ZA200500135B - Ether substituted imidazopyridines - Google Patents
Ether substituted imidazopyridines Download PDFInfo
- Publication number
- ZA200500135B ZA200500135B ZA200500135A ZA200500135A ZA200500135B ZA 200500135 B ZA200500135 B ZA 200500135B ZA 200500135 A ZA200500135 A ZA 200500135A ZA 200500135 A ZA200500135 A ZA 200500135A ZA 200500135 B ZA200500135 B ZA 200500135B
- Authority
- ZA
- South Africa
- Prior art keywords
- alkyl
- alkylene
- compound
- aryl
- alkenyl
- Prior art date
Links
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title description 11
- 125000001033 ether group Chemical group 0.000 title description 3
- 150000005232 imidazopyridines Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 160
- 125000000217 alkyl group Chemical group 0.000 claims description 124
- 229910052739 hydrogen Inorganic materials 0.000 claims description 100
- 239000001257 hydrogen Substances 0.000 claims description 100
- 150000003839 salts Chemical class 0.000 claims description 90
- 125000003342 alkenyl group Chemical group 0.000 claims description 64
- 150000002431 hydrogen Chemical class 0.000 claims description 64
- 229910052736 halogen Inorganic materials 0.000 claims description 46
- 125000002947 alkylene group Chemical group 0.000 claims description 42
- 125000004419 alkynylene group Chemical group 0.000 claims description 34
- 125000004450 alkenylene group Chemical group 0.000 claims description 33
- 230000015572 biosynthetic process Effects 0.000 claims description 30
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 30
- 150000002367 halogens Chemical class 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 24
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 24
- 125000001424 substituent group Chemical group 0.000 claims description 23
- 102000004127 Cytokines Human genes 0.000 claims description 21
- 108090000695 Cytokines Proteins 0.000 claims description 21
- 125000003545 alkoxy group Chemical group 0.000 claims description 21
- 125000003282 alkyl amino group Chemical group 0.000 claims description 21
- 125000004414 alkyl thio group Chemical group 0.000 claims description 21
- 125000000304 alkynyl group Chemical group 0.000 claims description 21
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 125000001072 heteroaryl group Chemical group 0.000 claims description 17
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- 230000001939 inductive effect Effects 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 125000000623 heterocyclic group Chemical group 0.000 claims description 11
- 230000001613 neoplastic effect Effects 0.000 claims description 10
- 239000008194 pharmaceutical composition Substances 0.000 claims description 10
- 230000003612 virological effect Effects 0.000 claims description 10
- 125000004429 atom Chemical group 0.000 claims description 9
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 7
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 7
- 125000005842 heteroatom Chemical group 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 102000014150 Interferons Human genes 0.000 claims description 4
- 108010050904 Interferons Proteins 0.000 claims description 4
- 229940079322 interferon Drugs 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 230000002452 interceptive effect Effects 0.000 claims description 2
- 201000010099 disease Diseases 0.000 claims 18
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 18
- 238000004519 manufacturing process Methods 0.000 claims 18
- 239000000203 mixture Substances 0.000 claims 17
- 239000000126 substance Substances 0.000 claims 15
- 239000003937 drug carrier Substances 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 description 6
- 150000003568 thioethers Chemical class 0.000 description 5
- 125000004857 imidazopyridinyl group Chemical class N1C(=NC2=C1C=CC=N2)* 0.000 description 4
- 230000028993 immune response Effects 0.000 description 3
- 230000006698 induction Effects 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- ITIRVXDSMXFTPW-UHFFFAOYSA-N 1H-imidazo[4,5-c]quinoline Chemical group C1=CC=CC2=C(NC=N3)C3=CN=C21 ITIRVXDSMXFTPW-UHFFFAOYSA-N 0.000 description 2
- HQBUPOAKJGJGCD-UHFFFAOYSA-N 3h-imidazo[4,5-c]quinolin-4-amine Chemical class NC1=NC2=CC=CC=C2C2=C1N=CN2 HQBUPOAKJGJGCD-UHFFFAOYSA-N 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- HZPOJEMKSPPRCT-UHFFFAOYSA-N 1,2-dihydroimidazo[4,5-b]pyridin-4-amine Chemical class NN1C=CC=C2NCN=C12 HZPOJEMKSPPRCT-UHFFFAOYSA-N 0.000 description 1
- YJKZDGOMTKOYQK-UHFFFAOYSA-N 1-(2-piperidin-4-ylethyl)imidazo[4,5-c]quinoline Chemical compound C1=NC2=CN=C3C=CC=CC3=C2N1CCC1CCNCC1 YJKZDGOMTKOYQK-UHFFFAOYSA-N 0.000 description 1
- HDDNSPWJCZZICL-UHFFFAOYSA-N 1-(6-methoxyquinolin-8-yl)-2-methylimidazo[4,5-c]quinoline Chemical compound N1=CC=CC2=CC(OC)=CC(N3C4=C5C=CC=CC5=NC=C4N=C3C)=C21 HDDNSPWJCZZICL-UHFFFAOYSA-N 0.000 description 1
