GB1278272A - Substituted hexahydro-imidazoquinolines - Google Patents
Substituted hexahydro-imidazoquinolinesInfo
- Publication number
- GB1278272A GB1278272A GB8882/69A GB888269A GB1278272A GB 1278272 A GB1278272 A GB 1278272A GB 8882/69 A GB8882/69 A GB 8882/69A GB 888269 A GB888269 A GB 888269A GB 1278272 A GB1278272 A GB 1278272A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- compounds
- aryl
- substituted
- cho
- 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.)
- Expired
Links
- RYHOOHBSBHEVOC-UHFFFAOYSA-N 2,3,3a,4,5,9b-hexahydro-1H-imidazo[4,5-h]quinoline Chemical class N1CNC2CCC=3C=CC=NC3C21 RYHOOHBSBHEVOC-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000001204 N-oxides Chemical class 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000005215 alkyl ethers Chemical class 0.000 abstract 1
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000001589 carboacyl 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 201000004409 schistosomiasis Diseases 0.000 abstract 1
- LBUJPTNKIBCYBY-UHFFFAOYSA-N tetrahydroquinoline Natural products C1=CC=C2CCCNC2=C1 LBUJPTNKIBCYBY-UHFFFAOYSA-N 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1278272 Emidazo[1,5-a]quinoline derivatives PFIZER Ltd 17 Feb 1970 [19 Feb 1969] 8882/69 Heading C2C The invention comprises compounds of formula the C 1-6 alkanoyl esters and C 1-6 alkyl ethers of such compounds containing OH groups, and their pharmaceutically acceptable acid addition salts and N-oxides, wherein R<SP>1</SP> is C 1-6 alkyl (possibly OH- or aryl-substituted) or C 3-6 cycloalkyl, R<SP>2</SP> is Me, CH 2 OH or CHO, R<SP>3</SP> is NO 2 , CN or halogen, R<SP>4</SP> and R<SP>5</SP> are each H or C 1-6 alkyl, and R<SP>6</SP> is H, C 1-6 alkyl (possibly aryl-substituted) or aryl. The esters and N-oxides are prepared by known methods; otherwise these compounds are prepared by reacting the corresponding 2 - R<SP>1</SP>NHCH 2 - 1,2,3,4 - tetrahydroquinoline with R<SP>6</SP>CHO. Therapeutic compositions for the treatment of schistosomiasis by oral or parenteral administration comprise compounds of the above formula or their stated derivatives.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8882/69A GB1278272A (en) | 1969-02-19 | 1969-02-19 | Substituted hexahydro-imidazoquinolines |
| US11308A US3668208A (en) | 1969-02-19 | 1970-02-13 | Hexahydro imidazoquinolines |
| DE19702007345 DE2007345A1 (en) | 1969-02-19 | 1970-02-18 | New substituted hexahydroimidazoquinolines and their acid addition salts |
| JP45014502A JPS5016796B1 (en) | 1969-02-19 | 1970-02-19 | |
| CH237570A CH521979A (en) | 1969-02-19 | 1970-02-19 | Process for the preparation of substituted hexahydroimidazoquinolines |
| FR7006010A FR2034556B1 (en) | 1969-02-19 | 1970-02-19 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8882/69A GB1278272A (en) | 1969-02-19 | 1969-02-19 | Substituted hexahydro-imidazoquinolines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1278272A true GB1278272A (en) | 1972-06-21 |
Family
ID=9861114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8882/69A Expired GB1278272A (en) | 1969-02-19 | 1969-02-19 | Substituted hexahydro-imidazoquinolines |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3668208A (en) |
| JP (1) | JPS5016796B1 (en) |
| CH (1) | CH521979A (en) |
| DE (1) | DE2007345A1 (en) |
| FR (1) | FR2034556B1 (en) |
| GB (1) | GB1278272A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5001129A (en) * | 1987-12-21 | 1991-03-19 | Delalande S.A. | Oxazoloquinoline compounds and therapeutic application thereof |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1347493A (en) * | 1971-02-11 | 1974-02-27 | Aspro Nicholas Ltd | Benzazine derivatives |
| US3917610A (en) * | 1972-06-30 | 1975-11-04 | Chinoin Gyogyszer Es Vegyeszet | Amino-imidazo and amino-pyrazolo-isoquinolines and process for the preparation thereof |
| US3901897A (en) * | 1972-10-05 | 1975-08-26 | Squibb & Sons Inc | 1,2,3,4,4a,5,6,7-octahydro-7-aryl-isoquinolines and derivatives thereof |
| JPS5227199U (en) * | 1975-08-19 | 1977-02-25 | ||
| US4129567A (en) * | 1976-08-06 | 1978-12-12 | Pfizer Inc. | Quaternary salts as hypoglycemic agents |
| US4075343A (en) * | 1976-09-13 | 1978-02-21 | Pfizer Inc. | Anti-allergenic 5-alkoxyimidazo[1,2-A]quinoline-2-carboxylic acids and derivatives thereof |
| ATE171453T1 (en) * | 1993-11-19 | 1998-10-15 | Upjohn Co | IMIDAZO (1.5-A>QUINOLINE FOR THE TREATMENT OF ANXIETY AND SLEEP DISORDERS |
| AU722043B2 (en) * | 1997-01-24 | 2000-07-20 | Synqor, Inc. | High efficiency power converter |
| CN117700413A (en) * | 2024-02-05 | 2024-03-15 | 湖南工程学院 | A kind of hexahydroimidazo[2,1-a]isoquinoline derivative and its synthesis method |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3329620A (en) * | 1963-04-01 | 1967-07-04 | Hooker Chemical Corp | Novel phosphorus sulfide product and method for its manufacture |
| GB1011311A (en) * | 1963-07-04 | 1965-11-24 | Parke Davis & Co | Antiparasitic compositions and use thereof |
| GB1050901A (en) * | 1964-02-06 | |||
| GB1166538A (en) * | 1967-06-10 | 1969-10-08 | Pfizer Ltd | Substituted Tetrahydroquinolines |
| US3454579A (en) * | 1967-08-17 | 1969-07-08 | American Cyanamid Co | Imidazo(1,5-a)quinolin-1-one and thione derivatives |
| US3565902A (en) * | 1967-09-15 | 1971-02-23 | American Cyanamid Co | 1,2-dihydro-3h-imidazo(1,5-a)indol-3-ones and 3-thiones |
| US3557120A (en) * | 1969-05-21 | 1971-01-19 | Sterling Drug Inc | Hexahydroimidazoisoquinolines |
-
1969
- 1969-02-19 GB GB8882/69A patent/GB1278272A/en not_active Expired
-
1970
- 1970-02-13 US US11308A patent/US3668208A/en not_active Expired - Lifetime
- 1970-02-18 DE DE19702007345 patent/DE2007345A1/en active Pending
- 1970-02-19 JP JP45014502A patent/JPS5016796B1/ja active Pending
- 1970-02-19 CH CH237570A patent/CH521979A/en not_active IP Right Cessation
- 1970-02-19 FR FR7006010A patent/FR2034556B1/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5001129A (en) * | 1987-12-21 | 1991-03-19 | Delalande S.A. | Oxazoloquinoline compounds and therapeutic application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2007345A1 (en) | 1970-09-17 |
| FR2034556B1 (en) | 1974-04-12 |
| CH521979A (en) | 1972-04-30 |
| US3668208A (en) | 1972-06-06 |
| FR2034556A1 (en) | 1970-12-11 |
| JPS5016796B1 (en) | 1975-06-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |
