IT1085878B - 6,9-Oxido prostaglandin analogues - useful as antihypertensives, vasodilators, thrombocyte aggregation inhibitors, etc. - Google Patents

6,9-Oxido prostaglandin analogues - useful as antihypertensives, vasodilators, thrombocyte aggregation inhibitors, etc.

Info

Publication number
IT1085878B
IT1085878B IT2117177A IT2117177A IT1085878B IT 1085878 B IT1085878 B IT 1085878B IT 2117177 A IT2117177 A IT 2117177A IT 2117177 A IT2117177 A IT 2117177A IT 1085878 B IT1085878 B IT 1085878B
Authority
IT
Italy
Prior art keywords
alkyl
alkoxy
antihypertensives
oxido
vasodilators
Prior art date
Application number
IT2117177A
Other languages
Italian (it)
Inventor
Carmelo Gandolfi
Carlo Passarotti
Alessandro Andreoni
Angelo Fumagalli
Franco Faustini
Roberto Ceserani
Maddalena Usardimaria
Original Assignee
Erba Carlo Spa
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 Erba Carlo Spa filed Critical Erba Carlo Spa
Priority to IT2117177A priority Critical patent/IT1085878B/en
Priority to FI773757A priority patent/FI71138C/en
Priority to NZ185986A priority patent/NZ185986A/en
Priority to AU31642/77A priority patent/AU525965B2/en
Priority to IL53630A priority patent/IL53630A0/en
Priority to GB53226/77A priority patent/GB1599280A/en
Priority to GR55028A priority patent/GR66057B/el
Priority to DE19772757919 priority patent/DE2757919A1/en
Priority to CS894177A priority patent/CS216842B2/en
Priority to JP15758977A priority patent/JPS5384959A/en
Priority to DK586077A priority patent/DK586077A/en
Priority to NL7714613A priority patent/NL7714613A/en
Priority to NO774524A priority patent/NO153689C/en
Priority to SU772561052A priority patent/SU978725A3/en
Priority to HU77EA181A priority patent/HU182725B/en
Priority to SE7714948A priority patent/SE437268B/en
Priority to YU03166/77A priority patent/YU316677A/en
Priority to FR7739879A priority patent/FR2376147A1/en
Priority to BE183997A priority patent/BE862514A/en
Priority to CH4978A priority patent/CH636096A5/en
Priority to US05/920,166 priority patent/US4297368A/en
Priority to US05/928,809 priority patent/US4328240A/en
Priority to US05/965,267 priority patent/US4277491A/en
Priority to US05/015,148 priority patent/US4230721A/en
Priority to US06/029,921 priority patent/US4242508A/en
Priority to US06/029,925 priority patent/US4303670A/en
Priority to US06/029,924 priority patent/US4271183A/en
Priority to US06/029,922 priority patent/US4259244A/en
Priority to CA000329306A priority patent/CA1183839A/en
Priority to CA000329309A priority patent/CA1183840A/en
Priority to US06/049,118 priority patent/US4254137A/en
Priority to US06/049,326 priority patent/US4262016A/en
Priority to US06/090,305 priority patent/US4250188A/en
Priority to US06/098,963 priority patent/US4271184A/en
Priority to CA000366521A priority patent/CA1183841A/en
Priority to CA000394875A priority patent/CA1183842A/en
Priority to KE3196A priority patent/KE3196A/en
Priority to HK29082A priority patent/HK29082A/en
Priority to MY265/82A priority patent/MY8200265A/en
Application granted granted Critical
Publication of IT1085878B publication Critical patent/IT1085878B/en

