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for invention","granted":true,"earliest_filing_date":"1997-07-03","grant_date":"2011-05-18","anticipated_term_date":"2017-07-03","has_disclaimer":false,"patent_status":"EXPIRED","publication_count":2,"has_spc":false,"has_grant_event":true,"has_entry_into_national_phase":false},"abstract":{},"abstract_lang":[],"has_abstract":false,"claim":{"en":[{"text":"Use of the compound of formula I\n \nin free base or in veterinarily acceptable salt form for the manufacture of a medicament for the therapy of a veterinary disease the expression of which is enhanced by increasing stocking density, characterized in that the veterinary disease is ■ swine colitis associated with Serpulina pilosicoli infection.","lang":"en","source":"EPO_FULLTEXT","data_format":"ORIGINAL"},{"text":"The use according to claim 1 characterized in that the compound of formula I is in the form of the hydrochloride acid addition salt.","lang":"en","source":"EPO_FULLTEXT","data_format":"ORIGINAL"}],"de":[{"text":"Verwendung der Verbindung der Formel I\n \nin Form einer freien Base oder einer tierärztlich akzeptablen Salzform für die Herstellung eines Medikaments für die Therapie einer Tierkrankheit, deren Manifestation durch erhöhte Besatzdichte verstärkt wird, gekennzeichnet dadurch, dass die Tierkrankheit Colitis im Schwein ist, assoziiert mit einer Serpulina pilosicoli-Infektion.","lang":"de","source":"EPO_FULLTEXT","data_format":"ORIGINAL"},{"text":"Verwendung nach Anspruch 1, gekennzeichnet dadurch, dass die Verbindung der Formel I in Form des Hydrochlorid-Säureadditionssalzes ist.","lang":"de","source":"EPO_FULLTEXT","data_format":"ORIGINAL"}],"fr":[{"text":"Utilisation du composé de formée I\n \nsous forme d'une base libre ou sous forme d'un sel acceptable dans le domaine vétérinaire, dans la fabrication d'un médicament utilisable lors de la thérapie d'une maladie vétérinaire dont l'expression est accrue par la densité de repeuplement croissante, caractérisée en ce que la maladie vetérinaire est la colite du pore associée à une infection à Serpulina pilosicoli .","lang":"fr","source":"EPO_FULLTEXT","data_format":"ORIGINAL"},{"text":"Utilisation selon la revendication 1, caractérisée en ce que le composé de formule I se présente sous forme du chlorhydrate d'un sel d'addition d'acide.","lang":"fr","source":"EPO_FULLTEXT","data_format":"ORIGINAL"}]},"claim_lang":["en","de","fr"],"has_claim":true,"description":{"en":{"text":"The invention relates to pleuromutilin derivatives- It concerns the veterinary use of the compound of formula I\n \ni.e. 14-O-[1-[(R)-2-amino-3-methylbutyrylaminol-2-methylpropan-2-ylthioacetyl]mutilin in free base or in veterinarily acceptable salt form, in the therapy of a veterinary disease the expression of which is enhanced by increasing stocking density, hereinafter briefly named \"the use of the invention. The compound of formula I in free base or in veterinarily acceptable salt form (Econor ® ) is hereinafter briefly named \"the agent of the invention\". It preferably is in salt, especially in hydrochloride salt form. In that form it is known under the generic name valnemulin hydrochloride. The term \"therapy\" is to be understood as applying for prophylactic as well as curative treatment. The compound of formula I in free base form or in chemotherapeutically or veterinarily acceptable salt form is known from e.g. EP 153 277 and its equivalents, e.g. USP 4 675 330 , specifically as Example 12 therein. Known therefrom is, further,\n an inhibitory activity against various bacteria in vitro, at concentrations of ca. 0.008 to 25 µg/ml; an inhibitory activity in vitro against mycoplasms and chlamydia generally, at concentrations of ca- 0.008 to 0-5 µg/ml-, an inhibitory activity in vivo in mice, using various bacterial strains, and on hens, using mycoplasm strains, at a dosage of ca. 12 to 50 mg/kg body weight; an anti-parasitic activity, in particular in vivo against coccidia in fowl, at dosages of 20-150 mg/kg of feed; and growth-promoting activity in hen and pig in vivo, at a dosage of 10-50 mg/kg of feed, thus making the compound useful as an antibacterially active antibiotic generally and, as a veterinary agent, in particular for the chemotherapeutic treatment of coccidioses in fowl as well as a growth promoter in hen and pig. Hampson D, Manipulating Pig Prod. (5 Meet., 139-69, 1995 ) 3 Fig. 2 Tab. 203 refers to an in-vitro test wherein porcine S. pilosicoli strains were sensitive to carbadox, lincomycin, metronidazole, tiamulin, tylosin and tetracycline. It has now been found that, surprisingly, the agent of the invention is particularly effective in the therapy of the veterinary disease the expression of which is enhanced by increased stocking density, swine colitis (inflammation of the colon) associated with Serpulina pilosicoli infection, Further, even more surprisingly, it has been found that induction of resistance to the drug is extremely low. The invention thus concerns the veterinary use as defined above. The animal suffering from veterinary