ATE34979T1 - ORTHOSUBSTITUTED DIHYDROXY-2(1H)QUINAZOLINONE-1-ALKANOIC ACIDS. - Google Patents
ORTHOSUBSTITUTED DIHYDROXY-2(1H)QUINAZOLINONE-1-ALKANOIC ACIDS.Info
- Publication number
- ATE34979T1 ATE34979T1 AT83305895T AT83305895T ATE34979T1 AT E34979 T1 ATE34979 T1 AT E34979T1 AT 83305895 T AT83305895 T AT 83305895T AT 83305895 T AT83305895 T AT 83305895T AT E34979 T1 ATE34979 T1 AT E34979T1
- Authority
- AT
- Austria
- Prior art keywords
- alkyl
- salts
- lower alkyl
- orthosubstituted
- quinazolinone
- Prior art date
Links
- 239000002253 acid Substances 0.000 title 1
- 150000007513 acids Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 150000003839 salts Chemical class 0.000 abstract 3
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 abstract 2
- -1 amine salt Chemical class 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 235000001014 amino acid Nutrition 0.000 abstract 1
- 150000001414 amino alcohols Chemical class 0.000 abstract 1
- 125000003435 aroyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001602 bicycloalkyls Chemical group 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000000496 cardiotonic agent Substances 0.000 abstract 1
- 239000002327 cardiovascular agent Substances 0.000 abstract 1
- 229940125692 cardiovascular agent Drugs 0.000 abstract 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 1
- 229940124550 renal vasodilator Drugs 0.000 abstract 1
- IMCGHZIGRANKHV-AJNGGQMLSA-N tert-butyl (3s,5s)-2-oxo-5-[(2s,4s)-5-oxo-4-propan-2-yloxolan-2-yl]-3-propan-2-ylpyrrolidine-1-carboxylate Chemical compound O1C(=O)[C@H](C(C)C)C[C@H]1[C@H]1N(C(=O)OC(C)(C)C)C(=O)[C@H](C(C)C)C1 IMCGHZIGRANKHV-AJNGGQMLSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/78—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 2
- C07D239/80—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Manufacture Of Tobacco Products (AREA)
- Cosmetics (AREA)
Abstract
Cpds. of formula (I) and their quat. salts with alkyl halides, alkali (ne earth) metal salts and the amine salt, aminoalcohol salts and aminoacid salts are new. In (I) R1 is H, NH2 or N02; R2 is H, alkyl, cycloalkyl, cycloalkylalkyl, haloalkyl or bicycloalkyl; R3 and R4 are H, lower alkyl, or aryl (opt. substd. by alkyl, lower alkoxy or OH); R5 is H, lower alkyl, or opt. substd. benzyl, provided that when R5 is other than H, the cpd. is a quat. salt; X is benzyl, COOH, alkoxycarbonyl, CN, CONH2, methane sulphonyl, formyl, alkanoyl, aroyl, heteroaroyl or heteroaryl; and Y and Z are H or OH, at least one being OH and when both are OH, they are in the 5,6- or 6,7- posn. Intermediates of formula (II) are also new. (R6 is lower alkyl; and R7 is H or is absent). Cpds. (I) are renal vasodilators and cardiovascular agents, and some intermediates in their prepn. are cardiotonic agents. Dose is 15-300 mg/kg.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/430,552 US4490374A (en) | 1982-09-30 | 1982-09-30 | 5,6-Dialkoxy-3,4-optionally substituted-2(1H)quinazolinones, composition and method of use |
| EP83305895A EP0107398B1 (en) | 1982-09-30 | 1983-09-29 | Ortho substituted dihydroxy-2(1h)quinazolinone-1-alkanoic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE34979T1 true ATE34979T1 (en) | 1988-06-15 |
