ES2108240T3 - Derivados de tiosemicarbazona de 2-formilpiridina, su preparacion y su uso como agentes antitumor. - Google Patents
Derivados de tiosemicarbazona de 2-formilpiridina, su preparacion y su uso como agentes antitumor.Info
- Publication number
- ES2108240T3 ES2108240T3 ES93401234T ES93401234T ES2108240T3 ES 2108240 T3 ES2108240 T3 ES 2108240T3 ES 93401234 T ES93401234 T ES 93401234T ES 93401234 T ES93401234 T ES 93401234T ES 2108240 T3 ES2108240 T3 ES 2108240T3
- Authority
- ES
- Spain
- Prior art keywords
- hydrogen
- thosemicarbazone
- formilpiridina
- derivatives
- preparation
- 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 - Lifetime
Links
- 239000002246 antineoplastic agent Substances 0.000 title 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- 239000001257 hydrogen Substances 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 3
- 101100294115 Caenorhabditis elegans nhr-4 gene Proteins 0.000 abstract 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 2
- 241000124008 Mammalia Species 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 230000036571 hydration Effects 0.000 abstract 1
- 238000006703 hydration reaction Methods 0.000 abstract 1
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical group [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229940126601 medicinal product Drugs 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/73—Unsubstituted amino or imino radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/61—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
LA INVENCION SE REFIERE AL USO DE UN COMPUESTO ACTIVO DE LA FORMULA: EN DONDE: BIEN (A) R1 ES NHR4, NR4R5 U OH Y R3 ES HIDROGENO O (B) R3 ES NHR4, NR4R5 U OH Y R1 ES HIDROGENO; R2 ES HIDROGENO O ALKILO INFERIOR C1-4; R4 ES HIDROGENO, HIDROXILO O ALKILO INFERIOR C1-4; Y R5 ES ALKILO INFERIOR C1-4; SIEMPRE Y CUANDO SI R1 ES OH, R2 SEA METILO Y SIEMPRE Y CUANDO SI R3 ES N(CH3)2 U OH, R1 Y R2 NO SEAN LOS DOS HIDROGENO O UNA SAL FARMACEUTICAMENTE ACEPTABLE O HIDRATO DEL MISMO PARA LA FABRICACION DE UN MEDICAMENTO PARA EL TRATAMIENTO DE UN TUMOR EN UN MAMIFERO, ASI COMO A NUEVOS COMPUESTOS DE LA FORMULA (I) EXCEPTO AL COMPUESTO EN DONDE R1 ES OH, R2 ES METILO Y R3 ES HIDROGENO Y A LA COMPOSICION FARMACEUTICA CORRESPONDIENTE.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/882,154 US5281715A (en) | 1992-05-13 | 1992-05-13 | 2-formylpyridine thiosemicarbazone compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2108240T3 true ES2108240T3 (es) | 1997-12-16 |
Family
ID=25379994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES93401234T Expired - Lifetime ES2108240T3 (es) | 1992-05-13 | 1993-05-13 | Derivados de tiosemicarbazona de 2-formilpiridina, su preparacion y su uso como agentes antitumor. |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US5281715A (es) |
| EP (1) | EP0570294B1 (es) |
| JP (1) | JP3192027B2 (es) |
| AT (1) | ATE156119T1 (es) |
| CA (1) | CA2095881C (es) |
| DE (1) | DE69312567T2 (es) |
| DK (1) | DK0570294T3 (es) |
| ES (1) | ES2108240T3 (es) |
| GR (1) | GR3025207T3 (es) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2065299C1 (ru) * | 1994-07-15 | 1996-08-20 | Акционерное общество закрытого типа "Олвик" | Ноотропное и транквилизирующее средство |
| US5767134A (en) * | 1997-05-15 | 1998-06-16 | Vion Pharmaceuticals, Inc. | Prodrug forms of ribonucleotide reductase inhibitors 3-AP and 3-AMP |
| US6040338A (en) * | 1997-11-03 | 2000-03-21 | Yale University | N,n-bis(sulfonyl)hydrazines useful as antineoplastic agents |
| CN100574758C (zh) * | 2003-05-01 | 2009-12-30 | 万能药制药公司 | 治疗缺血相关疾病的化合物 |
| CA2525298A1 (en) * | 2003-05-01 | 2004-11-18 | Panacea Pharmaceuticals, Inc. | Methods of treating ischemic related conditions |
