公开(公告)号：US4011320A

公开(公告)日：1977-03-08

申请号：US664454

申请日：1976-03-08

Applicant: Colin C. Beard ,  John A. Edwards ,  John H. Fried

Inventor： Colin C. Beard ,  John A. Edwards ,  John H. Fried

IPC: C07D487/04 ,  C07D251/72

CPC classification number: C07D487/04

Abstract: 7(8)-substituted triazinobenzimidazoles represented by the formula: ##STR1## where R is a lower alkyl group having 1 to 4 carbon atoms; R' is diloweralkylaminoalkyl (C.sub.2-6) or alkyl having 1 to 18 carbon atoms; R.sup.2 is phenylsulfinyl, phenoxyethoxy, benzyloxyethoxy, methoxyethylsulfinyl, or 3-chloroprop-1-ylsulfinyl; the R.sup.2 -substitution being at the 7(8)-position; or a pharmaceutically acceptable salt thereof.The compounds are useful as pesticides, particularly as antifungal and anthelmintic agents.

公开(公告)号：US4912235A

公开(公告)日：1990-03-27

申请号：US203398

申请日：1988-06-07

Applicant: Gary F. Cooper ,  Douglas L. Wren ,  Albert R. Van Horn ,  Tsung-Tee Li ,  Colin C. Beard

Inventor： Gary F. Cooper ,  Douglas L. Wren ,  Albert R. Van Horn ,  Tsung-Tee Li ,  Colin C. Beard

IPC: C07C405/00 ,  C07F7/18 ,  C07D315/00 ,  C07C177/00

CPC classification number: C07C405/0016 ,  C07C405/00 ,  C07C405/0025 ,  C07C405/0033 ,  C07C405/0041 ,  C07F7/1856

Abstract: This invention relates to a process for making a compound of formula I ##STR1## in the form of a stereoisomer or mixture thereof, wherein R is hydrogen, lower alkyl; X is hydrogen, halo, trifluoromethyl, lower alkyl or lower alkoxy, and the wavy lines represent the .alpha. or .beta. configuration with the proviso that when one wavy line is .alpha. the other is .beta., or a pharmaceutically acceptable, non-toxic salt of the compound wherein R is hydrogen; novel intermediates useful for preparing these compounds; processes for making the intermediates; and a stereoisomer of the compound of formula I wherein R is methyl and X is hydrogen and a process for making same.

Abstract translation: 本发明涉及以其立体异构体或其混合物的形式制备式I化合物（I）的方法，其中R是氢，低级烷基; X是氢，卤素，三氟甲基，低级烷基或低级烷氧基，波浪线代表α或β构型，条件是当一个波浪线是α时，另一个是β，或药学上可接受的无毒的盐 其中R是氢的化合物; 用于制备这些化合物的新型中间体; 制造中间体的方法; 和其中R是甲基且X是氢的式I化合物的立体异构体及其制备方法。

公开(公告)号：US4780562A

公开(公告)日：1988-10-25

申请号：US776063

申请日：1985-09-13

Applicant: Gary F. Cooper ,  Douglas L. Wren ,  Albert R. Van Horn ,  Tsung-Tee Li ,  Colin C. Beard

Inventor： Gary F. Cooper ,  Douglas L. Wren ,  Albert R. Van Horn ,  Tsung-Tee Li ,  Colin C. Beard

IPC: C07C405/00 ,  C07C17/00

CPC classification number: C07C405/00 ,  C07C405/0016 ,  C07C405/0025 ,  C07C405/0033 ,  C07C405/0041

Abstract: This invention relates to a process for making a compound of formula I ##STR1## in the form of a stereoisomer or mixture thereof, wherein R is hydrogen, lower alkyl; X is hydrogen, halo, trifluoromethyl, lower alkyl or lower alkoxy, and the wavy lines represent the .alpha. or .beta. configuration with the proviso that when one wavy line is .alpha. the other is .beta., or a pharmaceutically acceptable, non-toxic salt of the compound wherein R is hydrogen; novel intermediates useful for preparing these compounds; processes for making the intermediates; and a stereoisomer of the compound of formula I wherein R is methyl and X is hydrogen and a process for making same.

