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
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.
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)
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 |
US9408405B2 (en) * | 2003-10-03 | 2016-08-09 | Veijlen N.V. | Use of compounds that are able to increase the serum IGF-1 level for the preparation of a therapeutical composition for treatment of various disease states associated with a reduced IGF-1 serum level in humans and animals |
Family Cites Families (2)
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 |
-
1970
- 1970-02-03 CA CA073,876A patent/CA957281A/en not_active Expired
- 1970-11-23 US US92299A patent/US3689657A/en not_active Expired - Lifetime
- 1970-11-30 NL NL7017489A patent/NL7017489A/xx unknown
- 1970-12-02 FR FR7043349A patent/FR2081480B1/fr not_active Expired
- 1970-12-02 ZA ZA708144A patent/ZA708144B/en unknown
- 1970-12-02 IL IL35772A patent/IL35772A/en unknown
- 1970-12-02 BE BE759744D patent/BE759744A/en unknown
- 1970-12-02 GB GB1290795D patent/GB1290795A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR2081480A1 (en) | 1971-12-03 |
CA957281A (en) | 1974-11-05 |
IL35772A (en) | 1974-06-30 |
ZA708144B (en) | 1972-07-26 |
DE2061985A1 (en) | 1971-08-12 |
NL7017489A (en) | 1971-08-05 |
US3689657A (en) | 1972-09-05 |
IL35772A0 (en) | 1971-02-25 |
FR2081480B1 (en) | 1974-08-30 |
BE759744A (en) | 1971-06-02 |
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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 |