HUP0400909A2 - Prosztaglandin endoperoxidáz H-szintáz bioszintézisét gátló hatással rendelkező aril-piridazinon-származékok, és ezeket tartalmazó gyógyszerkészítmények - Google Patents
Prosztaglandin endoperoxidáz H-szintáz bioszintézisét gátló hatással rendelkező aril-piridazinon-származékok, és ezeket tartalmazó gyógyszerkészítményekInfo
- Publication number
- HUP0400909A2 HUP0400909A2 HU0400909A HUP0400909A HUP0400909A2 HU P0400909 A2 HUP0400909 A2 HU P0400909A2 HU 0400909 A HU0400909 A HU 0400909A HU P0400909 A HUP0400909 A HU P0400909A HU P0400909 A2 HUP0400909 A2 HU P0400909A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- alkenyl
- general formula
- alkyl
- alkynyl
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 150000003180 prostaglandins Chemical class 0.000 title 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000000304 alkynyl group Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 102000004005 Prostaglandin-endoperoxide synthases Human genes 0.000 abstract 2
- 108090000459 Prostaglandin-endoperoxide synthases Proteins 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000006239 protecting group Chemical group 0.000 abstract 2
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical class OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 101001043818 Mus musculus Interleukin-31 receptor subunit alpha Proteins 0.000 abstract 1
- 102100038280 Prostaglandin G/H synthase 2 Human genes 0.000 abstract 1
- 108050003267 Prostaglandin G/H synthase 2 Proteins 0.000 abstract 1
- 102000001708 Protein Isoforms Human genes 0.000 abstract 1
- 108010029485 Protein Isoforms Proteins 0.000 abstract 1
- 229940124639 Selective inhibitor Drugs 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000005093 alkyl carbonyl alkyl group Chemical group 0.000 abstract 1
- 125000004688 alkyl sulfonyl alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000005018 aryl alkenyl group Chemical group 0.000 abstract 1
- 125000005015 aryl alkynyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000006213 aryl hydroxyalkyl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000006212 aryloxy hydroxyalkyl group Chemical group 0.000 abstract 1
- -1 carboxy- Chemical class 0.000 abstract 1
- 125000004181 carboxyalkyl group Chemical group 0.000 abstract 1
- 125000004966 cyanoalkyl group Chemical group 0.000 abstract 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000000232 haloalkynyl group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 230000004054 inflammatory process Effects 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000005156 substituted alkylene group Chemical group 0.000 abstract 1
- 229910052717 sulfur Chemical group 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 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
- C07D401/02—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 two hetero rings
- C07D401/06—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 two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/14—Oxygen atoms
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/18—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/28—Halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/30—Hetero atoms other than halogen
- C07D333/34—Sulfur atoms
-
- 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
- C07D401/02—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 two hetero rings
- C07D401/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C07D405/06—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 carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