diseases the expression of which is enhanced by increasing stocking density may e.g. not already be treated antibacterially with the agent of the invention, or not already be receiving the agent of the invention for growth promotion. Swine colitis associated with Serpulina pilosicoli infection: Colitis may be diagnosed in conventional manner, e.g. as described in veterinary manuals such as Taylor, D.J., in Pig Diseases, 6th Ed. (1995), Publ. D.J. Taylor, Glasgow, U.K. on pages 148-149 - The beneficial activity of the agent of the invention in this use is determined e.g. as follows: 1. MIC values: Nine field isolates of WBHS from outbreaks of swine dysentery are included from herds with and without diarrhoea, and ATCC 29796 (Serpulina innocens, group 3) ( Fellström, C., Res. Vet. Sci. 59 [1995] 1-4 . Identification is based on pattern of hemolysis on TSA (Tryticase soy agar) with 5% bovine blood, and on test for indole production and hippurate hydrolysis (Rosco Diagnostic Tablets, Taastrup, DK). Of the nine weakly beta-hemolytic spirochetes, one was assigned to group 2, four to group 3, and five to group 4 (Fellström, ibid.). The bacteria are transferred from agar plates into 0.9% saline and turbidity adjusted to 1.0 on the McFarland scale before 10 µl of each isolate is inoculated on agar plates with two-fold concentrations of the following antimicrobials: valnemulin hydrochloride, tiamulin hydrogen fumarate, dimetridazole, lincomycin hydrochloride, and tylosin. Growth and hemolysis are recorded after 4 days of growth anaerobically and MIC is determined as the lowest concentration of antibiotics where the spirochetes do not grow. The results of the MIC determinations for WBHS are shown in Table 1. Generally, the WBHS were susceptible to all of the five antimicrobials. There were no differences in susceptibility between the three groups of WBHS for any of the antimicrobials under test. The MIC values obtained for valnemulin are at the lowest value for 9 out of 10 strains, while they are much higher for the vast majority of the strains with all 4 reference compounds. The high susceptibility of valnemulin for both WBHS makes it interesting for use in the treatment of clinical cases in infected herds.\n TABLE-tabl0001 Table 1 Minimal inhibitory concentration (MIC) values for 10 weakly beta-hemolytic spirocheates Antimicrobial 1) MIC (µg/ml) Valnemulin (ch) Tiamulin (hfu) Dimetridazole Lincomycin Tylosin 0.0156 9 4 0.0312 - 2 0.0625 - 3 2 0.125 - 4 0.250 - 4 0.500 - - 4 1 1 1 - 1 2 - 2 4 8 - 1 16 - 32 1 64 - 1 128 3 - >128 - 7 1) The figure is the number of weakly beta-hemolytic spirochetes determined as having that MIC value \nch = hydrochloride; hfu = hydrogen fumarate The agent of the invention is therefore useful in the therapy of swine colitis associated with Serpulina pilosicoli infection. For this use, the effective dosage will, of course, vary depending on the particular salt employed, the mode of administration, the size and age of the animal and the effect desired; for example for prophylactic treatment relatively low doses would be administered over a long time- However, in general, satisfactory results are obtained when the agent is administered at a daily dosage of from about 1 mg/kg to about 5 mg/kg animal body weight, suitably given in divided doses two to four times daily or ad libitum in feed or water, or in sustained release form. For most animals the total daily dosage is from about 10 mg to about 400 mg, e.g. from about 10 mg to about 200 mg for prevention or about 20 mg to about 400 mg for treatment, given ad libitum in feed or water, or once or twice daily. Preferred doses in drinking water are from 0.001 to 0.05 % weight by volume, particularly 0.001 to 0.005 %, and in feed from 2.0 to 100 g/metric tonne, particularly 20 to 75 g/metric tonne. For this use the compound may be used in free base form or in veterinarily acceptable salt form, e.g. quaternary salt or, especially, acid addition salt form. Such salt forms exhibit the same order of activity as the free base form. Examples of suitable acid addition salts are the hydrogen fumarate, fumarate, naphthalin-1,5-sulphonate and especially the hydrochloride. The agent of the invention may be administered orally, locally or parenterally and admixed with conventional chemotherapeutically acceptable diluents and carriers and, optionally, other excipients and administered in such forms as tablets, capsules or injectable preparations. It also forms an excellent additive for feed mixes (as premix) or for drinking water. Preferred veterinarily acceptable carriers include e.g. commonly used pharmaceutical excipients like sugar, corn starch, lactose, cellulose, as well as grain carrier systems and grain by-products like ground rice hulls, wheat middlings and soy flour; furthermore, solid diluents like ground limestone, sodium sulfate, calcium carbonate and kaolin, or liquid substances like veterinarily acceptable oils (vegetable oils or mineral oil), propyleneglycol and polyetheleneglycol. Suitably these formulations are administered