Abstract translation: 本发明涉及以其立体异构体或其混合物的形式制备式I化合物（I）的方法，其中R是氢，低级烷基; X是氢，卤素，三氟甲基，低级烷基或低级烷氧基，波浪线代表α或β构型，条件是当一个波浪线是α时，另一个是β，或药学上可接受的无毒的盐 其中R是氢的化合物; 用于制备这些化合物的新型中间体; 制造中间体的方法; 和其中R是甲基且X是氢的式I化合物的立体异构体及其制备方法。

公开(公告)号：US4312873A

公开(公告)日：1982-01-26

申请号：US74835

申请日：1979-09-13

Applicant: Colin C. Beard

Inventor： Colin C. Beard

IPC: C07C335/38 ,  C07D235/32 ,  A61K31/44 ,  C07D403/06

CPC classification number: C07D235/32 ,  C07C335/38

Abstract: Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: ##STR1## where R is a lower alkyl group having 1 to 4 carbon atoms; ##STR2## is a 5, 6, 7 or 8 membered heterocyclic ring containing 1 or 2 hetero atoms; the ##STR3## substitution being at the 5(6)-position; and the pharmaceutically acceptable salts thereof.The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.

Abstract translation: 由下式表示的苯环取代的苯并咪唑-2-氨基甲酸酯衍生物：其中R是具有1至4个碳原子的低级烷基; 是含有1或2个杂原子的5,6,7或8元杂环; 替换在5（6）位置; 及其药学上可接受的盐。 这些化合物可用作杀虫剂，特别是作为驱肠虫和抗真菌剂。

公开(公告)号：US4224224A

公开(公告)日：1980-09-23

申请号：US50836

申请日：1979-06-21

Applicant: Charles A. Dvorak ,  Colin C. Beard

Inventor： Charles A. Dvorak ,  Colin C. Beard

IPC: C07C279/24 ,  C07C309/69 ,  C07D233/44 ,  C07D317/58 ,  C07D317/54 ,  C07C129/12

CPC classification number: C07D317/58 ,  C07C279/24 ,  C07C309/69 ,  C07D233/44

Abstract: A method for preparing 4,5-dihydro-2-alkoxycarbonylamino-5-carbocyclic aryl imidazoles and substituted aryl derivatives thereof is disclosed. The compounds are prepared by treating a 1-(carbocyclic aryl)-2-(2',3'-bis-carboalkoxyguanidino) ethane of the formula ##STR1## where R is C.sub.1 to C.sub.6 linear or branched alkyl, R' is phenyl optionally substituted with the radial methylenedioxy or at least one hydroxy, halo, trifluoromethyl, C.sub.1 to C.sub.6 linear or branched alkoxy, or 1-naphthyl or 2-naphthyl and X is halo, mesyloxy or tosyloxy with a protic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide. 1-(Optionally substituted carbocyclic aryl)-2-(carboalkoxyguanidino) ethanes are also disclosed herein, such prepared by treating the above bis-carboalkoxyguanadino ethane with an aprotic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide. These compounds are useful as psychotherapeutic agents in treating or palliating abnormal conditions, in mammals, which are related to the central nervous system.

Abstract translation: 公开了制备4,5-二氢-2-烷氧基羰基氨基-5-碳环芳基咪唑及其取代的芳基衍生物的方法。 该化合物通过处理式（IMAGE）的1-（碳环芳基）-2-（2'，3'-双 - 烷氧基胍基）乙烷制备，其中R为C1至C6直链或支链烷基，R'为任选的 被放射性亚甲二氧基或至少一个羟基，卤素，三氟甲基，C 1至C 6直链或支链烷氧基或1-萘基或2-萘基取代，X为卤素，甲磺酰氧基或甲苯磺酰氧基，其为质子溶剂溶液或碱金属 或碱土金属氢氧化物，碳酸盐或醇盐。 本文还公开了1-（任选取代的碳环芳基）-2-（烷氧基胍基）乙烷，其通过用非质子溶剂溶液或碱金属或碱土金属氢氧化物，碳酸盐或醇盐的分散体处理上述双烷氧基胍基乙烷 。 这些化合物在治疗或缓解与中枢神经系统相关的哺乳动物中的异常状况中可用作精神治疗剂。

