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1. 发明授权

US4871735A Naphthyl derivatives, pharmaceutical compositions containing these compounds and processes for preparing them 失效
标题翻译：萘衍生物，含有这些化合物的药物组合物及其制备方法
公开(公告)号：US4871735A
公开(公告)日：1989-10-03
申请号：US96097
申请日：1987-09-11
申请人： Joachim Heider , Manfred Psiorz , Andreas Bomhard , Norbert Hauel , Berthold Narr , Klaus Noll , Christian Lillie , Walter Kobinger , Jurgen Dammgen
发明人： Joachim Heider , Manfred Psiorz , Andreas Bomhard , Norbert Hauel , Berthold Narr , Klaus Noll , Christian Lillie , Walter Kobinger , Jurgen Dammgen
IPC分类号： C07D209/48 , A61K31/40 , A61K31/403 , A61K31/4035 , A61K31/47 , A61K31/472 , A61K31/55 , A61P9/00 , A61P9/12 , C07D209/44 , C07D209/46 , C07D217/04 , C07D217/22 , C07D217/24 , C07D223/16 , C07D491/04 , C07D491/056
CPC分类号： C07D223/16 , C07D209/44 , C07D209/46 , C07D217/04 , C07D217/24 , C07D491/04
摘要： The present invention relates to new naphthyl derivatives of general formula ##STR1## wherein N represents the number 1 or 2,A represents a --CH.sub.2 --, --CO--, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, ##STR2## while the atom marked with an x is linked to the phenyl nucleus, E represents a straight chained alkylene group optionally substituted by an alkyl group,G represents a straight chained alkylene group optionally substituted by an alkyl group,L represents a bond or an oxygen atom, if G represents a straight chained alkylene group with 2 to 5 carbon atoms optionally substituted by an alkyl group,R.sub.1 and R.sub.2, which may be identical or different, represent alkyl or alkoxy groups or R.sub.1 and R.sub.2 together represent an alkylenedioxy group,R.sub.3 represents a hydrogen atom, or an alkyl or an allyl group,R.sub.4, R.sub.5 and R.sub.6, which may be identical or different, represent hydrogen atoms, alkyl or alkoxy groups, the enantiomers and the acid addition salts thereof, which have valuable pharmacological properties, particularly a heart rate lowering activity.The new compounds may be prepared using methods known per se.
摘要翻译：本发明涉及通式为（I）的新的萘基衍生物，其中N表示数1或2，A表示-CH 2 - ， - CO - ， - CH 2 CH 2 - ， - CH = CH-，而标记有x的原子与苯基连接，E表示任选被烷基取代的直链亚烷基，G表示任选被烷基取代的直链亚烷基，L表示键或氧原子如果G表示任选被烷基取代的具有2至5个碳原子的直链亚烷基，则可以相同或不同的R 1和R 2表示烷基或烷氧基，或者R 1和R 2一起表示亚烷基二氧基，R 3表示氢原子或烷基或烯丙基，可以相同或不同的R 4，R 5和R 6表示氢原子，烷基或烷氧基，其对映体和酸加成盐，具有有价值的药理学性质，特别是一个心率下降活动。新化合物可以使用本身已知的方法制备。

2. 发明授权

US5175157A Cyclic amine derivatives, pharmaceutical compositions containing these compounds and methods for preparing them 失效
标题翻译：环胺衍生物，含有这些化合物的药物组合物及其制备方法
公开(公告)号：US5175157A
公开(公告)日：1992-12-29
申请号：US725855
申请日：1991-07-03
申请人： Manfred Psiorz , Joachim Heider , Andreas Bomhard , Manfred Reiffen , Norbert Hauel , Klaus Noll , Berthold Narr , Christian Lillie , Walter Kobinger , Jurgen Dammgen
发明人： Manfred Psiorz , Joachim Heider , Andreas Bomhard , Manfred Reiffen , Norbert Hauel , Klaus Noll , Berthold Narr , Christian Lillie , Walter Kobinger , Jurgen Dammgen
IPC分类号： C07D223/16 , C07D401/06 , C07D401/14 , C07D403/06 , C07D403/14 , C07D405/14 , C07D409/14 , C07D491/04
CPC分类号： C07D223/16 , C07D401/06 , C07D401/14 , C07D403/06 , C07D403/14 , C07D405/14 , C07D409/14 , C07D491/04
摘要： Disclosed are new cyclic amine derivatives of the formula I ##STR1## wherein the substituents are defined in the specification. These compounds are useful as for treating sinus tachycardia.
摘要翻译：公开了式I（I）的新的环胺衍生物，其中取代基在说明书中定义。这些化合物可用于治疗窦性心动过速。