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Prostaglandin analogues of formula (I) and their salts are new. In (I) R is opt. esterified COOH, C(OR')3, CH2OH, CONRaRb, 1H-tetrazol-5-yl or CN; where each R' is 1-6C alkyl or phenyl; Ra and Rb are H, 1-6C alkyl, 2-6C alkanoyl or phenyl; Z1 is H or halogen; p is 0-7; q is 1 or 2; R1 is H, OH, 1-6C alkoxy, aralkoxy or acyloxy; Y is CH2CH2, C=C, cis-CH=CZ2 or trans-CH=CZ2; where Z2 is H or halogen. One of R2 and R5 is H, 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl or aryl, and the other is OH, 1-6C alkoxy or aralkoxy, or R2 and R5 together form O; R3 and R4 are H, 1-6C alkyl or F, or CR3R4 is vinylidene or cyclopropylidene; n and n' are 0-6; X is O, S or (CH2)m (where m is 0 or 1). R6 is H, 1-4C alkyl or a 3-9C cycloaliphatic gp. opt. mono-or poly-substd. by 1-6C alkyl and/or alkoxy. (I) can be used for the same therapeutic purposes as natural prostaglandins, but generally have better chemical stability and resistance to 15-PG-dehydrogenase enzymes. They are useful as antihypertensives and vasodilators (more active than PGE1 and PGE2); thrombocyte aggrega-inhibitors; oxytocic agents (more selective than PGF2 alpha); luteolytic agents; gastric secretion inhibitors and antiulcer agents (more effective than PGE3); and bronchodilators. A typical cpd. is 13-trans-6 beta H-6,9 alpha-oxido-155S-hydroxy-13-prostenoic acid.
IT2117177A 1976-12-31 1977-03-14 6,9-Oxido prostaglandin analogues - useful as antihypertensives, vasodilators, thrombocyte aggregation inhibitors, etc. IT1085878B (en)

Priority Applications (39)