Family
ID=23708017
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT83305895T ATE34979T1 (en) | 1982-09-30 | 1983-09-29 | ORTHOSUBSTITUTED DIHYDROXY-2(1H)QUINAZOLINONE-1-ALKANOIC ACIDS. |
| AT86201912T ATE58531T1 (en) | 1982-09-30 | 1983-09-29 | SUBSTITUTED CHINAZOLINONES. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT86201912T ATE58531T1 (en) | 1982-09-30 | 1983-09-29 | SUBSTITUTED CHINAZOLINONES. |
Country Status (13)
| Country | Link |
|---|---|
| KR (1) | KR840006218A (en) |
| AT (2) | ATE34979T1 (en) |
| DE (2) | DE3382013D1 (en) |
| ES (4) | ES526133A0 (en) |
| HU (1) | HU192242B (en) |
| IL (1) | IL69849A (en) |
| NO (1) | NO833541L (en) |
| NZ (1) | NZ205685A (en) |
| PH (2) | PH19508A (en) |
| RO (2) | RO89787A (en) |
| SG (1) | SG31887G (en) |
| YU (2) | YU196983A (en) |
| ZW (1) | ZW20883A1 (en) |
-
1983
- 1983-09-21 NZ NZ205685A patent/NZ205685A/en unknown
- 1983-09-28 PH PH29609A patent/PH19508A/en unknown
- 1983-09-28 IL IL69849A patent/IL69849A/en unknown
- 1983-09-29 RO RO83116473A patent/RO89787A/en unknown
- 1983-09-29 AT AT83305895T patent/ATE34979T1/en active
- 1983-09-29 AT AT86201912T patent/ATE58531T1/en not_active IP Right Cessation
- 1983-09-29 DE DE8686201912T patent/DE3382013D1/en not_active Expired - Lifetime
- 1983-09-29 DE DE8383305895T patent/DE3376978D1/en not_active Expired
- 1983-09-29 RO RO83112200A patent/RO87466A/en unknown
- 1983-09-29 NO NO833541A patent/NO833541L/en unknown
- 1983-09-29 ES ES526133A patent/ES526133A0/en active Granted
- 1983-09-29 HU HU833392A patent/HU192242B/en unknown
- 1983-09-29 ZW ZW208/83A patent/ZW20883A1/en unknown
- 1983-09-30 KR KR1019830004638A patent/KR840006218A/en not_active Ceased
- 1983-09-30 YU YU01969/83A patent/YU196983A/en unknown
-
1984
- 1984-05-29 ES ES532920A patent/ES8507512A1/en not_active Expired
- 1984-05-29 ES ES532919A patent/ES8507511A1/en not_active Expired
- 1984-05-29 ES ES532918A patent/ES8507510A1/en not_active Expired
-
1985
- 1985-05-24 PH PH32313A patent/PH21757A/en unknown
- 1985-12-11 YU YU01922/85A patent/YU192285A/en unknown
-
1987
- 1987-03-31 SG SG318/87A patent/SG31887G/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES532919A0 (en) | 1985-09-01 |
| PH21757A (en) | 1988-02-18 |
| ES532920A0 (en) | 1985-09-01 |
| RO87466B (en) | 1985-08-31 |
| ES8503671A1 (en) | 1985-03-16 |
| ES8507511A1 (en) | 1985-09-01 |
| ATE58531T1 (en) | 1990-12-15 |
| PH19508A (en) | 1986-05-14 |
| KR840006218A (en) | 1984-11-22 |
| HU192242B (en) | 1988-10-28 |
| DE3376978D1 (en) | 1988-07-14 |
| RO87466A (en) | 1985-08-31 |
| YU192285A (en) | 1987-12-31 |
| YU196983A (en) | 1987-02-28 |
| SG31887G (en) | 1987-07-17 |
| ZW20883A1 (en) | 1985-05-01 |
| ES532918A0 (en) | 1985-09-01 |
| IL69849A (en) | 1987-11-30 |
| NZ205685A (en) | 1987-03-31 |
| ES8507512A1 (en) | 1985-09-01 |
| IL69849A0 (en) | 1983-12-30 |
| DE3382013D1 (en) | 1991-01-03 |
| RO89787A (en) | 1986-07-30 |
| ES8507510A1 (en) | 1985-09-01 |
| ES526133A0 (en) | 1985-03-16 |
| NO833541L (en) | 1984-04-02 |
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