CN102256937B - 双[硫代酰肼酰胺]化合物的过渡金属络合物 - Google Patents
双[硫代酰肼酰胺]化合物的过渡金属络合物 Download PDFInfo
- Publication number
- CN102256937B CN102256937B CN200980151259.3A CN200980151259A CN102256937B CN 102256937 B CN102256937 B CN 102256937B CN 200980151259 A CN200980151259 A CN 200980151259A CN 102256937 B CN102256937 B CN 102256937B
- Authority
- CN
- China
- Prior art keywords
- compound
- alkyl
- optionally
- halogen
- alkoxyl group
- 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 - Fee Related
Links
- 0 C*(C(c1ccccc1)N1C)*(C(CC(*2*3C)=O)O)*12N=C3c1ccccc1 Chemical compound C*(C(c1ccccc1)N1C)*(C(CC(*2*3C)=O)O)*12N=C3c1ccccc1 0.000 description 5
- CGCANJXTQRYRNB-UHFFFAOYSA-N CCN(C(c1ccncc1)=S)NC(CC(NN(CC)C(c1ccncc1)=S)=O)=O Chemical compound CCN(C(c1ccncc1)=S)NC(CC(NN(CC)C(c1ccncc1)=S)=O)=O CGCANJXTQRYRNB-UHFFFAOYSA-N 0.000 description 1
- BKJIXTWSNXCKJH-UHFFFAOYSA-N CN(C(c1ccccc1)=S)NC(CC(NN(C)C(c1ccccc1)=S)=O)=O Chemical compound CN(C(c1ccccc1)=S)NC(CC(NN(C)C(c1ccccc1)=S)=O)=O BKJIXTWSNXCKJH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/38—Amides of thiocarboxylic acids
- C07C327/56—Amides of thiocarboxylic acids having nitrogen atoms of thiocarboxamide groups further bound to another hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/28—Compounds containing heavy metals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
-
- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/83—Thioacids; Thioesters; Thioamides; Thioimides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
-
- 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
- C07D307/56—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 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
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/08—Copper compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pulmonology (AREA)
- Cardiology (AREA)
- Immunology (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Gastroenterology & Hepatology (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Vascular Medicine (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Ophthalmology & Optometry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19693208P | 2008-10-22 | 2008-10-22 | |
| US61/196,932 | 2008-10-22 | ||
| PCT/US2009/061480 WO2010048284A1 (en) | 2008-10-22 | 2009-10-21 | Transition metal complexes of bis[thiohydrazide amide] compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102256937A CN102256937A (zh) | 2011-11-23 |
| CN102256937B true CN102256937B (zh) | 2014-12-17 |
Family
ID=42119652
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200980151259.3A Expired - Fee Related CN102256937B (zh) | 2008-10-22 | 2009-10-21 | 双[硫代酰肼酰胺]化合物的过渡金属络合物 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US9174935B2 (enExample) |
| EP (1) | EP2349991A4 (enExample) |
| JP (2) | JP2012506443A (enExample) |
| KR (1) | KR20110073613A (enExample) |
| CN (1) | CN102256937B (enExample) |
| AU (1) | AU2009308502B2 (enExample) |
| BR (1) | BRPI0919720A2 (enExample) |
| CA (1) | CA2741189A1 (enExample) |
| IL (1) | IL212439A (enExample) |
| MX (1) | MX2011004276A (enExample) |
| NZ (1) | NZ592400A (enExample) |
| WO (1) | WO2010048284A1 (enExample) |
| ZA (1) | ZA201103015B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2057117A2 (en) | 2006-08-21 | 2009-05-13 | Synta Pharmaceuticals Corporation | Compounds for treating proliferative disorders |
| WO2009064374A2 (en) | 2007-11-09 | 2009-05-22 | Synta Pharmaceuticals Corp. | Oral formulations of bis(thiohydrazide amides) |
| WO2009105257A1 (en) | 2008-02-21 | 2009-08-27 | Synta Pharmaceuticals Corp. | Compounds for treating proliferative disorders |
| US8633323B2 (en) * | 2008-03-31 | 2014-01-21 | Synta Pharmaceuticals Corp. | Process for preparing bis(thiohydrazide amides) |
| CA2741189A1 (en) | 2008-10-22 | 2010-04-29 | Synta Pharmaceuticals Corp. | Transition metal complexes of bis[thiohydrazide amide] compounds |
