GB1107036A - Esters of dibenzocycloheptenyl-carboxylic acids - Google Patents
Esters of dibenzocycloheptenyl-carboxylic acidsInfo
- Publication number
- GB1107036A GB1107036A GB44518/64A GB4451864A GB1107036A GB 1107036 A GB1107036 A GB 1107036A GB 44518/64 A GB44518/64 A GB 44518/64A GB 4451864 A GB4451864 A GB 4451864A GB 1107036 A GB1107036 A GB 1107036A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- reacting
- acid
- alcohol
- alkali metal
- 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
- 150000002148 esters Chemical class 0.000 title abstract 3
- 239000002253 acid Substances 0.000 abstract 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000003288 anthiarrhythmic effect Effects 0.000 abstract 1
- 239000003416 antiarrhythmic agent Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 125000003367 polycyclic group Chemical group 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C62/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C62/30—Unsaturated compounds
- C07C62/32—Unsaturated compounds containing hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
- C07D451/06—Oxygen atoms
- C07D451/10—Oxygen atoms acylated by aliphatic or araliphatic carboxylic acids, e.g. atropine, scopolamine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
<FORM:1107036/C2/1> <FORM:1107036/C2/2> <FORM:1107036/C2/3> Novel esters of the Formula I, wherein X represents an ethylene or ethenylene radical, R1 and R2, the same or different, represent a hydrogen or halogen atom or C1- 5 alkyl group, and R3 represents a saturated polycyclic nitrogen-containin heterocyclic radical with at most 12 carbon atoms attached through carbon to the oxygen atom, and acid addition salts thereof, are prepared by reacting the corresponding free acid of the Formula II, or a reactive derivative thereof, with an alcohol of the formula R3OH, by reacting said acid or an alkali metal salt thereof with a halide of the formula R3Y (wherein Y represents a halogen atom), or by esterifying said acid with a C1- 5 alkanol and transesterifying the resultant ester with an alcohol of the formula R3OH. Carboxylic acids of the Formula II may be prepared by reacting a ketone of the Formula III with an alkali metal followed by carbon dioxide. Therapeutic compositions with anti-arrhythmic and atropine-like properties, which may take forms suitable for oral and parenteral administration, comprise compounds of the Formula I or their non-toxic acid addition salts, together with a suitable carrier.
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB44518/64A GB1107036A (en) | 1964-10-31 | 1964-10-31 | Esters of dibenzocycloheptenyl-carboxylic acids |
US484420A US3349093A (en) | 1964-10-31 | 1965-09-01 | 5-hydroxy-dibenzocyclohepten-5-yl-carboxylates |
IL24463A IL24463A (en) | 1964-10-31 | 1965-10-14 | Tropanyl and quinuclidinyl esters of dibenzocycloheptene and 10,11-dihydro-dibenzocycloheptene carboxylic acids and their preparation |
NO160123A NO119477B (en) | 1964-10-31 | 1965-10-18 | |
NL6513732A NL6513732A (en) | 1964-10-31 | 1965-10-22 | |
DE19651620077 DE1620077A1 (en) | 1964-10-31 | 1965-10-26 | Dibenzecycloheptenyl ester and process for their preparation |
BE671433A BE671433A (en) | 1964-10-31 | 1965-10-26 | |
FI2565/65A FI42835B (en) | 1964-10-31 | 1965-10-27 | |
BR174404/65A BR6574404D0 (en) | 1964-10-31 | 1965-10-29 | DI-BENZO-CYCLE-HEPTENYL ESTERS |
FR1553663D FR1553663A (en) | 1964-10-31 | 1965-10-29 | |
SE13988/65A SE326952B (en) | 1964-10-31 | 1965-10-29 | |
DK559165AA DK116213B (en) | 1964-10-31 | 1965-10-30 | Process for the preparation of dibenzocycloheptenyl esters or acid addition salts thereof. |
FR47560A FR6669M (en) | 1964-10-31 | 1966-01-28 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB44518/64A GB1107036A (en) | 1964-10-31 | 1964-10-31 | Esters of dibenzocycloheptenyl-carboxylic acids |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1107036A true GB1107036A (en) | 1968-03-20 |
Family
ID=10433672
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB44518/64A Expired GB1107036A (en) | 1964-10-31 | 1964-10-31 | Esters of dibenzocycloheptenyl-carboxylic acids |
Country Status (12)
Country | Link |
---|---|
US (1) | US3349093A (en) |
BE (1) | BE671433A (en) |
BR (1) | BR6574404D0 (en) |
DE (1) | DE1620077A1 (en) |
DK (1) | DK116213B (en) |
FI (1) | FI42835B (en) |
FR (2) | FR1553663A (en) |
GB (1) | GB1107036A (en) |
IL (1) | IL24463A (en) |
NL (1) | NL6513732A (en) |
NO (1) | NO119477B (en) |
SE (1) | SE326952B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4038299A (en) * | 1975-05-30 | 1977-07-26 | Syntex (U.S.A.) Inc. | 2-Substituted-5-oxo-5H-dibenzo [a,d] -cycloheptene esters |
DE4108393A1 (en) * | 1991-03-15 | 1992-09-17 | Boehringer Ingelheim Kg | NEW ESTERS BI-AND TRICYCLIC AMINO ALCOHOLS, THEIR PREPARATION AND THEIR USE IN MEDICINAL PRODUCTS |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB969024A (en) * | 1961-04-27 | 1964-09-09 | Koninklijke Pharma Fab Nv | Dihydrodibenzocycloheptene carboxylic acid esters |
-
1964
- 1964-10-31 GB GB44518/64A patent/GB1107036A/en not_active Expired
-
1965
- 1965-09-01 US US484420A patent/US3349093A/en not_active Expired - Lifetime
- 1965-10-14 IL IL24463A patent/IL24463A/en unknown
- 1965-10-18 NO NO160123A patent/NO119477B/no unknown
- 1965-10-22 NL NL6513732A patent/NL6513732A/xx unknown
- 1965-10-26 BE BE671433A patent/BE671433A/xx unknown
- 1965-10-26 DE DE19651620077 patent/DE1620077A1/en active Pending
- 1965-10-27 FI FI2565/65A patent/FI42835B/fi active
- 1965-10-29 SE SE13988/65A patent/SE326952B/xx unknown
- 1965-10-29 FR FR1553663D patent/FR1553663A/fr not_active Expired
- 1965-10-29 BR BR174404/65A patent/BR6574404D0/en unknown
- 1965-10-30 DK DK559165AA patent/DK116213B/en unknown
-
1966
- 1966-01-28 FR FR47560A patent/FR6669M/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
SE326952B (en) | 1970-08-10 |
FI42835B (en) | 1970-08-03 |
FR6669M (en) | 1969-02-03 |
BE671433A (en) | 1966-04-26 |
US3349093A (en) | 1967-10-24 |
DK116213B (en) | 1969-12-22 |
IL24463A (en) | 1969-06-25 |
NL6513732A (en) | 1966-05-02 |
DE1620077A1 (en) | 1970-02-12 |
BR6574404D0 (en) | 1973-08-16 |
FR1553663A (en) | 1969-01-17 |
NO119477B (en) | 1970-05-25 |
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