Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Specially adapted for ruminant animal
Reexamination Certificate
1999-11-29
2002-07-02
Levy, Neil S. (Department: 1627)
Drug, bio-affecting and body treating compositions
Preparations characterized by special physical form
Specially adapted for ruminant animal
C424S405000, C424S406000, C424S407000, C514S406000, C514S407000
Reexamination Certificate
active
06413542
ABSTRACT:
Reference is also made to: U.S. application Ser. No. 09/271,470 filed Mar. 17, 1999, now pending, which is a continuation-in-part of International Application PCT/FR97/01548, having an international filing date of Sep. 15, 1997 and designating the U.S., and claiming priority to French application No. 96 11 446 filed Sep. 19, 1996; U.S. application Ser. No. 09/376,736, filed Aug. 17, 1999, now pending, which is a continuation-in-part of U.S. application Ser. No. 09/271,470 filed on Mar. 17, 1999, now pending, which is a continuation-in-part of International Application PCT/FR97/01548, having an international filing date of Sep. 15, 1997 and designating the U.S., and claiming priority to French application No. 96 11 446 filed Sep. 19, 1996; U.S. application Ser. No. 09/381,794, filed Sep. 24, 1999, now pending, which in turn is the National Phase of International Application No. PCT/FR98/00601 having an international filing date of Mar. 25, 1998 and designating the U.S., and claiming priority to French application No. 97 03 709, filed Mar. 26, 1997; U.S. application Ser. No. 08/891,047, filed Jul. 10, 1997, now pending, which claims priority from French application No. 96 08 703 filed Jul. 11, 1996 and French application No. 97 03 025 filed Mar. 13, 1997; U.S. application Ser. No. 08/863,692 filed Mar. 27, 1997, now allowed, which is a continuation-in-part of U.S. application Ser. No. 08/692,113 filed Aug. 5, 1996, now abandoned, which claims priority to French patent application 96 04 208, filed Mar. 29, 1996 and French application No. 97 03 711 filed Mar. 26, 1997; U.S. application Ser. No. 08/719,942 filed Sep. 25, 1996, which claim priority to French application No. 95 11 685 filed Sep. 29, 1995 and French application No. 96 11 278 filed Sep. 11, 1996; and U.S. application Ser. No. 09/174,598 filed Oct. 19, 1998, now pending, which is a divisional application of U.S. application Ser. No. 08/863,182 filed Mar. 27, 1997, now U.S. Pat. No. 5,885,607, which is a continuation-in-part of U.S. application Ser. No. 08/692.430 filed Aug. 5, 1996, now abandoned, and which claims priority to French application No. 96 04 206 filed Mar. 29, 1996 and French application No. 97 03 707 filed Mar. 26, 1997.
Each of the herein cited patent applications, and all documents cited in the text or during the prosecution of the herein cited patent applications (“application cited documents”)—either cited by the Examiner (e.g., Patent Office, such as the U.S. or French Patent Office or WIPO or Searching Authority) or by the applicant(s)—as well as all documents cited or referenced in application cited documents, are hereby incorporated herein by reference. Further, all documents cited herein (“herein cited documents”) and all documents cited or referenced in herein cited documents are hereby incorporated herein by reference.
Further, the following documents are hereby incorporated herein by reference:
U.S. Pat. No. 5,885,607, issued to Jeannin on Mar. 23, 1999;
U.S. Pat. No. 5,801,189, issued to Twinn on Sep. 1, 1998;
U.S. Pat. No. 5,232,940, issued to Hatton on Aug. 3, 1993;
U.S. Pat. No. 5,122,530, issued to Tomioka on Jun. 16, 1992;
U.S. Pat. No. 5,567,429, issued to Senbo on Oct. 22, 1996;
U.S. Pat. No. 4,963,575, issued to Buntain on Oct. 16, 1990;
U.S. Pat. No. 5,516,787, issued to Takada on May 14, 1996;
U.S. Pat. No. 5,629,334, issued to Takada on May 13, 1997;
EP 0 295 117 with an international filing date of Jun. 10, 1988;
PCT/EP98/01224 with an international filing date of Mar. 1, 1998;
PCT/EP97/06503 with an international filing date of Nov. 21, 1997;
Bloomquist, J.R.,
Ion Channels as Targets for Insecticides, Annu. Rev. Entomol
.; Vol. 41,163-90 (1996);
Hainzl, D. et al,
Mechanisms for Selective Toxicity of Fipronil Insecticide and Its Sulfone Metabolite and Desulfinyl Photoproduct, Chem. Res. Toxicol
; Vol. 11(12), 1529-35 (1998);
Hainzl, D. et al,
Fipronil Insecticide. Novel Photochemical Desulfinylation with Retention of Neurotoxicity, Proc. Natl. Acad. Sci. USA
; Nov. 12, 1993 (23), 12764-7 (1996); and
Cochet, P. et al,
Skin Distribution of Fipronil by Microautoradiogaphy following Topical Administration to the Beagle Dog, Eur. J. Drug Metab. Pharmacokinet
. July-September; 22(3): 211-6 (1997).