公开(公告)号：US4172204A

公开(公告)日：1979-10-23

申请号：US840336

申请日：1977-10-07

Applicant: Charles A. Dvorak ,  Colin C. Beard

Inventor： Charles A. Dvorak ,  Colin C. Beard

IPC: C07D233/48 ,  C07C279/24 ,  C07C309/69 ,  C07D233/44 ,  C07D317/58 ,  C07C129/12 ,  C07D405/04

CPC classification number: C07D233/44 ,  C07C279/24 ,  C07C309/69 ,  C07D317/58

Abstract: A method for preparing 4,5-dihydro-2-alkoxycarbonylamino-5-carbocyclic aryl imidazoles and substituted aryl derivatives thereof is disclosed. The compounds are prepared by treating a 1-(carbocyclic aryl)-2-(2',3'-bis-carboalkoxyguanidino) ethane of the formula ##STR1## where R is C.sub.1 to C.sub.6 linear or branched alkyl, R' is phenyl optionally substituted with the radical methylenedioxy or at least one hydroxy, halo, trifluoromethyl, C.sub.1 to C.sub.6 linear or branched alkoxy, or 1-naphthyl or 2-naphthyl and X is halo, mesyloxy or tosyloxy with a protic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide. 1-(Optionally substituted carbocyclic aryl)-2-(carboalkoxyguanidino) ethanes are also disclosed herein, such prepared by treating the above bis-carboalkoxyguanadino ethane with an aprotic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide. These compounds are useful as psychotherapeutic agents in treating or palliating abnormal conditions, in mammals, which are related to the central nervous system.

Abstract translation: {PG，1 A公开了制备4,5-二氢-2-烷氧基羰基氨基-5-碳环芳基咪唑及其取代的芳基衍生物的方法。 该化合物是通过将式{r1 {tc，1 {rb R {40CH（X）CH {（R） HD 2 {L NHC {M，1 {AD，2 NC（O）OR {MR，1 {AB，6 NHC（O）OR {RE {PS {PS，其中R是C {HD 1 {L至C {HD 6 {L直链或支链烷基，R {40 {0是任选地被基团亚甲二氧基或至少一个羟基，卤素，三氟甲基，C（HD 1）{L至C {HD 6 {L直链或支链烷氧基或 1-萘基或2-萘基，X是卤素，甲磺酰氧基或甲苯磺酰氧基与质子溶剂溶液或碱金属或碱土金属氢氧化物，碳酸盐或醇盐的分散体。 本文还公开了1-（任选取代的碳环芳基）-2-（烷氧基胍基）乙烷，其通过用非质子溶剂溶液或碱金属或碱土金属氢氧化物，碳酸盐或醇盐的分散体处理上述双烷氧基胍基乙烷 。 这些化合物在治疗或缓解与中枢神经系统相关的哺乳动物中的异常状况中可用作精神治疗剂。

公开(公告)号：US4129661A

公开(公告)日：1978-12-12

申请号：US842655

申请日：1977-10-17

Applicant: Adolph P. Roszkowski ,  Colin C. Beard ,  Charles Dvorak ,  Klaus Weinhardt

Inventor： Adolph P. Roszkowski ,  Colin C. Beard ,  Charles Dvorak ,  Klaus Weinhardt

IPC: C07D233/44 ,  A61K31/395 ,  A61K31/415 ,  A61K31/4168 ,  C07D20060101 ,  C07D231/06 ,  C07D233/48 ,  C07D311/16 ,  C07D311/20 ,  C07D311/58 ,  C07D317/58 ,  C07D317/60 ,  C07D405/12

CPC classification number: C07C255/00 ,  A61K31/415 ,  C07D231/06 ,  C07D233/44 ,  C07D311/16 ,  C07D311/20 ,  C07D311/58 ,  C07D317/58 ,  C07D317/60 ,  C07D405/12 ,  Y10S514/906

Abstract: 4,5-Dihydro-2-lower alkoxycarbonylamino-4-phenylimidazole, and substituted phenyl derivatives thereof, and pharmaceutically acceptable salts thereof, and methods of preparing such compounds. In one method, the compounds can be prepared by treating the corresponding .beta.-amino-.beta.-(phenyl or substituted phenyl)-ethylamine with the desired 1,3-bis(alkoxycarbonyl)-S-methylisothiourea or 1-alkoxycarbonyl-S-methylisothiourea. The compounds can also be prepared by treating the corresponding 2-amino-4,5-dihydro-4-(phenyl or substituted phenyl)-imidazole with the desired dialkylcarbonate. The subject compounds are useful as psychotherapeutic agents for treating, preventing or palliating abnormal conditions, in mammals, which are related to the central nervous system.

Abstract translation: 4,5-二氢-2-低级烷氧基羰基氨基-4-苯基咪唑及其取代的苯基衍生物及其药学上可接受的盐，以及制备这些化合物的方法。 在一种方法中，可以通过用所需的1,3-双（烷氧基羰基）-S-甲基异硫脲或1-烷氧基羰基-S-甲基异硫脲处理相应的β-氨基-β-（苯基或取代的苯基） - 乙胺来制备化合物 。 化合物也可以通过用所需的二烷基碳酸酯处理相应的2-氨基-4,5-二氢-4-（苯基或取代的苯基） - 咪唑来制备。 本发明化合物可用作治疗，预防或缓解与中枢神经系统相关的哺乳动物的异常状况的心理治疗剂。

公开(公告)号：US4086235A

公开(公告)日：1978-04-25

申请号：US676443

申请日：1976-04-12

Applicant: Colin C. Beard

Inventor： Colin C. Beard

IPC: C07C335/38 ,  C07D235/32 ,  A61K31/415

CPC classification number: C07C335/38 ,  C07D235/32

Abstract: Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: ##STR1## where R is a lower alkyl group having 1 to 4 carbon atoms; R' is lower alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, lower alkenyl or lower alkynyl having 3 to 6 carbon atoms, or phenyl; R.sup.2 is hydrogen or R'; the R'R.sup.2 NC(O)- substitution being at the 5(6)-position; and the pharmaceutically acceptable salts thereof.The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.

