NL1015043C2 - Gebruik van N-anisol-gamma-aminoboterzuur of p-methoxybenzoÙzuur in geneesmiddelen. - Google Patents
Gebruik van N-anisol-gamma-aminoboterzuur of p-methoxybenzoÙzuur in geneesmiddelen. Download PDFInfo
- Publication number
- NL1015043C2 NL1015043C2 NL1015043A NL1015043A NL1015043C2 NL 1015043 C2 NL1015043 C2 NL 1015043C2 NL 1015043 A NL1015043 A NL 1015043A NL 1015043 A NL1015043 A NL 1015043A NL 1015043 C2 NL1015043 C2 NL 1015043C2
- Authority
- NL
- Netherlands
- Prior art keywords
- anisoyl
- gaba
- methoxybenzoic acid
- pharmaceutical composition
- ach
- Prior art date
Links
- ZEYHEAKUIGZSGI-UHFFFAOYSA-N 4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 title claims description 31
- 229960003692 gamma aminobutyric acid Drugs 0.000 title claims description 4
- 229940079593 drug Drugs 0.000 title description 9
- 239000003814 drug Substances 0.000 title description 9
- DZTVZKSCFQIBMV-UHFFFAOYSA-N 4-[(4-methoxybenzoyl)amino]butanoic acid Chemical compound COC1=CC=C(C(=O)NCCCC(O)=O)C=C1 DZTVZKSCFQIBMV-UHFFFAOYSA-N 0.000 claims description 32
- OIPILFWXSMYKGL-UHFFFAOYSA-N acetylcholine Chemical compound CC(=O)OCC[N+](C)(C)C OIPILFWXSMYKGL-UHFFFAOYSA-N 0.000 claims description 26
- 229960004373 acetylcholine Drugs 0.000 claims description 26
- 239000008194 pharmaceutical composition Substances 0.000 claims description 12
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 9
- 208000019116 sleep disease Diseases 0.000 claims description 8
- 230000006399 behavior Effects 0.000 claims description 7
- 208000035475 disorder Diseases 0.000 claims description 7
- 230000033764 rhythmic process Effects 0.000 claims description 6
- 230000006793 arrhythmia Effects 0.000 claims description 5
- 206010003119 arrhythmia Diseases 0.000 claims description 5
- 230000002490 cerebral effect Effects 0.000 claims description 5
- 239000000203 mixture Substances 0.000 description 26
- 241000700159 Rattus Species 0.000 description 16
- ZXNRTKGTQJPIJK-UHFFFAOYSA-N aniracetam Chemical compound C1=CC(OC)=CC=C1C(=O)N1C(=O)CCC1 ZXNRTKGTQJPIJK-UHFFFAOYSA-N 0.000 description 15
- 230000000694 effects Effects 0.000 description 12
- 210000004556 brain Anatomy 0.000 description 11
- 229960000793 aniracetam Drugs 0.000 description 10
- 241001465754 Metazoa Species 0.000 description 8
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- 238000012360 testing method Methods 0.000 description 8
- 230000003935 attention Effects 0.000 description 6
- 230000001713 cholinergic effect Effects 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
- 230000000454 anti-cipatory effect Effects 0.000 description 5
- 239000000969 carrier Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000011706 wistar kyoto rat Methods 0.000 description 5
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000002775 capsule Substances 0.000 description 4
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- LQIAZOCLNBBZQK-UHFFFAOYSA-N 1-(1,2-Diphosphanylethyl)pyrrolidin-2-one Chemical compound PCC(P)N1CCCC1=O LQIAZOCLNBBZQK-UHFFFAOYSA-N 0.000 description 3
- 229920002261 Corn starch Polymers 0.000 description 3
- 229920003085 Kollidon® CL Polymers 0.000 description 3
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- 238000001035 drying Methods 0.000 description 3
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- 235000019359 magnesium stearate Nutrition 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 230000037023 motor activity Effects 0.000 description 3
- 210000002442 prefrontal cortex Anatomy 0.000 description 3
