RU98103164A - ANALOGUES OF TALIDOMIDE FROM PIPERIDIN-2,6-DIONES CLASS - Google Patents

ANALOGUES OF TALIDOMIDE FROM PIPERIDIN-2,6-DIONES CLASS

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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
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RU
Russia
Prior art keywords
substituted
diones
formula
denotes
substituted piperidine
Prior art date
Application number
RU98103164/04A
Other languages
Russian (ru)
Other versions
RU2184733C2 (en
Inventor
Циммер Освальд
Винтер Вернер
Внендт Стефан
Цвингенбергер Кай
Эгер Курт
Тойберт Увэ
Original Assignee
Грюненталь Гмбх
Priority date (The priority date 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 date listed.)
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Publication date
Priority claimed from DE19703763A external-priority patent/DE19703763C1/en
Application filed by Грюненталь Гмбх filed Critical Грюненталь Гмбх
Publication of RU98103164A publication Critical patent/RU98103164A/en
Application granted granted Critical
Publication of RU2184733C2 publication Critical patent/RU2184733C2/en

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Claims (7)

1. Замещенные пиперидин-2,6-дионы формулы (I)
Figure 00000001

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)
Figure 00000001

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.
2. Замещенные пиперидин-2,6-дионы формулы (I) по п. 1, отличающиеся тем, что Z обозначает -С(R1R2)-СН2-, R1 обозначает фталимид, R2 обозначает водород, R3 обозначает водород или этил и R4 обозначает метил или фенил.2. Substituted piperidine-2,6-diones of the formula (I) according to claim 1, characterized in that Z denotes -C (R 1 R 2 ) -CH 2 -, R 1 denotes phthalimide, R 2 denotes hydrogen, R 3 denotes hydrogen or ethyl and R 4 denotes methyl or phenyl. 3. Замещенные пиперидин-2,6-дионы формулы (I) по п. 1, отличающиеся тем, что Z обозначает -С(R1)=СН-, R1 обозначает 3,4-диметоксифталимид, R3 обозначает этил и R4 обозначает фенил.3. Substituted piperidine-2,6-diones of the formula (I) according to claim 1, characterized in that Z represents -C (R 1 ) = CH-, R 1 means 3,4-dimethoxyphthalimide, R 3 denotes ethyl and R 4 is phenyl. 4. Способ получения замещенных пиперидин-2,6-дионов формулы (I) по пп. 1 и 2, отличающийся тем, что фталевый ангидрид конденсируют с помощью замещенной глутаминовой кислоты, продукт циклизуют до ангидрида и последний переводят в имид. 4. The method of obtaining substituted piperidine-2,6-diones of formula (I) according to claims. 1 and 2, characterized in that phthalic anhydride is condensed with substituted glutamic acid, the product is cyclized to the anhydride and the latter is converted into an imide. 5. Способ получения замещенных пиперидин-2,6-дионов формулы (I) по пп. 1-3, отличающийся тем, что фталевый ангидрид конденсируют с помощью замещенных 3-аминоглутаконимидов или 5-замещенных 3-аминоглутаримидов. 5. The method of obtaining substituted piperidine-2,6-diones of formula (I) according to claims. 1-3, characterized in that phthalic anhydride is condensed with the help of substituted 3-aminoglutaconimides or 5-substituted 3-aminoglutarimides. 6. Применение замещенного пиперидин-2,6-диона формулы (I) по любому из пп. 1-3 в качестве активного вещества в лекарственном средстве. 6. The use of a substituted piperidine-2,6-dione of formula (I) according to any one of paragraphs. 1-3 as the active substance in the drug. 7. Применение по п. 6, отличающееся тем, что лекарственное средство является иммуномодулятором. 7. The use according to claim 6, characterized in that the drug is an immunomodulator.
RU98103164/04A 1997-02-01 1998-01-30 Substituted piperidine-2,6-diones and methods of their synthesis RU2184733C2 (en)

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

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RU98103164/04A RU2184733C2 (en) 1997-02-01 1998-01-30 Substituted piperidine-2,6-diones and methods of their synthesis

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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)

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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)

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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

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