ATE614T1 - SUBSTITUTED 2-(BENZOYL)-GLYCINANILIDE DERIVATIVES, THEIR PREPARATION AND USE IN ANXIOLYTIC MEDICINES. - Google Patents
SUBSTITUTED 2-(BENZOYL)-GLYCINANILIDE DERIVATIVES, THEIR PREPARATION AND USE IN ANXIOLYTIC MEDICINES.Info
- Publication number
- ATE614T1 ATE614T1 AT80400261T AT80400261T ATE614T1 AT E614 T1 ATE614 T1 AT E614T1 AT 80400261 T AT80400261 T AT 80400261T AT 80400261 T AT80400261 T AT 80400261T AT E614 T1 ATE614 T1 AT E614T1
- Authority
- AT
- Austria
- Prior art keywords
- group
- lower alkyl
- substituted
- nitrogen
- hydrogen
- Prior art date
Links
- JGHJBKQOQZPUDF-UHFFFAOYSA-N 2-amino-3-oxo-n,3-diphenylpropanamide Chemical class C=1C=CC=CC=1C(=O)C(N)C(=O)NC1=CC=CC=C1 JGHJBKQOQZPUDF-UHFFFAOYSA-N 0.000 title 1
- 239000002249 anxiolytic agent Substances 0.000 title 1
- 230000000949 anxiolytic effect Effects 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910052740 iodine Chemical group 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/15—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
1. New derivatives of substituted 2-benzoyl glycinanilides corresponding to the following general formula I : see diagramm : EP0015214,P19,F1 wherein X represents a hydrogen, bromine, fluorine or iodine atom, or a lower alkyl group, lower alkoxy group, a cyano group, a trifluoromethyl group, an alkyl-mercapto group or a dialkylamino group ; R represents a lower alkyl group ; R1 and R2 may be the same or different and are selected from hydrogen, lower alkyl, lower hydroxyalkyl, lower alkenyl and lower alkynyl groups, a cycloalkyl having from 3 to 6 ring members optionally substituted by a lower alkyl radical ; in addition, R1 and R2 may together with the nitrogen atom to which they are connected, from a nitrogen-containing heterocycle optionally including a second heteroatom selected from oxygen and nitrogen ; provided that when R1 = H, R2 is not a lower alkyl or a lower hydroxyalkyl group, and R1 and R2 cannot simultaneously represent a hydrogen atom or a lower alkyl group, together with the salts thereof obtained with therapeutically acceptable inorganic or organic acids.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7904837A FR2449677B1 (en) | 1979-02-26 | 1979-02-26 | NOVEL SUBSTITUTED BENZOYL-2 GLYCYLANILIDES DERIVATIVES, THEIR PREPARATION AND THEIR APPLICATION AS ANXIOLYTIC DRUGS |
| EP80400261A EP0015214B1 (en) | 1979-02-26 | 1980-02-25 | Derivatives of substituted 2-benzoyl glycinanilides, their preparation and their use in anxiolytic medicaments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE614T1 true ATE614T1 (en) | 1982-02-15 |
Family
ID=9222447
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT80400261T ATE614T1 (en) | 1979-02-26 | 1980-02-25 | SUBSTITUTED 2-(BENZOYL)-GLYCINANILIDE DERIVATIVES, THEIR PREPARATION AND USE IN ANXIOLYTIC MEDICINES. |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0015214B1 (en) |
| AT (1) | ATE614T1 (en) |
| DE (1) | DE3060153D1 (en) |
| ES (1) | ES488901A1 (en) |
| FR (1) | FR2449677B1 (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2528424A1 (en) * | 1982-06-11 | 1983-12-16 | Fabre Sa Pierre | Alpha-hydroxy-benzyl-glycyl-anilide(s) - for treatment of anxiety, prepd. boro:hydride redn. of benzoyl-glycyl-anilide |
| US4454107A (en) * | 1982-08-30 | 1984-06-12 | Merck & Co., Inc. | Tc99m-Phenida, radioscintigraphic agent for diagnosis of hepatoniliary disease |
| EP1507756B1 (en) | 2002-05-24 | 2015-07-22 | Millennium Pharmaceuticals, Inc. | Ccr9 inhibitors and methods of use thereof |
| US7420055B2 (en) | 2002-11-18 | 2008-09-02 | Chemocentryx, Inc. | Aryl sulfonamides |
| US7741519B2 (en) | 2007-04-23 | 2010-06-22 | Chemocentryx, Inc. | Bis-aryl sulfonamides |
| DK1798223T4 (en) | 2002-11-18 | 2014-09-22 | Chemocentryx Inc | arylsulfonamides |
| US7227035B2 (en) | 2002-11-18 | 2007-06-05 | Chemocentryx | Bis-aryl sulfonamides |
| GB0516564D0 (en) | 2005-08-12 | 2005-09-21 | Ge Healthcare Ltd | Fluorination process |
| DE102007038578A1 (en) | 2007-08-16 | 2009-02-19 | Evonik Degussa Gmbh | Method of decorating surfaces |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3455985A (en) * | 1961-06-16 | 1969-07-15 | Hoffmann La Roche | 2-(alpha-amino-lower alkanoyl amino)benzophenones |
| SE410732B (en) * | 1971-12-13 | 1979-10-29 | Sumitomo Chemical Co | ANALOGICAL PROCEDURE FOR THE PREPARATION OF ANILIDE DERIVATIVES WITH THERAPEUTIC EFFECT |
| FR2403330A1 (en) * | 1977-06-16 | 1979-04-13 | Fabre Sa Pierre | NEW DERIVATIVES OF BENZOYL-2-CHLORO-4-GLYCINANILIDES SUBSTITUTES, THEIR METHOD OF PREPARATION AND THEIR APPLICATION AS MEDICINAL PRODUCTS |
-
1979
- 1979-02-26 FR FR7904837A patent/FR2449677B1/en not_active Expired
-
1980
- 1980-02-25 AT AT80400261T patent/ATE614T1/en not_active IP Right Cessation
- 1980-02-25 EP EP80400261A patent/EP0015214B1/en not_active Expired
- 1980-02-25 ES ES488901A patent/ES488901A1/en not_active Expired
- 1980-02-25 DE DE8080400261T patent/DE3060153D1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE3060153D1 (en) | 1982-03-11 |
| FR2449677B1 (en) | 1986-03-28 |
| EP0015214A1 (en) | 1980-09-03 |
| FR2449677A1 (en) | 1980-09-19 |
| ES488901A1 (en) | 1980-09-16 |
| EP0015214B1 (en) | 1982-01-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification | ||
| REN | Ceased due to non-payment of the annual fee |