GB1113851A - Decoyinine derivatives - Google Patents
Decoyinine derivativesInfo
- Publication number
- GB1113851A GB1113851A GB1833965A GB1833965A GB1113851A GB 1113851 A GB1113851 A GB 1113851A GB 1833965 A GB1833965 A GB 1833965A GB 1833965 A GB1833965 A GB 1833965A GB 1113851 A GB1113851 A GB 1113851A
- Authority
- GB
- United Kingdom
- Prior art keywords
- inclusive
- carbon atoms
- formula
- dihydrodecoyinine
- hydroxy
- 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
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Triacyl derivatives of the antibiotic decoyinine having the formula <FORM:1113851/C2/1> wherein R is selected from hydrocarbon carboxylic acyl of from 9 to 12 carbon atoms inclusive, halo-, nitro-, hydroxy-, amino-, cyano-, thiocyano-and lower-alkoxy (C1 to C6 inclusive) -substituted hydrocarbon carboxylic acid acyl of from 2 to 12 carbon atoms inclusive and lower-alkoxy (C1 to C6 inclusive) carbonyl, are prepared by a process similar to that described in Specification 985,162 for preparing the decoyinine triacylates disclosed therein. Triacyl derivatives of the above formula may be hydrogenated (see also Specification 985,162) to produce dihydrodecoyinine triacylates of the formula <FORM:1113851/C2/2> wherein R is as above defined and deoxydihydrodecoyinine diacylates of the formula <FORM:1113851/C2/3> wherein R is as above defined. Dihydrodecoyinine and deoxydihydrodecoyinine (prepared by the deacylation of dihydrodecoyinine triacylates and dihydrodecoyinine diacylates and separation of the resulting mixture) can be acylated to produce dihydrodecoyinine tetra- and pentaacylates of the formula <FORM:1113851/C2/4> and deoxydihydrodecoyinine tri- and tetraacylates of the formula <FORM:1113851/C2/5> wherein R is selected from hydrocarbon carboxylic acid acyl of from 2 to 12 carbon atoms, inclusive; halo-, nitro-, hydroxy-, amino-, cyano-, thiocyano-, and lower alkoxy-substituted hydrocarbon carboxylic acid acyl of from 2 to 12 carbon atoms inclusive; and lower alkoxy (C1 to C6 inclusive) carbonyl; and R1 is selected from hydrogen and hydrocarbon carboxylic acid acyl of from 2 to 12 carbon atoms inclusive; halo-, nitro-, hydroxy-, amino-, cyano-, thiocyano-, and lower alkoxy-substituted hydrocarbon carboxylic acid acyl of from 2 to 12 carbon atoms inclusive; and lower alkoxy (C1 to C6 inclusive) carbonyl.ALSO:Acylates of the antibiotic decoyinine and its derivatives dehydrodecoyinine and deoxydihydrodecoyinine (see Division C2) comprise the active ingredients of pharmaceutical compositions. The compositions contain a pharmaceutically acceptable carrier and may be administered orally, parenterally or applied topically in the form of tablets, effervescent tablets, powders, granules, capsules, solutions and suspensions (these may be sterile and include aqueous suspensions and oil suspensions especially those containing edible oil) ointments, creams, water-oil emulsions, lotions and baugies. The compositions have bactericidal activity and may also contain sulpha compounds (e.g. sulphadiazine, sulphamerazine, sulphanilamide, sulphamethazine, sulphacetamide and sulphamethylthiadiazole); other antibiotics (e.g. tetracycline, oxytetracyline, chlotetracycline, penicillins, novobiocin, neomycin, psicofuranine, erythromycin, streptomycin, bacitracin, polymyxin, chloramphenical, kanamycin, nystatin and streptozotocin); vitamins (e.g. thiamine, riboflavin, ascorbic acid, niacinamide, pyridoxine, pantothenic acid or pantothenate salts, vitamin B1Z and folic acid); corticoids (e.g. cortisone, hydrocortisone, prednisone and prednisolone, including esters thereof, e.g. the acetate, cyclo pentylpropionate, succinate and the sodium salt, and the fluoro, methyl, and hydroxy analogues thereof such as 6a -fluorohydrocortisone, 16 - hydroxy - 9a - fluorohydrocortisone and 16 - methyl - 9a - fluoroprednisolone, and the esters thereof).