Water-soluble composition comprising a robenidine salt

• US 3,954,996 A
• Filed: 07/15/1974
• Issued: 05/04/1976
• Est. Priority Date: 07/20/1973
• Status: Expired due to Term

• Current Assignee: Abic Ltd (Teva Pharmaceutical Industries Limited)
• Original Assignee: Abic Ltd (Teva Pharmaceutical Industries Limited)
• Inventors: Stolar, Morris E., Simonovitch, Chaim
• Primary Examiner(s): Rosen, Sam
• Application Number:
  US05/488,476
• Time in Patent Office: 659 Days
• Field of Search: 424/326
• US Class Current: 514/632
• CPC Class Codes: A61K 9/0095 Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches A61K9/0007 takes precedence; eatable gels or foams A61K9/0056; oral mucosa adhesive forms A61K9/006
• CPC Class Codes: C07C 281/18 the other nitrogen atom being further doubly-bound to a carbon atom, e.g. guanylhydrazones

Abstract

There are disclosed water-soluble compositions comprising a 1,3-bis-[(p-chlorobenzylidene)-amino]-guanidine (called Robenidine) salt, particularly the hydrochloride. Said compositions comprise also a suitable water-soluble organic solvent and a suitable water-soluble solubilizer; the solvent and the solubilizer being miscible with each other. There are also disclosed aqueous solutions comprising the above composition and a method for the treatment of animals being infected with Cocciodiosis with said aqueous solution.

Claims

1. A water-soluble composition comprising a physiologically acceptable salt of 1,3-bis([(p-chlorobenzylidine)-amino] quanidine, a physiologically acceptable water-soluble organic solvent in which said salt is soluble and a physiologically acceptable water-soluble surface active agent which acts as solubilizer for said salt and solvent in water, said solvent and said solubilizer being miscible with each other the ratio by weight of solvent to solubilizer being between about 1:

1 and 1;

10 and the ratio by weight of salt to solvent plus solubilizer being between about 0.1-5;

99.9-95.

2. A composition according to claim 1, wherein said salt is selected from the group consisting of the hydrochloride, the hydrobromide and the nitrate.

3. A composition according to claim 1, wherein said solvent is selected among the group consisting of glycol, glycerol, propylene glycol, polyethylene glycols of molecular weights of from 200-1540, water soluble polypropylene glycol, tetraglycol, glycerol formal, dimethyl sulfoxide and dimethyl formamide.

4. A composition according to claim 1, wherein said solubilizer is a non-ionic surface active agent.

5. A composition according to claim 4, wherein said solubilizer is selected among the group consisting of polyoxysorbitan fatty acids;

polyoxyalkylene mono-, di- and tri-glycerides;

polyoxyalkylene sorbitol fatty acids and polyalkylene alkyl ethers.

6. A composition according to claim 1, wherein said solubilizer is a cationic surface active agent.

7. A composition according to claim 6, wherein said solubilizer is a quaternary ammonium salt.

8. A composition according to claim 1, wherein said solubilizer is an anionic surface active agent.

9. A composition according to claim 8, wherein said solubilizer is an aryl alkyl sulfonate.

10. An aqueous solution comprising the composition claim 1 dissolved in water.

11. An aqueous solution according to claim 10, in which said salt is present in an amount of up to 600 mg. of salt per liter of water.

12. An aqueous solution according to claim 11, in which said salt is present in an amount of 100 to 600 mg. of salt per liter of water.

13. A method for the treatment of an animal infected with Cocciodiosis, which comprises causing said animal to drink an aqueous solution according to claim 10.