IL40320A - Tricyclic carbonyl compounds,their preparation and pharmaceutical compositions containing them - Google Patents
Tricyclic carbonyl compounds,their preparation and pharmaceutical compositions containing themInfo
- Publication number
- IL40320A IL40320A IL40320A IL4032072A IL40320A IL 40320 A IL40320 A IL 40320A IL 40320 A IL40320 A IL 40320A IL 4032072 A IL4032072 A IL 4032072A IL 40320 A IL40320 A IL 40320A
- Authority
- IL
- Israel
- Prior art keywords
- group
- alkyl
- carbon atoms
- composition
- salt
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims 17
- 150000001728 carbonyl compounds Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 61
- 150000001875 compounds Chemical class 0.000 claims 44
- 125000004432 carbon atom Chemical group C* 0.000 claims 38
- 239000000203 mixture Substances 0.000 claims 33
- 238000000034 method Methods 0.000 claims 31
- 150000003839 salts Chemical group 0.000 claims 29
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 24
- -1 carboxylate salt Chemical class 0.000 claims 17
- 125000003545 alkoxy group Chemical group 0.000 claims 16
- 125000002252 acyl group Chemical group 0.000 claims 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 13
- 239000007787 solid Substances 0.000 claims 12
- 125000004429 atom Chemical group 0.000 claims 11
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 11
- 239000003937 drug carrier Substances 0.000 claims 11
- 125000005843 halogen group Chemical group 0.000 claims 11
- 125000005392 carboxamide group Chemical group NC(=O)* 0.000 claims 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims 9
- 125000005599 alkyl carboxylate group Chemical group 0.000 claims 8
- 150000001768 cations Chemical class 0.000 claims 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 8
- 230000000269 nucleophilic effect Effects 0.000 claims 8
- 239000011734 sodium Substances 0.000 claims 8
- 229910052708 sodium Inorganic materials 0.000 claims 8
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 7
- 239000002253 acid Substances 0.000 claims 7
- 239000011575 calcium Substances 0.000 claims 7
- 229910052791 calcium Inorganic materials 0.000 claims 7
- 239000007788 liquid Substances 0.000 claims 7
- 239000002798 polar solvent Substances 0.000 claims 7
- 239000002904 solvent Substances 0.000 claims 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims 6
- 239000002245 particle Substances 0.000 claims 6
- BJCTXUUKONLPPK-UHFFFAOYSA-N 9-oxofluorene-2-carboxylic acid Chemical compound C1=CC=C2C(=O)C3=CC(C(=O)O)=CC=C3C2=C1 BJCTXUUKONLPPK-UHFFFAOYSA-N 0.000 claims 5
- 150000007942 carboxylates Chemical class 0.000 claims 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 239000011777 magnesium Substances 0.000 claims 4
- 229910052749 magnesium Inorganic materials 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- 239000011591 potassium Substances 0.000 claims 4
- 229910052700 potassium Inorganic materials 0.000 claims 4
- 239000000843 powder Substances 0.000 claims 4
- GOLXRNDWAUTYKT-UHFFFAOYSA-N 3-(1H-indol-3-yl)propanoic acid Chemical compound C1=CC=C2C(CCC(=O)O)=CNC2=C1 GOLXRNDWAUTYKT-UHFFFAOYSA-N 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- GDALETGZDYOOGB-UHFFFAOYSA-N Acridone Natural products C1=C(O)C=C2N(C)C3=CC=CC=C3C(=O)C2=C1O GDALETGZDYOOGB-UHFFFAOYSA-N 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- FZEYVTFCMJSGMP-UHFFFAOYSA-N acridone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3NC2=C1 FZEYVTFCMJSGMP-UHFFFAOYSA-N 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 150000003857 carboxamides Chemical class 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- YLQWCDOCJODRMT-UHFFFAOYSA-N fluoren-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C2=C1 YLQWCDOCJODRMT-UHFFFAOYSA-N 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 150000007530 organic bases Chemical class 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 3
- 238000001556 precipitation Methods 0.000 claims 3
- 239000002243 precursor Substances 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 claims 3
- XUVKSPPGPPFPQN-UHFFFAOYSA-N 10-Methyl-9(10H)-acridone Chemical compound C1=CC=C2N(C)C3=CC=CC=C3C(=O)C2=C1 XUVKSPPGPPFPQN-UHFFFAOYSA-N 0.000 claims 2