Application Number Priority Date Filing Date Title
IT2117177A IT1085878B (en) 1977-03-14 1977-03-14 6,9-Oxido prostaglandin analogues - useful as antihypertensives, vasodilators, thrombocyte aggregation inhibitors, etc.
FI773757A FI71138C (en) 1976-12-31 1977-12-13 FOERFARANDE FOER FRAMSTAELLNING AV TERAPEUTISKT ACTIVE BISYCLISKA PROSTAGLANDINER
NZ185986A NZ185986A (en) 1976-12-31 1977-12-15 2-oxa-bicyclic prostag-landins and pharmaceutical compositions
AU31642/77A AU525965B2 (en) 1976-12-31 1977-12-15 Bicyclic prostaglandin derivatives
IL53630A IL53630A0 (en) 1976-12-31 1977-12-18 Bicyclic prostaglandins and process for their preparation
GB53226/77A GB1599280A (en) 1976-12-31 1977-12-21 5,9-or 6,9-epoxyprostaglandins
GR55028A GR66057B (en) 1976-12-31 1977-12-22
DE19772757919 DE2757919A1 (en) 1976-12-31 1977-12-24 BICYCLIC PROSTAGLANDINS, THE METHOD OF MANUFACTURING THEM AND THE PHARMACEUTICAL OR VETERINAL PREPARATION CONTAINING THEM
CS894177A CS216842B2 (en) 1977-03-14 1977-12-28 Method of making the 2-oxabicyklik prostaglandines
JP15758977A JPS5384959A (en) 1976-12-31 1977-12-28 Bicyclic prostaglandin and method for its production
DK586077A DK586077A (en) 1976-12-31 1977-12-29 BICYCLIC PROSTAGLANDINS AND THEIR PROCEDURE
BE183997A BE862514A (en) 1976-12-31 1977-12-30 BICYCLIC PROSTAGLANDINS AND THEIR PREPARATION PROCESS
NO774524A NO153689C (en) 1976-12-31 1977-12-30 ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTICALLY ACTIVE BICYCLIC PROSTAGLANDINES.
SU772561052A SU978725A3 (en) 1977-03-14 1977-12-30 Method of producing bicyclic prostaglandines and salts thereof
HU77EA181A HU182725B (en) 1976-12-31 1977-12-30 Process for producing dihydric-prostacyclin-derivatives
SE7714948A SE437268B (en) 1976-12-31 1977-12-30 PROCEDURE FOR THE PREPARATION OF 2-OXA-BICYCLIC PROSTAGLANDINES
YU03166/77A YU316677A (en) 1976-12-31 1977-12-30 Process for obtaining bicyclic prostaglandin
FR7739879A FR2376147A1 (en) 1976-12-31 1977-12-30 BICYCLIC PROSTAGLANDINS, USEFUL IN PARTICULAR AS ANTI-AGGLUTINANTS FOR BLOOD PLATES AND THEIR PREPARATION PROCESS
NL7714613A NL7714613A (en) 1976-12-31 1977-12-30 PROCESS FOR PREPARING BICYCLICAL PROSTAGLANDINS, AND PHARMACEUTICAL AND VETERINARY PREPARATIONS.
CH4978A CH636096A5 (en) 1976-12-31 1978-01-03 BICYCLIC PROSTAGLANDINE, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL PREPARATIONS.
US05/920,166 US4297368A (en) 1976-12-31 1978-06-29 Pharmaceutically useful 5,6-saturated PGI compounds
US05/928,809 US4328240A (en) 1976-12-31 1978-07-28 Certain PGI1 compounds and their pharmaceutical composition and methods
US05/965,267 US4277491A (en) 1976-12-31 1978-12-01 Bicyclic prostaglandins
US05/015,148 US4230721A (en) 1976-12-31 1979-02-26 Bicyclic prostaglandins
US06/029,921 US4242508A (en) 1976-12-31 1979-04-13 Certain thiacyclic PGI compounds
US06/029,925 US4303670A (en) 1976-12-31 1979-04-13 Bicyclic prostaglandins and process for their preparation
US06/029,924 US4271183A (en) 1976-12-31 1979-04-13 Bicyclic prostaglandins
US06/029,922 US4259244A (en) 1976-12-31 1979-04-13 Certain 13,14-didehydro-PGI1 compounds
CA000329306A CA1183839A (en) 1976-12-31 1979-06-08 Bicyclic prostaglandins and process for their preparation
CA000329309A CA1183840A (en) 1976-12-31 1979-06-08 Bicyclic prostaglandins and process for their preparation
US06/049,326 US4262016A (en) 1976-12-31 1979-06-18 Bicyclic prostaglandins and process for their preparation
US06/049,118 US4254137A (en) 1976-12-31 1979-06-18 Bicyclic prostaglandins and process for their preparation
US06/090,305 US4250188A (en) 1976-12-31 1979-11-01 Certain PGI1 compounds and pharmaceutical compositions containing them
US06/098,963 US4271184A (en) 1976-12-31 1979-11-30 Bicyclic prostaglandins
CA000366521A CA1183841A (en) 1976-12-31 1980-12-10 Bicyclic prostaglandins and process for their preparation
CA000394875A CA1183842A (en) 1976-12-31 1982-01-25 Bicyclic prostaglandins and process for their preparation
KE3196A KE3196A (en) 1976-12-31 1982-03-17 5,9-or 6,9-epoxyprostaglandins
HK29082A HK29082A (en) 1976-12-31 1982-06-30 5,9-or 6,9-epoxyprostaglandins
MY265/82A MY8200265A (en) 1976-12-31 1982-12-30 5,9-or 6,9-epoxyprostaglandins

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT2117177A IT1085878B (en) 1977-03-14 1977-03-14 6,9-Oxido prostaglandin analogues - useful as antihypertensives, vasodilators, thrombocyte aggregation inhibitors, etc.

Publications (1)

Publication Number Publication Date
IT1085878B true IT1085878B (en) 1985-05-28

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Family Applications (1)

Application Number Title Priority Date Filing Date
IT2117177A IT1085878B (en) 1976-12-31 1977-03-14 6,9-Oxido prostaglandin analogues - useful as antihypertensives, vasodilators, thrombocyte aggregation inhibitors, etc.

Country Status (1)

Country Link
IT (1) IT1085878B (en)

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