to the animal orally, preferably mixed into feed in form of medicated meal feed or medicated pellets. For applications in drinking water, solutions in water with or without solvents such as ethanol, propyleneglycol, polyethyleneglycol, approved liquid surfactants and sorbitol are used. For e.g. intramuscular injection the formulation is typically prepared as a solution in water which may contain solvents like ethanol or propyleneglycol, or in a veterinarily acceptable oil. Examples of acceptable oils are sesame oil, medium chain triglycerides (e.g. Miglyol), isopropyl myristate and ethyl oleate. The formulation may contain preservatives, buffers and other common excipients. Veterinary formulations for use in the present invention may be prepared by mixing the ingredients in the required proportions. The formulation is then packaged into an appropriate container ready for administration. The following Example illustrates the invention:\n TABLE-tabl0002 Ingredient Amount (g/100 ml) valnemulin hydrochloride 10.0 phenol 0.5 Miglyol 840 to 100 ml The agent of the invention is well tolerated. The acute toxicity in the rat of the compound of formula I in hydrochloride salt form was determined with single doses of 1000 mg/kg and 2000 mg/kg orally administered to 5 male and 5 female rats per dose group. Deaths occurred within 1-8 days. The LD 50 -value obtained is > 1000 mg/kg p.o.","lang":"en","source":"EPO_FULLTEXT","data_format":"ORIGINAL"}},"description_lang":["en"],"has_description":true,"has_docdb":true,"has_inpadoc":true,"has_full_text":true,"biblio_lang":"en"},"jurisdiction":"EP","collections":[],"usersTags":[],"lensId":"068-031-960-310-209","publicationKey":"EP_0910363_B1","displayKey":"EP 0910363 B1","docAssets":{"lensId":"068-031-960-310-209","pdfUrl":"https://www.lens.org/images/patent/EP/0910363/B1/EP_0910363_B1.pdf","images":[{"thumb":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/10pc/00000001.png","full":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/full/00000001.png"},{"thumb":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/10pc/00000002.png","full":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/full/00000002.png"},{"thumb":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/10pc/00000003.png","full":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/full/00000003.png"},{"thumb":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/10pc/00000004.png","full":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/full/00000004.png"},{"thumb":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/10pc/00000005.png","full":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/full/00000005.png"},{"thumb":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/10pc/00000006.png","full":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/full/00000006.png"},{"thumb":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/10pc/00000007.png","full":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/full/00000007.png"},{"thumb":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/10pc/00000008.png","full":"https://s3-us-west-2.amazonaws.com/lens-resource/patent/EP/B1/0910/0910363/image/page/full/00000008.png"}],"fallover":false},"countryName":"EUROPEAN PATENT OFFICE","inventorModel":{"inventors":[{"name":{"value":"BURCH DAVID GEORGE SIDNEY","valueNormalised":"Burch David George Sidney"},"inventorship":null},{"name":{"value":"RIPLEY PAUL HOWARD","valueNormalised":"Ripley Paul Howard"},"inventorship":null},{"name":{"value":"ZEISL ERICH","valueNormalised":"Zeisl Erich"},"inventorship":null}],"inventorships":[],"unmatchedInventorships":[],"activeUserHasInventorship":false},"simpleFamilyId":185135880,"citesPatentCount":2,"countrySpec":{"countryName":"EUROPEAN PATENT OFFICE","description":"PATENT SPECIFICATION","rule":"","docType":"GRANTED_PATENT"},"pageTitle":"EP 0910363 B1 - Veterinary Use Of A Pleuromutilin Derivative","documentTitle":"Veterinary Use Of A Pleuromutilin Derivative"},"claims":{"source":"xml_claims","claims":[{"lines":["Use of the compound of formula I in free base or in veterinarily acceptable salt form for the manufacture of a medicament for the therapy of a veterinary disease the expression of which is enhanced by increasing stocking density, characterized in that the veterinary disease is ■ swine colitis associated with Serpulina pilosicoli infection."],"number":1,"annotation":false,"title":false,"claim":true},{"lines":["The use according to claim 1 characterized in that the compound of formula I is in the form of the hydrochloride acid addition salt."],"number":2,"annotation":false,"title":false,"claim":true}]}},"filters":{"npl":[],"notNpl":[],"applicant":[],"notApplicant":[],"inventor":[],"notInventor":[],"owner":[],"notOwner":[],"tags":[],"dates":[],"types":[],"notTypes":[],"j":[],"notJ":[],"fj":[],"notFj":[],"classIpcr":[],"notClassIpcr":[],"classNat":[],"notClassNat":[],"classCpc":[],"notClassCpc":[],"so":[],"notSo":[],"sat":[]},"sequenceFilters":{"s":"SEQIDNO","d":"ASCENDING","p":0,"n":10,"sp":[],"si":[],"len":[],"t":[],"loc":[]}}