IL44992A - Composition comprising a tetracycline and chloramphenicol hemisuccinate - Google Patents
Composition comprising a tetracycline and chloramphenicol hemisuccinateInfo
- Publication number
- IL44992A IL44992A IL44992A IL4499274A IL44992A IL 44992 A IL44992 A IL 44992A IL 44992 A IL44992 A IL 44992A IL 4499274 A IL4499274 A IL 4499274A IL 44992 A IL44992 A IL 44992A
- Authority
- IL
- Israel
- Prior art keywords
- chloramphenicol
- tetracycline
- hemisuccinate
- composition
- water
- Prior art date
Links
- 239000004098 Tetracycline Substances 0.000 title claims description 21
- 235000019364 tetracycline Nutrition 0.000 title claims description 21
- 150000003522 tetracyclines Chemical class 0.000 title claims description 21
- 229960002180 tetracycline Drugs 0.000 title claims description 19
- 229930101283 tetracycline Natural products 0.000 title claims description 19
- LIRCDOVJWUGTMW-ZWNOBZJWSA-N Chloramphenicol succinate Chemical compound OC(=O)CCC(=O)OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 LIRCDOVJWUGTMW-ZWNOBZJWSA-N 0.000 title claims description 14
- 239000000203 mixture Substances 0.000 title claims description 13
- 239000000243 solution Substances 0.000 claims description 12
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 7
- 241001465754 Metazoa Species 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000003651 drinking water Substances 0.000 claims description 5
- 235000020188 drinking water Nutrition 0.000 claims description 5
- 239000003242 anti bacterial agent Substances 0.000 claims description 4
- 229940088710 antibiotic agent Drugs 0.000 claims description 4
- 238000002347 injection Methods 0.000 claims description 4
- 239000007924 injection Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- 230000001225 therapeutic effect Effects 0.000 claims description 3
- VLYFRFHWUBBLRR-UHFFFAOYSA-L potassium;sodium;carbonate Chemical compound [Na+].[K+].[O-]C([O-])=O VLYFRFHWUBBLRR-UHFFFAOYSA-L 0.000 claims 1
- 229960005091 chloramphenicol Drugs 0.000 description 11
- WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol Chemical compound ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 description 11
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 11
- 229910000029 sodium carbonate Inorganic materials 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000004100 Oxytetracycline Substances 0.000 description 4
- 229960000625 oxytetracycline Drugs 0.000 description 4
- IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 description 4
- 235000019366 oxytetracycline Nutrition 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 4
- CYDMQBQPVICBEU-UHFFFAOYSA-N chlorotetracycline Natural products C1=CC(Cl)=C2C(O)(C)C3CC4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-UHFFFAOYSA-N 0.000 description 3
- CYDMQBQPVICBEU-XRNKAMNCSA-N chlortetracycline Chemical compound C1=CC(Cl)=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-XRNKAMNCSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 239000004099 Chlortetracycline Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 229960004475 chlortetracycline Drugs 0.000 description 2
- 235000019365 chlortetracycline Nutrition 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 229940040944 tetracyclines Drugs 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- 241000282414 Homo sapiens Species 0.000 description 1
- 201000008225 Klebsiella pneumonia Diseases 0.000 description 1
- 241000588747 Klebsiella pneumoniae Species 0.000 description 1
- 241000191938 Micrococcus luteus Species 0.000 description 1
- 206010035717 Pneumonia klebsiella Diseases 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 230000036528 appetite Effects 0.000 description 1
- 235000019789 appetite Nutrition 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007071 enzymatic hydrolysis Effects 0.000 description 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012057 packaged powder Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
A composition comprising a tetracycline and chloramphenicol hemisuccinate The present invention relates to a water-soluble solid composition containing as active ingredients a tetracycline and chloramphenicol hemisuccinate. (Tetracycline in connection with the present invention means any tetracycline of the tetracycline family, e.g. tetracycline proper, oxytetracycline and chlorotetracycline. ) The various tetracyclines, as well as chloramphenicol, have excellent anti-bacterial properties. Moreover, it is known that the action of chloramphenicol and of tetracycline on the growth of micro-organisms is additive in the sense that equipotent units of these antibiotics when added to each other, yield the same activity as an equal amount of each antibiotic alone, e.gV. they exhibit antimicrobial activity against E. Goli, Steph. aureus, Baci subtilis, Sarcina lutea, Klebsiella pneumonia.
Chloramphenicol is not soluble in water. Chloramphenicol hemisuccinate, which also is not water-soluble, is not active per se, but it is known that by way of acid hydrolysis in the stomach or by way of enzymatic hydrolysis in the blood, the active chloramphenicol is set free. The sodium salt of chloramphenicol hemisuccinate has already been used for injections prepared by adding saline to a lyophylised material. Said sodium salt can be prepared only by way of lyophylisation as otherwise it decomposes. Tetracyclines are soluble in water for a short time and thereafter preeipitate.
Veterinary medicines are usually admixed either in the food or with the drinking water. The preferred manner of administration is as part of the drinking water, for the following reasons: The administration of medicated food to sick animals is often unsafisfactory. In this state, of health, the appetite of the animals is reduced, so that they Bwallow a smaller amount of food than usual, and as a result the therapeutic doee of the medicine is less than the required one. On the other hand, a sick animal usually continues drinking water.
Moreover, it is very often desirable to inject veterinary medicines.
Therefore, it is desirable to find a possibility to apply a mixture of a tetracycline and chloramphenicol in the form of a solution.