3. 发明授权

US5116986A Heteroaromatic amine derivatives 失效
标题翻译：异构胺衍生物
公开(公告)号：US5116986A
公开(公告)日：1992-05-26
申请号：US696677
申请日：1991-05-07
申请人： Andreas Bomhard , Joachim Heider , Manfred Psiorz , Norbert Hauel , Berthold Narr , Klaus Noll , Christian Lillie , Walter Kobinger , Willi Diederen
发明人： Andreas Bomhard , Joachim Heider , Manfred Psiorz , Norbert Hauel , Berthold Narr , Klaus Noll , Christian Lillie , Walter Kobinger , Willi Diederen
IPC分类号： A61K31/40 , A61K31/403 , A61K31/4035 , A61K31/44 , A61K31/4427 , A61K31/443 , A61K31/4433 , A61K31/47 , A61K31/472 , A61P9/00 , A61P9/08 , A61P9/10 , C07D209/44 , C07D209/46 , C07D209/48 , C07D217/04 , C07D217/08 , C07D217/14 , C07D217/22 , C07D217/24 , C07D401/12 , C07D403/12 , C07D405/12 , C07D409/12 , C07D413/12 , C07D417/12 , C07D491/04 , C07D491/056
CPC分类号： C07D209/48 , C07D209/44 , C07D209/46 , C07D217/14 , C07D217/24 , C07D401/12 , C07D403/12 , C07D405/12 , C07D409/12 , C07D417/12 , C07D491/04
摘要： The present invention relates to new heteroaromatic amine derivatives of general formula ##STR1## wherein the substituents are defined hereinbelow, which have valuable pharmacological properties, particularly a heart rate lowering activity and a positive inotropic activity.

4. 发明授权

US4737495A (2H)-3-benzazepin-2-ones, their pharmaceutical compositions and their pharmaceutical uses 失效
公开(公告)号：US4737495A
公开(公告)日：1988-04-12
申请号：US868986
申请日：1986-05-30
申请人： Andreas Bomhard , Manfred Psiorz , Joachim Heider , Norbert Hauel , Klaus Noll , Berthold Narr , Walter Kobinger , Christian Lillie
发明人： Andreas Bomhard , Manfred Psiorz , Joachim Heider , Norbert Hauel , Klaus Noll , Berthold Narr , Walter Kobinger , Christian Lillie
IPC分类号： C07D401/12 , C07D403/12 , C07D405/12 , C07D409/12 , C07D413/12 , C07D417/12 , C07D471/04 , C07D491/04 , C07D521/00 , A61K31/445 , A61K31/47 , A61K31/55 , C07D233/16
CPC分类号： C07D231/12 , C07D233/56 , C07D249/08 , C07D401/12 , C07D403/12 , C07D405/12 , C07D409/12 , C07D413/12 , C07D417/12 , C07D471/04 , C07D491/04
摘要： The invention relates to new heteroaromatic amine derivatives of formula ##STR1## wherein A represents a --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--or ##STR2## group and B represents a methylene, carbonyl or thiocarbonyl group or A represents a --CO--CO or ##STR3## group and B represents a methylene group, in which the carbon atom marked x is linked to the phenyl nucleus,E represents a straight-chained alkylene group optionally substituted by an alkyl group,G represents a straight-chained alkylene group optionally substituted by an alkyl group,R.sub.1 represents a hydrogen, fluorine, chlorine or bromine atom, a trifluoromethyl, nitro, amino, alkylamino, dialkylamino, alkyl, alkylmercapto, hydroxy, alkoxy or phenylalkoxy group,R.sub.2 represents a hydrogen, chlorine or bromine atom or a hydroxy, alkoxy, phenylalkoxy or alkyl group orR.sub.1 and R.sub.2 together represent an alkylenedioxy group,R.sub.3 represents a hydrogen atom, an alkenyl group, an alkyl or phenylalkyl group, andHet represents a 5- or 6-membered heteroaromtic ring bonded via a carbon or nitrogen atom, which contains an oxygen, sulphur or nitrogen atom, two nitrogen atoms or a nitrogen atom and an oxygen or sulphur atom, and onto which additionally a phenyl ring can be condensed, in which case the bond can also be via the phenyl nucleus, or an imidazo[1,2-a]pyridyl group wherein the carbon structure of the above-mentioned groups can be substituted by a methylenedioxy or ethylenedioxy group or can be mono- or disubstituted by a halogen atom or an alkyl, hydroxy, alkoxy, phenylalkoxy, phenyl, dimethoxyphenyl, nitro, amino, acetylamino, carbamoylamino, N-alkyl-carbamoylamino, hydroxymethyl, mercapto, alkylmercapto, alkylsulphinyl, alkylsulphonyl, alkylsulphonyloxy, alkylsulphonylamino, alkoxycarbonylmethoxy, carboxymethoxy or alkoxymethyl group, and at the same time any imino group present in the above-mentioned heteroaromatic groups can be substituted by an alkyl, phenylalkyl or phenyl group, the N-oxides and the acid addition salts thereof with inorganic or organic acids, which have valuable pharmacological properties, particularly the effect of lowering heart rate and oxygen requirement of the heart. They can be used to treat sinus tachycardia or ischaemic heart disease.