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1833965A GB1113851A (en) | 1965-05-29 | 1965-05-29 | Decoyinine derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1833965A GB1113851A (en) | 1965-05-29 | 1965-05-29 | Decoyinine derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1113851A true GB1113851A (en) | 1968-05-15 |
Family
ID=10110772
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1833965A Expired GB1113851A (en) | 1965-05-29 | 1965-05-29 | Decoyinine derivatives |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1113851A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4996308A (en) * | 1988-03-25 | 1991-02-26 | Merrell Dow Pharmaceuticals Inc. | Derivatives with unsaturated substitutions for the 5'-hydroxymethyl group |
US5378693A (en) * | 1988-11-15 | 1995-01-03 | Merrell Dow Pharmaceuticals Inc. | 2'-halomethylidene cytidine, uridine and guanosine compounds and their pharmaceutical compositions |
US5521162A (en) * | 1987-08-26 | 1996-05-28 | Merrell Pharmaceuticals Inc. | Aristeromycin analogues of 4',5'-didehydro-5'-fluoro-adenosine and methods of treating neoplastic and viral disease conditions |
US5595979A (en) * | 1994-07-11 | 1997-01-21 | Merrell Pharmaceuticals Inc. | Method of treating a neoplastic disease state by conjunctive therapy with 2'-fluoromethylidene derivatives and radiation or chemotherapy |
US5607925A (en) * | 1988-11-15 | 1997-03-04 | Merrell Pharmaceuticals Inc. | Treatment of carcinoma by administration of 2'-halomethylidenyl-2'-deoxynucleosides |
US5616702A (en) * | 1988-11-15 | 1997-04-01 | Merrell Pharmaceuticals Inc. | 2-'-ethenylidene cytidine, uridine and guanosine derivatives |
-
1965
- 1965-05-29 GB GB1833965A patent/GB1113851A/en not_active Expired
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5521162A (en) * | 1987-08-26 | 1996-05-28 | Merrell Pharmaceuticals Inc. | Aristeromycin analogues of 4',5'-didehydro-5'-fluoro-adenosine and methods of treating neoplastic and viral disease conditions |
US4996308A (en) * | 1988-03-25 | 1991-02-26 | Merrell Dow Pharmaceuticals Inc. | Derivatives with unsaturated substitutions for the 5'-hydroxymethyl group |
US5378693A (en) * | 1988-11-15 | 1995-01-03 | Merrell Dow Pharmaceuticals Inc. | 2'-halomethylidene cytidine, uridine and guanosine compounds and their pharmaceutical compositions |
US5607925A (en) * | 1988-11-15 | 1997-03-04 | Merrell Pharmaceuticals Inc. | Treatment of carcinoma by administration of 2'-halomethylidenyl-2'-deoxynucleosides |
US5616702A (en) * | 1988-11-15 | 1997-04-01 | Merrell Pharmaceuticals Inc. | 2-'-ethenylidene cytidine, uridine and guanosine derivatives |
US5792841A (en) * | 1988-11-15 | 1998-08-11 | Merrell Pharmaceuticals Inc. | 2'-halomethylidene, 2'-ethenylidene and 2'-ethynl cytidine, uridine and guanosine derivatives |
US5977325A (en) * | 1988-11-15 | 1999-11-02 | Merrell Pharmaceuticals Inc. | 2'-halomethylidene, 2'-ethenylidene and 2'-ethynyl cytidine, uridine and guanosine derivatives |
US5595979A (en) * | 1994-07-11 | 1997-01-21 | Merrell Pharmaceuticals Inc. | Method of treating a neoplastic disease state by conjunctive therapy with 2'-fluoromethylidene derivatives and radiation or chemotherapy |
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