NL192304C - Noötropisch geneesmiddel dat als werkzaam bestanddeel een pyroglutaminezuuramidederivaat bevat en een dergelijk pyroglutaminezuuramidederivaat. - Google Patents
Noötropisch geneesmiddel dat als werkzaam bestanddeel een pyroglutaminezuuramidederivaat bevat en een dergelijk pyroglutaminezuuramidederivaat. Download PDFInfo
- Publication number
- NL192304C NL192304C NL8700119A NL8700119A NL192304C NL 192304 C NL192304 C NL 192304C NL 8700119 A NL8700119 A NL 8700119A NL 8700119 A NL8700119 A NL 8700119A NL 192304 C NL192304 C NL 192304C
- Authority
- NL
- Netherlands
- Prior art keywords
- piperazine
- pyrrolidone
- elem
- found
- calculated
- Prior art date
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- 239000004480 active ingredient Substances 0.000 title claims description 13
- WGOIHPRRFBCVBZ-VKHMYHEASA-N (2s)-5-oxopyrrolidine-2-carboxamide Chemical class NC(=O)[C@@H]1CCC(=O)N1 WGOIHPRRFBCVBZ-VKHMYHEASA-N 0.000 title claims description 12
- 239000002664 nootropic agent Substances 0.000 title claims description 8
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical group C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 78
- -1 4-substituted piperidine Chemical group 0.000 claims description 56
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 23
- 150000001412 amines Chemical class 0.000 claims description 19
- 239000003814 drug Substances 0.000 claims description 7
- GOWRRBABHQUJMX-MRVPVSSYSA-N Fasoracetam Chemical group C1CCCCN1C(=O)[C@H]1CCC(=O)N1 GOWRRBABHQUJMX-MRVPVSSYSA-N 0.000 claims description 4
- 125000004193 piperazinyl group Chemical group 0.000 claims description 3
- RFRUXGCVYWNHJO-HEKVCFEKSA-N C(\C=C/C(=O)O)(=O)O.O1CCN(CC1)C(=O)CN1CCN(CC1)C(=O)[C@H]1CCC(N1)=O Chemical group C(\C=C/C(=O)O)(=O)O.O1CCN(CC1)C(=O)CN1CCN(CC1)C(=O)[C@H]1CCC(N1)=O RFRUXGCVYWNHJO-HEKVCFEKSA-N 0.000 claims 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001500 prolyl group Chemical group [H]N1C([H])(C(=O)[*])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 238000000921 elemental analysis Methods 0.000 description 100
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
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- 239000000203 mixture Substances 0.000 description 14
- 230000001777 nootropic effect Effects 0.000 description 14
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
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- 125000004433 nitrogen atom Chemical group N* 0.000 description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1135986 | 1986-01-21 | ||
| JP1136086 | 1986-01-21 | ||
| JP1135986 | 1986-01-21 | ||
| JP1136086 | 1986-01-21 | ||
| JP17516886 | 1986-07-24 | ||
| JP17516886 | 1986-07-24 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NL8700119A NL8700119A (nl) | 1987-08-17 |
| NL192304B NL192304B (nl) | 1997-01-06 |
| NL192304C true NL192304C (nl) | 1997-05-07 |
Family
ID=27279384
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8700119A NL192304C (nl) | 1986-01-21 | 1987-01-20 | Noötropisch geneesmiddel dat als werkzaam bestanddeel een pyroglutaminezuuramidederivaat bevat en een dergelijk pyroglutaminezuuramidederivaat. |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5102882A (is") |
| BE (1) | BE1003248A5 (is") |
| CA (1) | CA1323874C (is") |
| CH (1) | CH675418A5 (is") |
| DE (2) | DE3744947C2 (is") |
| ES (1) | ES2002083A6 (is") |
| FR (2) | FR2597100A1 (is") |
