NO792301L - Fremgangsmaate for fremstilling av propiofenonderivater - Google Patents
Fremgangsmaate for fremstilling av propiofenonderivaterInfo
- Publication number
- NO792301L NO792301L NO792301A NO792301A NO792301L NO 792301 L NO792301 L NO 792301L NO 792301 A NO792301 A NO 792301A NO 792301 A NO792301 A NO 792301A NO 792301 L NO792301 L NO 792301L
- Authority
- NO
- Norway
- Prior art keywords
- preparation
- compounds
- derivatives
- propiophenon
- procedure
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 6
- 238000002360 preparation method Methods 0.000 title claims abstract description 4
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical class CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 title abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 17
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- DNXIKVLOVZVMQF-UHFFFAOYSA-N (3beta,16beta,17alpha,18beta,20alpha)-17-hydroxy-11-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-yohimban-16-carboxylic acid, methyl ester Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(C(=O)OC)C(O)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 DNXIKVLOVZVMQF-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 241000282326 Felis catus Species 0.000 description 4
- LCQMZZCPPSWADO-UHFFFAOYSA-N Reserpilin Natural products COC(=O)C1COCC2CN3CCc4c([nH]c5cc(OC)c(OC)cc45)C3CC12 LCQMZZCPPSWADO-UHFFFAOYSA-N 0.000 description 4
- QEVHRUUCFGRFIF-SFWBKIHZSA-N Reserpine Natural products O=C(OC)[C@@H]1[C@H](OC)[C@H](OC(=O)c2cc(OC)c(OC)c(OC)c2)C[C@H]2[C@@H]1C[C@H]1N(C2)CCc2c3c([nH]c12)cc(OC)cc3 QEVHRUUCFGRFIF-SFWBKIHZSA-N 0.000 description 4
- BJOIZNZVOZKDIG-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C([C]5C=CC(OC)=CC5=N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 BJOIZNZVOZKDIG-MDEJGZGSSA-N 0.000 description 4
- 229960003147 reserpine Drugs 0.000 description 4
- MDMGHDFNKNZPAU-UHFFFAOYSA-N roserpine Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(OC(C)=O)C(OC)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 MDMGHDFNKNZPAU-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 230000004872 arterial blood pressure Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 229960003054 gallamine Drugs 0.000 description 2
- 238000007912 intraperitoneal administration Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000029058 respiratory gaseous exchange Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- OZLPUNFFCJDMJD-UHFFFAOYSA-N 2-[2,3-bis[2-(triethylammonio)ethoxy]phenoxy]ethyl-triethylammonium Chemical compound CC[N+](CC)(CC)CCOC1=CC=CC(OCC[N+](CC)(CC)CC)=C1OCC[N+](CC)(CC)CC OZLPUNFFCJDMJD-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 241001631457 Cannula Species 0.000 description 1
- NNJVILVZKWQKPM-UHFFFAOYSA-N Lidocaine Chemical compound CCN(CC)CC(=O)NC1=C(C)C=CC=C1C NNJVILVZKWQKPM-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 231100000569 acute exposure Toxicity 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 230000001430 anti-depressive effect Effects 0.000 description 1
- 239000000935 antidepressant agent Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 description 1
- 210000003169 central nervous system Anatomy 0.000 description 1
- 230000002490 cerebral effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- LBAQSKZHMLAFHH-UHFFFAOYSA-N ethoxyethane;hydron;chloride Chemical compound Cl.CCOCC LBAQSKZHMLAFHH-UHFFFAOYSA-N 0.000 description 1
- 210000001105 femoral artery Anatomy 0.000 description 1
- 210000003191 femoral vein Anatomy 0.000 description 1
- REEUVFCVXKWOFE-UHFFFAOYSA-K gallamine triethiodide Chemical compound [I-].[I-].[I-].CC[N+](CC)(CC)CCOC1=CC=CC(OCC[N+](CC)(CC)CC)=C1OCC[N+](CC)(CC)CC REEUVFCVXKWOFE-UHFFFAOYSA-K 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000007928 intraperitoneal injection Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 210000003127 knee Anatomy 0.000 description 1
- 239000003589 local anesthetic agent Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 210000002569 neuron Anatomy 0.000 description 1
- 239000002858 neurotransmitter agent Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002831 pharmacologic agent Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000000506 psychotropic effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000008925 spontaneous activity Effects 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 230000000946 synaptic effect Effects 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- WRTMQOHKMFDUKX-UHFFFAOYSA-N triiodide Chemical compound I[I-]I WRTMQOHKMFDUKX-UHFFFAOYSA-N 0.000 description 1
- 229940072358 xylocaine Drugs 0.000 description 1
Classifications
-
- 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
- C07C45/004—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with organometalhalides
-
- 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
- A61P25/24—Antidepressants
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Psychiatry (AREA)