5. 发明授权

US4912115A Heteroaromatic amine derivatives, pharmaceutical compositions containing these compounds and processes for preparing them 失效
标题翻译：杂芳族胺衍生物，含有这些化合物的药物组合物及其制备方法
公开(公告)号：US4912115A
公开(公告)日：1990-03-27
申请号：US125626
申请日：1987-11-25
申请人： Andreas Bomhard , Joachim Heider , Manfred Psiorz , Norbert Hauel , Berthold Narr , Klaus Noll , Christian Lillie , Walter Kobinger , Willi Diederen
发明人： Andreas Bomhard , Joachim Heider , Manfred Psiorz , Norbert Hauel , Berthold Narr , Klaus Noll , Christian Lillie , Walter Kobinger , Willi Diederen
IPC分类号： A61K31/40 , A61K31/403 , A61K31/4035 , A61K31/44 , A61K31/4427 , A61K31/443 , A61K31/4433 , A61K31/47 , A61K31/472 , A61P9/00 , A61P9/08 , A61P9/10 , C07D209/44 , C07D209/46 , C07D209/48 , C07D217/04 , C07D217/08 , C07D217/14 , C07D217/22 , C07D217/24 , C07D401/12 , C07D403/12 , C07D405/12 , C07D409/12 , C07D413/12 , C07D417/12 , C07D491/04 , C07D491/056
CPC分类号： C07D209/48 , C07D209/44 , C07D209/46 , C07D217/14 , C07D217/24 , C07D401/12 , C07D403/12 , C07D405/12 , C07D409/12 , C07D417/12 , C07D491/04
摘要： The present invention relates to new heteroaromatic amine derivatives of general formula ##STR1## wherein the substituents are defined hereinbelow, which have valuable pharmacological properties, particularly a heart rate lowering activity and a positive inotropic activity.
摘要翻译：本发明涉及通式为（I）的新的杂芳族胺衍生物，其中取代基定义如下，其具有有价值的药理学性质，特别是心率降低活性和正性肌力活性。