| CA2740925A1 (en) | 2008-10-22 | 2010-04-29 | Synta Pharmaceuticals Corp. | Transition metal complexes of a bis[thiohydrazide amide] compound |
| CA2745065A1 (en) | 2008-12-01 | 2010-06-10 | Synta Pharmaceuticals Corp. | Compounds for treating proliferative disorders |
| WO2011069159A2 (en) * | 2009-12-04 | 2011-06-09 | Synta Pharmaceuticals Corp. | Bis[thiohydrazide amide] compounds for treating leukemia |
| US8815945B2 (en) | 2010-04-20 | 2014-08-26 | Masazumi Nagai | Use of bis [thiohydrazide amide] compounds such as elesclomol for treating cancers |
| AU2012335105A1 (en) | 2011-11-10 | 2014-06-19 | Synta Pharmaceuticals Corp. | Administration of a bis(thiohydrazide amide) compound for treating cancers |
| US20150057357A1 (en) | 2012-01-05 | 2015-02-26 | The Board Of Trustees Of The Leland Stanford Junior University | Bis (thiohydrazide amide) compounds for treating cancers |
| JP6660712B2 (ja) | 2015-11-10 | 2020-03-11 | 株式会社Ｓｃｒｅｅｎホールディングス | 分類器構成方法および細胞の生死判定方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008027445A2 (en) * | 2006-08-31 | 2008-03-06 | Synta Pharmaceuticals Corp. | Combination with bis(thiohydrazide amides) for treating cancer |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS583499B2 (ja) | 1975-07-28 | 1983-01-21 | 旭化成株式会社 | アンテイカサレタ ポリウレタンソセイブツ |
| TWI332943B (en) | 2001-07-10 | 2010-11-11 | Synta Pharmaceuticals Corp | Taxol enhancer compounds |
| US6924312B2 (en) | 2001-07-10 | 2005-08-02 | Synta Pharmaceuticals Corp. | Taxol enhancer compounds |
| TWI297335B (en) | 2001-07-10 | 2008-06-01 | Synta Pharmaceuticals Corp | Taxol enhancer compounds |
| TWI252847B (en) | 2001-07-10 | 2006-04-11 | Synta Pharmaceuticals Corp | Synthesis of taxol enhancers |
| TWI330079B (en) | 2003-01-15 | 2010-09-11 | Synta Pharmaceuticals Corp | Treatment for cancers |
| HRP20131023T1 (hr) | 2004-06-23 | 2013-12-06 | Synta Pharmaceuticals Corp. | Soli bis(tio-hidrazid amida) za lijeäśenje raka |
| US20060142393A1 (en) | 2004-09-16 | 2006-06-29 | Sherman Matthew L | Bis(thio-hydrazide amides) for treatment of hyperplasia |
| CA2587598A1 (en) | 2004-11-19 | 2006-05-26 | Synta Pharmaceuticals Corp. | Bis(thio-hydrazide amides) for increasing hsp70 expression |
| US20060167106A1 (en) | 2004-11-19 | 2006-07-27 | Mei Zhang | Compounds acting at the centrosome |
| EP1877048A1 (en) | 2005-04-15 | 2008-01-16 | Synta Pharmaceuticals Corporation | Combination cancer therapy with bis(thiohydrazide) amide compounds |
| WO2006113572A1 (en) | 2005-04-15 | 2006-10-26 | Synta Pharmaceuticals Corp. | Methods of increasing natural killer cell activity for therapy |
| CA2607890A1 (en) | 2005-05-16 | 2006-11-23 | Synta Pharmaceuticals Corp. | Synthesis of bis(thio-hydrazide amide) salts |
| CN101242820A (zh) | 2005-08-16 | 2008-08-13 | 辛塔制药公司 | 双（硫酰肼酰胺）调配物 |
| EP2063878A2 (en) | 2006-08-21 | 2009-06-03 | Synta Pharmaceuticals Corporation | Bis(thiohydrazide amides) for use in preventing or delaying the recurrence of melanoma |
| JP2010501563A (ja) | 2006-08-21 | 2010-01-21 | シンタ ファーマシューティカルズ コーポレーション | 増殖性障害を治療するための化合物 |
| EP2057117A2 (en) | 2006-08-21 | 2009-05-13 | Synta Pharmaceuticals Corporation | Compounds for treating proliferative disorders |
| AU2007288334A1 (en) | 2006-08-21 | 2008-02-28 | Synta Pharmaceuticals Corp. | Combination with bis(thiohydrazide amides) for treating cancer |
| CA2661440A1 (en) | 2006-08-21 | 2008-02-28 | Synta Pharmaceuticals Corp. | Compounds for treating proliferative disorders |
| JP2010501564A (ja) | 2006-08-21 | 2010-01-21 | シンタ ファーマシューティカルズ コーポレーション | 黒色腫を治療するためのビス（チオヒドラジドアミド） |
| US20080118562A1 (en) | 2006-09-11 | 2008-05-22 | Keizo Koya | Bis(thiohydrazide amides) formulation |
| TW200829543A (en) | 2006-09-15 | 2008-07-16 | Synta Pharmaceuticals Corp | Purification of bis(thiohydrazide amides) |
