AU1267892A - New leukotriene b4 derivatives, method for preparing them and their use as drugs - Google Patents
New leukotriene b4 derivatives, method for preparing them and their use as drugsInfo
- Publication number
- AU1267892A AU1267892A AU12678/92A AU1267892A AU1267892A AU 1267892 A AU1267892 A AU 1267892A AU 12678/92 A AU12678/92 A AU 12678/92A AU 1267892 A AU1267892 A AU 1267892A AU 1267892 A AU1267892 A AU 1267892A
- Authority
- AU
- Australia
- Prior art keywords
- stands
- alkyl
- bromine
- chlorine
- possibly substituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 150000002615 leukotriene B4 derivatives Chemical class 0.000 title abstract 2
- 239000003814 drug Substances 0.000 title 1
- 229940079593 drug Drugs 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 4
- 229910052794 bromium Inorganic materials 0.000 abstract 4
- 229910052801 chlorine Inorganic materials 0.000 abstract 4
- 239000000460 chlorine Substances 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 229920000858 Cyclodextrin Polymers 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 150000007524 organic acids Chemical group 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/007—Esters of unsaturated alcohols having the esterified hydroxy group bound to an acyclic carbon atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- 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
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/05—Alcohols containing rings other than six-membered aromatic rings
- C07C33/12—Alcohols containing rings other than six-membered aromatic rings containing five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/46—Unsaturated compounds containing hydroxy or O-metal groups containing rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Dermatology (AREA)
- Pulmonology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses new leukotriene B4 derivatives of formula (I), wherein R?1 stands for CH2?OH, CH3?, CF3?, COOR?5, CONR?6R?7, or R?1 together with R?2 stands for a carbonyl group, R?2 and R?3 are the same or different and stand for H or an organic acid residue containing 1 to 15 carbon atoms, R?4 stands for H, C1?-C10? alkyl, possibly substituted one or more times by chlorine or bromine, C3?-C10? cycloalkyl, a C6?-C10? aryl residue possibly substituted one or more times by chlorine, bromine or phenyl, C1?-C4? alkyl, C1?-C4? alkoxy, fluoromethyl, chloromethyl, trifluoromethyl, carboxy or hydroxy, or a 5- or 6-membered aromatic heterocyclic ring with at least one heteroatom, R?5 stands for hydrogen, C1?-C10? alkyl, C3?-C10? cycloalkyl, a C6?-C10? aryl residue possibly substituted one to three times by chlorine, bromine or phenyl, C1?-C4? alkyl, C1?-C4? alkoxy, fluoromethyl, chloromethyl, trifluoromethyl, carboxy or hydroxy, CH2?-CO-(C6?-C10?) aryl or a 5- or 6-membered ring with at least one heteroatom, A stands for a trans,trans-CH=CH-CH=CH, a -CH2?CH2?-CH=CH- or a tetramethylene group, B stands for a C1?-C10? straight-chain or branched-chain alkylene group, possibly substituted by fluorine, or the group of formula (a), D stands for a direct bond, oxygen, sulphur, -C=C-, -CH=CR8? or, together with B, for a direct bond, R6? and R7? are the same or different and stand for H or C1?-C4? alkyl or R7? stands for H and R6? stands for C1?-C10? alkanoyl or C1?-C10? alkanesulphonyl, R8? stands for H, C1?-C5? alkyl, chlorine or bromine, n is equal to 3 to 5 and, when R5? stands for hydrogen, their salts with physiologically tolerable bases and their cyclodextrin clathrates.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4108351A DE4108351A1 (en) | 1991-03-12 | 1991-03-12 | NEW LEUKOTRIA-B (DOWN ARROW) 4 (DOWN ARROW) DERIVATIVES, PROCESS FOR THEIR PRODUCTION AND THEIR USE AS MEDICINAL PRODUCTS |