A találmány ciklooxigenáz (COX) gátló hatással rendelkező (I)általános képletű piridazinonszármazékokra vonatkozik, amelyekkülönösen a gyulladásos folyamatokban résztvevő enzim-izoforma, aciklooxigenáz-2 (COX-2) szelektív inhibitorai. A találmány kiterjed avegyületeket tartalmazó gyógyszerkészítményekre. Az (I) általánosképletű vegyületek és farmakológiailag elfogadható sóik, észtereik éselőhatóanyagaik, a képletben X jelentése oxigén- vagy kénatom, NR4, N-ORa vagy N-NRbRc általános képletű csoport, ahol R4 jelentése alkil-,alkenil-, cikloalkil-, cikloalkenil-, cikloalkil-alkil-, cikloalkenil-altil-, arilcsoport, hetercciklusos csoport, heterociklusos csoporttalhelyettesített alkilcsoport vagy arilalkilcsoport, Ra, Rb és Rcjelentése egymástól függetlenül alkil-, cikloalkil-, cikloalkil-alkil-, aril- vagy arilalkilcsoport, R jelentése hidrogénatom, alkil-,alkenil-, alkinil-, alkilkarbonilalkil-, alkilszulfonilalkil -,alkilszulfonilarilalkil-, alkoxi-, alkoxialkil-, karboxi-,karboxialkil-, cianoalkil-, halogénalkil-, halogénalkenil-,halogénalkinil-, hidroxialkil-, cikloalkil-, cikloalkilalkil-,cikloalkenil-, cikloalkenilalkil-, aril-, arilalkil-, arilalkenil-,arilalkinil-, arilalkoxi-, arilhalogénalkil-, arilhidroxialkil-,ariloxi-, ariloxihidroxialkil-, ariloxihalogénalkil-,arilkarbonilalkil-, halogénalkoxihidroxialkilcsoport, heterociklusoscsoport, heterociklusos csoporttal helyettesített alkil-, alkoxi- vagyoxicsoport, C(O)R5, -(CH2)nC(O)R5, -R6-R7, Rl, R2 és R3 közül legalábbaz egyik (a) vagy (b) általános képletű csoportot jelent, a többielőnyösen hidrogén- vagy halogénatom, hidroxil-, alkil-, alkenil- vagyalkinilcsoport, X1 jelentése -SO2-, -SO(NRl0)-, -SO-, -SeO2-,PO(OR11)- vagy -PO(NR12R13)- általános képletű csoport, R9 jelentésealkil-, alkenil-, alkinil-, cikloalkil-, cikloalkenil-, aminocsoport,-NHNH2 vagy -N=CH (NR10R11) általános képletű csoport, dialkilamino-,alkoxi-, tiol-, alkiltiocsoport, védőcsoport vagy egy az X1 csoporthozalkiléncsoporton keresztül kapcsolódó védőcsoport, X2 jelentésehidrogén- vagy halogénatom, alkil-, alkenil vagy alkinilcsoport, R6-R7jelentése helyettesített alkilén- vagy alkiléncsoport. Ó
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91702397A | 1997-08-22 | 1997-08-22 | |
| US12957098A | 1998-08-05 | 1998-08-05 | |
| PCT/US1998/016479 WO1999010331A1 (en) | 1997-08-22 | 1998-08-10 | Arylpyridazinones as prostaglandin endoperoxide h synthase biosynthesis inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0400909A2 true HUP0400909A2 (hu) | 2004-07-28 |
| HUP0400909A3 HUP0400909A3 (en) | 2004-10-28 |
Family
ID=26827711
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0400909A HUP0400909A3 (en) | 1997-08-22 | 1998-08-10 | Arylpyridazinone-derivatives having prostaglandin endoperoxide h synthase biosynthesis inhibitor effect and pharmaceutical compositions containing them |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JP2003516925A (hu) |
| KR (1) | KR100675028B1 (hu) |
| CN (1) | CN1167687C (hu) |
| AR (1) | AR015422A1 (hu) |
| AU (1) | AU741317B2 (hu) |
| BG (1) | BG64675B1 (hu) |
| CZ (1) | CZ300847B6 (hu) |
| HU (1) | HUP0400909A3 (hu) |
| IL (1) | IL133552A (hu) |
| NO (1) | NO315423B1 (hu) |
| NZ (1) | NZ501808A (hu) |
| PL (1) | PL194175B1 (hu) |
| SK (1) | SK286972B6 (hu) |
| TR (1) | TR200000478T2 (hu) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TR200101765T2 (tr) * | 1998-10-27 | 2002-02-21 | Abbott Laboratories | Prostaglandin endoperoksit H sentaz biyosentez inhibitörleri |