- ASDLSKCKYGVMAI-UHFFFAOYSA-N 9,10-dioxoanthracene-2-carboxylic acid Chemical compound C1=CC=C2C(=O)C3=CC(C(=O)O)=CC=C3C(=O)C2=C1 ASDLSKCKYGVMAI-UHFFFAOYSA-N 0.000 claims 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 229930195733 hydrocarbon Natural products 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 2
- 239000007800 oxidant agent Substances 0.000 claims 2
- 239000003380 propellant Substances 0.000 claims 2
- 239000004094 surface-active agent Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- OISSBKUKWYZYAX-UHFFFAOYSA-N 7-chlorofluoren-1-one Chemical compound ClC1=CC=C2C3=CC=CC(C3=CC2=C1)=O OISSBKUKWYZYAX-UHFFFAOYSA-N 0.000 claims 1
- KQYWDIDEIANAKM-UHFFFAOYSA-N 7-nitrofluoren-1-one Chemical class C1=CC(=O)C2=CC3=CC([N+](=O)[O-])=CC=C3C2=C1 KQYWDIDEIANAKM-UHFFFAOYSA-N 0.000 claims 1
- ZUTFCPOKQHJATC-UHFFFAOYSA-N 9,10-dioxoanthracene-2,6-dicarboxylic acid Chemical compound OC(=O)C1=CC=C2C(=O)C3=CC(C(=O)O)=CC=C3C(=O)C2=C1 ZUTFCPOKQHJATC-UHFFFAOYSA-N 0.000 claims 1
- XMIFYVJZYNTBTI-UHFFFAOYSA-N 9-oxofluorene-2,7-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=C2C(=O)C3=CC(C(=O)O)=CC=C3C2=C1 XMIFYVJZYNTBTI-UHFFFAOYSA-N 0.000 claims 1
- JNPRWSKMJDGYAN-UHFFFAOYSA-N 9-oxoxanthene-2-carboxylic acid Chemical compound C1=CC=C2C(=O)C3=CC(C(=O)O)=CC=C3OC2=C1 JNPRWSKMJDGYAN-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical group [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical group O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
- 102100029469 WD repeat and HMG-box DNA-binding protein 1 Human genes 0.000 claims 1
- 101710097421 WD repeat and HMG-box DNA-binding protein 1 Proteins 0.000 claims 1
- 239000000443 aerosol Substances 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 239000000010 aprotic solvent Substances 0.000 claims 1
- 238000010533 azeotropic distillation Methods 0.000 claims 1
- 159000000009 barium salts Chemical class 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 229940117975 chromium trioxide Drugs 0.000 claims 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N chromium trioxide Inorganic materials O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims 1
- GAMDZJFZMJECOS-UHFFFAOYSA-N chromium(6+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Cr+6] GAMDZJFZMJECOS-UHFFFAOYSA-N 0.000 claims 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethyl sulfoxide Natural products CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 claims 1
- CUILPNURFADTPE-UHFFFAOYSA-N hypobromous acid Chemical class BrO CUILPNURFADTPE-UHFFFAOYSA-N 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 239000007791 liquid phase Substances 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- KRTSDMXIXPKRQR-AATRIKPKSA-N monocrotophos Chemical compound CNC(=O)\C=C(/C)OP(=O)(OC)OC KRTSDMXIXPKRQR-AATRIKPKSA-N 0.000 claims 1
- 150000004682 monohydrates Chemical class 0.000 claims 1
- 229910017604 nitric acid Inorganic materials 0.000 claims 1
- 125000002560 nitrile group Chemical group 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical class [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 230000002685 pulmonary effect Effects 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 150000003385 sodium Chemical class 0.000 claims 1
- 159000000000 sodium salts Chemical group 0.000 claims 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims 1
- 239000001117 sulphuric acid Substances 0.000 claims 1
- 235000011149 sulphuric acid Nutrition 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
- C07D311/82—Xanthenes
- C07D311/84—Xanthenes 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 in position 9
- C07D311/86—Oxygen atoms, e.g. xanthones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/57—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/58—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton the carbon skeleton being further substituted by halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/647—Unsaturated compounds containing a keto groups being part of a ring having unsaturation outside the ring
- C07C49/653—Unsaturated compounds containing a keto groups being part of a ring having unsaturation outside the ring polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
- C07C65/34—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups polycyclic
- C07C65/36—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups polycyclic containing rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
