GB1050734A - - Google Patents

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Publication number
GB1050734A
GB1050734A GB1050734DA GB1050734A GB 1050734 A GB1050734 A GB 1050734A GB 1050734D A GB1050734D A GB 1050734DA GB 1050734 A GB1050734 A GB 1050734A
Authority
GB
United Kingdom
Prior art keywords
methyl
alkyl
substituted
aryl
acetic 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.)
Active
Application number
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.)
Publication of GB1050734A publication Critical patent/GB1050734A/en
Active legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12Radicals substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/26Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/26Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
    • C07D209/281-(4-Chlorobenzoyl)-2-methyl-indolyl-3-acetic acid, substituted in position 5 by an oxygen or nitrogen atom; Esters thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/30Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32Oxygen atoms
    • C07D209/36Oxygen atoms in position 3, e.g. adrenochrome

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Indole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1,050,734. Indole derivatives. MERCK & GO. Inc. Jan. 29, 1964 [Feb. 1, 1963], No. 2065/66. Divided out of 1,050,728. Heading C2C. Indolyl-3-acetic acid derivatives of the formula wherein R 1 is an aryl, substituted aryl, heterocyclic aryl or substituted heterocyclic aryl group, R 2 is hydrogen or a C 1-5 alkyl, C 2-5 alkenyl, aryl, aralkyl, alkaryl or substituted alkyl or aryl group, R 3 is hydrogen or a C 1-5 alkyl or C 2-5 alkenyl radical and R 3 is a hydrogen or halogen atom or. a C 1-5 alkyl, C 1-5 alkoxy, haloalkyl, nitro, amino, substituted amino, cyano, aminomethyl, alkyl-substituted aminomethyl, mercapto, dialkylsulphamoyl or benzylmercapto radical are prepared by agitating the corresponding alkyl, aralkyl or cycloalkyl ester with an esterase such as Streptomyces spheroides, Aspergillus oryzal, Zygosaccharomyces acidifiens or Alcaligenes sp. Methods for the preparation of the ester starting materials are described. Other intermediate compounds described include ethyl 2-carbethoxy-3-methyl-5-methoxyindolenin-3-acetic acid ethyl ester and the corresponding free dicarboxylic acid,. 5 - methoxy - 3 - methyl - 5 - methoxyindolenin - 3 - acetic acid, 2; - methyl - 5 - methoxyindole - 3 - acetic acid, methyl 2 - methyl - 5 - methoxy - 3 - indolyl - acetate, p - chlorobenzanisidide, N - (p - chlorobenzoyl) - N - (p - methoxyphenyl) - 1 - methyl - 2 - oxo - propylamine, N - p - chlorobenzoyl - N - p - methoxyphenyl - 3 - oxo - 4 - amino - valeric acid ethyl ester, N-p-chlorobenzyl-p-anisidine, N-pchlorobenzyl - N - p - methoxyphenyl - 3 - oxo - 4 - aminovaleric acid ethyl ester:
GB1050734D 1963-02-01 Active GB1050734A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US25564263A 1963-02-01 1963-02-01

Publications (1)

Publication Number Publication Date
GB1050734A true GB1050734A (en)

Family

ID=22969254

Family Applications (13)

Application Number Title Priority Date Filing Date
GB1050728D Active GB1050728A (en) 1963-02-01
GB1050736D Active GB1050736A (en) 1963-02-01
GB1050729D Active GB1050729A (en) 1963-02-01
GB1050733D Active GB1050733A (en) 1963-02-01
GB1050740D Active GB1050740A (en) 1963-02-01
GB1050735D Active GB1050735A (en) 1963-02-01
GB1050734D Active GB1050734A (en) 1963-02-01
GB1050732D Active GB1050732A (en) 1963-02-01
GB1050737D Active GB1050737A (en) 1963-02-01
GB1050739D Active GB1050739A (en) 1963-02-01
GB1050731D Active GB1050731A (en) 1963-02-01
GB1050730D Active GB1050730A (en) 1963-02-01
GB1050738D Active GB1050738A (en) 1963-02-01

Family Applications Before (6)

Application Number Title Priority Date Filing Date
GB1050728D Active GB1050728A (en) 1963-02-01
GB1050736D Active GB1050736A (en) 1963-02-01
GB1050729D Active GB1050729A (en) 1963-02-01
GB1050733D Active GB1050733A (en) 1963-02-01
GB1050740D Active GB1050740A (en) 1963-02-01
GB1050735D Active GB1050735A (en) 1963-02-01

Family Applications After (6)