6. 发明授权

US4831027A Imidazo-benzoxazinones, the preparation thereof and pharmaceutical compositions containing these compounds 失效
标题翻译：咪唑并苯并恶嗪酮，其制备方法和含有这些化合物的药物组合物
公开(公告)号：US4831027A
公开(公告)日：1989-05-16
申请号：US105144
申请日：1987-10-05
申请人： Berthold Narr , Norbert Hauel , Klaus Noll , Joachim Heider , Manfred Psiorz , Andreas Bomhard , Jacques van Meel , Willi Diederen
发明人： Berthold Narr , Norbert Hauel , Klaus Noll , Joachim Heider , Manfred Psiorz , Andreas Bomhard , Jacques van Meel , Willi Diederen
IPC分类号： A61K31/535 , A61P7/02 , C07D498/04
CPC分类号： C07D498/04
摘要： The invention relates to new imidazo-benzoxazinones of formula ##STR1## wherein the substituents are defined herein below, which compounds are useful in the treatment of cardiovascular disorders.
摘要翻译：本发明涉及式（I）的新的咪唑并 - 苯并嗪酮，其中取代基如下文所定义，该化合物可用于治疗心血管疾病。

7. 发明授权

US4490369A Benzazepine derivatives, their pharmaceutical compositions and method of use 失效
标题翻译：苯扎西平衍生物，其药物组合物和使用方法
公开(公告)号：US4490369A
公开(公告)日：1984-12-25
申请号：US547940
申请日：1983-11-02
申请人： Manfred Reiffen , Joachim Heider , Norbert Hauel , Volkhard Austel , Wolfgang Eberlein , Walter Kobinger , Christian Lillie , Klaus Noll , Helmut Pieper , Gerd Kruger , Johannes Keck
发明人： Manfred Reiffen , Joachim Heider , Norbert Hauel , Volkhard Austel , Wolfgang Eberlein , Walter Kobinger , Christian Lillie , Klaus Noll , Helmut Pieper , Gerd Kruger , Johannes Keck
IPC分类号： C07C59/64 , C07D205/04 , C07D223/16 , C07D243/02 , C07D243/04 , C07D491/04 , A61K31/55 , C07D521/00
CPC分类号： C07D223/16 , C07C59/64 , C07D205/04 , C07D243/02 , C07D243/04 , C07D491/04
摘要： Compounds of the formula ##STR1## wherein A is --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --NH--CO--, --CH.sub.2 --CO-- or ##STR2## where R.sub.7 is alkyl of 1 to 3 carbon atoms, andB is methylene, carbonyl or thiocarbonyl, orA is --CO--CO--, --N.dbd.CH--, ##STR3## where R.sub.8 is hydrogen or alkyl of 1 to 3 carbon atoms substituted by a phenyl, methoxyphenyl or dimethoxyphenyl, andB is methylene;E is n-alkylene of 2 to 4 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, 2-hydroxy-n-propylene, 2-hydroxy-n-butylene or 3-hydroxy-n-butylene;G is n-alkylene of 1 to 5 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, wherein one methylene group of an n-alkylene of 2 to 5 carbon atoms can be replaced by a carbonyl group, with the proviso that B represents a methylene or carbonyl group, or methylene-n-hydroxy-alkylene of 1 to 4 carbon atoms, where the methylene group is attached to the nitrogen atom; andR.sub.1 to R.sub.5 are simple substituents of various types;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
摘要翻译：其中A是-CH 2 -CH 2 - ， - CH = CH - ， - NH-CO-， - CH 2 -CO-或者其中R 7是1至3个碳原子的烷基，和B 是亚甲基，羰基或硫代羰基，或A是-CO-CO-，-N = CH-，其中R 8是氢或被苯基，甲氧基苯基或二甲氧基苯基取代的1至3个碳原子的烷基，和 B是亚甲基; E是任选被1至3个碳原子的烷基取代的2至4个碳原子的正亚烷基，2-羟基 - 正丙烯，2-羟基 - 正丁烯或3-羟基 - 正丁烯; G是任选被1至3个碳原子的烷基取代的1至5个碳原子的正亚烷基，其中2至5个碳原子的正亚烷基的一个亚甲基可被羰基取代，条件是 B表示亚甲基或羰基，或亚甲基与氮原子连接的1至4个碳原子的亚甲基 - 正 - 羟基 - 亚烷基; 而R1至R5是各种简单的取代基; 和无毒的，药学上可接受的酸加成盐。化合物及其盐可用作心动过缓。

