GB947601A - Tetracycline compounds and preparation thereof - Google Patents
Tetracycline compounds and preparation thereofInfo
- Publication number
- GB947601A GB947601A GB323261A GB323261A GB947601A GB 947601 A GB947601 A GB 947601A GB 323261 A GB323261 A GB 323261A GB 323261 A GB323261 A GB 323261A GB 947601 A GB947601 A GB 947601A
- Authority
- GB
- United Kingdom
- Prior art keywords
- metal
- deoxytetracycline
- hydrogen
- complex
- tetracycline
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to a complex of a 12a-deoxytetracycline compound of formula: <FORM:0947601/C2/1> <FORM:0947601/C2/2> wherein X is hydrogen, chloro or bromo, A is hydrogen or methyl, B is hydrogen or hydroxyl and D is hydrogen or dimethylamino, and a metal capable of forming a chelate therewith, wherein the molar ratio of metal to tetracycline is from 3:1 to 1:3. The complexes are prepared by adding the metal, in the form of a salt thereof, which is soluble in the solvent system employed for the reaction, to the 12a-deoxytetracycline compound. The invention also relates to a process of preparing a tetracycline compound corresponding to the 12a-deoxytetracycline compounds of Formula I and II in which the 12a-deoxytetracycline of Formula I or II is contacted with an oxidising substance which is oxygen gas, air, an N-oxides of a tertiary organic amine, hydrogen peroxide, a metal peroxide or an organic peracid in a reactioninert solvent, said 12a-deoxytetracycline being in the form of a complex, in the presence of a complex or in the presence of a metal salt capable of forming a metal complex as above. Specified oxidising agents are sodium, potassium or lithium peroxide; peracetic and perbenzoic acids and N-oxides of trialkylamines, dilower alkylaryl amines, dialkyl, aralkylamines, pyridines and lower alkyl pyridines or substituted derivatives of such N-oxides in which the substituent is halogen, alkoxy, hydroxy or nitro. Specified complex forming metals are Ce, Sr, Ba, Ca, Hn, V, Ti, Ni, Cr, Co, Cd, Hg, Zn, Pb, Sn, Pt, Pd and Ag, which are used in the form of salts such as the chloride, bromide, iodide, sulphate, acetate, nitrate phosphate, propionate, butyrate, citrate, salicylate, benzoate, lactate, ferricyanido nitrite, cyanide, thiocyanate, thiosulphate, hydroxide, bromate, iodate, tartrate and carbonate. When the tetracycline end product contains a 4-dimethylamino group the starting material and end product may be separated by contacting the reaction mixture with a cation exchange resin and as anion exchange resin in either order. The corresponding 4-epitetracyclines are also formed by the above process for preparing tetracyclines.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US2159660A | 1960-04-12 | 1960-04-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB947601A true GB947601A (en) | 1964-01-22 |
Family
ID=21805103
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB323261A Expired GB947601A (en) | 1960-04-12 | 1961-01-27 | Tetracycline compounds and preparation thereof |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE599734A (en) |
BR (1) | BR6126165D0 (en) |
CH (1) | CH403747A (en) |
DE (1) | DE1163318B (en) |
GB (1) | GB947601A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8415331B2 (en) | 2003-07-25 | 2013-04-09 | Warner Chilcott Company, Llc | Doxycycline metal complex in a solid dosage form |
US9084802B2 (en) | 2010-05-12 | 2015-07-21 | Rempex Pharmaceuticals, Inc. | Tetracycline compositions |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115855735B (en) * | 2023-02-07 | 2023-09-05 | 长春黄金研究院有限公司 | Method for measuring sulfide in cyanide slag |
-
1961
- 1961-01-26 DE DEP26461A patent/DE1163318B/en active Pending
- 1961-01-27 BR BR12616561A patent/BR6126165D0/en unknown
- 1961-01-27 GB GB323261A patent/GB947601A/en not_active Expired
- 1961-02-01 CH CH119861A patent/CH403747A/en unknown
- 1961-02-01 BE BE599734A patent/BE599734A/en unknown
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8415331B2 (en) | 2003-07-25 | 2013-04-09 | Warner Chilcott Company, Llc | Doxycycline metal complex in a solid dosage form |
US9084802B2 (en) | 2010-05-12 | 2015-07-21 | Rempex Pharmaceuticals, Inc. | Tetracycline compositions |
US9278105B2 (en) | 2010-05-12 | 2016-03-08 | Rempex Pharmaceuticals, Inc. | Tetracycline compositions |
US9744179B2 (en) | 2010-05-12 | 2017-08-29 | Rempex Pharmaceuticals, Inc. | Tetracycline compositions |
US11944634B2 (en) | 2010-05-12 | 2024-04-02 | Melinta Subsidiary Corp. | Tetracycline compositions |
Also Published As
Publication number | Publication date |
---|---|
DE1163318B (en) | 1964-02-20 |
BE599734A (en) | 1961-08-01 |
CH403747A (en) | 1965-12-15 |
BR6126165D0 (en) | 1973-06-12 |
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