- C07C65/40—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups containing singly bound oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C66/00—Quinone carboxylic acids
- C07C66/02—Anthraquinone carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems 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 carbon atoms of the ring system
- C07D219/06—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/18—Fluorenes; Hydrogenated fluorenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Pyrane Compounds (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4185271 | 1971-09-08 | ||
| GB861072 | 1972-02-24 | ||
| GB860972 | 1972-02-24 | ||
| GB860872*[A GB1414621A (en) | 1971-09-08 | 1972-02-24 | Tricyclic compounds having antiallergic properties and pharmaceuti cal compositions thereof |
| GB1490972 | 1972-03-29 | ||
| GB3581872 | 1972-08-01 | ||
| GB4007972 | 1972-08-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL40320A0 IL40320A0 (en) | 1972-11-28 |
| IL40320A true IL40320A (en) | 1976-12-31 |
Family
ID=27562567
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL40320A IL40320A (en) | 1971-09-08 | 1972-09-07 | Tricyclic carbonyl compounds,their preparation and pharmaceutical compositions containing them |
Country Status (11)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55122785A (en) * | 1979-03-15 | 1980-09-20 | Yoshitomi Pharmaceut Ind Ltd | Preparation of benzopyranopyridine derivative |
| FR2464937A1 (fr) * | 1979-09-13 | 1981-03-20 | Interox | Procede pour la fabrication d'anthraquinones substituees |
| US4585876A (en) * | 1982-11-25 | 1986-04-29 | Ciba-Geigy Corporation | Novel xanthones and thioxanthones |
| JPS59175840A (ja) * | 1983-03-24 | 1984-10-04 | イカリ消毒株式会社 | 土中小動物の駆除方法 |
| JPS6034901A (ja) * | 1984-06-04 | 1985-02-22 | Nippon Nohyaku Co Ltd | 害虫等の予防及び駆除方法 |
| US4714669A (en) * | 1985-04-11 | 1987-12-22 | Ciba-Geigy Corporation | Radiation-sensitive polycondensates, their preparation, material coated therewith and the use thereof |
| TW200301698A (en) | 2001-12-21 | 2003-07-16 | Bristol Myers Squibb Co | Acridone inhibitors of IMPDH enzyme |
| CN1748675A (zh) * | 2005-07-11 | 2006-03-22 | 丛晓东 | 大黄酸类化合物的复合物及制备方法与治疗糖尿病的应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1833272A (en) * | 1928-06-21 | 1931-11-24 | Gen Aniline Works Inc | Beta-anthraquinone-carboxylic acids and the esters thereof and process of preparing them |
| DE495100C (de) * | 1928-06-22 | 1930-04-07 | I G Farbenindustrie Akt Ges | Verfahren zur Darstellung von ª‰-Anthrachinoncarbonsaeuren und deren Estern |
| NL7008621A (enrdf_load_stackoverflow) * | 1969-06-25 | 1970-12-29 | ||
| US3642997A (en) * | 1969-06-25 | 1972-02-15 | Merck & Co Inc | Tricyclic carboxylic acids in the treatment of inflammation |
| US3873538A (en) * | 1970-08-05 | 1975-03-25 | Allen & Hanburys Ltd | Amino-9,10-dihydro-9,10-dioxo-2-anthroic acids |
-
1972
- 1972-09-07 FR FR7231756A patent/FR2154476B1/fr not_active Expired
- 1972-09-07 LU LU66018A patent/LU66018A1/xx unknown
- 1972-09-07 IL IL40320A patent/IL40320A/en unknown
- 1972-09-07 BE BE788514D patent/BE788514A/xx not_active IP Right Cessation
- 1972-09-07 NL NL7212174A patent/NL7212174A/xx not_active Application Discontinuation
- 1972-09-07 DD DD179483*A patent/DD114946A5/xx unknown
- 1972-09-07 DE DE2243997A patent/DE2243997A1/de not_active Ceased
- 1972-09-07 JP JP47089979A patent/JPS4834865A/ja active Pending
- 1972-09-07 DD DD165511A patent/DD106263A5/xx unknown
- 1972-09-07 CH CH1316472A patent/CH630885A5/de not_active IP Right Cessation
- 1972-09-07 IE IE1220/72A patent/IE37007B1/xx unknown
- 1972-09-07 AR AR243958A patent/AR209571A1/es active
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4834865A (enrdf_load_stackoverflow) | 1973-05-22 |
| BE788514A (fr) | 1973-03-07 |
| DD106263A5 (enrdf_load_stackoverflow) | 1974-06-12 |
| LU66018A1 (enrdf_load_stackoverflow) | 1973-03-12 |
| AU4640672A (en) | 1974-03-14 |
| AR209571A1 (es) | 1977-05-13 |
| DE2243997A1 (de) | 1973-03-15 |
| DD114946A5 (enrdf_load_stackoverflow) | 1975-09-05 |
| NL7212174A (enrdf_load_stackoverflow) | 1973-03-12 |
| FR2154476B1 (enrdf_load_stackoverflow) | 1975-10-17 |
| IE37007L (en) | 1973-03-08 |
| FR2154476A1 (enrdf_load_stackoverflow) | 1973-05-11 |
| CH630885A5 (en) | 1982-07-15 |
| IE37007B1 (en) | 1977-04-13 |
| IL40320A0 (en) | 1972-11-28 |
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