| GB (1) | GB2185483B (is") |
| IT (1) | IT1205715B (is") |
| NL (1) | NL192304C (is") |
| SE (1) | SE503436C2 (is") |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5021439A (en) * | 1988-10-31 | 1991-06-04 | Takeda Chemical Industries, Ltd. | Cerebral function ameliorating agents related to Tan-950 A |
| IT1244507B (it) * | 1991-04-11 | 1994-07-15 | Sigma Tau Ind Farmaceuti | Derivati dell'acido piroglutammico quali attivatori dei processi di apprendimento e della memoria e composizioni farmaceutiche comprendenti tali composti |
| FR2680508B1 (fr) * | 1991-08-20 | 1995-03-03 | Adir | Nouveaux composes amidiques des 1-(alcoxybenzyl)piperazines, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent. |
| EP0711554A4 (en) * | 1993-07-28 | 1997-07-23 | Nippon Shinyaku Co Ltd | ANTIDEPRESSANT |
| CA2157348A1 (en) * | 1994-09-01 | 1996-03-02 | Aventis Pharmaceuticals Inc. | 3-¬4-(1-substituted-4-piperazinyl)butyl|-4-thiazolidinone and related compounds |
| GB9420784D0 (en) * | 1994-10-14 | 1994-11-30 | Glaxo Group Ltd | Medicaments |
| US6194413B1 (en) * | 1995-11-13 | 2001-02-27 | Smithkline Beecham Corporation | Hemoregulatory compounds |
| PE20011081A1 (es) * | 2000-02-11 | 2001-10-22 | Vertex Pharma | Derivados de piperazina y piperidina |
| EP1546103B1 (en) * | 2002-10-03 | 2009-03-18 | Vertex Pharmaceuticals Incorporated | Piperazine and piperidine derivatives for treatment of neurological diseases |
| PT2121578T (pt) | 2007-01-12 | 2016-11-14 | Novartis Ag | Processo de preparação de ácido 5-bifenil-4-amino-2-metil-pentanoico |
| DE102008003828B3 (de) | 2008-01-10 | 2009-09-03 | Clariant International Limited | Verwendung von Salzen als Korrosionsinhibitoren mit erhöhter biologischer Abbaubarkeit und verminderter Toxizität und diese Salze |
| DE102008003826B4 (de) * | 2008-01-10 | 2010-07-22 | Clariant International Limited | Verwendung von Salzen als Korrosionsinhibitoren mit erhöhter biologischer Abbaubarkeit und verminderter Toxizität und diese Salze |
| MX2013002150A (es) | 2010-08-23 | 2013-04-03 | Novartis Ag | Proceso para la preparacion de intermediarios para la elaboracion de inhibidores de nep. |
| WO2016205348A1 (en) | 2015-06-15 | 2016-12-22 | The Children's Hospital Of Philadelphia | Methods of diagnosing and treating autism |
| WO2019143824A1 (en) * | 2018-01-18 | 2019-07-25 | Aevi Genomic Medicine, Inc. | Solid forms of fasoracetam |
| US11535604B2 (en) * | 2018-01-18 | 2022-12-27 | The Children's Hospital Of Philadelphia | Fasoracetam crystalline forms |
| GB202300833D0 (en) * | 2023-01-19 | 2023-03-08 | Nrg Therapeutics Ltd | Novel compounds |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3051722A (en) * | 1960-10-21 | 1962-08-28 | Lakeside Lab Inc | 5-pyrrolidone-2-carboxamides |
| JPS5015793B2 (is") * | 1972-06-07 | 1975-06-07 | ||
| JPS518266A (en) * | 1974-07-10 | 1976-01-23 | Sakai Chemical Industry Co | Piroridonjudotaino seizohoho |
| GB1492640A (en) * | 1975-07-08 | 1977-11-23 | Ucb Sa | L-pyroglutamyl-l-prolinamide |
| BE864269A (fr) * | 1977-03-03 | 1978-06-16 | Parke Davis & Co | Nouveaux n-(aminoalkyl substitue)-2-oxo-1-pyrrolidine-acetamides et procedes pour les produire |
| DE2924011C2 (de) * | 1979-06-13 | 1982-04-08 | A. Nattermann & Cie GmbH, 5000 Köln | Pyrrolidin-(2)-on-(1)-ylessigsäure-2,6,-dimethylanilid, Verfahren zur Herstellung und Arzneimittel, welche diese Verbindung enthalten |
