ES361113A1 - Aminoalkylbicyclocarboxylic acids - Google Patents
Aminoalkylbicyclocarboxylic acidsInfo
- Publication number
- ES361113A1 ES361113A1 ES361113A ES361113A ES361113A1 ES 361113 A1 ES361113 A1 ES 361113A1 ES 361113 A ES361113 A ES 361113A ES 361113 A ES361113 A ES 361113A ES 361113 A1 ES361113 A1 ES 361113A1
- Authority
- ES
- Spain
- 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
Novel compounds of formula wherein n is 2 or 3, X is H 2 or O, R1 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 |
|---|---|
| ES361113A1 true ES361113A1 (en) | 1970-08-01 |
Family
ID=24772307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES361113A Expired ES361113A1 (en) | 1967-12-14 | 1968-12-05 | 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) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3641128A (en) * | 1969-06-17 | 1972-02-08 | Merck & Co Inc | Antifibrinolytic compounds |
| JPS4910951B1 (en) * | 1970-03-25 | 1974-03-13 | ||
| 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 FR FR178116A patent/FR1605239A/fr not_active Expired
- 1968-12-13 CH CH1867168A patent/CH518262A/en not_active IP Right Cessation
- 1968-12-13 NL NL6817950A patent/NL6817950A/xx unknown
- 1968-12-13 AT AT1216768A patent/AT289752B/en not_active IP Right Cessation
- 1968-12-13 NO NO4991/68A patent/NO125182B/no unknown
- 1968-12-13 FR FR178115A patent/FR8218M/fr not_active Expired
- 1968-12-13 BR BR204856/68A patent/BR6804856D0/en unknown
- 1968-12-13 DK DK611768AA patent/DK122809B/en not_active IP Right Cessation
- 1968-12-13 BE BE725459D patent/BE725459A/xx unknown
-
1973
- 1973-08-23 YU YU2271/73A patent/YU34393B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL6817950A (en) | 1969-06-17 |
| FI50970B (en) | 1976-05-31 |
| IL31192A (en) | 1972-03-28 |
| CH518262A (en) | 1972-01-31 |
| FR1605239A (en) | 1973-08-31 |
| DK122809B (en) | 1972-04-17 |
| IE32928B1 (en) | 1974-01-23 |
| GB1209799A (en) | 1970-10-21 |
| DE1812979A1 (en) | 1969-07-24 |
| YU33008B (en) | 1976-03-31 |
| YU34393B (en) | 1979-07-10 |
| BE725459A (en) | 1969-06-13 |
| IE32928L (en) | 1969-06-14 |
| FI50970C (en) | 1976-09-10 |
| YU282768A (en) | 1975-08-31 |
| FR8218M (en) | 1970-09-21 |
| IL31192A0 (en) | 1969-02-27 |
| YU227173A (en) | 1978-12-31 |
| NO125182B (en) | 1972-07-31 |
| AT289752B (en) | 1971-05-10 |
| BR6804856D0 (en) | 1973-03-20 |
| SE357196B (en) | 1973-06-18 |
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