IL43546A - Diuretic and saluretic compositions containing a 1,2-dihydro-or a 1,2,3,4-tetrahydro phthalazine and certain novel phthalazines - Google Patents
Diuretic and saluretic compositions containing a 1,2-dihydro-or a 1,2,3,4-tetrahydro phthalazine and certain novel phthalazinesInfo
- Publication number
- IL43546A IL43546A IL7343546A IL4354673A IL43546A IL 43546 A IL43546 A IL 43546A IL 7343546 A IL7343546 A IL 7343546A IL 4354673 A IL4354673 A IL 4354673A IL 43546 A IL43546 A IL 43546A
- Authority
- IL
- Israel
- Prior art keywords
- hydrogen
- hydroxy
- acetic acid
- optionally substituted
- formula
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims 9
- LFSXCDWNBUNEEM-UHFFFAOYSA-N phthalazine Chemical class C1=NN=CC2=CC=CC=C21 LFSXCDWNBUNEEM-UHFFFAOYSA-N 0.000 title abstract 2
- STIWEDICJHIFJT-UHFFFAOYSA-N 1,2,3,4-tetrahydrophthalazine Chemical compound C1=CC=C2CNNCC2=C1 STIWEDICJHIFJT-UHFFFAOYSA-N 0.000 title 1
- 239000002934 diuretic Substances 0.000 title 1
- 230000001882 diuretic effect Effects 0.000 title 1
- 230000000894 saliuretic effect Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 28
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 22
- 239000001257 hydrogen Substances 0.000 claims abstract 22
- -1 p-(p-nitrophenylazo)phenyl Chemical group 0.000 claims abstract 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 8
- 239000001301 oxygen Substances 0.000 claims abstract 8
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract 7
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims abstract 7
- 239000002253 acid Substances 0.000 claims abstract 6
- 150000002431 hydrogen Chemical group 0.000 claims abstract 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 5
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 5
- 239000000460 chlorine Substances 0.000 claims abstract 5
- 150000003839 salts Chemical class 0.000 claims abstract 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims abstract 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910052794 bromium Inorganic materials 0.000 claims abstract 4
- 150000007529 inorganic bases Chemical class 0.000 claims abstract 4
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims abstract 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 4
- 150000007530 organic bases Chemical class 0.000 claims abstract 4
- 150000002085 enols Chemical class 0.000 claims abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000005864 Sulphur Chemical group 0.000 claims abstract 2
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims abstract 2
- 125000002837 carbocyclic group Chemical group 0.000 claims abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims abstract 2
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 5
- 125000001589 carboacyl group Chemical group 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 150000007513 acids Chemical class 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 230000001225 therapeutic effect Effects 0.000 claims 2
- LGDCJLHCOAAGBY-UHFFFAOYSA-N 2-[2-(1,2,3-benzothiadiazol-5-yl)-4-oxo-1,3-dihydrophthalazin-1-yl]acetic acid Chemical compound S1N=NC2=C1C=CC(=C2)N2C(C1=CC=CC=C1C(=N2)O)CC(=O)O LGDCJLHCOAAGBY-UHFFFAOYSA-N 0.000 claims 1
- IRKXSWFOWGHXJW-UHFFFAOYSA-N 2-[4-oxo-2-[3-(trifluoromethyl)phenyl]-1,3-dihydrophthalazin-1-yl]acetic acid Chemical compound OC1=NN(C(C2=CC=CC=C12)CC(=O)O)C1=CC(=CC=C1)C(F)(F)F IRKXSWFOWGHXJW-UHFFFAOYSA-N 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- DUMOGPSUGDAKPU-UHFFFAOYSA-N CC(C)OC1=CC=CC(N(C(CC(O)=O)C2=CC=CC=C22)N=C2O)=C1 Chemical compound CC(C)OC1=CC=CC(N(C(CC(O)=O)C2=CC=CC=C22)N=C2O)=C1 DUMOGPSUGDAKPU-UHFFFAOYSA-N 0.000 claims 1
- RNBVMQRJWRLKFA-UHFFFAOYSA-N CCC1=CC=CC(=C1)N1N=C(O)C2=CC=CC=C2C1CC(O)=O Chemical compound CCC1=CC=CC(=C1)N1N=C(O)C2=CC=CC=C2C1CC(O)=O RNBVMQRJWRLKFA-UHFFFAOYSA-N 0.000 claims 1
- AHHUYDWDNZIYQV-UHFFFAOYSA-N CSC1=CC=CC(N(C(CC(O)=O)C2=CC=CC=C22)N=C2O)=C1 Chemical compound CSC1=CC=CC(N(C(CC(O)=O)C2=CC=CC=C22)N=C2O)=C1 AHHUYDWDNZIYQV-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 239000007937 lozenge Substances 0.000 claims 1
- 150000004702 methyl esters Chemical class 0.000 claims 1
- 125000005429 oxyalkyl group Chemical group 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 239000000829 suppository Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 235000020357 syrup Nutrition 0.000 claims 1
