IE32928B1 - Aminoalkylbicyclocarboxylic acids - Google Patents

Aminoalkylbicyclocarboxylic acids

Info

Publication number
IE32928B1
IE32928B1 IE1465/68A IE146568A IE32928B1 IE 32928 B1 IE32928 B1 IE 32928B1 IE 1465/68 A IE1465/68 A IE 1465/68A IE 146568 A IE146568 A IE 146568A IE 32928 B1 IE32928 B1 IE 32928B1
Authority
IE
Ireland
Prior art keywords
reaction
steps
followed
acid
base
Prior art date
Application number
IE1465/68A
Other versions
IE32928L (en
Original Assignee
Merck & Co Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Merck & Co Inc filed Critical Merck & Co Inc
Publication of IE32928L publication Critical patent/IE32928L/en
Publication of IE32928B1 publication Critical patent/IE32928B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02Heterocyclic 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
    • C07D495/10Spiro-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/72Heterocyclic 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. [GB1209799A]
IE1465/68A 1967-12-14 1968-12-02 Aminoalkylbicyclocarboxylic acids IE32928B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US69040467A 1967-12-14 1967-12-14

Publications (2)

Publication Number Publication Date
IE32928L IE32928L (en) 1969-06-14
IE32928B1 true IE32928B1 (en) 1974-01-23

Family

ID=24772307

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1465/68A IE32928B1 (en) 1967-12-14 1968-12-02 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) FR8218M (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)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
IL31192A0 (en) 1969-02-27
NL6817950A (en) 1969-06-17
YU227173A (en) 1978-12-31
FI50970B (en) 1976-05-31
YU33008B (en) 1976-03-31
DK122809B (en) 1972-04-17
AT289752B (en) 1971-05-10
GB1209799A (en) 1970-10-21
DE1812979A1 (en) 1969-07-24
BR6804856D0 (en) 1973-03-20
ES361113A1 (en) 1970-08-01
IL31192A (en) 1972-03-28
YU34393B (en) 1979-07-10
FR1605239A (en) 1973-08-31
BE725459A (en) 1969-06-13
NO125182B (en) 1972-07-31
FR8218M (en) 1970-09-21
FI50970C (en) 1976-09-10
IE32928L (en) 1969-06-14
SE357196B (en) 1973-06-18
YU282768A (en) 1975-08-31
CH518262A (en) 1972-01-31

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