- Neurology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pain & Pain Management (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7820941A FR2430933A1 (fr) | 1978-07-13 | 1978-07-13 | Derives de propiophenone et leur application en therapeutique |
Publications (1)
Publication Number | Publication Date |
---|---|
NO792301L true NO792301L (no) | 1980-01-15 |
Family
ID=9210717
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO792301A NO792301L (no) | 1978-07-13 | 1979-07-11 | Fremgangsmaate for fremstilling av propiofenonderivater |
Country Status (10)
Country | Link |
---|---|
EP (1) | EP0007843A1 (xx) |
JP (1) | JPS5522670A (xx) |
AU (1) | AU4890979A (xx) |
DK (1) | DK294379A (xx) |
FI (1) | FI792177A (xx) |
FR (1) | FR2430933A1 (xx) |
IL (1) | IL57780A0 (xx) |
NO (1) | NO792301L (xx) |
PT (1) | PT69912A (xx) |
ZA (1) | ZA793529B (xx) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2553408B1 (fr) * | 1983-10-14 | 1986-11-28 | Lafon Labor | Derives de 1-(4-acetylaminophenyl)-2-amino-propanone, leur utilisation en therapeutique et leur procede de preparation |
IN182588B (xx) | 1998-05-12 | 1999-05-08 | Sun Pharmaceutical Ind Ltd | |
CA2758774C (en) | 2009-04-15 | 2015-02-03 | Research Triangle Institute | Monoamine reuptake inhibitors |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR3590M (fr) * | 1963-08-08 | 1965-10-04 | Richardson Merrell Inc | Alpha-(dialcoylamino) trifluorométhylpropiophénones. |
BE759838A (fr) * | 1969-12-04 | 1971-06-03 | Wellcome Found | Cetones a activite biologique |
-
1978
- 1978-07-13 FR FR7820941A patent/FR2430933A1/fr active Granted
-
1979
- 1979-07-10 EP EP79400473A patent/EP0007843A1/fr not_active Withdrawn
- 1979-07-11 FI FI792177A patent/FI792177A/fi not_active Application Discontinuation
- 1979-07-11 NO NO792301A patent/NO792301L/no unknown
- 1979-07-12 PT PT69912A patent/PT69912A/pt unknown
- 1979-07-12 IL IL57780A patent/IL57780A0/xx unknown
- 1979-07-12 JP JP8918179A patent/JPS5522670A/ja active Pending
- 1979-07-12 DK DK294379A patent/DK294379A/da unknown
- 1979-07-13 ZA ZA00793529A patent/ZA793529B/xx unknown
- 1979-07-13 AU AU48909/79A patent/AU4890979A/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
FI792177A (fi) | 1980-01-14 |
IL57780A0 (en) | 1979-11-30 |
DK294379A (da) | 1980-01-14 |
JPS5522670A (en) | 1980-02-18 |
PT69912A (fr) | 1979-08-01 |
AU4890979A (en) | 1980-01-31 |
ZA793529B (en) | 1980-07-30 |
EP0007843A1 (fr) | 1980-02-06 |
FR2430933B1 (xx) | 1980-12-05 |
FR2430933A1 (fr) | 1980-02-08 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP3838899A1 (en) | 3-aryloxyl-3-five-membered heteroaryl propylamine compound and use thereof | |
HU197019B (en) | Process for producing thiqzolo (4,5-c) quinoline derivatives and pharmaceuticals comprising same | |
NO314726B1 (no) | Substituerte isokinoliner, anvendelse og fremgangsmåte for fremstilling derav samt farmasöytisk blanding | |
JPS62167767A (ja) | デカヒドロキノリンの新誘導体、それらの製造法及び薬剤 | |
SU1241986A3 (ru) | Способ получени производных бензамида,их гидрохлоридов или оптических изомеров | |
EP0001115A2 (de) | 2-Bromergosin und seine Säureadditionssalze, Verfahren zu deren Herstellung sowie deren Verwendung als Heilmittel | |
JPS58501724A (ja) | 2−ヒドロキシプロピルアミンアリ−ルエステル誘導体 | |
AU2020276005B2 (en) | 3-aryloxyl-3-five-membered heteroaryl propylamine compound, and crystal form and use thereof | |
US4528289A (en) | Corynantheine derivates, processes for their preparation, and their use | |
CA3140231C (en) | 3-aryloxyl-3-five-membered heteroaryl-propylamine compound, and crystal form and use thereof | |
HU184859B (en) | Process for producing new 1-figure bracket-square bracket-bracket-alkoxy-carbonyl-bracket closed-alkyl-square bracket closed-amino-figure bracket closed-3-bracket-substituted phenoxy-bracket closed-2-propanol derivatives | |
US4034113A (en) | Treatment of senile geriatric patients to restore performance | |
NO792301L (no) | Fremgangsmaate for fremstilling av propiofenonderivater | |
NO833217L (no) | Isokinolinderivater, fremgangsmaate til deres fremstilling, farmasoeytiske preparater paa basis av disse forbindelser og deres anvendelse | |
SU1468424A3 (ru) | Способ получени производных гидантоина | |
JPH01268634A (ja) | 心臓不整脈治療用医薬の製造でのキノリジンとキノリジノン誘導体の用途 | |
PL137716B1 (en) | Process for preparing derivatives of imidazoline | |
US3966731A (en) | 2-Fluoromethyl-3-o-tolyl-6-amino-4(3H)-quinazolinone | |
NL8800412A (nl) | Piperazinecarbonzuurderivaat, bereiding ervan en farmaceutische preparaten die het bevatten. | |
US5288898A (en) | N-methylphenylserine alkyl ester derivatives and uses thereof | |
JPH02108688A (ja) | キノリン化合物 | |
FI61182B (fi) | Foerfarande foer framstaellning av farmaceutiskt aktiva butylaminderivat | |
US4128555A (en) | 3-Phenoxypyridine monosulfate and a method for its production | |
US4173636A (en) | Decahydroquinolines, pharmaceutical compositions and methods of use | |
DE2734270C2 (xx) |