8. 发明授权

US4604389A Benzazepine derivatives 失效
标题翻译：苯扎西平衍生物
公开(公告)号：US4604389A
公开(公告)日：1986-08-05
申请号：US732204
申请日：1985-05-08
申请人： Manfred Reiffen , Klaus Noll , Joachim Heider , Volkhard Austel , Norbert Hauel , Walter Kobinger , Christian Lillie
发明人： Manfred Reiffen , Klaus Noll , Joachim Heider , Volkhard Austel , Norbert Hauel , Walter Kobinger , Christian Lillie
IPC分类号： A61K31/55 , A61P9/06 , C07C59/64 , C07D223/16 , C07D233/16 , C07D243/04 , C07D405/12 , C07D491/04 , C07D491/056 , C07D521/00
CPC分类号： C07D223/16 , C07C59/64 , C07D243/04 , C07D405/12 , C07D491/04
摘要： This invention relates to benzazepine derivatives of formula I ##STR1## wherein A is --CH.sub.2 CH.sub.2 -- or --CH.dbd.CH--;R.sub.1 is hydrogen, chlorine, bromine, C.sub.1 -C.sub.3 alkyl, amino, C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3 dialkylamino, acylamino, hydroxy, C.sub.1 -C.sub.3 alkoxy or phenyl C.sub.1 -C.sub.3 alkoxy;R.sub.2 is hydrogen, chlorine, bromine, hydroxy, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy or phenyl C.sub.1 -C.sub.3 alkoxy or, together with R.sub.1, can be C.sub.1 -C.sub.3 alkylenedioxy;R.sub.3 is hydrogen, chlorine, bromine or C.sub.1 -C.sub.3 alkoxy;R.sub.4 is hydrogen, benzyl, C.sub.1 -C.sub.3 alkyl or C.sub.3 -C.sub.5 alkenyl;R.sub.5 is hydrogen, halogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy;R.sub.6 is hydrogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy or, together with R.sub.5, can be a C.sub.1 -C.sub.2 alkylenedioxy;X is an imino, optionally substituted by a benzyl or C.sub.1 -C.sub.3 alkyl, or is oxygen, sulphur, sulphinyl or sulphonyl;Y is an imino, optionally substituted by a benzyl or C.sub.1 -C.sub.3 alkyl, or is methylene or carbonyl;m and n are each independently 2, 3 or 4; and nontoxic, pharmaceutically acceptable addition salts thereof. These compounds have valuable pharmacological properties, particularly the effect of lowering heart rate and reducing the O.sub.2 requirement of the heart.
摘要翻译：本发明涉及式I的苯并氮杂衍生物，其中A是-CH 2 CH 2 - 或-CH = CH-; R1是氢，氯，溴，C1-C3烷基，氨基，C1-C3烷基氨基，C1-C3二烷基氨基，酰氨基，羟基，C1-C3烷氧基或苯基C1-C3烷氧基; R2是氢，氯，溴，羟基，C1-C3烷基，C1-C3烷氧基或苯基C1-C3烷氧基，或与R1一起可以是C1-C3亚烷基二氧基; R3是氢，氯，溴或C1-C3烷氧基; R4是氢，苄基，C1-C3烷基或C3-C5烯基; R5是氢，卤素，C1-C3烷基或C1-C3烷氧基; R 6是氢，C 1 -C 3烷基或C 1 -C 3烷氧基，或与R 5一起可以是C 1 -C 2亚烷基二氧基; X是任选被苄基或C 1 -C 3烷基取代的亚氨基，或是氧，硫，亚磺酰基或磺酰基; Y是任选被苄基或C 1 -C 3烷基取代的亚氨基，或亚甲基或羰基; m和n各自独立地为2,3或4; 和无毒的药学上可接受的加成盐。这些化合物具有有价值的药理学特性，特别是降低心率并降低心脏O2需求的作用。