| HU180925B (en) * | 1979-06-28 | 1983-05-30 | Richter Gedeon Vegyeszet | Process for producing tripeptide-amides trh-analogues,effectives on the central nerve systhem |
| JPS56147766A (en) * | 1980-04-17 | 1981-11-16 | Sakai Chem Ind Co Ltd | Preparation of lactam |
| DE3031118A1 (de) * | 1980-08-18 | 1982-04-01 | Meditest Institut für medizinisch-pharmazeutische Untersuchungen GmbH & Co KG, 7958 Laupheim | N,n'-bis(5-oxo-1-methyl-pyrrolidin-2-yl-essigsaeure)-hydrazid, verfahren zu dessen herstellung und seine verwendung als arzneimittel |
| HU184481B (en) * | 1981-10-02 | 1984-08-28 | Richter Gedeon Vegyeszet | Process for producing tripeptides for diminishing appetite |
| GB2130590B (en) * | 1982-11-10 | 1986-01-08 | Erba Farmitalia | Peptides |
| US4483991A (en) * | 1983-01-17 | 1984-11-20 | American Home Products Corporation | Hypotensive agents |
| US4525476A (en) * | 1983-05-26 | 1985-06-25 | Warner-Lambert Company | N-[1-oxo-3-(5-oxo-2-pyrrolidinyl)propyl]-alpha-aminoacids and derivatives as cognition activators |
| IT1172391B (it) * | 1983-12-23 | 1987-06-18 | Polifarma Spa | Composti tirpeptidici contenenti acido piroglutaminico e triptofano,procedimentio di produzione ed applicazioni terapeutiche |
| DE3420193A1 (de) * | 1984-05-30 | 1985-12-05 | Boehringer Ingelheim KG, 6507 Ingelheim | Neue substituierte pyrrolidinone, verfahren zu ihrer herstellung und arzneimittel |
-
1987
- 1987-01-16 FR FR8700485A patent/FR2597100A1/fr active Granted
- 1987-01-20 CH CH195/87A patent/CH675418A5/de not_active IP Right Cessation
- 1987-01-20 IT IT47545/87A patent/IT1205715B/it active
- 1987-01-20 NL NL8700119A patent/NL192304C/nl not_active IP Right Cessation
- 1987-01-20 DE DE3744947A patent/DE3744947C2/de not_active Expired - Fee Related
- 1987-01-20 ES ES8700128A patent/ES2002083A6/es not_active Expired
- 1987-01-20 DE DE19873701494 patent/DE3701494A1/de active Granted
- 1987-01-20 CA CA000527706A patent/CA1323874C/en not_active Expired - Fee Related
- 1987-01-20 SE SE8700203A patent/SE503436C2/xx not_active IP Right Cessation
- 1987-01-21 BE BE8700036A patent/BE1003248A5/fr not_active IP Right Cessation
- 1987-01-21 GB GB8701245A patent/GB2185483B/en not_active Expired - Fee Related
- 1987-09-28 FR FR8713376A patent/FR2613366A1/fr active Granted
-
1991
- 1991-02-26 US US07/661,523 patent/US5102882A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| FR2597100A1 (fr) | 1987-10-16 |
| BE1003248A5 (fr) | 1992-02-11 |
| SE8700203D0 (sv) | 1987-01-20 |
| GB8701245D0 (en) | 1987-02-25 |
| DE3701494A1 (de) | 1987-07-23 |
| ES2002083A6 (es) | 1988-07-01 |
| IT1205715B (it) | 1989-03-31 |
| FR2613366A1 (fr) | 1988-10-07 |
| GB2185483A (en) | 1987-07-22 |
| GB2185483B (en) | 1990-10-24 |
| SE503436C2 (sv) | 1996-06-17 |
| SE8700203L (sv) | 1987-07-22 |
| FR2597100B1 (is") | 1994-08-19 |
| IT8747545A0 (it) | 1987-01-20 |
| US5102882A (en) | 1992-04-07 |
| CA1323874C (en) | 1993-11-02 |
| NL192304B (nl) | 1997-01-06 |
| CH675418A5 (is") | 1990-09-28 |
| FR2613366B1 (is") | 1994-08-19 |
| DE3744947C2 (is") | 1992-07-16 |
| NL8700119A (nl) | 1987-08-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A1A | A request for search or an international-type search has been filed | ||
| BB | A search report has been drawn up | ||
| BC | A request for examination has been filed | ||
| V1 | Lapsed because of non-payment of the annual fee |
Effective date: 20000801 |