Application Number Title Priority Date Filing Date
GB1050732D Active GB1050732A (en) 1963-02-01
GB1050737D Active GB1050737A (en) 1963-02-01
GB1050739D Active GB1050739A (en) 1963-02-01
GB1050731D Active GB1050731A (en) 1963-02-01
GB1050730D Active GB1050730A (en) 1963-02-01
GB1050738D Active GB1050738A (en) 1963-02-01

Country Status (11)

Country Link
AT (1) AT277992B (en)
BE (1) BE643268A (en)
BR (1) BR6456479D0 (en)
CH (16) CH457435A (en)
DE (16) DE1695492A1 (en)
DK (11) DK109334C (en)
FI (9) FI46955C (en)
FR (1) FR1559559A (en)
GB (13) GB1050738A (en)
NL (1) NL6400813A (en)
SE (12) SE302463B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU163233B (en) * 1970-07-31 1973-07-28
DE58902127D1 (en) * 1988-06-21 1992-10-01 Rauter Vita Zahnfabrik DISPERSED CERAMICS.
GB9518994D0 (en) * 1995-09-16 1995-11-15 Agrevo Uk Ltd Fungicides

Also Published As

Publication number Publication date
DK113501B (en) 1969-03-31
FI47099C (en) 1973-09-10
DE1695487A1 (en) 1970-10-01
FI47101B (en) 1973-05-31
CH466283A (en) 1968-12-15
FI47097B (en) 1973-05-31
DK109514C (en) 1968-05-06
FI47101C (en) 1973-09-10
DE1770134A1 (en) 1971-09-30
CH466288A (en) 1968-12-15
SE317975B (en) 1969-12-01
FI47100C (en) 1973-09-10
GB1050733A (en)
DE1770116A1 (en) 1971-10-14
GB1050735A (en)
GB1050728A (en)
FI46955B (en) 1973-05-02
SE302463B (en) 1968-07-22
SE320666B (en) 1970-02-16
GB1050740A (en)
SE304995B (en) 1968-10-14
DE1470059B1 (en) 1970-01-29
DK109334C (en) 1968-04-16
FI47096B (en) 1973-05-31
FR1559559A (en) 1969-03-14
SE302131B (en) 1968-07-08
FI47098C (en) 1973-09-10
CH457436A (en) 1968-06-15
CH457437A (en) 1968-06-15
DK112447B (en) 1968-12-16
CH457434A (en) 1968-06-15
DE1695488A1 (en) 1970-09-17
CH557815A (en) 1975-01-15
BR6456479D0 (en) 1973-09-20
NL6400813A (en) 1964-08-03
SE320069B (en) 1970-02-02
DE1770802A1 (en) 1972-02-17
DK112239B (en) 1968-11-25
SE307948B (en) 1969-01-27
SE320367B (en) 1970-02-09
CH466286A (en) 1968-12-15
CH457435A (en) 1968-06-15
SE302133B (en) 1968-07-08
FI47099B (en) 1973-05-31
FI47100B (en) 1973-05-31
AT277992B (en) 1970-01-12
DK112446B (en) 1968-12-16
DK112238B (en) 1968-11-25
GB1050739A (en)
GB1050729A (en)
GB1050731A (en)
FI47096C (en) 1973-09-10
CH464202A (en) 1968-10-31
CH466289A (en) 1968-12-15
CH466284A (en) 1968-12-15
DK111751B (en) 1968-10-07
DE1695490A1 (en) 1971-04-15
FI47185C (en) 1973-10-10
DE1695493A1 (en) 1971-04-01
DK109562C (en) 1968-05-13
CH466287A (en) 1968-12-15
DK112314B (en) 1968-12-02
DE1695491A1 (en) 1971-04-15
SE307133B (en) 1968-12-23
DE1793561A1 (en) 1972-01-20
DE1695492A1 (en) 1971-04-01
FI47097C (en) 1973-09-10
DE1695484A1 (en) 1971-04-15
GB1050737A (en)
GB1050736A (en)
CH464203A (en) 1968-10-31
GB1050730A (en)
CH466285A (en) 1968-12-15
DK112313B (en) 1968-12-02
CH466290A (en) 1968-12-15
FI47185B (en) 1973-07-02
DE1695489A1 (en) 1970-08-13
CH489495A (en) 1970-04-30
BE643268A (en) 1964-07-31
GB1050738A (en)
DE1695485A1 (en) 1971-04-15
SE302130B (en) 1968-07-08
FI46955C (en) 1973-08-10
DE1695486A1 (en) 1971-04-15
DE1770132A1 (en) 1971-09-30
FI47098B (en) 1973-05-31
GB1050732A (en)
SE302132B (en) 1968-07-08

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