GB1209799A - Aminoalkylbicyclocarboxylic acids - Google Patents
Aminoalkylbicyclocarboxylic acidsInfo
- Publication number
- GB1209799A GB1209799A GB58306/68A GB5830668A GB1209799A GB 1209799 A GB1209799 A GB 1209799A GB 58306/68 A GB58306/68 A GB 58306/68A GB 5830668 A GB5830668 A GB 5830668A GB 1209799 A GB1209799 A GB 1209799A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction
- steps
- followed
- acid
- base
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/72—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,209,799. Aminomethylbicyclocarboxylic acids. MERCK & CO. Inc. 9 Dec., 1968 [14 Dec., 1967], No. 58306/68. Heading C2C. Novel compounds of formula wherein n is 2 or 3, X is H 2 or O, R<SP>1</SP> is H or alkanoyl and R is H, a non-toxic esterifying group or a cation, and acid addition salts thereof, are prepared as in steps 9 and 11 of the reaction schemes below, optionally followed by acylation, esterification and/or salt formation where appropriate. Intermediates are prepared as in steps 1 to 8 and 10 of the reaction schemes below, wherein R is ethyl. The numbered reaction steps are as follows:- (1) Claisen condensation with NaOC 2 H 5 , (2) Reaction with NaH or other strong base followed by Br(CH 2 ) n Br, (3) Reaction with HS(CH 2 ) 2 SH in presence of BF 3 etherate in glacial acetic acid, (4) Reduction with Raney nickel, (5) Gentle saponification with a base such as NaOH in aqueous alcohol, (6) Reaction with triethylamine and chloroformic ester, followed by ammonia to convert the anhydride to the amide, (7) Dehydration with POCl 3 in 1,2-dichloroethane or pyridine, (8) Heat with base such as NaOH in aqueous alcohol, (9) Catalytic reduction, such as over Pt in aqueous alcoholic HCl solution, (10) Reaction with 1,2-ethylene glycol in presence of toluene sulfonic acid in benzene and (11) Heating with acid. Pharmaceutical compositions having antifibrinolytic activity being in conventional forms for oral and parenteral administration comprise an above novel compound and a carrier therefor. A method for treating disorders resulting from a pathological fibrolytic state using the novel compounds is also claimed for non-humans.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69040467A | 1967-12-14 | 1967-12-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1209799A true GB1209799A (en) | 1970-10-21 |
Family
ID=24772307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB58306/68A Expired GB1209799A (en) | 1967-12-14 | 1968-12-09 | Aminoalkylbicyclocarboxylic acids |
Country Status (16)
| Country | Link |
|---|---|
| AT (1) | AT289752B (en) |
| BE (1) | BE725459A (en) |
| BR (1) | BR6804856D0 (en) |
| CH (1) | CH518262A (en) |
| DE (1) | DE1812979A1 (en) |
| DK (1) | DK122809B (en) |
| ES (1) | ES361113A1 (en) |
| FI (1) | FI50970C (en) |
| FR (2) | FR1605239A (en) |
| GB (1) | GB1209799A (en) |
| IE (1) | IE32928B1 (en) |
| IL (1) | IL31192A (en) |
| NL (1) | NL6817950A (en) |
| NO (1) | NO125182B (en) |
| SE (1) | SE357196B (en) |
| YU (2) | YU33008B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2085743A1 (en) * | 1970-03-25 | 1971-12-31 | Daiichi Seiyaku Co |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3641128A (en) * | 1969-06-17 | 1972-02-08 | Merck & Co Inc | Antifibrinolytic compounds |
| IE47589B1 (en) * | 1978-01-20 | 1984-05-02 | Daiichi Seiyaku Co | Process for producing 4-amino-methylbicyclo (2,2,2)octane-1-carboxylic acid and intermediate compound therefor |
| DE3336678A1 (en) * | 1983-10-08 | 1985-04-25 | Rudolf Wanzl Kg, 8874 Leipheim | Stackable shopping trolley with brake device |
| DE19917999B4 (en) * | 1999-04-21 | 2007-01-11 | Brand Gülletechnik GmbH | Automatically releasing brake device for a mobile transport device |
