PL145084B1 - Method of obtaining novel derivatives of iminotriazolidine - Google Patents
Method of obtaining novel derivatives of iminotriazolidine Download PDFInfo
- Publication number
- PL145084B1 PL145084B1 PL1985257822A PL25782285A PL145084B1 PL 145084 B1 PL145084 B1 PL 145084B1 PL 1985257822 A PL1985257822 A PL 1985257822A PL 25782285 A PL25782285 A PL 25782285A PL 145084 B1 PL145084 B1 PL 145084B1
- Authority
- PL
- Poland
- Prior art keywords
- formula
- group
- pharmacologically acceptable
- acid addition
- acceptable acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 9
- SPVUTPXQYRIEBA-UHFFFAOYSA-N 2,5-dihydro-1h-triazol-4-amine Chemical class NC1=NNNC1 SPVUTPXQYRIEBA-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 239000000758 substrate Substances 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings 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
- C07D277/18—Nitrogen atoms
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
- A61P25/16—Anti-Parkinson drugs
-
- 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)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Description
Przedmiotem wynalazku jest sposób wytwarzania nowych pochodnych imlnotlazolldyny* Po¬ chodne 2-imino-i-/o-nitrofenylo/-imidazolldyny przedstawiono w wegierskim opisie patentowym nr 1640349 a w wegierskim opisie patentowym nr 164035 opisano synteze pochodnych 2-lmlno-l- -/o-amlnofenylo/-imidazolldyny« T*Hune i wspólpracownicy /~Chem PL PL
Claims (1)
1. Zastrzezenia patentowe 1* Sposób wytwarzania nowych pochodnych imlnotiazolldyny o ogólnym wzorze 1, w którym i 2 R 1 R oznaozaja niezaleznie atom wodoru lub nizsza grupe alkilowa, R oznacza atom chlo¬ rowca, nizsza grupe alkilowa, grupe chlorowcoalkllowa, grupe nitrowa, grupe aminowa, grupe hydroksylowa, nizsza grupe aikoksylowa, grupe karboksylowa lub nizsza grupe alkoksykarbo- nylowa, zas n oznacza zero, 1 lub 2, oraz farmakologicznie dopuszczalnych soli addycyjnych tych zwiazków z kwasami, znamienny tym, ze redukuje sie zwiazek o ogólnym wzo- 1 2 rze 2, w którym R , R , R i n maja wyzej podane znaczenie, po czym powstaly zwiazek o ogól¬ nym wzorze 1 ewentualnie przeprowadza sie w farmakologicznie dopuszczalna sol addycyjna z kwasem* 2* Sposób wedlug zastrz* 1, znamienny tym, ze redukcje prowadzi sie uwo¬ dorniajac katalitycznie* 3* Sposób wedlug zastrz* 2, znamienny t y m, ze stosuje sie katalizator pal¬ ladowy, 4* Sposób wedlug zastrz* 1,znamienny tym, ze jako substrat stosuje sie zwiazek o wzorze 2, w którym pierscien fenyIowy podstawiony jest grupa nitrowa w pozycji 2 wzgledem atomu wegla zwiazanego z pierscieniem tlazolidyny* 5* Sposób wedlug zastrz* 1, znamienny tym, ze jako substrat stosuje sie / i 2 zwiazek o wzorze 2, w którym R IR oznaczaja atom wodoru lub grupe metylowa, R oznacza atom chloru albo grupe trójfluorometylowa, metoksylowa lub metylowa, zas n oznacza zero lub 1* 6* Sposób wedlug zastrz* 1,znamienny tym, ze w przypadku wytwarzania 3-2 -amino-4 - chlorofenylo/-2-iminotlazolldyny 1 jej farmakologicznie dopuszczalnych soli z kwasami, redukuje sie 3-/2 - nitro-4 -chlorofenylo/-2-imlnotlazolldyne* 7* Sposób wedlug zastrz* 1,znamienny tym, ze w przypadku wytwarzania 3-/2 -amlno-4 -ohlorofenylo/-2-lmlno-5-metylotlazolidyny 1 jej farmakologicznie dopuszczal¬ nych soli addycyjnych z kwasami redukuje sie 3-/2-nltro-4-chlorofenylo/-2-lmlno-5-netylo- tlazolldyne* 8* Sposób wedlug zastrz* 1,znamienny tym, ze w przypadku wytwarzania 3-/2*-amino-4 -metylofenylo/-2-lmlnotlazolidyny 1 jej farmakologicznie dopuszczalnych soli addycyjnych z kwasami redukuje sie 3-/2%-nltro-4*-metylofenylo/-2-iminotiazolidyne*.145 084 /^N S (R)n H R' R2 fliórl R1 R2 .Wzór 2 OoN CR)n R1 SCN 0*N Wzór 3 (R)n Wzór 4 IW-NH2 R1 R* IflzórSa HNHrNH Wzór 5b OoN ^ R1 li * 7 CR)n H l R2 /raV£ r<^ R' W^l.I .c.^^ ,e VVS-C^ " z Wh H R2 * Uitr 7 NH, <¥<-^DL 7^1 (R)n Wzór 8 NhL (R)n NH n iTs R1 z^ySCN R2 Wzór 9 R1 R2 0,N R1 ii i s (R)n H R2 /tzcr// NO; Pi ^ X H2N-CH-CH-SH Wzór 13 (R)n PL PL PL