| FR2969606B1 (fr) * | 2010-12-22 | 2013-01-11 | Pf Medicament | Derives de diarylpyridazinones, leur preparation et leur application en therapeutique humaine |
| CN107334767B (zh) * | 2017-06-08 | 2019-03-05 | 中国医学科学院医药生物技术研究所 | 一种哒嗪酮类化合物在肿瘤治疗中的应用 |
| JP7147444B2 (ja) * | 2018-10-03 | 2022-10-05 | 株式会社島津製作所 | 試料注入装置および試料注入システム |
| CN114560814B (zh) * | 2022-03-02 | 2023-10-20 | 天津理工大学 | 一种取代2,3-二氮杂萘酮类化合物的合成方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4238490A (en) * | 1979-02-12 | 1980-12-09 | Diamond Shamrock Corporation | Antihypertensive pyridazin(2H)-3-ones |
| BR8108745A (pt) * | 1980-08-07 | 1982-07-06 | Diamond Shamrock Corp | Difenilpiridazinonas herbicidas e reguladores do crescimento da planta |
| US4404203A (en) * | 1981-05-14 | 1983-09-13 | Warner-Lambert Company | Substituted 6-phenyl-3(2H)-pyridazinones useful as cardiotonic agents |
| WO1988009675A1 (en) * | 1987-06-05 | 1988-12-15 | Medicis Corporation | Inhibition of arachidonic acid metabolism |
| AU691673B2 (en) * | 1994-11-14 | 1998-05-21 | Dow Agrosciences Llc | Pyridazinones and their use as fungicides |
| US5622948A (en) * | 1994-12-01 | 1997-04-22 | Syntex (U.S.A.) Inc. | Pyrrole pyridazine and pyridazinone anti-inflammatory agents |
| CA2224563A1 (en) * | 1995-06-12 | 1996-12-27 | G.D. Searle & Co. | Combination of a cyclooxygenase-2 inhibitor and a leukotriene b4 receptor antagonist for the treatment of inflammations |
| JP2001514669A (ja) * | 1997-03-14 | 2001-09-11 | メルク フロスト カナダ アンド カンパニー | シクロオキシゲナーゼ−２阻害薬としてのピリダジノン類 |
-
1998
- 1998-08-10 PL PL98355418A patent/PL194175B1/pl not_active IP Right Cessation
- 1998-08-10 AU AU86976/98A patent/AU741317B2/en not_active Ceased
- 1998-08-10 TR TR2000/00478T patent/TR200000478T2/xx unknown
- 1998-08-10 HU HU0400909A patent/HUP0400909A3/hu unknown
- 1998-08-10 CN CNB988083221A patent/CN1167687C/zh not_active Expired - Fee Related
- 1998-08-10 IL IL13355298A patent/IL133552A/xx not_active IP Right Cessation
- 1998-08-10 SK SK231-2000A patent/SK286972B6/sk not_active IP Right Cessation
- 1998-08-10 CZ CZ20000446A patent/CZ300847B6/cs not_active IP Right Cessation
- 1998-08-10 KR KR1020007001824A patent/KR100675028B1/ko not_active IP Right Cessation
- 1998-08-10 NZ NZ501808A patent/NZ501808A/xx unknown
- 1998-08-10 JP JP2000507660A patent/JP2003516925A/ja active Pending
- 1998-08-24 AR ARP980104193A patent/AR015422A1/es active IP Right Grant
-
2000
- 2000-02-22 NO NO20000863A patent/NO315423B1/no not_active IP Right Cessation
- 2000-03-15 BG BG104241A patent/BG64675B1/bg unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL133552A (en) | 2005-12-18 |
| BG64675B1 (bg) | 2005-11-30 |
| CZ2000446A3 (cs) | 2000-05-17 |
| KR20010023196A (ko) | 2001-03-26 |
| PL194175B1 (pl) | 2007-05-31 |
| IL133552A0 (en) | 2001-04-30 |
| HUP0400909A3 (en) | 2004-10-28 |
| NO20000863D0 (no) | 2000-02-22 |
| NO20000863L (no) | 2000-02-22 |
| AU741317B2 (en) | 2001-11-29 |
| SK2312000A3 (en) | 2001-02-12 |
| KR100675028B1 (ko) | 2007-01-29 |
| CN1167687C (zh) | 2004-09-22 |
| PL355418A1 (en) | 2004-04-19 |
| NZ501808A (en) | 2002-12-20 |
| NO315423B1 (no) | 2003-09-01 |
| JP2003516925A (ja) | 2003-05-20 |
| CN1277605A (zh) | 2000-12-20 |
| CZ300847B6 (cs) | 2009-08-26 |
| TR200000478T2 (tr) | 2002-04-22 |
| AR015422A1 (es) | 2001-05-02 |
| BG104241A (en) | 2000-10-31 |
| AU8697698A (en) | 1999-03-16 |
| SK286972B6 (sk) | 2009-08-06 |
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