9. 发明授权

US4716169A Imidazo[1,2a]pyridines and their use as cardiotonic agents 失效
标题翻译：咪唑并[1,2a]吡啶并用作强心剂
公开(公告)号：US4716169A
公开(公告)日：1987-12-29
申请号：US810008
申请日：1985-12-17
申请人： Joachim Heider , Norbert Hauel , Volkhard Austel , Klaus Noll , Andreas Bomhard , Jacques van Meel , Willi Diederen
发明人： Joachim Heider , Norbert Hauel , Volkhard Austel , Klaus Noll , Andreas Bomhard , Jacques van Meel , Willi Diederen
IPC分类号： A61K31/435 , A61K31/495 , A61P7/02 , A61P9/04 , C07D471/04 , C07D487/04 , A61K31/41
CPC分类号： C07D471/04 , C07D487/04
摘要： The invention relates to new imidazo derivatives of the formula ##STR1## wherein "A-D and R.sup.1 -R.sup.3 are as defined in the specification". The new compounds have valuable pharmacological properties, particularly antithrombotic and cardiovascular properties such as a cardiotonic activity and/or an effect on blood pressure, and can be prepared using methods known per se.
摘要翻译：本发明涉及式（I）的新的咪唑衍生物，其中“A-D和R 1 -R 3如说明书中所定义”。新化合物具有有价值的药理学性质，特别是抗血栓形成和心血管性质，例如强心剂活性和/或对血压的作用，并且可以使用本身已知的方法制备。

10. 发明授权

US4992430A Anti-bacterial compositions comprising a substituted bis-(4-aminophenyl)-sulfone and a dihydro-folic acid reductase 失效
标题翻译：包含取代的双 - （4-氨基苯基） - 砜和二氢叶酸还原酶的抗菌组合物
公开(公告)号：US4992430A
公开(公告)日：1991-02-12
申请号：US302158
申请日：1989-01-26
申请人： Joachim K. Seydel , Helmut Pieper , Gerd Kruger , Klaus Noll , Johannes Keck , Uwe Lechner
发明人： Joachim K. Seydel , Helmut Pieper , Gerd Kruger , Klaus Noll , Johannes Keck , Uwe Lechner
IPC分类号： C12N9/99 , A61K31/135 , A61K31/165 , A61K31/24 , A61K31/275 , A61K31/505 , A61P31/04 , A61P33/00 , A61P43/00 , C07C67/00 , C07C205/26 , C07C205/34 , C07C313/00 , C07C315/04 , C07C317/36 , C07C317/48
CPC分类号： C07C205/34 , C07C205/26 , C07C317/00 , C07C323/00
摘要： Disclosed are substituted bis(4-aminophenyl)-sulfones of general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or cycloalkyl; group,R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.3 is nitrile, C.sub.1 -C.sub.3 alkylaminocarbonyl, di C.sub.1 -C.sub.3 alkylaminocarbonyl, C.sub.3 -C.sub.7 N-cycloalkyl-C.sub.1 -C.sub.3 alkylaminocarbonyl C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C.sub.1 -C.sub.3 alkylaminono, diC.sub.1 -C.sub.3 alkylaminosulfonyl, hydroxy C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkylcarbonyl, amino C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy C.sub.1 -C.sub.3 alkyl groupor, when R.sub.1 and R.sub.2 are each hydrogen, R.sub.3 can be hydroxy, hydroxycarbonyl C.sub.1 -C.sub.3 alkoxy or di C.sub.1 -C.sub.3 aminocarbonylalkoxy;or, when R.sub.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 cycloalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.3 can also be halogen, trifluoromethyl, nitro, amino, aminosulfonyl, aminocarbonyl, C.sub.1 -C.sub.3 alkyl, carboxy or C.sub.1 -C.sub.3 alkoxycarbonyl; andR.sub.4 is hydrogen or, when R.sub.1 and R.sub.2 are each hydrogen and R.sub.3 is halogen or hydroxy, R.sub.4 can also be halogen, hydroxy or C.sub.1 -C.sub.3 alkoxy; or a nontoxic, pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions comprising such compounds alone and in combination with dihydrofolic acid-reductase inhibitors. The compounds and compositions are useful for their inhibiting effect on bacteria, mycobacteria and plasmodia.

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