GB1290795A - - Google Patents

Info

Publication number
GB1290795A
GB1290795A GB1290795DA GB1290795A GB 1290795 A GB1290795 A GB 1290795A GB 1290795D A GB1290795D A GB 1290795DA GB 1290795 A GB1290795 A GB 1290795A
Authority
GB
United Kingdom
Prior art keywords
alkoxy
alkyl
radical
hydrogen
compositions
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
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 filed Critical
Publication of GB1290795A publication Critical patent/GB1290795A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—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
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18—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
    • C07D209/24—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 with an alkyl or cycloalkyl radical attached to the ring nitrogen atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Indole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1290795 Pharmaceutical compositions containing indole derivatives MERCK SHARP & DOHME (IA) CORP 2 Dec 1970 [3 Feb 1970] 57293/70 Heading A5B [Also in Division C2] Compositions for the treatment of skeletal muscle fatigability comprise an effective amount of a skeletal muscle stimulant having the formula: in which R is a tetrazol-5-yl group or a group of formula -COZ in which Z is a hydroxyl, C 1-8 alkoxy, di (C 1-3 alkyl) aminomethyl-(C 1-8 alkoxy), C 1-8 hydroxyalkoxy, phenyl-(C 1-8 -alkoxy), nitrophenyl-(C 1-8 alkoxy), halophenyl- (C 1-8 alkoxy), (C 1-3 alkyl)-phenyl-(C 1-8 alkoxy), (C 1-3 alkoxy)-(C 1-8 alkoxy), phenoxy, nitrophenoxy, halophenoxy or (C 1-3 alkyl)-phenoxy radical, R<SP>1</SP> is a hydrogen atom or a C 1-3 alkyl or C 3-5 alkenyl radical; R<SP>2</SP> is a C 1-8 alkyl, (C 1-3 alkoxy)-(C 1-8 alkyl), (C 1-3 alkylthio)-(C 1-8 alkyl), C 1-8 haloalkyl, C 1-8 polyhaloalkyl or (C 1-5 alkyl) carbonyl radical and R<SP>3</SP> is a hydrogen or halogen atom or a C 1-3 alkyl, C 1-3 haloalkyl, (C 1-3 alkoxy)-(C 1-3 alkyl) or nitro radical; or a pharmaceutically acceptable salt thereof, and a solid pharmaceutical diluent, carrier or coating, a sterile parenterally injectable liquid pharmaceutical carrier, a flavoured liquid, an oily liquid or an emulsion. Sodium, potassium, ammonium and amine (e.g. procaine) salts are referred to. Preferred compounds comprise those in which R<SP>1</SP> is hydrogen and R<SP>3</SP> is at the 5-position of the indole nucleus and R is carboxy and particularly those in which R<SP>3</SP> is 5- methyl and R<SP>2</SP> is n-propyl. The compositions may be administered orally or parenterally in the form of powders, granules, wafers, tablets, capsules, syrups, pills, elixirs or sterile suspensions and solutions.
GB1290795D 1970-02-03 1970-12-02 Expired GB1290795A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CA73876 1970-02-03

Publications (1)

Publication Number Publication Date
GB1290795A true GB1290795A (en) 1972-09-27

Family

ID=4086281

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1290795D Expired GB1290795A (en) 1970-02-03 1970-12-02

Country Status (8)

Country Link
US (1) US3689657A (en)
BE (1) BE759744A (en)
CA (1) CA957281A (en)
FR (1) FR2081480B1 (en)
GB (1) GB1290795A (en)
IL (1) IL35772A (en)
NL (1) NL7017489A (en)
ZA (1) ZA708144B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050203166A1 (en) * 2000-06-30 2005-09-15 Cancer Research Technology Limited Indole-3-acetic acid derivatives
GB0016162D0 (en) * 2000-06-30 2000-08-23 Cancer Res Campaign Tech Indole-3-acetic acid derivatives
SI1670444T1 (en) * 2003-10-03 2011-09-30 Veijlen N V Use of indoleacetic acid derivatives which increase the serum igf-1 level for the preparation of a therapeutical composition for treatment of various diseases

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3322786A (en) * 1965-10-07 1967-05-30 Merck & Co Inc 3-indolyl aliphatic acids
FR1512022A (en) * 1966-03-04 1968-02-02 Italiana Sint Spa Process for obtaining indole derivatives, with particular substitution of the hydrogen atom for the nitrogen of the indole ring, by means of the use of phenyl-sodium

Also Published As

Publication number Publication date
IL35772A (en) 1974-06-30
BE759744A (en) 1971-06-02
DE2061985A1 (en) 1971-08-12
FR2081480B1 (en) 1974-08-30
NL7017489A (en) 1971-08-05
US3689657A (en) 1972-09-05
CA957281A (en) 1974-11-05
ZA708144B (en) 1972-07-26
FR2081480A1 (en) 1971-12-03
IL35772A0 (en) 1971-02-25

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees