ES366547A1 - Substituted phenylalkanoic acids - Google Patents

Substituted phenylalkanoic acids

Info

Publication number
ES366547A1
ES366547A1 ES366547A ES366547A ES366547A1 ES 366547 A1 ES366547 A1 ES 366547A1 ES 366547 A ES366547 A ES 366547A ES 366547 A ES366547 A ES 366547A ES 366547 A1 ES366547 A1 ES 366547A1
Authority
ES
Spain
Prior art keywords
pyrryl
rch
r1ch
compounds
acid
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
Application number
ES366547A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
JR Geigy AG
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 JR Geigy AG filed Critical JR Geigy AG
Publication of ES366547A1 publication Critical patent/ES366547A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C07D207/327—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

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)
  • Pyrrole Compounds (AREA)

Abstract

The invention comprises compounds of formula wherein Z is CH 2 or CO and R 1 is H, F or Cl, and their pharmaceutically acceptable salts. These compounds may be prepared by (1) reacting succinaldehyde or its derivative with a p-aminophenylbutyric or p-aminobenzoylpropionic acid (2) decarboxylating the corresponding malonic acid (3) hydrolysing the corresponding nitrile, alkyl ester or imido-ether (4) reacting an alkyl 2 - acetyl - 4 - [p - (1 - pyrryl) phenyl] butyrate with alkali metal hydroxide (for Z = CH 2 ) (5) reducing the compound where Z = CO to that where Z = CH 2 . Details are given for the preparation of the following starting materials and intermediates: 4 - (4 - acetamino - 3 - chlorophenyl) butyric acid ethyl 3-(p-aminophenyl) propionate RCO 2 Et, RCH 2 OH, RCH 2 Cl, RCH 2 OTs-(p), RCH(CO 2 Et) 2 and BCH(CO 2 H) 2 [where R = p - (1 - pyrryl) phenethyl] and R1CH(CO 2 Et) 2 , R1CH(CO 2 H) 2 and R1CH 2 CO 2 Et [where R1= 3 - chloro - 4 - (1 - pyrryl) phenethyl]. Also prepared is the 2,4-dinitrophenylhydrazone of 3-[p-(1-pyrryl) benzoyl] propionic acid. Therapeutic compositions for oral, rectal, local or parenteral administration comprise compounds of the above general formula, which have analgesic, antiphlogistic and antipyretic activity.
ES366547A 1968-04-29 1969-04-28 Substituted phenylalkanoic acids Expired ES366547A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH637968A CH500189A (en) 1968-04-29 1968-04-29 Process for the preparation of new, substituted phenylalkanoic acids
CH1732968A CH507234A (en) 1968-04-29 1968-11-20 Process for the production of new, substituted alkanoic acids

Publications (1)

Publication Number Publication Date
ES366547A1 true ES366547A1 (en) 1971-01-01

Family

ID=25699490

Family Applications (4)

Application Number Title Priority Date Filing Date
ES366545A Expired ES366545A1 (en) 1968-04-29 1969-04-28 Substituted phenylalkanoic acids
ES366546A Expired ES366546A1 (en) 1968-04-29 1969-04-28 Substituted phenylalkanoic acids
ES366544A Expired ES366544A1 (en) 1968-04-29 1969-04-28 Substituted phenylalkanoic acids
ES366547A Expired ES366547A1 (en) 1968-04-29 1969-04-28 Substituted phenylalkanoic acids

Family Applications Before (3)

Application Number Title Priority Date Filing Date
ES366545A Expired ES366545A1 (en) 1968-04-29 1969-04-28 Substituted phenylalkanoic acids
ES366546A Expired ES366546A1 (en) 1968-04-29 1969-04-28 Substituted phenylalkanoic acids
ES366544A Expired ES366544A1 (en) 1968-04-29 1969-04-28 Substituted phenylalkanoic acids

Country Status (19)

Country Link
US (1) US3651084A (en)
JP (2) JPS4827309B1 (en)
AT (5) AT286976B (en)
BE (1) BE732301A (en)
BG (5) BG15206A3 (en)
CH (2) CH500189A (en)
CS (4) CS161851B2 (en)
DE (1) DE1921651A1 (en)
DK (1) DK125132C (en)
ES (4) ES366545A1 (en)
FI (1) FI50971C (en)
FR (1) FR2007555A1 (en)
GB (1) GB1264367A (en)
IE (1) IE33116B1 (en)
IL (1) IL32089A (en)
NL (1) NL6906209A (en)
NO (1) NO129572B (en)
PL (1) PL69906B1 (en)
SE (1) SE338994B (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5834882A (en) * 1981-08-25 1983-03-01 Nitto Electric Ind Co Ltd Laminated adhesive tape for double-side bonding
JPS6183275A (en) * 1984-10-01 1986-04-26 Kimurashin Kk Production of double-sided adhesive tape
JPS6183276A (en) * 1984-10-01 1986-04-26 Kimurashin Kk Double-sided adhesive tape
JPS6198784A (en) * 1984-10-20 1986-05-17 Kimurashin Kk Double-coated adhesive tape
FI74723C (en) * 1986-10-24 1988-03-10 Yhtyneet Paperitehtaat Oy HAEFTPRODUKT.

Also Published As

Publication number Publication date
CS161852B2 (en) 1975-06-10
AT290519B (en) 1971-06-11
JPS4813550B1 (en) 1973-04-27
CS161854B2 (en) 1975-06-10
CS161851B2 (en) 1975-06-10
FI50971C (en) 1976-09-10
FI50971B (en) 1976-05-31
ES366544A1 (en) 1971-01-01
BG15206A3 (en) 1975-10-15
IE33116L (en) 1969-10-29
IL32089A0 (en) 1969-06-25
DK125132C (en) 1973-07-02
BG15752A3 (en) 1969-06-28
NO129572B (en) 1974-04-29
BG15548A3 (en) 1976-04-10
GB1264367A (en) 1972-02-23
JPS4827309B1 (en) 1973-08-21
CS161853B2 (en) 1975-06-10
DE1921651A1 (en) 1969-11-27
IE33116B1 (en) 1974-03-20
BG15546A3 (en) 1976-05-25
FR2007555A1 (en) 1970-01-09
IL32089A (en) 1972-11-28
PL69906B1 (en) 1973-10-31
AT286976B (en) 1971-01-11
ES366545A1 (en) 1971-01-01
AT290517B (en) 1971-06-11
US3651084A (en) 1972-03-21
AT290518B (en) 1971-06-11
NL6906209A (en) 1969-10-31
BE732301A (en) 1969-10-29
SE338994B (en) 1971-09-27
AT290520B (en) 1971-06-11
BG15547A3 (en) 1976-05-25
ES366546A1 (en) 1971-01-01
CH500189A (en) 1970-12-15
CH507234A (en) 1971-05-15
DK125132B (en) 1973-01-02

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