| DE4108351 | 1991-03-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU1267892A true AU1267892A (en) | 1992-10-21 |
Family
ID=6427320
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU12678/92A Abandoned AU1267892A (en) | 1991-03-12 | 1992-02-24 | New leukotriene b4 derivatives, method for preparing them and their use as drugs |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0529022B1 (en) |
| JP (1) | JPH06500566A (en) |
| AT (1) | ATE128460T1 (en) |
| AU (1) | AU1267892A (en) |
| CA (1) | CA2082818A1 (en) |
| DE (2) | DE4108351A1 (en) |
| DK (1) | DK0529022T3 (en) |
| ES (1) | ES2079857T3 (en) |
| GR (1) | GR3018361T3 (en) |
| HU (1) | HUT63596A (en) |
| IE (1) | IE920792A1 (en) |
| NO (1) | NO924347D0 (en) |
| PT (1) | PT100227B (en) |
| WO (1) | WO1992016504A1 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK0614457T3 (en) * | 1991-11-29 | 1997-02-24 | Schering Ag | |
| ES2118379T3 (en) * | 1994-01-27 | 1998-09-16 | Schering Ag | NEW DERIVATIVES OF LEUCOTRENE B4, PROCEDURE FOR ITS PREPARATION AND ITS USE AS MEDICINES. |
| DE19722846A1 (en) * | 1997-05-23 | 1998-12-24 | Schering Ag | Leukotriene B¶4¶ derivatives, especially 7-methylcyclohexyl LTB¶4¶ antagonists |
| DE19722848A1 (en) * | 1997-05-23 | 1998-11-26 | Schering Ag | Leukotriene B¶4¶ derivatives, especially Oximo LTB¶4¶ antagonists |
| US7327275B2 (en) | 2004-02-02 | 2008-02-05 | Gecko Alliance Group Inc. | Bathing system controller having abnormal operational condition identification capabilities |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0103445A3 (en) * | 1982-09-03 | 1984-10-17 | Teijin Limited | Process for production of prostaglandins E or F, and novel 7-(thiocarbo-acyloxy) prostaglandins E or F |
| DE3917597A1 (en) * | 1989-05-26 | 1990-11-29 | Schering Ag | NEW LEUKOTRIA-B (DOWN ARROW) 4 (DOWN ARROW) DERIVATIVES, PROCESS FOR THEIR PRODUCTION AND THEIR USE AS MEDICINAL PRODUCTS |
-
1991
- 1991-03-12 DE DE4108351A patent/DE4108351A1/en not_active Withdrawn
-
1992
- 1992-02-04 HU HU929203544A patent/HUT63596A/en unknown
- 1992-02-24 AU AU12678/92A patent/AU1267892A/en not_active Abandoned
- 1992-02-24 CA CA002082818A patent/CA2082818A1/en not_active Abandoned
- 1992-02-24 AT AT92905138T patent/ATE128460T1/en not_active IP Right Cessation
- 1992-02-24 EP EP92905138A patent/EP0529022B1/en not_active Expired - Lifetime
- 1992-02-24 WO PCT/DE1992/000151 patent/WO1992016504A1/en active IP Right Grant
- 1992-02-24 ES ES92905138T patent/ES2079857T3/en not_active Expired - Lifetime
- 1992-02-24 DK DK92905138.1T patent/DK0529022T3/en active
- 1992-02-24 JP JP4504866A patent/JPH06500566A/en active Pending
- 1992-02-24 DE DE59203817T patent/DE59203817D1/en not_active Expired - Lifetime
- 1992-03-11 PT PT100227A patent/PT100227B/en not_active IP Right Cessation
- 1992-03-12 IE IE079292A patent/IE920792A1/en not_active Application Discontinuation
- 1992-11-11 NO NO924347A patent/NO924347D0/en unknown
-
1995
- 1995-12-12 GR GR950403489T patent/GR3018361T3/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HU9203544D0 (en) | 1993-01-28 |
| DE4108351A1 (en) | 1992-09-17 |
| GR3018361T3 (en) | 1996-03-31 |
| WO1992016504A1 (en) | 1992-10-01 |
| NO924347L (en) | 1992-11-11 |
| DE59203817D1 (en) | 1995-11-02 |
| PT100227B (en) | 1999-09-30 |
| PT100227A (en) | 1993-07-30 |
| IE920792A1 (en) | 1992-09-23 |
| ES2079857T3 (en) | 1996-01-16 |
| HUT63596A (en) | 1993-09-28 |
| EP0529022A1 (en) | 1993-03-03 |
| EP0529022B1 (en) | 1995-09-27 |
| CA2082818A1 (en) | 1992-09-13 |
| DK0529022T3 (en) | 1996-02-05 |
| NO924347D0 (en) | 1992-11-11 |
| ATE128460T1 (en) | 1995-10-15 |
| JPH06500566A (en) | 1994-01-20 |
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