- 239000006188 syrup Substances 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- 125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 1
- 125000005108 alkenylthio group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 239000011260 aqueous acid Substances 0.000 abstract 1
- 125000005110 aryl thio group Chemical group 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 125000004465 cycloalkenyloxy group Chemical group 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 125000005366 cycloalkylthio group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 abstract 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 abstract 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000003367 polycyclic group Chemical group 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000005415 substituted alkoxy group Chemical group 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/26—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings condensed with carbocyclic rings or ring systems
- C07D237/30—Phthalazines
- C07D237/32—Phthalazines with oxygen atoms directly attached to carbon atoms of the nitrogen-containing ring
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IL45875A IL45875A (en) | 1973-10-31 | 1974-10-18 | 1,2-dihydro- or 1,2,3,4-tetrahydro-phthalazines and diuretic and saluretic compositions containing them |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5097372A GB1398549A (en) | 1972-11-06 | 1972-11-06 | Phthalazine derivatives and their use in pharmaceutical compo sitions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL43546A0 IL43546A0 (en) | 1974-03-14 |
| IL43546A true IL43546A (en) | 1976-11-30 |
Family
ID=10458145
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL7343546A IL43546A (en) | 1972-11-06 | 1973-11-02 | Diuretic and saluretic compositions containing a 1,2-dihydro-or a 1,2,3,4-tetrahydro phthalazine and certain novel phthalazines |
Country Status (20)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE47592B1 (en) * | 1977-12-29 | 1984-05-02 | Ici Ltd | Enzyme inhibitory phthalazin-4-ylacetic acid derivatives, pharmaceutical compositions thereof,and process for their manufacture |
-
1972
- 1972-11-06 GB GB5097372A patent/GB1398549A/en not_active Expired
-
1973
- 1973-11-01 IE IE1983/73A patent/IE39444B1/xx unknown
- 1973-11-02 ZA ZA738456A patent/ZA738456B/xx unknown
- 1973-11-02 IL IL7343546A patent/IL43546A/en unknown
- 1973-11-03 ES ES420241A patent/ES420241A1/es not_active Expired
- 1973-11-05 NL NL7315129A patent/NL7315129A/xx not_active Application Discontinuation
- 1973-11-05 NO NO734248A patent/NO139222C/no unknown
- 1973-11-05 HU HU73BO00001470A patent/HU170941B/hu unknown
- 1973-11-05 SE SE7315013A patent/SE403375B/xx unknown
- 1973-11-05 AT AT928273A patent/AT334906B/de not_active IP Right Cessation
- 1973-11-05 DD DD174466A patent/DD110270A5/xx unknown
- 1973-11-05 LU LU68746A patent/LU68746A1/xx unknown
- 1973-11-05 BE BE137413A patent/BE806922A/xx unknown
- 1973-11-06 PL PL1973166347A patent/PL100831B1/pl unknown
- 1973-11-06 RO RO7300076548A patent/RO63009A/ro unknown
- 1973-11-06 JP JP48124862A patent/JPS49132092A/ja active Pending
- 1973-11-06 DE DE19732355394 patent/DE2355394A1/de active Pending
- 1973-11-06 CA CA185,148A patent/CA1032162A/en not_active Expired
- 1973-11-06 CH CH1558373A patent/CH601255A5/xx not_active IP Right Cessation
- 1973-11-25 BG BG024937A patent/BG24953A3/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RO63009A (fr) | 1978-05-15 |
| DE2355394A1 (de) | 1974-05-16 |
| PL100831B1 (pl) | 1978-11-30 |
| BE806922A (fr) | 1974-05-06 |
| ZA738456B (en) | 1974-09-25 |
| ATA928273A (de) | 1976-06-15 |
| DD110270A5 (enrdf_load_stackoverflow) | 1974-12-12 |
| NL7315129A (enrdf_load_stackoverflow) | 1974-05-08 |
| BG24953A3 (en) | 1978-06-15 |
| JPS49132092A (enrdf_load_stackoverflow) | 1974-12-18 |
| GB1398549A (en) | 1975-06-25 |
| NO139222B (no) | 1978-10-16 |
| AU6212773A (en) | 1975-05-08 |
| CA1032162A (en) | 1978-05-30 |
| CH601255A5 (enrdf_load_stackoverflow) | 1978-06-30 |
| NO139222C (no) | 1979-01-24 |
| HU170941B (hu) | 1977-10-28 |
| IE39444L (en) | 1974-05-06 |
| ES420241A1 (es) | 1977-01-01 |
| IL43546A0 (en) | 1974-03-14 |
| LU68746A1 (enrdf_load_stackoverflow) | 1974-11-21 |
| IE39444B1 (en) | 1978-10-11 |
| AT334906B (de) | 1977-02-10 |
| SE403375B (sv) | 1978-08-14 |
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