This invention envisions compounds, compositions, formulations and methods of use involving a phenylpyrazole as depicted herein or in herein cited documents; and phenylpyrazoles depicted herein or in herein cited documents can be used in the compositions, formulations and methods of herein cited patent applications. Further, the invention envisions compounds that degrade, e.g., biodegrade or photodegrade or chemically degrade, to phenylpyrazoles as depicted herein or in herein cited documents or to same or similar derivatives of phenylpyrazoles herein depicted from degradation (e.g., biodegradation, photodegradation, chemical degradation); for instance, if a herein depicted phenylpyrazole degrades to compound “X”, the invention envisions compounds “X” and other phenylpyrazoles that degrade to compound “X”. The invention also envisions compositions, formulations, and methods of use involving compounds that degrade to phenylpyrazoles as depicted herein or in herein cited documents or to same or similar derivatives of phenylpyrazoles herein depicted from degradation; for example, pour-on formulations, spot-on formulations, formulations and/or methods for distribution in sebacious glands, formulations and/or methods of preventing, treating, controlling, and/or combating myasis, and the like, as well as in compositions, formulations, and uses of herein cited patent applications. (A compound that degrades to a phenylpyrazole herein depicted or that degrades to a same or similar derivative of a phenylpyrazole herein depicted from degradation, e.g., a phenylpyrazole that degrades to compound “X” that is a degradation derivative of a herein depicted phenylpyrazole is herein termed a “pro-pp-compound”.) More in particular, herein depicted phenylpyrazoles as well as those of documents cited herein, e.g., PCT/EP97/06503 or WO 98/24769, degrade to the active compound fipronil sulfide (sulfide on the 4 position) and thus, the invention comprehends the use of phenylpyrazoles depicted herein and in documents cited herein that degrade to fipronil sulfide, in for example, pour-on formulations, spot-on formulations, formulations and/or methods for distribution in sebacious glands, formulations and/or methods of preventing, treating, controlling, and/or combating myasis, and the like, as well as in compositions, formulations, and uses of herein cited patent applications. Ethaprol (or a 4-ethylsulfoxide derivative of herein depicted phenylpyrazole) as well as compounds of the herein formula wherein there is a sulfide at the 4 position and/or R
1
=CN, SO and/or R
3
=CF
3
or alkyl (e.g., 4-haloalkyl sulfoxide sulfones, 3-cyanos, 3-cyano-pro-pp-compounds) are useful, e.g., in pour-on formulations and methods. Formulations, compositions and methods of use can include a additional active ingredient, such as a macrolide antibiotic and/or an insect growth regulator (IGR); or the like, which can be admixed with or administered separately from, e.g., sequentially, with the phenylpyrazole and/or pro-pp-compound (or the macrolide antibiotic and/or IGR can itself, without the phenylpyrazole and/or pro-pp-compound, be the active ingredient in the formulation, such as pour-on or spot-on formulation or a formulation for distribution in the sebacious glands, as disclosed herein or in herein cited patent applications). These and other embodiments are provided in this text.
The present invention relates to a direct pour-on skin solution which contains an antiparasitic product and is intended to be applied topically to cattle and sheep.
The invention also relates to the use of antiparasitic compounds for the preparation of this skin solution, as well as to a treatment process relating thereto.
Cattle and sheep are affected by a large number of parasites.
The main ones are ticks of the genus Boophilus, among which
Etchegaray Jean-Pierre
Jeannin Philippe
Frommer William S.
Frommer & Lawrence & Haug LLP
Kowalski Thomas J.
Levy Neil S.
Merial
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