| WO2008082579A1 (en) | 2007-01-03 | 2008-07-10 | Synta Pharmaceuticals Corp. | Method for treating cancer |
| WO2008136976A2 (en) | 2007-04-30 | 2008-11-13 | Synta Pharmaceuticals Corp. | Compounds for treating proliferative disorders |
| WO2009020631A2 (en) | 2007-08-07 | 2009-02-12 | Synta Pharmaceuticals Corp. | Compounds for treating proliferative disorders |
| EP2225201A2 (en) | 2007-11-28 | 2010-09-08 | Synta Pharmaceuticals Corp. | Polymorphs of n-malonyl-bis(n'-methyl-n'-thiobenzoylhydrazide) |
| WO2009105257A1 (en) | 2008-02-21 | 2009-08-27 | Synta Pharmaceuticals Corp. | Compounds for treating proliferative disorders |
| US8633323B2 (en) | 2008-03-31 | 2014-01-21 | Synta Pharmaceuticals Corp. | Process for preparing bis(thiohydrazide amides) |
| CA2741189A1 (en) | 2008-10-22 | 2010-04-29 | Synta Pharmaceuticals Corp. | Transition metal complexes of bis[thiohydrazide amide] compounds |
| CA2740925A1 (en) | 2008-10-22 | 2010-04-29 | Synta Pharmaceuticals Corp. | Transition metal complexes of a bis[thiohydrazide amide] compound |
| CA2745065A1 (en) | 2008-12-01 | 2010-06-10 | Synta Pharmaceuticals Corp. | Compounds for treating proliferative disorders |
| WO2011069159A2 (en) * | 2009-12-04 | 2011-06-09 | Synta Pharmaceuticals Corp. | Bis[thiohydrazide amide] compounds for treating leukemia |
-
2009
- 2009-10-21 CA CA2741189A patent/CA2741189A1/en not_active Abandoned
- 2009-10-21 JP JP2011533295A patent/JP2012506443A/ja active Pending
- 2009-10-21 MX MX2011004276A patent/MX2011004276A/es active IP Right Grant
- 2009-10-21 CN CN200980151259.3A patent/CN102256937B/zh not_active Expired - Fee Related
- 2009-10-21 NZ NZ592400A patent/NZ592400A/xx not_active IP Right Cessation
- 2009-10-21 AU AU2009308502A patent/AU2009308502B2/en not_active Ceased
- 2009-10-21 BR BRPI0919720A patent/BRPI0919720A2/pt not_active IP Right Cessation
- 2009-10-21 WO PCT/US2009/061480 patent/WO2010048284A1/en not_active Ceased
- 2009-10-21 KR KR1020117011636A patent/KR20110073613A/ko not_active Ceased
- 2009-10-21 EP EP09822624.4A patent/EP2349991A4/en not_active Withdrawn
- 2009-10-21 US US13/125,003 patent/US9174935B2/en not_active Expired - Fee Related
-
2011
- 2011-04-17 IL IL212439A patent/IL212439A/en not_active IP Right Cessation
- 2011-04-20 ZA ZA2011/03015A patent/ZA201103015B/en unknown
-
2015
- 2015-01-09 JP JP2015003335A patent/JP5886986B2/ja not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008027445A2 (en) * | 2006-08-31 | 2008-03-06 | Synta Pharmaceuticals Corp. | Combination with bis(thiohydrazide amides) for treating cancer |
Non-Patent Citations (2)
| Title |
|---|
| Antitumour and Immunomodulatory Effects of Cu(lI) Complexes of Thiobenzyhdrazide;Nand K. Singh,et al.;《Metal-Based Drugs》;20021231;第9卷(第1－2期);109-118 * |
| The Effect of Copper and Other Metal Ions on the Antitumor Activity of Pyruvaldehyde Bis(thiosemicarbazone);JAMES G. CAPPUCCINO, et al.;《CANCER RESEARCH》;19670531;第27卷;968－973 * |
Also Published As
| Publication number | Publication date |
|---|---|
| IL212439A (en) | 2015-01-29 |
| US9174935B2 (en) | 2015-11-03 |
| AU2009308502A1 (en) | 2010-04-29 |
| AU2009308502B2 (en) | 2013-08-01 |
| US20110294877A1 (en) | 2011-12-01 |
| WO2010048284A1 (en) | 2010-04-29 |
| CA2741189A1 (en) | 2010-04-29 |
| IL212439A0 (en) | 2011-06-30 |
| KR20110073613A (ko) | 2011-06-29 |
| JP2012506443A (ja) | 2012-03-15 |
| MX2011004276A (es) | 2011-06-27 |
| ZA201103015B (en) | 2012-01-25 |
| BRPI0919720A2 (pt) | 2015-12-08 |
| EP2349991A1 (en) | 2011-08-03 |
| JP5886986B2 (ja) | 2016-03-16 |
| EP2349991A4 (en) | 2014-06-04 |
| JP2015120708A (ja) | 2015-07-02 |
| CN102256937A (zh) | 2011-11-23 |
| NZ592400A (en) | 2013-09-27 |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20141217 Termination date: 20161021 |
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| CF01 | Termination of patent right due to non-payment of annual fee |