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 3
- 230000002269 spontaneous effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 208000024891 symptom Diseases 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- XHQZJYCNDZAGLW-UHFFFAOYSA-N 3-methoxybenzoic acid Chemical compound COC1=CC=CC(C(O)=O)=C1 XHQZJYCNDZAGLW-UHFFFAOYSA-N 0.000 description 2
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- 235000016709 nutrition Nutrition 0.000 description 2
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- 0 **(C1)(*2)C1CC2S(*)C1*C1 Chemical compound **(C1)(*2)C1CC2S(*)C1*C1 0.000 description 1
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- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 206010021033 Hypomenorrhoea Diseases 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- PIJVFDBKTWXHHD-UHFFFAOYSA-N Physostigmine Natural products C12=CC(OC(=O)NC)=CC=C2N(C)C2C1(C)CCN2C PIJVFDBKTWXHHD-UHFFFAOYSA-N 0.000 description 1
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- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
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- 230000008499 blood brain barrier function Effects 0.000 description 1
- 210000001218 blood-brain barrier Anatomy 0.000 description 1
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- 210000003710 cerebral cortex Anatomy 0.000 description 1
- 210000002932 cholinergic neuron Anatomy 0.000 description 1
- 230000002301 combined effect Effects 0.000 description 1
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- 230000007812 deficiency Effects 0.000 description 1
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- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000002532 enzyme inhibitor Substances 0.000 description 1
- 230000000763 evoking effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 230000002489 hematologic effect Effects 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 210000001320 hippocampus Anatomy 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- -1 invert sugar Substances 0.000 description 1
- 229960004903 invert sugar Drugs 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 230000013016 learning Effects 0.000 description 1
- 231100000225 lethality Toxicity 0.000 description 1
- 210000005171 mammalian brain Anatomy 0.000 description 1
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- 238000001690 micro-dialysis Methods 0.000 description 1
- 230000008450 motivation Effects 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 210000000478 neocortex Anatomy 0.000 description 1
- 230000000926 neurological effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ILUJQPXNXACGAN-UHFFFAOYSA-N ortho-methoxybenzoic acid Natural products COC1=CC=CC=C1C(O)=O ILUJQPXNXACGAN-UHFFFAOYSA-N 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000010412 perfusion Effects 0.000 description 1
- 229960001697 physostigmine Drugs 0.000 description 1
- PIJVFDBKTWXHHD-HIFRSBDPSA-N physostigmine Chemical compound C12=CC(OC(=O)NC)=CC=C2N(C)[C@@H]2[C@@]1(C)CCN2C PIJVFDBKTWXHHD-HIFRSBDPSA-N 0.000 description 1
- 210000004129 prosencephalon Anatomy 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
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- 150000003839 salts Chemical class 0.000 description 1
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- 239000008107 starch Substances 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/192—Carboxylic acids, e.g. valproic acid having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Psychology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99108223 | 1999-04-27 | ||