- 241000270299 Boa Species 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000001773 anti-convulsant effect Effects 0.000 description 1
- 229940125681 anticonvulsant agent Drugs 0.000 description 1
- 239000001961 anticonvulsive agent Substances 0.000 description 1
- 239000003430 antimalarial agent Substances 0.000 description 1
- 229940111121 antirheumatic drug quinolines Drugs 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- 229940124630 bronchodilator Drugs 0.000 description 1
- 239000000168 bronchodilator agent Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229940125692 cardiovascular agent Drugs 0.000 description 1
- 239000002327 cardiovascular agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002170 ethers Chemical group 0.000 description 1
- NSHFLKZNBPJNPA-UHFFFAOYSA-N imidazo[4,5-c]quinolin-2-one Chemical class C1=CC=C2C3=NC(=O)N=C3C=NC2=C1 NSHFLKZNBPJNPA-UHFFFAOYSA-N 0.000 description 1
- 239000002955 immunomodulating agent Substances 0.000 description 1
- 229940121354 immunomodulator Drugs 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000003248 quinolines Chemical class 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Classifications
-
- 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
-
- 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
- A61P17/14—Drugs for dermatological disorders for baldness or alopecia
-
- 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
- A61P17/16—Emollients or protectives, e.g. against radiation
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic 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
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Communicable Diseases (AREA)
- Immunology (AREA)
- Oncology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Tropical Medicine & Parasitology (AREA)
- Virology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Toxicology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US38726802P | 2002-06-07 | 2002-06-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200500135B true ZA200500135B (en) | 2006-06-28 |
Family
ID=29736284
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200500135A ZA200500135B (en) | 2002-06-07 | 2005-01-06 | Ether substituted imidazopyridines |
Country Status (13)
Country | Link |
---|---|
US (3) | US6797718B2 (lv) |
EP (1) | EP1513524A4 (lv) |
JP (1) | JP2005538057A (lv) |
CN (1) | CN1674894A (lv) |
AU (1) | AU2003237386A1 (lv) |
BR (1) | BR0311648A (lv) |
CA (1) | CA2488801A1 (lv) |
IL (1) | IL165604A0 (lv) |
MX (1) | MXPA04012199A (lv) |
NO (1) | NO20045445L (lv) |
NZ (1) | NZ537054A (lv) |
WO (1) | WO2003103584A2 (lv) |
ZA (1) | ZA200500135B (lv) |
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US7687628B2 (en) | 2003-10-01 | 2010-03-30 | Taro Pharmaceuticals U.S.A., Inc. | Method of preparing 4-amino-1H-imidazo(4,5-c)quinolines and acid addition salts thereof |
ITMI20032121A1 (it) | 2003-11-04 | 2005-05-05 | Dinamite Dipharma Spa In Forma Abbr Eviata Dipharm | Procedimento per la preparazione di imiquimod e suoi intermedi |
-
2003
- 2003-06-06 CA CA002488801A patent/CA2488801A1/en not_active Abandoned
- 2003-06-06 WO PCT/US2003/017659 patent/WO2003103584A2/en active Application Filing
- 2003-06-06 BR BR0311648-4A patent/BR0311648A/pt not_active IP Right Cessation
- 2003-06-06 US US10/456,308 patent/US6797718B2/en not_active Expired - Fee Related
- 2003-06-06 MX MXPA04012199A patent/MXPA04012199A/es not_active Application Discontinuation
- 2003-06-06 NZ NZ537054A patent/NZ537054A/en unknown
- 2003-06-06 AU AU2003237386A patent/AU2003237386A1/en not_active Abandoned
- 2003-06-06 JP JP2004510705A patent/JP2005538057A/ja active Pending
- 2003-06-06 CN CNA038186780A patent/CN1674894A/zh active Pending
- 2003-06-06 EP EP03736844A patent/EP1513524A4/en not_active Withdrawn
-
2004
- 2004-08-11 US US10/916,125 patent/US7125890B2/en not_active Expired - Fee Related
- 2004-12-07 IL IL16560404A patent/IL165604A0/xx unknown
- 2004-12-14 NO NO20045445A patent/NO20045445L/no not_active Application Discontinuation
-
2005
- 2005-01-06 ZA ZA200500135A patent/ZA200500135B/en unknown
-
2006
- 2006-07-24 US US11/459,489 patent/US7220758B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US7125890B2 (en) | 2006-10-24 |
US6797718B2 (en) | 2004-09-28 |
NO20045445L (no) | 2005-02-18 |
EP1513524A2 (en) | 2005-03-16 |
AU2003237386A1 (en) | 2003-12-22 |
CN1674894A (zh) | 2005-09-28 |
MXPA04012199A (es) | 2005-02-25 |
WO2003103584A2 (en) | 2003-12-18 |
BR0311648A (pt) | 2005-04-19 |
US20040010007A1 (en) | 2004-01-15 |
US20060252792A1 (en) | 2006-11-09 |
US7220758B2 (en) | 2007-05-22 |
WO2003103584A3 (en) | 2004-02-26 |
US20050032830A1 (en) | 2005-02-10 |
CA2488801A1 (en) | 2003-12-18 |
NZ537054A (en) | 2006-10-27 |
JP2005538057A (ja) | 2005-12-15 |
EP1513524A4 (en) | 2008-09-03 |
IL165604A0 (en) | 2006-01-15 |
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