公开(公告)号：US3966964A

公开(公告)日：1976-06-29

申请号：US549689

申请日：1975-02-13

申请人： Jurgen Kurz ,  Heinrich Kolling ,  Manfred Federmann

发明人： Jurgen Kurz ,  Heinrich Kolling ,  Manfred Federmann

IPC分类号： A61K31/235

摘要： New thionosalicylic acid anilides and salts with bases are provided which have parasiticidal activity in sheep and cattle particularly against adult liver flukes in sheep and cattle and other domestic animals, especially against juvenile liver flukes. The new compounds are produced by the reaction of poly-substituted phenols with substituted aromatic isothiocyanates, the hydrolysis products of oxo-thiono- or dithiono-dihydrobenzoxazines or by the reaction of N-phenyl-salicyl-imide chlorides with thio-compounds. Typical compounds are 3,5-dichloro-4'-bromo-thionosalicylic acid anilide and 2-acetoxy-3,5-dichloro-N-(2'-methyl-4'-chlorophenyl)-thionobenzamide. Novel benzoxazines obtainable from the above anilides are also provided and have similar properties. Typical compounds are 3-(3',5'-bis-trifluoromethyl-phenyl)-6,8-dibromo-2-oxo-4-thiono-dihydrobenzoxazine-(1,3), 3-(3',4'-dichlorophenyl)-6,8-dichloro-2,4-dithiono-dihydrobenzoxazine-(1,3) and 3-(4'-bromophenyl)-6-chloro-8-bromo-2,4-dithiono-dihydrobenzoxazine-(1,3). Methods for preparing a large number of both types of compounds are described. The compounds are administered orally or subcutaneously in doses of 2.5 to 100 mg/kg, preferably 5 to 15 mg/kg, of body weight.

摘要翻译： 提供新的硫羟水杨酸和与碱的盐，其在绵羊和牛中具有杀寄生虫活性，特别是针对羊，牛和其他家畜中的成年肝吸虫，特别是针对幼鱼肝吸虫。 新化合物是通过多取代苯酚与取代的芳族异硫氰酸酯的反应，氧代 - 硫代 - 或二硫代 - 二氢苯并恶嗪的水解产物或N-苯基 - 水杨酰基酰亚胺氯化物与硫代化合物的反应制备的。 典型的化合物是3,5-二氯-4'-溴 - 硫代水杨酸酰苯胺和2-乙酰氧基-3,5-二氯-N-（2'-甲基-4'-氯苯基） - 硫代苯甲酰胺。 还提供了可从上述酰苯胺获得的新型苯并恶嗪并且具有相似的性质。 典型的化合物是3-（3'，5'-双 - 三氟甲基 - 苯基）-6,8-二溴-2-氧代-4-硫杂 - 二氢苯并嗪（1,3），3-（3'，4' （1,3）和3-（4'-溴苯基）-6-氯-8-溴-2,4-二硫代 - 二氢苯并恶嗪（（（2'-二氯苯基）-6,8-二氯-2,4-二硫代二氢苯并恶嗪 - （1,3） 1，3）。 描述了制备大量两种类型化合物的方法。 化合物以2.5至100mg / kg，优选5至15mg / kg体重的剂量口服或皮下给药。

公开(公告)号：US3950395A

公开(公告)日：1976-04-13

申请号：US437045

申请日：1974-01-28

申请人： Heinrich Kolling ,  Arno Widdig ,  Herbert Thomas ,  Hans Peter Schulz

发明人： Heinrich Kolling ,  Arno Widdig ,  Herbert Thomas ,  Hans Peter Schulz

IPC分类号： A61K31/155 ,  A23K1/16 ,  A61K20060101 ,  A61P33/00 ,  C07C20060101 ,  C07C277/00 ,  C07C133/10

CPC分类号： C07C271/06

摘要： Benzoylphenylguanidines of the formula ##SPC1##WhereinR.sup.1 is alkyl of 1 to 4 carbon atoms;R.sup.2 is hydrogen; alkyl of 1 to 18 carbon atoms unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, cyano, alkoxy of 1 to 4 carbon atoms, alkoxycarbonyl of 2 to 5 carbon atoms, phenoxy, halophenoxy, alkylphenoxy and alkoxyphenoxy; cycloalkyl of 5 to 8 carbon atoms; aralkyl unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, alkyl of 1 to 4 carbon atoms and alkoxy of 1 to 4 carbon atoms; aryl unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, alkyl of 1 to 4 carbon atoms and alkoxy of 1 to 4 carbon atoms;Z is OR.sup.1 wherein R.sup.1 is as above defined orR.sup.3 wherein R.sup.3 is hydrogen; alkyl of 1 to 18 carbon atoms unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, cyano, alkoxy of 1 to 4 carbon atoms, alkoxycarbonyl of 2 to 5 carbon atoms, phenoxy, halophenoxy, alkylphenoxy and alkoxyphenoxy; alkenyl of 2 to 12 carbon atoms; alkinyl of 2 to 12 carbon atoms; cycloalkyl of 5 to 8 carbon atoms; aralkyl unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, alkyl of 1 to 4 carbon atoms and alkoxy of 1 to 4 carbon atoms; aryl unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, alkyl of 1 to 4 carbon atoms and alkoxy of 1 to 4 carbon atoms;Are useful for their anthelmintic activity.

摘要翻译： 式WHERE R1的苯甲酰基苯基胍是1至4个碳原子的烷基; R2是氢; 未取代或被一个或多个选自卤素，氰基，1-4个碳原子的烷氧基，2-5个碳原子的烷氧基羰基，苯氧基，卤代苯氧基，烷基苯氧基和烷氧基苯氧基的取代基取代的1至18个碳原子的烷基; 5至8个碳原子的环烷基; 未取代或被一个或多个选自卤素，1-4个碳原子的烷基和1至4个碳原子的烷氧基的取代基取代的芳烷基; 未取代或被一个或多个选自卤素，1-4个碳原子的烷基和1至4个碳原子的烷氧基的取代基取代的芳基; Z是OR 1，其中R 1如上所定义或R 3，其中R 3是氢; 未取代或被一个或多个选自卤素，氰基，1-4个碳原子的烷氧基，2-5个碳原子的烷氧基羰基，苯氧基，卤代苯氧基，烷基苯氧基和烷氧基苯氧基的取代基取代的1至18个碳原子的烷基; 2至12个碳原子的烯基; 2至12个碳原子的炔基; 5至8个碳原子的环烷基; 未取代或被一个或多个选自卤素，1-4个碳原子的烷基和1至4个碳原子的烷氧基的取代基取代的芳烷基; 未取代或被一个或多个选自卤素，1-4个碳原子的烷基和1至4个碳原子的烷氧基的取代基取代的芳基; 有用于他们的活动活动。