OA13294A - Molécules duales contenant un dérivé peroxydique, leur synthèse et leurs applications thérapeutiques. - Google Patents
Molécules duales contenant un dérivé peroxydique, leur synthèse et leurs applications thérapeutiques. Download PDFInfo
- Publication number
- OA13294A OA13294A OA1200200308A OA1200200308A OA13294A OA 13294 A OA13294 A OA 13294A OA 1200200308 A OA1200200308 A OA 1200200308A OA 1200200308 A OA1200200308 A OA 1200200308A OA 13294 A OA13294 A OA 13294A
- Authority
- OA
- OAPI
- Prior art keywords
- formula
- mmol
- molecules according
- radical
- trioxaquine
- Prior art date
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- 230000009977 dual effect Effects 0.000 title claims abstract description 13
- 230000015572 biosynthetic process Effects 0.000 title description 16
- 238000003786 synthesis reaction Methods 0.000 title description 16
- 230000001225 therapeutic effect Effects 0.000 title description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 64
- -1 cyclic peroxide Chemical class 0.000 claims abstract description 51
- 230000008878 coupling Effects 0.000 claims abstract description 27
- 238000010168 coupling process Methods 0.000 claims abstract description 27
- 238000005859 coupling reaction Methods 0.000 claims abstract description 27
- 230000000078 anti-malarial effect Effects 0.000 claims abstract description 18
- 239000003814 drug Substances 0.000 claims abstract description 11
- 239000002253 acid Substances 0.000 claims abstract description 9
- 229940079593 drug Drugs 0.000 claims abstract description 9
- 150000001412 amines Chemical class 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 6
- 150000001408 amides Chemical class 0.000 claims abstract description 5
- 229940124530 sulfonamide Drugs 0.000 claims abstract description 5
- 150000003568 thioethers Chemical group 0.000 claims abstract description 5
- 150000007513 acids Chemical class 0.000 claims abstract description 4
- 125000006833 (C1-C5) alkylene group Chemical group 0.000 claims abstract description 3
- 125000003367 polycyclic group Chemical group 0.000 claims abstract description 3
- 150000002576 ketones Chemical class 0.000 claims description 40
- 239000000203 mixture Substances 0.000 claims description 38
- 125000001424 substituent group Chemical group 0.000 claims description 25
- 150000001875 compounds Chemical class 0.000 claims description 21
- KQBSGRWMSNFIPG-UHFFFAOYSA-N trioxane Chemical compound C1COOOC1 KQBSGRWMSNFIPG-UHFFFAOYSA-N 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 238000006268 reductive amination reaction Methods 0.000 claims description 13
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 11
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 9
- 239000004480 active ingredient Substances 0.000 claims description 9
- 229910001882 dioxygen Inorganic materials 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 239000000243 solution Substances 0.000 claims description 9
- 150000004901 trioxanes Chemical class 0.000 claims description 8
- 125000004122 cyclic group Chemical group 0.000 claims description 7
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- WKSAUQYGYAYLPV-UHFFFAOYSA-N pyrimethamine Chemical compound CCC1=NC(N)=NC(N)=C1C1=CC=C(Cl)C=C1 WKSAUQYGYAYLPV-UHFFFAOYSA-N 0.000 claims description 4
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- 125000003545 alkoxy group Chemical group 0.000 claims description 2
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- 229910052731 fluorine Inorganic materials 0.000 claims 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 16
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- WHTVZRBIWZFKQO-AWEZNQCLSA-N (S)-chloroquine Chemical compound ClC1=CC=C2C(N[C@@H](C)CCCN(CC)CC)=CC=NC2=C1 WHTVZRBIWZFKQO-AWEZNQCLSA-N 0.000 description 13
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- ZQKMYPACOGVMAD-UHFFFAOYSA-N n-(6,7a-diphenylspiro[4a,7-dihydrocyclopenta[e][1,2,4]trioxine-3,4'-cyclohexane]-1'-yl)-n'-(7-chloroquinolin-4-yl)ethane-1,2-diamine;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=NC2=CC(Cl)=CC=C2C=1NCCNC(CC1)CCC1(OC1C=2)OOC1(C=1C=CC=CC=1)CC=2C1=CC=CC=C1 ZQKMYPACOGVMAD-UHFFFAOYSA-N 0.000 description 5