There are known solutions comprising the above antibiotics in water-miscible organic solvents. However> these solutions are not satisfactory as they comprise quite expensive solvents and they have to be prepared by the manufacturer, i.e. to be transported in the form of a solution.
Moreover, there are known salts formed between stachio- derivatives metric amounts of certain tetracycline/and chloramphenicol hemisuccinate. However, these compounds have the drawback that they exist only in a fixed molar ratio (1:1) and further - - There are known water-soluble solutions of said anti- <φ biotics with certain borate complexes. However, these solutions have the drawbacks that they have to be prepared in a yery determined manner. Moreover, they have to be manufactured as a solution which is undesirable as set out above. Finally, it has been found in the last years that it is undesirable to utilise borate in the treatment of animals, as well as of human beings.
It has thus been desirable to find a free-flowing water soluble composition, comprising a tetracycline and chloramphenicol which being added to water, would instantaneously dissolve therein. Said composition should be easy to prepare, relatively cheap, be stable and not dangerous in its application.
The present invention thus consists in a water-soluble composition comprising tetracycline and chloramphenicol hemisuccinate, and a compound selected among a group comprising sodium and potassium carbonate; the ratio between the antibiotics and the carbonate being at least tetracycline: carbonate 1:1 and chloramphenicol hemisuecinate : carbonate 1.3:05.
All ratios and percentages are given herein in weight.
The ratio between the tetracycline and the chloramphenicol may be varied to a large extent according to the specific requirements, provided that there is sufficient carbonate to form the sodium and/or potassium salts.
It is sometimes desirable to add a filler substance and for this purpose it is convenient to use an excess of the It has been found that the above composition is stable for quite a long period and can, therefore t be stored and easily transported.
The new composition, according to the present invention, can be prepared by methods known per se, i.e. various by admixing the J_L ingredients.
The composition according to the present invention is soluble to such an extent that any therapeutic required dosage is dissolved instantaneously in water, Said aqueous solution is stable for at least 24 hours. It might be used as drinking water or as injection. The present invention thus also consists in the aqueous solution comprising the new composition according to the present invention.
The present invention will now be illustrated with reference to the following eamples without being limited by same. In all the examples, the various ingredients were put in a mixer, mixed therein together and then packed into containers. (All percentages are weight/weight ) .
Example 1 Oxytetracycline HC1 25.0$ Chloramphenicol hemisuccinate 3 ,0 Sodium carbonate 41.0 The storage stability of the packaged powders fcas tested at various elevated temperatures and the results obtained are shown in the following Table (all temperatures are in degrees TABLE , -≠ 1. Oxytetracycline HC1 in % 4° Room 40° 45° Temp.
Initial 25.5 2 months 25.4 25.4 3 months 25.5 25.4 25.6 25.2 2. Chloramphenicol Hemisuccinate (expressed as % of chloramphenicol) Initial 25.5 2 months 25.5 3 months 25.1 25.4 25.3 25.4 In order to prepare a 5$ and 10% solution for injection or 60 ml, respectively 20g. (&τά 40g. of the above powder were dissolved in 80 ml/ of sterile distilled water in a 120 ml sterile vial and thereafter shaken. The clear solution obtained remained stable for at least 24 hours.
Example 2 Tetracycline HC1 25 Chloramphenicol hemis¾ecinate 34% Sodium carbonate 41% Example 3 Chlortetracycline HC1 25% Chloramphenicol hemisuccinate 34% Potassium carbonate 41% Example 4 Oxytetracycline HC1 49$ Chloramphenicol hemxsuccxnate 1.3 Sodium carbonate 49.7% Example 5 Tetracycline HC1 20% Chloraphenicol hemisuccinate 34% Sodium carbonate; 46% Example 6 Chlortetracycline HC1 5% Chloramphenicol hemisuccinate 60% Sodium carbonate 35% Example 7 From the various powders illustrated in Examples 2-6 there were prepared 5%, 10% and 15% solutions in the same manner as described in Example 1. All these solutions were stable for at least 24 hours. - 7
Claims (5)
1. A water-soluble composition comprising a tetracycline and chloramphenicol hemisuccinate, and a compound selected among a group comprising sodium-and potassium carbonate; the ratio between the antibiotics and the carbonate being at least carbonate: tetracycline 1:1 and carbonate chloramphenicol hemisuccinate 5:1·3.
2. A water-soluble composition comprising a tetracycline and chloramphenicol hemisuccinate substantially as hereinbefore described with reference to the Examples.
3. An aqueous solution comprising a therapeutic dosage of the composition according to Claim 1 or 2.
4. An aqueous solution according to Claim 3 being drinking water for animals.
5. An aqueous solution according to Claim 3 being a solution for an injection. FOB THE APPLICANTS DR. YITZHAK HESS.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IL44992A IL44992A (en) | 1974-06-10 | 1974-06-10 | Composition comprising a tetracycline and chloramphenicol hemisuccinate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IL44992A IL44992A (en) | 1974-06-10 | 1974-06-10 | Composition comprising a tetracycline and chloramphenicol hemisuccinate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL44992A0 IL44992A0 (en) | 1974-09-10 |
| IL44992A true IL44992A (en) | 1977-10-31 |
Family
ID=11047714
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL44992A IL44992A (en) | 1974-06-10 | 1974-06-10 | Composition comprising a tetracycline and chloramphenicol hemisuccinate |
Country Status (1)
| Country | Link |
|---|---|
| IL (1) | IL44992A (en) |
-
1974
- 1974-06-10 IL IL44992A patent/IL44992A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL44992A0 (en) | 1974-09-10 |
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