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU841581A HU191408B (en) | 1984-04-25 | 1984-04-25 | Process for preparing new imino-thiazolidine derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
PL145084B1 true PL145084B1 (en) | 1988-08-31 |
Family
ID=10955127
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PL1985257821A PL144860B1 (en) | 1984-04-25 | 1985-04-25 | Method of obtaining novel derivatives of iminothiasolidyne |
PL1985253089A PL144821B1 (en) | 1984-04-25 | 1985-04-25 | Method of obtaining novel derivatives of iminotriazolidine |
PL1985257822A PL145084B1 (en) | 1984-04-25 | 1985-04-25 | Method of obtaining novel derivatives of iminotriazolidine |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PL1985257821A PL144860B1 (en) | 1984-04-25 | 1985-04-25 | Method of obtaining novel derivatives of iminothiasolidyne |
PL1985253089A PL144821B1 (en) | 1984-04-25 | 1985-04-25 | Method of obtaining novel derivatives of iminotriazolidine |
Country Status (24)
Country | Link |
---|---|
US (1) | US4665083A (pl) |
JP (1) | JPS6127974A (pl) |
AT (1) | AT394555B (pl) |
BE (1) | BE902249A (pl) |
CA (1) | CA1246086A (pl) |
CH (1) | CH664564A5 (pl) |
CS (1) | CS255884B2 (pl) |
DD (1) | DD231790A5 (pl) |
DE (1) | DE3514843A1 (pl) |
DK (1) | DK183585A (pl) |
ES (3) | ES8608499A1 (pl) |
FI (1) | FI82454C (pl) |
FR (1) | FR2563519B1 (pl) |
GB (1) | GB2159814B (pl) |
GR (1) | GR851006B (pl) |
HU (1) | HU191408B (pl) |
IT (1) | IT1208532B (pl) |
NL (1) | NL8501184A (pl) |
NO (1) | NO164417C (pl) |
PH (1) | PH20995A (pl) |
PL (3) | PL144860B1 (pl) |
PT (1) | PT80336B (pl) |
SE (1) | SE464813B (pl) |
SU (3) | SU1366058A3 (pl) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3442757A1 (de) * | 1984-11-23 | 1986-05-28 | Wella Ag, 6100 Darmstadt | Verwendung von 2-nitroanilinderivaten in haarfaerbemitteln und neue 2-nitroanilinderivate |
US4867782A (en) * | 1988-07-01 | 1989-09-19 | Ici Americas Inc. | Novel herbicidal 2-sulfonyliminothiazolidines |
US5266701A (en) * | 1988-07-01 | 1993-11-30 | Ici Americas Inc. | Process for production of 2-iminothiazolidines and oxazolidines |
CA2063865A1 (en) * | 1992-03-24 | 1993-09-25 | Karoly Lempert | 2-(substituted imino)-thiazolidines and process for the preparation thereof |
US5463069A (en) * | 1992-12-04 | 1995-10-31 | Sumitomo Chemical Company, Limited | Process of producing 2-iminothiazoline derivatives and process of producing their intermediates |
WO2007010281A2 (en) * | 2005-07-21 | 2007-01-25 | Betagenon Ab | Use of thiazole derivatives and analogues in disorders caused by free fatty acids |
WO2010086613A1 (en) | 2009-01-30 | 2010-08-05 | Betagenon Ab | Compounds useful as inhibitors as ampk |
BR112015031155A2 (pt) | 2013-06-20 | 2017-07-25 | Bayer Cropscience Ag | derivados de sulfureto de arila e derivados de aril sulfóxido como acaricidas e inseticidas |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB690238A (en) * | 1949-08-23 | 1953-04-15 | Knoll Ag | Process of producing 3, 4-dimethyl-5-phenyl-2-iminothiazolidine |
DE841149C (de) * | 1949-11-01 | 1952-06-13 | Knoll Ag | Verfahren zur Herstellung von 3, 4-Dimethyl-5-phenyl-2-iminothiazolidin |
DE910650C (de) * | 1951-09-14 | 1954-05-03 | Knoll Ag | Verfahren zur Herstellung von 2-Amino-í¸ -thiazolinen bzw. Thiazolidon-(2)-imiden undderen Salzen |
