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US3958008A Expired / Lapsed US ⏱️ 0.0 years remaining

Anthelmintic methods of use

Assignee: Nippon Soda Co Ltd
•
Filing: 1970-12-28
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Granted: 1976-05-18
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Expires: 1990-12-28
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Abstract

Abstract The thioallophanate compound represented by the following general formula ##EQU1## wherein X is hydrogen, chlorine atom, nitro or methyl group: Z is a substituting group selected from the group consisting of ##EQU2## and ##EQU3## has excellent anthelmintic activity and can be used for controlling helminthiasis of animals.

Inventors

  • 👤 Yoshinobu Hashimoto
  • 👤 Kinpei Kato
  • 👤 Nobuo Sato

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 17:25
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/12

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 68 words
A method for the treatment of helminth infections in man and domestic animals which comprises administering to man or a domestic animal infected with helminths an anthelmintically effective amount of a benzene derivative selected from the group consisting of: 2-(3-ethoxycarbonyl-2-thioureido)-N,N-dimethylaniline, 2-(3-ethoxycarbonyl-2-thioureido)-N,N-dimethylaniline hydrochloride, 1-(3-ethoxycarbonyl-2-thioureido)2-N,N-dimethyl-amino-benzene oxalate, 1-formamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-acetamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-propionamido-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-cyclopropancarbonamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-benzamido-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-methoxycarbonamido-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-ethoxycarbonamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-n-propylureido)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-n-butylureido)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-n-butylureido)-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-thioformamido-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-(2-thiocarbamoyl-aminophenyl)-3-ethoxycarbonylthiourea, 1-(3-ethoxycarbonyl-2-thioureido)-2-(3-methyl-2-thioureido)-benzene, 1-(3-n-propyl-2-thioureido)-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-(3-N,N-dimethylamino-2-thiocarbonyl-2-thioureido)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-N,N-dimethylaminothiocarbonyl-2-thioureido)-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-(3-N,N-dimethylamino-carbonyl-2-thioureido)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-benzylidenamino-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(4-chlorobenzylidenamino)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(4-methoxybenzylidenamino)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-nitrobenzylidenamino-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-benzenesulfonicamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(4-toluenesulfonicamido)-2-(3-ethoxycarbonyl-2-thioureido)-benzene 1(4-chlorobenzenesulfonicamodo)-2-(3-methoxycarbonyl-2-thioureido)-benzene,
Claim 2
Independent Claim 68 words
A method for the treatment of helminth infections in man and domestic animals which comprises administering to man or a domestic animal infected with helminths an anthelmintically effective amount of a benzene derivative selected from the group consisting of: 2-(3-ethoxycarbonyl-2-thioureido)-N,N-dimethylaniline, 2-(3-ethoxycarbonyl-2-thioureido)-N,N-dimethylaniline hydrochloride, 1-(3-ethoxycarbonyl-2-thioureido)2-N,N-dimethyl-amino-benzene oxalate, 1-formamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-acetamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-propionamido-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-cyclopropancarbonamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-benzamido-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-methoxycarbonamido-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-ethoxycarbonamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-n-propylureido)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-n-butylureido)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-n-butylureido)-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-thioformamido-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-(2-thiocarbamoyl-aminophenyl)-3-ethoxycarbonylthiourea, 1-(3-ethoxycarbonyl-2-thioureido)-2-(3-methyl-2-thioureido)-benzene, 1-(3-n-propyl-2-thioureido)-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-(3-N,N-dimethylamino-2-thiocarbonyl-2-thioureido)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-N,N-dimethylaminothiocarbonyl-2-thioureido)-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-(3-N,N-dimethylamino-carbonyl-2-thioureido)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-benzylidenamino-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(4-chlorobenzylidenamino)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(4-methoxybenzylidenamino)-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(3-nitrobenzylidenamino-2-(3-ethoxycarbonyl-2-thioureido)-benzene, 1-benzenesulfonicamido-2-(3-methoxycarbonyl-2-thioureido)-benzene, 1-(4-toluenesulfonicamido)-2-(3-ethoxycarbonyl-2-thioureido)-benzene 1(4-chlorobenzenesulfonicamodo)-2-(3-methoxycarbonyl-2-thioureido)-benzene,
Claim 3
Dependent Claim 14 words
2-bis(3-benzyloxycarbonyl-2-thioureido)-benzene, 1.2-bis[3-(β-methoxy) ethoxycarbonyl-2-thioureido]benzene, 1.2-bis]3-(β-chloroethoxycarbonyl)-2-thioureido]benzene, 1.2-bis(3-allyloxycarbonyl-2-thioureido)benzene, 1.2-bis[3-(2-propynyloxycarbonyl)-2-thioureido] benzene, 1.2-bis[3-(4-chlorophenoxycarbonyl)-2-thioureido]benzene, 1.2-bis[3-(4-nitrophenoxycarbonyl)-2-thioureido]benzene, 1.2-bis[3-(4-methylphenoxycarbonyl)-2-thioureido]-4-chlorobenzene, 3.4-bis[3-(4-chlorophenoxycarbonyl)-2-thioureido]-toluene, 1.2-bis[3-(2-naphthoxycarbonyl)-2-thioureido]benzene and 1.2-bis[3-(2-naphthoxycarbonyl)-2-thioureido]-4'-nitrobenzene.
Claim 4
Dependent Claim 14 words
2-bis(3-benzyloxycarbonyl-2-thioureido)-benzene, 1.2-bis[3-(β-methoxy) ethoxycarbonyl-2-thioureido]benzene, 1.2-bis]3-(β-chloroethoxycarbonyl)-2-thioureido]benzene, 1.2-bis(3-allyloxycarbonyl-2-thioureido)benzene, 1.2-bis[3-(2-propynyloxycarbonyl)-2-thioureido] benzene, 1.2-bis[3-(4-chlorophenoxycarbonyl)-2-thioureido]benzene, 1.2-bis[3-(4-nitrophenoxycarbonyl)-2-thioureido]benzene, 1.2-bis[3-(4-methylphenoxycarbonyl)-2-thioureido]-4-chlorobenzene, 3.4-bis[3-(4-chlorophenoxycarbonyl)-2-thioureido]-toluene, 1.2-bis[3-(2-naphthoxycarbonyl)-2-thioureido]benzene and 1.2-bis[3-(2-naphthoxycarbonyl)-2-thioureido]-4'-nitrobenzene.
Claim 5
Dependent Claim 19 words
A method for the treatment of helminth infections according to claim 1 wherein the benzene derivative is administered orally.
Claim 6
Dependent Claim 44 words
A method for the treatment of helminth infection in domestic animals according to claim 1 in which the benzene derivative is administered orally and wherein the dosage of the benzene derivative is from about 0.1 to 1000 mg. per Kg. of normal body weight.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-05-18 1979-11-17 1980-05-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-05-18 1983-11-17 1984-05-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-05-18 1987-11-17 1988-05-18 $7700.00 Window Closed / Lapsed

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