JPS6245870B2 - - Google Patents
Info
- Publication number
- JPS6245870B2 JPS6245870B2 JP55019289A JP1928980A JPS6245870B2 JP S6245870 B2 JPS6245870 B2 JP S6245870B2 JP 55019289 A JP55019289 A JP 55019289A JP 1928980 A JP1928980 A JP 1928980A JP S6245870 B2 JPS6245870 B2 JP S6245870B2
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- group
- methoxy
- acetylergoline
- hydrogen atom
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 claims description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical group CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 4
- -1 (4'-phenylpiperazino)acetylergoline Chemical compound 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 239000002249 anxiolytic agent Substances 0.000 claims description 2
- 230000000949 anxiolytic effect Effects 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
- 230000000701 neuroleptic effect Effects 0.000 claims 1
- KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 description 3
- 229940025084 amphetamine Drugs 0.000 description 3
- 230000008485 antagonism Effects 0.000 description 3
- 230000002631 hypothermal effect Effects 0.000 description 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- 241000699670 Mus sp. Species 0.000 description 2
- 206010003591 Ataxia Diseases 0.000 description 1
- 206010021118 Hypotonia Diseases 0.000 description 1
- 206010022998 Irritability Diseases 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 229940005530 anxiolytics Drugs 0.000 description 1
- 230000006399 behavior Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000036640 muscle relaxation Effects 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- UNEIHNMKASENIG-UHFFFAOYSA-N para-chlorophenylpiperazine Chemical compound C1=CC(Cl)=CC=C1N1CCNCC1 UNEIHNMKASENIG-UHFFFAOYSA-N 0.000 description 1
- MRDGZSKYFPGAKP-UHFFFAOYSA-N para-methoxyphenylpiperazine Chemical compound C1=CC(OC)=CC=C1N1CCNCC1 MRDGZSKYFPGAKP-UHFFFAOYSA-N 0.000 description 1
- YZTJYBJCZXZGCT-UHFFFAOYSA-N phenylpiperazine Chemical compound C1CNCCN1C1=CC=CC=C1 YZTJYBJCZXZGCT-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 238000010825 rotarod performance test Methods 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 230000001624 sedative effect Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/02—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hydrocarbon or substituted hydrocarbon radicals, attached in position 8
-
- 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
- A61P25/20—Hypnotics; Sedatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Anesthesiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7906023 | 1979-02-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55113779A JPS55113779A (en) | 1980-09-02 |
| JPS6245870B2 true JPS6245870B2 (zh) | 1987-09-29 |
Family
ID=10503318
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1928980A Granted JPS55113779A (en) | 1979-02-20 | 1980-02-20 | 8 betaaacetylergoline derivative*its manufacture*medicine composition containing it and having antidepressive and neuroleptic activity |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS55113779A (zh) |
| BE (1) | BE879822A (zh) |
| DE (1) | DE3000901A1 (zh) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2550477B2 (ja) * | 1994-05-27 | 1996-11-06 | 株式会社オーケープリント | メモリ装置用部品取付板およびメモリユニット |
| WO2019215791A1 (ja) | 2018-05-07 | 2019-11-14 | 株式会社ニューロシューティカルズ | 医療用チューブ位置確認システム |
| WO2020059087A1 (ja) | 2018-09-20 | 2020-03-26 | 株式会社ニューロシューティカルズ | 医療用チューブ位置確認システム |