-
1968
- 1968-12-01 IL IL31192A patent/IL31192A/en unknown
- 1968-12-02 IE IE1465/68A patent/IE32928B1/en unknown
- 1968-12-02 YU YU2827/68A patent/YU33008B/en unknown
- 1968-12-04 SE SE16572/68A patent/SE357196B/xx unknown
- 1968-12-05 DE DE19681812979 patent/DE1812979A1/en not_active Withdrawn
- 1968-12-05 ES ES361113A patent/ES361113A1/en not_active Expired
- 1968-12-09 GB GB58306/68A patent/GB1209799A/en not_active Expired
- 1968-12-09 FI FI683518A patent/FI50970C/en active
- 1968-12-13 CH CH1867168A patent/CH518262A/en not_active IP Right Cessation
- 1968-12-13 BR BR204856/68A patent/BR6804856D0/en unknown
- 1968-12-13 AT AT1216768A patent/AT289752B/en not_active IP Right Cessation
- 1968-12-13 FR FR178116A patent/FR1605239A/fr not_active Expired
- 1968-12-13 DK DK611768AA patent/DK122809B/en not_active IP Right Cessation
- 1968-12-13 NO NO4991/68A patent/NO125182B/no unknown
- 1968-12-13 NL NL6817950A patent/NL6817950A/xx unknown
- 1968-12-13 BE BE725459D patent/BE725459A/xx unknown
- 1968-12-13 FR FR178115A patent/FR8218M/fr not_active Expired
-
1973
- 1973-08-23 YU YU2271/73A patent/YU34393B/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2085743A1 (en) * | 1970-03-25 | 1971-12-31 | Daiichi Seiyaku Co |
Also Published As
| Publication number | Publication date |
|---|---|
| YU282768A (en) | 1975-08-31 |
| IL31192A (en) | 1972-03-28 |
| BR6804856D0 (en) | 1973-03-20 |
| DE1812979A1 (en) | 1969-07-24 |
| FR1605239A (en) | 1973-08-31 |
| BE725459A (en) | 1969-06-13 |
| SE357196B (en) | 1973-06-18 |
| NL6817950A (en) | 1969-06-17 |
| IE32928B1 (en) | 1974-01-23 |
| ES361113A1 (en) | 1970-08-01 |
| IE32928L (en) | 1969-06-14 |
| AT289752B (en) | 1971-05-10 |
| CH518262A (en) | 1972-01-31 |
| NO125182B (en) | 1972-07-31 |
| DK122809B (en) | 1972-04-17 |
| YU34393B (en) | 1979-07-10 |
| IL31192A0 (en) | 1969-02-27 |
| FR8218M (en) | 1970-09-21 |
| YU33008B (en) | 1976-03-31 |
| YU227173A (en) | 1978-12-31 |
| FI50970B (en) | 1976-05-31 |
| FI50970C (en) | 1976-09-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1387733A (en) | 3-trisubstituted benzoyl-propionic acid and a mehtod for the production thereof | |
| SE7409577L (en) | ||
| GB1209799A (en) | Aminoalkylbicyclocarboxylic acids | |
| GB1413068A (en) | Bromoergolines | |
| GB1234490A (en) | ||
| ES408180A1 (en) | Vincamine and apovincamine derivatives | |
| GB1178658A (en) | Indene Derivatives and Production thereof | |
| GB1265279A (en) | ||
| GB1496491A (en) | Dihydroergopeptine derivatives | |
| ES396473A1 (en) | Isoindorinjudotaino seiho | |
| GB1432503A (en) | Cycloalkylalkylesters and process for their preparation | |
| ES421098A1 (en) | Fluoro-substituted thiaxanthene derivatives | |
| ES425088A1 (en) | Acidic oleo-acrylic resins and processes for preparing same | |
| IE43413L (en) | Behenic acid ester | |
| GB1476053A (en) | Glycyrrhetinic acid derivatives | |
| GB1387908A (en) | Polymerisable anthranilic acid esters | |
| GB1496307A (en) | Hypolipidemic agents | |
| GB1203538A (en) | Cubane derivatives | |
| GB1389461A (en) | Pyridine-acetic acid derivatives | |
| GB1479969A (en) | Fluorinated carboxylic acids and processes for their preparation | |
| ES8506257A1 (en) | Ester derivative of substituted acetic acid and preparing the same. | |
| GB1219387A (en) | Bicyclo[2.2.2]oct-2-ene-amino acid compounds | |
| ES363419A1 (en) | Preparation of phenylalanine derivatives and novel intermediates | |
| GB1462676A (en) | Substituted esters of n-4-quinolyl-anthranilic acids | |
| ES445336A1 (en) | Oxoindanylpropionic acids and process for the preparation thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCPE | Delete 'patent ceased' from journal |
Free format text: 4507,PAGE 2193 |