| EP99108223 | 1999-04-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NL1015043A1 NL1015043A1 (nl) | 2000-10-30 |
| NL1015043C2 true NL1015043C2 (nl) | 2001-03-30 |
Family
ID=8238054
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL1015043A NL1015043C2 (nl) | 1999-04-27 | 2000-04-27 | Gebruik van N-anisol-gamma-aminoboterzuur of p-methoxybenzoÙzuur in geneesmiddelen. |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US20030073744A1 (es) |
| JP (1) | JP2000309529A (es) |
| KR (1) | KR100372906B1 (es) |
| CN (1) | CN1277019A (es) |
| AR (1) | AR023763A1 (es) |
| AT (1) | AT408836B (es) |
| AU (1) | AU3011300A (es) |
| BE (1) | BE1013314A3 (es) |
| BR (1) | BR0002381A (es) |
| CA (1) | CA2307022A1 (es) |
| DE (1) | DE10020237A1 (es) |
| DK (1) | DK200000687A (es) |
| ES (1) | ES2176078A1 (es) |
| FI (1) | FI20000977A (es) |
| FR (1) | FR2792833B1 (es) |
| GB (1) | GB2351662A (es) |
| GR (1) | GR1003591B (es) |
| IE (1) | IE20000308A1 (es) |
| IT (1) | IT1318490B1 (es) |
| NL (1) | NL1015043C2 (es) |
| PT (1) | PT102456B (es) |
| SE (1) | SE0001499L (es) |
| TR (1) | TR200001133A2 (es) |
| ZA (1) | ZA200002041B (es) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5273731B2 (ja) * | 2009-08-11 | 2013-08-28 | 独立行政法人産業技術総合研究所 | 生体リズムの制御剤 |
| CN111629602A (zh) * | 2018-11-13 | 2020-09-04 | 黄华成 | 一种氨基酸的酰基化衍生物在制备动物饲料添加剂中的应用 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CU21107A3 (es) * | 1978-02-10 | 1988-02-01 | Hoffmann La Roche | Pyrrolidines derivatives |
| JPH1081607A (ja) * | 1996-09-06 | 1998-03-31 | Kamiyama:Kk | 抗菌剤 |
| JPH1081626A (ja) * | 1996-09-06 | 1998-03-31 | Kamiyama:Kk | チロシナーゼ活性阻害剤 |
-
2000
- 2000-04-21 FR FR0005180A patent/FR2792833B1/fr not_active Expired - Fee Related
- 2000-04-21 IT IT2000MI000914A patent/IT1318490B1/it active
- 2000-04-24 JP JP2000121904A patent/JP2000309529A/ja active Pending
- 2000-04-24 KR KR10-2000-0021630A patent/KR100372906B1/ko not_active IP Right Cessation
- 2000-04-24 GR GR20000100145A patent/GR1003591B/el unknown
- 2000-04-25 AR ARP000101934A patent/AR023763A1/es not_active Application Discontinuation
- 2000-04-25 DK DK200000687A patent/DK200000687A/da not_active Application Discontinuation
- 2000-04-25 ZA ZA200002041A patent/ZA200002041B/xx unknown
- 2000-04-25 IE IE20000308A patent/IE20000308A1/en not_active IP Right Cessation
- 2000-04-25 AT AT0071600A patent/AT408836B/de not_active IP Right Cessation
- 2000-04-25 DE DE10020237A patent/DE10020237A1/de not_active Withdrawn
- 2000-04-25 GB GB0010049A patent/GB2351662A/en not_active Withdrawn
- 2000-04-26 CA CA002307022A patent/CA2307022A1/en not_active Abandoned
- 2000-04-26 BR BR0002381-7A patent/BR0002381A/pt not_active IP Right Cessation
- 2000-04-26 BE BE2000/0294A patent/BE1013314A3/fr not_active IP Right Cessation
- 2000-04-26 ES ES200001063A patent/ES2176078A1/es active Pending
- 2000-04-26 TR TR2000/01133A patent/TR200001133A2/xx unknown
- 2000-04-26 PT PT102456A patent/PT102456B/pt not_active IP Right Cessation
- 2000-04-26 FI FI20000977A patent/FI20000977A/fi not_active IP Right Cessation
- 2000-04-26 AU AU30113/00A patent/AU3011300A/en not_active Abandoned
- 2000-04-26 SE SE0001499A patent/SE0001499L/ unknown
- 2000-04-27 NL NL1015043A patent/NL1015043C2/nl not_active IP Right Cessation
- 2000-04-27 CN CN00118155A patent/CN1277019A/zh active Pending
-
2002
- 2002-12-04 US US10/309,434 patent/US20030073744A1/en not_active Abandoned
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