98104080A patent/CN1109032C/en not_active Expired - Fee Related
-
1999
- 1999-01-20 HK HK99100272A patent/HK1015363A1/en not_active IP Right Cessation
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