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- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
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Classifications
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- 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
- C07D405/02—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 two hetero rings
- C07D405/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
- A61P33/06—Antimalarials
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
- C07D323/04—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Tropical Medicine & Parasitology (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0004422A FR2807433B1 (fr) | 2000-04-06 | 2000-04-06 | Molecules duales contenant un derives peroxydique, leur synthese et leurs applications therapeutiques |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA13294A true OA13294A (fr) | 2007-04-13 |
Family
ID=8848956
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| OA1200200308A OA13294A (fr) | 2000-04-06 | 2001-04-04 | Molécules duales contenant un dérivé peroxydique, leur synthèse et leurs applications thérapeutiques. |
Country Status (27)
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|---|---|
| US (2) | US6949569B2 (is) |
| EP (1) | EP1268470B1 (is) |
| JP (1) | JP2004521855A (is) |
| KR (1) | KR100832047B1 (is) |
| CN (1) | CN1193028C (is) |
| AP (1) | AP1399A (is) |
| AR (1) | AR041773A1 (is) |
| AT (1) | ATE387441T1 (is) |
| AU (2) | AU2001248463B2 (is) |
| BR (1) | BR0109885A (is) |
| CA (1) | CA2405076C (is) |
| CY (1) | CY1108071T1 (is) |
| DE (1) | DE60132981T2 (is) |
| DK (1) | DK1268470T3 (is) |
| ES (1) | ES2302727T3 (is) |
| FR (1) | FR2807433B1 (is) |
| HU (1) | HUP0300428A2 (is) |
| IL (2) | IL151918A0 (is) |
| IS (1) | IS6579A (is) |
| MX (1) | MXPA02009856A (is) |
| MY (1) | MY128443A (is) |
| NO (1) | NO329526B1 (is) |
| NZ (1) | NZ521774A (is) |
| OA (1) | OA13294A (is) |
| PT (1) | PT1268470E (is) |
| WO (1) | WO2001077105A1 (is) |
| ZA (1) | ZA200207851B (is) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2862304A1 (fr) * | 2003-11-14 | 2005-05-20 | Centre Nat Rech Scient | Molecules duales racemiques ou achirales contenant un derive peroxydique, leur synthese et leurs applications therapeutiques |
| TW200728315A (en) * | 2005-12-06 | 2007-08-01 | Nippon Chemical Ind | Phosphorus transition-metal complex, method of producing the same, and anticancer agent forming the same |
| FR2902100A1 (fr) * | 2006-06-13 | 2007-12-14 | Sanofi Aventis Sa | Molecules duales contenant un derive peroxydique, leur synthese et leurs applications en therapeutique |
| FR2924343A1 (fr) * | 2007-12-04 | 2009-06-05 | Palumed Sa | Nouvelles utilisations therapeutiques de molecules duales contenant un derive peroxydique. |
| EP2632886A1 (fr) * | 2010-10-27 | 2013-09-04 | Meurice R&D ASBL | Procede de fonctionnalisation de composes insatures |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2237997A1 (en) * | 1995-11-16 | 1997-05-22 | F. Hoffmann-La Roche Ag | Antimalarial quinolin derivatives |
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2000
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2001
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- 2001-04-04 MX MXPA02009856A patent/MXPA02009856A/es active IP Right Grant
- 2001-04-04 US US10/240,929 patent/US6949569B2/en not_active Expired - Fee Related
- 2001-04-04 AP APAP/P/2002/002646A patent/AP1399A/en active
- 2001-04-04 JP JP2001575578A patent/JP2004521855A/ja active Pending
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- 2001-04-04 AU AU2001248463A patent/AU2001248463B2/en not_active Ceased
- 2001-04-04 EP EP01921476A patent/EP1268470B1/fr not_active Expired - Lifetime
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- 2001-04-04 WO PCT/FR2001/001013 patent/WO2001077105A1/fr not_active Ceased
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