OA12277A - Hygromycin A derivatives for the treatment of bacterial and protozoal infections. - Google Patents
Hygromycin A derivatives for the treatment of bacterial and protozoal infections. Download PDFInfo
- Publication number
- OA12277A OA12277A OA1200200361A OA1200200361A OA12277A OA 12277 A OA12277 A OA 12277A OA 1200200361 A OA1200200361 A OA 1200200361A OA 1200200361 A OA1200200361 A OA 1200200361A OA 12277 A OA12277 A OA 12277A
- Authority
- OA
- OAPI
- Prior art keywords
- methyl
- hydroxy
- phenyl
- hexahydro
- tetrahydro
- Prior art date
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- 208000035143 Bacterial infection Diseases 0.000 title claims abstract description 14
- 208000022362 bacterial infectious disease Diseases 0.000 title claims abstract description 14
- 238000011282 treatment Methods 0.000 title claims description 17
- 206010037075 Protozoal infections Diseases 0.000 title abstract description 11
- 230000001580 bacterial effect Effects 0.000 title abstract description 7
- YQYJSBFKSSDGFO-FWAVGLHBSA-N hygromycin A Chemical class O[C@H]1[C@H](O)[C@H](C(=O)C)O[C@@H]1Oc1ccc(\C=C(/C)C(=O)N[C@@H]2[C@@H]([C@H]3OCO[C@H]3[C@@H](O)[C@@H]2O)O)cc1O YQYJSBFKSSDGFO-FWAVGLHBSA-N 0.000 title description 49
- 150000001875 compounds Chemical class 0.000 claims abstract description 82
- 208000015181 infectious disease Diseases 0.000 claims abstract description 39
- 150000003839 salts Chemical class 0.000 claims abstract description 26
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 14
- 239000000651 prodrug Substances 0.000 claims abstract description 14
- 229940002612 prodrug Drugs 0.000 claims abstract description 14
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 7
- -1 azido, hydroxy Chemical group 0.000 claims description 43
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 30
- 239000000460 chlorine Substances 0.000 claims description 26
- 125000003118 aryl group Chemical group 0.000 claims description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 125000005843 halogen group Chemical group 0.000 claims description 18
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 10
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- 241000124008 Mammalia Species 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 9
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 8
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 208000028172 protozoa infectious disease Diseases 0.000 claims description 7
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 125000001072 heteroaryl group Chemical group 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims description 4
- 239000003937 drug carrier Substances 0.000 claims description 3
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
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- 125000000304 alkynyl group Chemical group 0.000 claims 2
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- 238000000034 method Methods 0.000 abstract description 117
- 208000035475 disorder Diseases 0.000 abstract description 9
- 239000003242 anti bacterial agent Substances 0.000 abstract description 4
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- 239000012453 solvate Substances 0.000 abstract 1
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Classifications
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- 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
- C07D231/12—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- A61P31/10—Antimycotics
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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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
- C07D405/14—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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
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- Life Sciences & Earth Sciences (AREA)
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- Genetics & Genomics (AREA)
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- Tropical Medicine & Parasitology (AREA)
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- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US20902300P | 2000-06-02 | 2000-06-02 |
Publications (1)
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OA12277A true OA12277A (en) | 2006-05-11 |
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OA1200200361A OA12277A (en) | 2000-06-02 | 2001-05-25 | Hygromycin A derivatives for the treatment of bacterial and protozoal infections. |
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US (1) | US6867230B2 (es) |
