CA2212237A1 - Novel antineoplastic agents - Google Patents
Novel antineoplastic agentsInfo
- Publication number
- CA2212237A1 CA2212237A1 CA002212237A CA2212237A CA2212237A1 CA 2212237 A1 CA2212237 A1 CA 2212237A1 CA 002212237 A CA002212237 A CA 002212237A CA 2212237 A CA2212237 A CA 2212237A CA 2212237 A1 CA2212237 A1 CA 2212237A1
- Authority
- CA
- Canada
- Prior art keywords
- hydrogen
- aralkyl
- cycloalkyl
- aryl
- compound
- 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.)
- Abandoned
Links
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- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 9
- 125000003118 aryl group Chemical group 0.000 claims abstract 9
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- JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 description 1
- 229940029339 inulin Drugs 0.000 description 1
- 230000000366 juvenile effect Effects 0.000 description 1
- 208000032839 leukemia Diseases 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 201000005202 lung cancer Diseases 0.000 description 1
- 208000020816 lung neoplasm Diseases 0.000 description 1
- 239000008176 lyophilized powder Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 229960002160 maltose Drugs 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000012587 nuclear overhauser effect experiment Methods 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000012289 standard assay Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
- JIEMCPGFAXNCQW-XVYZEKPJSA-N thiomarinol A Chemical compound O[C@@H]1[C@H](O)[C@@H](C/C=C/[C@@H](C)[C@@H](O)C)CO[C@H]1[C@H](O)C(\C)=C\C(=O)OCCCCCCCC(=O)NC(C(N1)=O)=C2C1=CSS2 JIEMCPGFAXNCQW-XVYZEKPJSA-N 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 239000001974 tryptic soy broth Substances 0.000 description 1
- 108010050327 trypticase-soy broth Proteins 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002212237A CA2212237A1 (en) | 1997-09-05 | 1997-09-05 | Novel antineoplastic agents |
EP98942414A EP1009401A1 (en) | 1997-09-05 | 1998-09-03 | Dithiolopyrrolones and their corresponding monoxides and dioxides as antineoplastic agents |
CN98810328A CN1276723A (zh) | 1997-09-05 | 1998-09-03 | 用作抗肿瘤剂的二硫杂环戊烯并吡咯酮及其相应的一氧化物和二氧化物 |
PCT/CA1998/000841 WO1999012543A1 (en) | 1997-09-05 | 1998-09-03 | Dithiolopyrrolones and their corresponding monoxides and dioxides as antineoplastic agents |
AU90570/98A AU759990B2 (en) | 1997-09-05 | 1998-09-03 | Dithiolopyrrolones and their corresponding monoxides and dioxides as antineoplastic agents |
JP2000510440A JP2001515861A (ja) | 1997-09-05 | 1998-09-03 | 抗腫瘍薬としてのジチオロピロロンおよびそれらの対応するモノオキサイドおよびジオキサイド |
CN01131401A CN1360891A (zh) | 1997-09-05 | 2001-09-06 | 用作抗肿瘤剂的二硫杂环戊烯并吡咯酮及其相应的一氧化物和二氧化物 |
HK02107990.3A HK1046373A1 (zh) | 1997-09-05 | 2002-11-02 | 用作抗腫瘤劑的二硫雜環戊烯並吡咯酮及其相應的一氧化物和二氧化物 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002212237A CA2212237A1 (en) | 1997-09-05 | 1997-09-05 | Novel antineoplastic agents |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2212237A1 true CA2212237A1 (en) | 1999-03-05 |
Family
ID=4161181
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002212237A Abandoned CA2212237A1 (en) | 1997-09-05 | 1997-09-05 | Novel antineoplastic agents |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP1009401A1 (zh) |
JP (1) | JP2001515861A (zh) |
CN (2) | CN1276723A (zh) |
AU (1) | AU759990B2 (zh) |
CA (1) | CA2212237A1 (zh) |
HK (1) | HK1046373A1 (zh) |
WO (1) | WO1999012543A1 (zh) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1238668A1 (en) * | 2001-03-09 | 2002-09-11 | Aventis Pharma Deutschland GmbH | Use of thiolutin dioxide and its derivatives in the manufacture of a medicament for the treatment of CNS disorders and a process for the preparation thereof |
JP4530667B2 (ja) * | 2002-03-26 | 2010-08-25 | ウェリケム バイオテック インコーポレーテッド | 治療活性を有する新規ジチオロピロロン(dithiolopyrrolones) |
EP2076519B1 (en) | 2006-09-29 | 2014-01-15 | Celestial Pharmaceuticals (Shenzhen) LTD. | Novel dithiolopyrrolones and their therapeutical applications |
CN101381371B (zh) | 2007-09-05 | 2011-05-18 | 上海医药工业研究院 | 二硫杂环戊烯并吡咯酮类化合物及其制备方法和应用 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1214130A (en) * | 1982-10-26 | 1986-11-18 | Stuart H. Rhodes | Xenorhabdin antibiotics |
DE19513040A1 (de) * | 1995-03-29 | 1996-10-02 | Schering Ag | Neue Borneolester, Verfahren zu ihrer Herstellung und ihre pharmazeutische Verwendung |
CA2217957A1 (en) * | 1995-04-11 | 1996-10-17 | Genhui Chen | Xenorxides with antibacterial and antimycotic properties |
-
1997
- 1997-09-05 CA CA002212237A patent/CA2212237A1/en not_active Abandoned
-
1998
- 1998-09-03 EP EP98942414A patent/EP1009401A1/en not_active Withdrawn
- 1998-09-03 WO PCT/CA1998/000841 patent/WO1999012543A1/en active IP Right Grant
- 1998-09-03 AU AU90570/98A patent/AU759990B2/en not_active Ceased
- 1998-09-03 JP JP2000510440A patent/JP2001515861A/ja active Pending
- 1998-09-03 CN CN98810328A patent/CN1276723A/zh active Pending
-
2001
- 2001-09-06 CN CN01131401A patent/CN1360891A/zh active Pending
-
2002
- 2002-11-02 HK HK02107990.3A patent/HK1046373A1/zh unknown
Also Published As
Publication number | Publication date |
---|---|
HK1046373A1 (zh) | 2003-01-10 |
EP1009401A1 (en) | 2000-06-21 |
CN1360891A (zh) | 2002-07-31 |
WO1999012543A1 (en) | 1999-03-18 |
JP2001515861A (ja) | 2001-09-25 |
AU759990B2 (en) | 2003-05-01 |
CN1276723A (zh) | 2000-12-13 |
AU9057098A (en) | 1999-03-29 |
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