FI63227C - Foerfarande foer framstaellning av nya terapeutiskt anvaendbara n-(2-(2-furyl)-etyl)-aminderivat - Google Patents
Foerfarande foer framstaellning av nya terapeutiskt anvaendbara n-(2-(2-furyl)-etyl)-aminderivat Download PDFInfo
- Publication number
- FI63227C FI63227C FI763715A FI763715A FI63227C FI 63227 C FI63227 C FI 63227C FI 763715 A FI763715 A FI 763715A FI 763715 A FI763715 A FI 763715A FI 63227 C FI63227 C FI 63227C
- Authority
- FI
- Finland
- Prior art keywords
- formula
- furyl
- amine
- methyl
- defined above
- Prior art date
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- -1 2- (2-FURYL) -ETHYL Chemical class 0.000 title claims description 21
- 238000000034 method Methods 0.000 title claims description 16
- 235000016709 nutrition Nutrition 0.000 title 1
- 230000001225 therapeutic effect Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 39
- 238000006243 chemical reaction Methods 0.000 claims description 24
- 150000001412 amines Chemical class 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 16
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 15
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 6
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 claims description 6
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 5
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims description 3
- IJNJLGFTSIAHEA-UHFFFAOYSA-N prop-2-ynal Chemical compound O=CC#C IJNJLGFTSIAHEA-UHFFFAOYSA-N 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000002130 sulfonic acid ester group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 66
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- 239000000243 solution Substances 0.000 description 27
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- SSCHZOMNWLPYEA-UHFFFAOYSA-N n-(2-phenylethyl)prop-1-yn-1-amine Chemical class CC#CNCCC1=CC=CC=C1 SSCHZOMNWLPYEA-UHFFFAOYSA-N 0.000 description 1
- JTKKOAUBTKWHKV-UHFFFAOYSA-N n-(furan-2-ylmethyl)-n-methylprop-2-yn-1-amine Chemical compound C#CCN(C)CC1=CC=CO1 JTKKOAUBTKWHKV-UHFFFAOYSA-N 0.000 description 1
- RUAOEVHOQHQGPB-UHFFFAOYSA-N n-[2-(furan-2-yl)ethyl]-n-methylprop-1-yn-1-amine Chemical compound CC#CN(C)CCC1=CC=CO1 RUAOEVHOQHQGPB-UHFFFAOYSA-N 0.000 description 1
- HYEMKESJFDYKJW-UHFFFAOYSA-N n-[2-(furan-2-yl)ethyl]-n-methylprop-2-yn-1-amine Chemical compound C#CCN(C)CCC1=CC=CO1 HYEMKESJFDYKJW-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- DDBREPKUVSBGFI-UHFFFAOYSA-N phenobarbital Chemical compound C=1C=CC=CC=1C1(CC)C(=O)NC(=O)NC1=O DDBREPKUVSBGFI-UHFFFAOYSA-N 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000011533 pre-incubation Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 description 1
- 229960003147 reserpine Drugs 0.000 description 1
- 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 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 229960003732 tyramine Drugs 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Immunology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Transplantation (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU75CI1632A HU174692B (hu) | 1975-12-29 | 1975-12-29 | Sposob poluchenija vtorichnykh i tretichnykh proizvodnyk 2-/2-furil/-ehtilamina |
| HUCI001632 | 1975-12-29 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI763715A7 FI763715A7 (enrdf_load_stackoverflow) | 1977-06-30 |
| FI63227B FI63227B (fi) | 1983-01-31 |
| FI63227C true FI63227C (fi) | 1983-05-10 |
Family
ID=10994595
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI763715A FI63227C (fi) | 1975-12-29 | 1976-12-28 | Foerfarande foer framstaellning av nya terapeutiskt anvaendbara n-(2-(2-furyl)-etyl)-aminderivat |
Country Status (24)
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1031425A (en) * | 1962-03-30 | 1966-06-02 | Chinoin Gyogyszer Es Vegyeszet | New aralkylamines and their preparation |
-
1975
- 1975-12-29 HU HU75CI1632A patent/HU174692B/hu not_active IP Right Cessation
-
1976
- 1976-12-22 IL IL51145A patent/IL51145A/xx unknown
- 1976-12-22 DE DE19762658064 patent/DE2658064A1/de active Granted
- 1976-12-22 SE SE7614473A patent/SE429654B/xx not_active IP Right Cessation
- 1976-12-23 GB GB53734/76A patent/GB1570209A/en not_active Expired
- 1976-12-23 AT AT957376A patent/AT361460B/de not_active IP Right Cessation
- 1976-12-24 FR FR7639108A patent/FR2336928A1/fr active Granted
- 1976-12-24 ES ES454581A patent/ES454581A1/es not_active Expired
- 1976-12-25 EG EG790/76A patent/EG12514A/xx active
- 1976-12-27 YU YU03145/76A patent/YU314576A/xx unknown
- 1976-12-27 JP JP15666076A patent/JPS5283359A/ja active Granted
- 1976-12-28 IN IN2269/CAL/1976A patent/IN145292B/en unknown
- 1976-12-28 BE BE173664A patent/BE849892A/xx not_active IP Right Cessation
- 1976-12-28 DD DD7600201731A patent/DD131853A1/xx not_active IP Right Cessation
- 1976-12-28 DD DD7600201725A patent/DD131748A1/xx unknown
- 1976-12-28 GR GR52486A patent/GR62443B/el unknown
- 1976-12-28 FI FI763715A patent/FI63227C/fi not_active IP Right Cessation
- 1976-12-28 DK DK584376A patent/DK584376A/da not_active Application Discontinuation
- 1976-12-28 NL NL7614474A patent/NL7614474A/xx not_active Application Discontinuation
- 1976-12-28 DD DD7600196653A patent/DD129327A1/xx not_active IP Right Cessation
- 1976-12-28 CH CH1640476A patent/CH630620A5/de not_active IP Right Cessation
- 1976-12-28 SU SU762433999A patent/SU741796A3/ru active
- 1976-12-29 AR AR266039A patent/AR215610A1/es active
- 1976-12-29 CS CS768751A patent/CS216166B2/cs unknown
- 1976-12-29 PL PL1976216741A patent/PL111945B1/pl unknown
- 1976-12-29 PL PL1976194802A patent/PL112123B1/pl unknown
- 1976-12-29 CA CA268,811A patent/CA1108163A/en not_active Expired
- 1976-12-29 PL PL1976216742A patent/PL113903B1/pl unknown
- 1976-12-29 CS CS775087A patent/CS216167B2/cs unknown
-
1977
- 1977-01-01 AR AR269091D patent/AR221212A1/es active
- 1977-09-05 AR AR269092A patent/AR218263A1/es active
-
1978
- 1978-01-11 SU SU782565000A patent/SU847918A3/ru active
- 1978-01-11 SU SU782565049A patent/SU795473A3/ru active
- 1978-08-23 AR AR273404A patent/AR217703A1/es active
- 1978-09-22 SU SU782665546A patent/SU845784A3/ru active
-
1979
- 1979-05-10 SU SU792764351A patent/SU932990A3/ru active
-
1981
- 1981-01-21 CH CH38281A patent/CH633285A5/de not_active IP Right Cessation
- 1981-01-21 CH CH38181A patent/CH633284A5/de not_active IP Right Cessation
-
1982
- 1982-07-08 YU YU01488/82A patent/YU148882A/xx unknown
- 1982-07-08 YU YU01489/82A patent/YU148982A/xx unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed | ||
| MM | Patent lapsed |
Owner name: CHINOIN GYOGUSZER ES VEGYESZETI TERMEKEK |