| WO2004109290A2 (en) * | 2003-05-30 | 2004-12-16 | Rosetta Inpharmatics Llc | Methods for identifying modulators of kinesin activity |
| US20060194810A1 (en) * | 2004-04-30 | 2006-08-31 | Bijan Almassian | Methods of treating ischemic related conditions |
| AU2006292482A1 (en) * | 2005-09-16 | 2007-03-29 | Government Of The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Methods of treating or preventing cancer using pyridine carboxaldehyde pyridine thiosemicarbazone radiosensitizing agents |
| MD4126C1 (ro) * | 2010-11-15 | 2012-04-30 | Государственный Университет Молд0 | N,N'-[4,4'-(perfluoro-1,4-fenilendioxi)-bis(4,1-fenilen)]-bis[2-(piridin-2-ilmetilen)hidrazincarbotioamidă] şi utilizarea ei în calitate de inhibitor al proliferării celulelor LNCaP ale cancerului prostatei |
| US20140271812A1 (en) * | 2013-03-14 | 2014-09-18 | Panacea Pharmaceuticals | Treatment for chemotherapy-induced cognitive impairment |
| US20140287021A1 (en) | 2013-03-21 | 2014-09-25 | Panacea Pharmaceuticals | Treatment of chemotherapy-induced peripheral neuropathy |
| MD4349C1 (ro) * | 2014-06-23 | 2015-12-31 | Государственный Университет Молд0 | Compusul N-(3-metoxifenil)-2-(piridin-2-ilmetilen)-hidrazincarbotioamidă - inhibitor al proliferării celulelor MeW-164 ale melanomului uman |
| MD4407C1 (ro) * | 2015-04-29 | 2016-10-31 | Государственный Университет Молд0 | Inhibitor al celulelor HL-60 ale leucemiei umane mieloide în baza hidratului clorurii de bis[N-(prop-2-en-1-il)-2-(piridin-2-ilmetiliden)-hidrazincarbotioamid]-nichel(II) |
| MD4393C1 (ro) * | 2015-09-04 | 2016-08-31 | Государственный Университет Молд0 | Inhibitor al celulelor HL-60 ale leucemiei umane mieloide în baza nitrato-[N′-(1-piridin-2-ilmetiliden)morfolin-4-carbotiohidrazido(1-)]cupru |
| MD4434C1 (ro) * | 2015-10-09 | 2017-04-30 | Государственный Университет Молд0 | Utilizarea N'-[1-(2-piridil)etiliden]morfolin-4-carbotiohidrazidei în calitate de inhibitor al proliferării celulelor HL-60 ale leucemiei mieloide umane |
| MD4520C1 (ro) * | 2016-12-16 | 2018-05-31 | Государственный Университет Молд0 | N-(4-butoxifenil)-2-(piridin-2-ilmetiliden)hidrazincarbotioamida în calitate de inhibitor al proliferării celulelor T-47D ale cancerului mamar |
| CN109265453A (zh) * | 2018-10-23 | 2019-01-25 | 华侨大学 | 一种用作caspase-3激活剂的缩氨基脲类衍生物及其应用 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8320308D0 (en) * | 1983-07-28 | 1983-09-01 | Wellcome Found | Antiviral combinations |
-
1992
- 1992-05-13 US US07/882,154 patent/US5281715A/en not_active Expired - Lifetime
-
1993
- 1993-05-10 CA CA002095881A patent/CA2095881C/en not_active Expired - Fee Related
- 1993-05-13 JP JP11196393A patent/JP3192027B2/ja not_active Expired - Fee Related
- 1993-05-13 EP EP93401234A patent/EP0570294B1/en not_active Expired - Lifetime
- 1993-05-13 DK DK93401234.5T patent/DK0570294T3/da active
- 1993-05-13 AT AT93401234T patent/ATE156119T1/de not_active IP Right Cessation
- 1993-05-13 ES ES93401234T patent/ES2108240T3/es not_active Expired - Lifetime
- 1993-05-13 DE DE69312567T patent/DE69312567T2/de not_active Expired - Fee Related
-
1996
- 1996-08-22 US US08/701,566 patent/US5721259A/en not_active Expired - Lifetime
-
1997
- 1997-10-29 GR GR970402844T patent/GR3025207T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK0570294T3 (da) | 1998-02-02 |
| EP0570294A1 (en) | 1993-11-18 |
| GR3025207T3 (en) | 1998-02-27 |
| ATE156119T1 (de) | 1997-08-15 |
| US5721259A (en) | 1998-02-24 |
| JP3192027B2 (ja) | 2001-07-23 |
| US5281715A (en) | 1994-01-25 |
| DE69312567T2 (de) | 1998-03-19 |
| EP0570294B1 (en) | 1997-07-30 |
| CA2095881C (en) | 2002-01-22 |
| JPH06128230A (ja) | 1994-05-10 |
| DE69312567D1 (de) | 1997-09-04 |
| CA2095881A1 (en) | 1993-11-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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