CZ303316B6 - 1-Aziridino-1-hydroxyiminomethylové deriváty, zpusob jejich prípravy a léciva obsahující tyto slouceniny - Google Patents
1-Aziridino-1-hydroxyiminomethylové deriváty, zpusob jejich prípravy a léciva obsahující tyto slouceniny Download PDFInfo
- Publication number
- CZ303316B6 CZ303316B6 CZ20021351A CZ20021351A CZ303316B6 CZ 303316 B6 CZ303316 B6 CZ 303316B6 CZ 20021351 A CZ20021351 A CZ 20021351A CZ 20021351 A CZ20021351 A CZ 20021351A CZ 303316 B6 CZ303316 B6 CZ 303316B6
- Authority
- CZ
- Czechia
- Prior art keywords
- aziridino
- bis
- hydroxyiminomethyl
- pyridine
- benzene
- Prior art date
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 201000001441 melanoma Diseases 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 210000001672 ovary Anatomy 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- XNPMXMIWHVZGMJ-UHFFFAOYSA-N pyridine-2,6-dicarbonitrile Chemical compound N#CC1=CC=CC(C#N)=N1 XNPMXMIWHVZGMJ-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 150000004685 tetrahydrates Chemical class 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical compound C1CN=CS1 CBDKQYKMCICBOF-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- 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
- A61P35/04—Antineoplastic agents specific for metastasis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
- C07D203/12—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19947440A DE19947440A1 (de) | 1999-09-24 | 1999-09-24 | 1-Aziridino-1-hydroxyiminomethyl-Derivate, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CZ20021351A3 CZ20021351A3 (cs) | 2002-07-17 |
| CZ303316B6 true CZ303316B6 (cs) | 2012-08-01 |
Family
ID=7924241
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ20021351A CZ303316B6 (cs) | 1999-09-24 | 2000-09-22 | 1-Aziridino-1-hydroxyiminomethylové deriváty, zpusob jejich prípravy a léciva obsahující tyto slouceniny |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7078418B1 (enExample) |
| EP (1) | EP1220838B1 (enExample) |
| JP (1) | JP4860865B2 (enExample) |
| AT (1) | ATE486847T1 (enExample) |
| AU (1) | AU1991801A (enExample) |
| CZ (1) | CZ303316B6 (enExample) |
| DE (3) | DE19947440A1 (enExample) |
| ES (1) | ES2355058T3 (enExample) |
| HU (1) | HUP0203463A3 (enExample) |
| PL (1) | PL204282B1 (enExample) |
| RU (1) | RU2264397C2 (enExample) |
| WO (1) | WO2001021585A2 (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104628619A (zh) * | 2015-02-02 | 2015-05-20 | 东力（南通）化工有限公司 | 一种细胞生长抑制剂抗癌药雷阿卡啶及相关衍生物的制备方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1984004523A1 (en) * | 1983-05-06 | 1984-11-22 | Univ Groningen | Azidirino derivatives of tetrameric cyclophosphazenes |
| US4617398A (en) * | 1982-04-12 | 1986-10-14 | The Research Foundation Of State University Of New York | Phosphoaziridine compounds useful for treatment of tumors |
| US4806531A (en) * | 1986-02-20 | 1989-02-21 | Yale University | 2,3-bis(aziridinyl)-1,4-naphthoquinone sulfonate derivatives having antineoplastic activity |
| US5612329A (en) * | 1995-06-05 | 1997-03-18 | University Of Maryland At Baltimore | Diaziridinylpolyamine anti-cancer agents |
-
1999
- 1999-09-24 DE DE19947440A patent/DE19947440A1/de not_active Withdrawn
-
2000
- 2000-09-22 HU HU0203463A patent/HUP0203463A3/hu unknown
- 2000-09-22 AU AU19918/01A patent/AU1991801A/en not_active Abandoned
- 2000-09-22 US US10/089,039 patent/US7078418B1/en not_active Expired - Fee Related
- 2000-09-22 RU RU2002110105/04A patent/RU2264397C2/ru not_active IP Right Cessation
- 2000-09-22 ES ES00982943T patent/ES2355058T3/es not_active Expired - Lifetime
- 2000-09-22 DE DE50016022T patent/DE50016022D1/de not_active Expired - Lifetime
- 2000-09-22 PL PL353863A patent/PL204282B1/pl not_active IP Right Cessation
- 2000-09-22 AT AT00982943T patent/ATE486847T1/de active
- 2000-09-22 WO PCT/DE2000/003441 patent/WO2001021585A2/de not_active Ceased
- 2000-09-22 DE DE10082858T patent/DE10082858D2/de not_active Expired - Lifetime
- 2000-09-22 CZ CZ20021351A patent/CZ303316B6/cs not_active IP Right Cessation
- 2000-09-22 JP JP2001524965A patent/JP4860865B2/ja not_active Expired - Fee Related
- 2000-09-22 EP EP00982943A patent/EP1220838B1/de not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4617398A (en) * | 1982-04-12 | 1986-10-14 | The Research Foundation Of State University Of New York | Phosphoaziridine compounds useful for treatment of tumors |
| WO1984004523A1 (en) * | 1983-05-06 | 1984-11-22 | Univ Groningen | Azidirino derivatives of tetrameric cyclophosphazenes |
| US4806531A (en) * | 1986-02-20 | 1989-02-21 | Yale University | 2,3-bis(aziridinyl)-1,4-naphthoquinone sulfonate derivatives having antineoplastic activity |
| US5612329A (en) * | 1995-06-05 | 1997-03-18 | University Of Maryland At Baltimore | Diaziridinylpolyamine anti-cancer agents |
Non-Patent Citations (1)
| Title |
|---|
| EREMEEV A.V. ET AL.: "Synthesis and investigation of aziridino dioximes" CHEMISTRY OF HETEROCYCLIC COMPOUNDS (ENGL. TRANSLATION), US, PLENUM PRESS CO., NEW YORK, NY, Bd. 18, Nr. 4, 1982, Seiten 369-374 * |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE486847T1 (de) | 2010-11-15 |
| HUP0203463A3 (en) | 2003-11-28 |
| PL353863A1 (en) | 2003-12-01 |
| WO2001021585A3 (de) | 2001-10-11 |
| PL204282B1 (pl) | 2009-12-31 |
| EP1220838B1 (de) | 2010-11-03 |
| AU1991801A (en) | 2001-04-24 |
| ES2355058T3 (es) | 2011-03-22 |
| WO2001021585A2 (de) | 2001-03-29 |
| JP2003509489A (ja) | 2003-03-11 |
| US7078418B1 (en) | 2006-07-18 |
| JP4860865B2 (ja) | 2012-01-25 |
| HUP0203463A2 (hu) | 2003-02-28 |
| RU2264397C2 (ru) | 2005-11-20 |
| CZ20021351A3 (cs) | 2002-07-17 |
| DE50016022D1 (de) | 2010-12-16 |
| DE19947440A1 (de) | 2001-04-05 |
| EP1220838A2 (de) | 2002-07-10 |
| DE10082858D2 (de) | 2002-02-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed due to non-payment of fee |
Effective date: 20140922 |