| WO2021084700A1 (ja) | 2019-10-31 | 2021-05-06 | 株式会社ニューロシューティカルズ | 医療用チューブ位置確認システム |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8501078D0 (en) * | 1985-01-16 | 1985-02-20 | Erba Farmitalia | Piperazin-1-yl-ergo-line derivatives |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6818658A (zh) * | 1968-01-18 | 1969-07-22 | ||
| GB1580448A (en) * | 1976-12-06 | 1980-12-03 | Farmaceutici Italia | 8 -acetyl-6-methyl-ergoline i derivatives |
-
1979
- 1979-11-05 BE BE0/197964A patent/BE879822A/fr not_active IP Right Cessation
-
1980
- 1980-01-11 DE DE19803000901 patent/DE3000901A1/de not_active Withdrawn
- 1980-02-20 JP JP1928980A patent/JPS55113779A/ja active Granted
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2550477B2 (ja) * | 1994-05-27 | 1996-11-06 | 株式会社オーケープリント | メモリ装置用部品取付板およびメモリユニット |
| WO2019215791A1 (ja) | 2018-05-07 | 2019-11-14 | 株式会社ニューロシューティカルズ | 医療用チューブ位置確認システム |
| WO2020059087A1 (ja) | 2018-09-20 | 2020-03-26 | 株式会社ニューロシューティカルズ | 医療用チューブ位置確認システム |
| WO2021084700A1 (ja) | 2019-10-31 | 2021-05-06 | 株式会社ニューロシューティカルズ | 医療用チューブ位置確認システム |
| EP4052692A1 (en) | 2019-10-31 | 2022-09-07 | Otsuka Pharmaceutical Factory, Inc. | Medical tube position confirmation system |
Also Published As
| Publication number | Publication date |
|---|---|
| BE879822A (fr) | 1980-03-03 |
| JPS55113779A (en) | 1980-09-02 |
| DE3000901A1 (de) | 1980-08-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU667107B2 (en) | Thiazolylvinylphenyl derivatives | |
| WO2006011466A1 (ja) | Mek阻害物質としての５－置換－２－フェニルアミノ－ベンズアミド類 | |
| EP0022078B1 (de) | Pyrazolochinoline, Verfahren zu ihrer Herstellung, und pharmazeutische Präparate enthaltend diese Verbindungen | |
| SU999972A3 (ru) | Способ получени производных пиридо-(1,2-а) пиримидина или их фармацевтически приемлемых солей,или их оптически активных изомеров | |
| EP0198456A2 (en) | 1,7-Naphthyridine derivatives and medicinal preparations containing same | |
| DE69105572T2 (de) | 4-Phenylphthalazin-Derivate. | |
| EP0008645B1 (de) | Alkoxyphenylpyrrolidone, Verfahren zu ihrer Herstellung und Arzneimittel auf Basis dieser Verbindungen | |
| JPS63290868A (ja) | ジケトピペラジン誘導体およびその塩類 | |
| US4450275A (en) | Cyclic iminocarboxylic acid derivatives | |
| CA2214744C (en) | 3-(bis-substituted phenylmethylene)oxindole derivatives | |
| JPS6245870B2 (zh) | ||
| US4109088A (en) | 2-(indenyloxymethyl) morpholine derivatives | |
| EP0093945B1 (en) | 1,4-dihydropyridine derivatives | |
| US4153796A (en) | Hydrazino derivatives of 1H-pyrazolo(3,4-b)-pyridine-5-carboxamides | |
| US4237135A (en) | 2-(4-Ethyl-1-piperazinyl)-4-phenylquinoline, process for preparation thereof, and composition thereof | |
| CS208463B2 (en) | Method of making the 4-/n-acetyl/amino-tetrahydro-1,3,5-triazine-2,6-dions | |
| JPH05117273A (ja) | 医薬化合物 | |
| HU179391B (en) | Process for producing thiasolo-square bracket-2,3-b-square bracket closed-quinasoline derivatives | |
| IL103229A (en) | History of imidazolylmethyl-pyridine, their preparation and pharmaceutical preparations containing them | |
| US4452982A (en) | Process for the preparation of nitrogen-bridgehead condensed pyrimidine compounds, and pharmaceutical compositions containing them | |
| JPS60226878A (ja) | ３−アミノ−１−（４，５，６，７−テトラヒドロベンゾチアゾリル）−２−ピラゾリン類およびその製法 | |
| HU195810B (en) | Process for preparing new 8alpha-acyl-amino-ergoline derivatives and pharmaceutical compositions containing such compounds | |
| HU190497B (en) | Process for producing pyridyl-alkyl-nitrates and compositions containing them | |
| HU206090B (en) | Process for producing new 1-phenyl-1,4-dihydro-3-amino-4-oxopyridazine derivatives and pharmaceutical compositions comprising such compounds as active ingredient | |
| US4195179A (en) | 5-(Indol-3-ylmethylene)-1,3-dimethyl-2-methylamino-4-imidazolidinone |