EP (1) | EP1287011A1 (es) |
JP (1) | JP2003535100A (es) |
KR (1) | KR20030010655A (es) |
CN (1) | CN1432019A (es) |
AP (1) | AP2002002669A0 (es) |
AR (1) | AR028667A1 (es) |
AU (1) | AU2001260528A1 (es) |
BG (1) | BG107265A (es) |
BR (1) | BR0111242A (es) |
CA (1) | CA2410643A1 (es) |
CZ (1) | CZ20023859A3 (es) |
EA (1) | EA200201167A1 (es) |
EC (1) | ECSP014093A (es) |
EE (1) | EE200200671A (es) |
GT (1) | GT200100099A (es) |
HU (1) | HUP0302263A2 (es) |
IL (1) | IL152984A0 (es) |
IS (1) | IS6618A (es) |
MA (1) | MA26909A1 (es) |
MX (1) | MXPA02011966A (es) |
NO (1) | NO20025704L (es) |
OA (1) | OA12277A (es) |
PA (1) | PA8518101A1 (es) |
PE (1) | PE20020334A1 (es) |
PL (1) | PL359179A1 (es) |
SK (1) | SK16612002A3 (es) |
SV (1) | SV2002000474A (es) |
TN (1) | TNSN01080A1 (es) |
UY (1) | UY26741A1 (es) |
WO (1) | WO2001092280A1 (es) |
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NZ570989A (en) | 2002-05-16 | 2010-01-29 | Sepracor Inc | Amines that inhibit a mammalian anandamide transporter, and methods of use thereof |
US20210275559A1 (en) * | 2018-08-20 | 2021-09-09 | Kim Lewis | Hygromycin a compounds and methods of treating spirochete diseases |
CU20180159A7 (es) * | 2018-12-28 | 2020-10-20 | Chengdu Olisynn Biotechnology Co Ltd | Derivados de oligosacáridos sintéticos como vacuna contra la bordetella pertussis |
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US1234567A (en) * | 1915-09-14 | 1917-07-24 | Edward J Quigley | Soft collar. |
US2004123A (en) * | 1934-02-15 | 1935-06-11 | Jr Robert B Loibl | Pest exterminator |
AU755806B2 (en) * | 1998-05-04 | 2002-12-19 | Pfizer Products Inc. | Hygromycin A derivatives |
WO1999057127A1 (en) * | 1998-05-04 | 1999-11-11 | Pfizer Products Inc. | 2'-deoxy hygromycin derivatives |
KR100418167B1 (ko) * | 1998-12-02 | 2004-02-11 | 화이자 프로덕츠 인크. | 항균제로서의 하이그로마이신 a 유도체 |
IL148577A0 (en) * | 1999-10-29 | 2002-09-12 | Pfizer Prod Inc | Hygromycin derivatives |
US7654321B2 (en) * | 2006-12-27 | 2010-02-02 | Schlumberger Technology Corporation | Formation fluid sampling apparatus and methods |
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2001
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- 2001-05-25 BR BR0111242-2A patent/BR0111242A/pt not_active IP Right Cessation
- 2001-05-25 IL IL15298401A patent/IL152984A0/xx unknown
- 2001-05-25 OA OA1200200361A patent/OA12277A/en unknown
- 2001-05-25 WO PCT/IB2001/000946 patent/WO2001092280A1/en not_active Application Discontinuation
- 2001-05-25 PL PL01359179A patent/PL359179A1/xx not_active Application Discontinuation
- 2001-05-25 AU AU2001260528A patent/AU2001260528A1/en not_active Abandoned
- 2001-05-25 CZ CZ20023859A patent/CZ20023859A3/cs unknown
- 2001-05-25 SK SK1661-2002A patent/SK16612002A3/sk unknown
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- 2001-05-25 EA EA200201167A patent/EA200201167A1/ru unknown
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- 2001-05-25 AP APAP/P/2002/002669A patent/AP2002002669A0/en unknown
- 2001-05-25 CN CN01810623A patent/CN1432019A/zh active Pending
- 2001-05-25 HU HU0302263A patent/HUP0302263A2/hu unknown
- 2001-05-25 JP JP2002500893A patent/JP2003535100A/ja not_active Withdrawn
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2002
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- 2002-11-29 MA MA26928A patent/MA26909A1/fr unknown
Also Published As
Publication number | Publication date |
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CN1432019A (zh) | 2003-07-23 |
US20030045528A1 (en) | 2003-03-06 |
EE200200671A (et) | 2004-08-16 |
IL152984A0 (en) | 2003-06-24 |
ECSP014093A (es) | 2002-01-25 |
US6867230B2 (en) | 2005-03-15 |
SK16612002A3 (sk) | 2004-04-06 |
NO20025704D0 (no) | 2002-11-27 |
UY26741A1 (es) | 2001-12-28 |
KR20030010655A (ko) | 2003-02-05 |
EA200201167A1 (ru) | 2003-06-26 |
GT200100099A (es) | 2002-01-31 |
WO2001092280A1 (en) | 2001-12-06 |
EP1287011A1 (en) | 2003-03-05 |
MXPA02011966A (es) | 2003-04-22 |
AR028667A1 (es) | 2003-05-21 |
TNSN01080A1 (fr) | 2005-11-10 |
CZ20023859A3 (cs) | 2004-02-18 |
AU2001260528A1 (en) | 2001-12-11 |
IS6618A (is) | 2002-11-14 |
SV2002000474A (es) | 2002-07-03 |
NO20025704L (no) | 2002-11-27 |
BR0111242A (pt) | 2003-06-03 |
MA26909A1 (fr) | 2004-12-20 |
PA8518101A1 (es) | 2002-09-17 |
PE20020334A1 (es) | 2002-04-30 |
CA2410643A1 (en) | 2001-12-06 |
HUP0302263A2 (hu) | 2003-10-28 |
PL359179A1 (en) | 2004-08-23 |
BG107265A (bg) | 2003-07-31 |
JP2003535100A (ja) | 2003-11-25 |
AP2002002669A0 (en) | 2002-12-31 |
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