US3297708A (en) * | 1965-10-06 | 1967-01-10 | American Cyanamid Co | Method of preparing thiazolidines |
FR1510014A (fr) * | 1966-12-05 | 1968-01-19 | Aquitaine Petrole | Préparation de dithiolannes |
SU465792A3 (ru) * | 1968-11-06 | 1975-03-30 | Хиноин Гиогисцер-Ес Вегиесцети Термекек Гиара Рт (Фирма) | Способ получени гетероциклических соединений |
US3671537A (en) * | 1969-06-05 | 1972-06-20 | Gyogyszerkutato Intezet | Certain 3-(2,6-dichlorophenyl)-2-iminothiazolidines |
US3898340A (en) * | 1970-04-15 | 1975-08-05 | Bayer Ag | Aryliminothiazolidine compositions and methods |
CH533420A (de) * | 1970-06-23 | 1973-02-15 | Agripat Sa | Mittel zur Regulierung des Pflanzenwachstums und zur Erhöhung des Zuckergehaltes in Zuckerrohr |
US4029803A (en) * | 1976-05-03 | 1977-06-14 | Merck & Co., Inc. | Method of treatment with 2-iminothiazolidines and thiazolines |
DE2655369A1 (de) * | 1976-12-03 | 1978-06-08 | Schering Ag | 5-(subst. phenyl)-oxazolidinone und deren schwefelanaloga sowie verfahren zu deren herstellung |
HU180240B (en) * | 1978-04-21 | 1983-02-28 | Gyogyszerkutato Intezet | Process for producing new,substituted 1,3-diaryl-2-iminoimidasolidines and 2-imino-hexahydro-pyrimidines |
US4348393A (en) * | 1978-06-09 | 1982-09-07 | Delalande S.A. | N-Aryl oxazolidinones, oxazolidinethiones, pyrrolidinones, pyrrolidines and thiazolidinones |
JPS59227870A (ja) * | 1983-06-07 | 1984-12-21 | Yamanouchi Pharmaceut Co Ltd | 新規2−グアニジノチアゾリン誘導体ならびにその製造法 |
-
1984
- 1984-04-25 HU HU841581A patent/HU191408B/hu not_active IP Right Cessation
-
1985
- 1985-04-22 BE BE1/011242A patent/BE902249A/fr not_active IP Right Cessation
- 1985-04-23 CH CH1736/85A patent/CH664564A5/de not_active IP Right Cessation
- 1985-04-23 PT PT80336A patent/PT80336B/pt not_active IP Right Cessation
- 1985-04-23 FI FI851606A patent/FI82454C/fi not_active IP Right Cessation
- 1985-04-23 ES ES542469A patent/ES8608499A1/es not_active Expired
- 1985-04-24 JP JP8660885A patent/JPS6127974A/ja active Granted
- 1985-04-24 DE DE19853514843 patent/DE3514843A1/de active Granted
- 1985-04-24 DK DK183585A patent/DK183585A/da not_active Application Discontinuation
- 1985-04-24 IT IT8520482A patent/IT1208532B/it active
- 1985-04-24 SE SE8501988A patent/SE464813B/sv not_active IP Right Cessation
- 1985-04-24 NL NL8501184A patent/NL8501184A/nl not_active Application Discontinuation
- 1985-04-24 PH PH32179A patent/PH20995A/en unknown
- 1985-04-24 CA CA000480005A patent/CA1246086A/en not_active Expired
- 1985-04-24 DD DD85275516A patent/DD231790A5/de not_active IP Right Cessation
- 1985-04-24 GB GB08510457A patent/GB2159814B/en not_active Expired
- 1985-04-24 NO NO851638A patent/NO164417C/no unknown
- 1985-04-24 FR FR8506223A patent/FR2563519B1/fr not_active Expired
- 1985-04-25 AT AT0124285A patent/AT394555B/de not_active IP Right Cessation
- 1985-04-25 GR GR851006A patent/GR851006B/el unknown
- 1985-04-25 US US06/726,867 patent/US4665083A/en not_active Expired - Fee Related
- 1985-04-25 PL PL1985257821A patent/PL144860B1/pl unknown
- 1985-04-25 PL PL1985253089A patent/PL144821B1/pl unknown
- 1985-04-25 SU SU853884105A patent/SU1366058A3/ru active
- 1985-04-25 CS CS853049A patent/CS255884B2/cs unknown
- 1985-04-25 PL PL1985257822A patent/PL145084B1/pl unknown
-
1986
- 1986-01-31 ES ES551480A patent/ES8702391A1/es not_active Expired
- 1986-01-31 ES ES551481A patent/ES8701741A1/es not_active Expired
- 1986-03-05 SU SU864027053A patent/SU1375132A3/ru active
- 1986-03-05 SU SU864027048A patent/SU1549480A3/ru active
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