Abstract translation: 由下式表示的苯环取代的苯并咪唑-2-氨基甲酸酯衍生物：其中R是具有1至4个碳原子的低级烷基; R'是具有1至6个碳原子的低级烷基，具有3至7个碳原子的环烷基，具有3至6个碳原子的低级链烯基或低级炔基，或苯基; R2是氢或R'; R'R2NC（O） - 取代位于5（6）位; 及其药学上可接受的盐。

公开(公告)号：US3993768A

公开(公告)日：1976-11-23

申请号：US604502

申请日：1975-08-13

Applicant: Colin C. Beard ,  John A. Edwards ,  John H. Fried

Inventor： Colin C. Beard ,  John A. Edwards ,  John H. Fried

IPC: C07D235/32

CPC classification number: C07D235/32

Abstract: This application describes further species embraced by the following generic formula: ##SPC1##Where R is a lower alkyl group having 1 to 4 carbon atoms; R.sup.1 is --SOR.sup.2, --SO.sub.2 R.sup.2, --SCN, --SR.sup.5, --OR.sup.5 or M'(CH.sub.2).sub.n MR.sup.7 where M and M' are independently ##EQU1## R.sup.7 is lower alkyl having 1 to 4 carbon atoms or aryl, and n is 1-4; R.sup.2 is lower alkyl having from 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, lower alkenyl or lower alkynyl having 3 to 6 carbon atoms, or aralkyl or aryl; R.sup.5 is lower alkenyl, lower alkynyl, or aralkyl; and the R.sup.1 substitution is at the 5(6)-position. The above compounds can also be substituted at the 1-position.

Abstract translation: 本申请描述了由以下通式表示的其它物质：+ q，10，其中R是具有1至4个碳原子的低级烷基; R 1是-SOR 2，-SO 2 R 2，-SCN，-SR 5，-OR 5或M'（CH 2）nMR 7，其中M和M'独立地为O和R a，O，S，S，S和R d' 4个碳原子或芳基，n为1-4; R2是具有1至6个碳原子的低级烷基，具有3至7个碳原子的环烷基，具有3至6个碳原子的低级链烯基或低级炔基，或芳烷基或芳基; R5是低级烯基，低级炔基或芳烷基; 而R1取代位于5（6）位。 上述化合物也可以在1-位取代。

公开(公告)号：US06340756B1

公开(公告)日：2002-01-22

申请号：US09497319

申请日：2000-02-03

Applicant: Charles A. Dvorak ,  Douglas L. Wren ,  Lawrence E. Fisher ,  Steven D. Axt ,  Eric R. Humphreys ,  Humberto B. Arzeno ,  Colin C. Beard ,  Sam Linh Nguyen ,  Yeun-Kwei Han ,  Christopher R. Roberts ,  Jan P. Lund ,  Paul R. Fatheree

Inventor： Charles A. Dvorak ,  Douglas L. Wren ,  Lawrence E. Fisher ,  Steven D. Axt ,  Eric R. Humphreys ,  Humberto B. Arzeno ,  Colin C. Beard ,  Sam Linh Nguyen ,  Yeun-Kwei Han ,  Christopher R. Roberts ,  Jan P. Lund ,  Paul R. Fatheree

IPC: C07D47318

CPC classification number: C07D473/00 ,  C07D473/18 ,  Y02P20/55

Abstract: wherein Z1 is hydrogen or an amino-protecting group selected from the group consisting of acyl of the formula R—C(O)—, wherein R is alkyl of 1-6 carbon atoms; trityl, optionally substituted with methoxy; and N-(9-fluorenylmethoxycarbonyl); Y1 is halo, aralkyloxy or acyloxy, wherein acyl is as defined above; and Y2 is aralkyloxy. These intermediates are useful in a novel process for preparing the mono-L-valine ester of 2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl) methoxy-1,3-propanediol (ganciclovir). The mono-L-valine ester of ganciclovir and its pharmaceutically acceptable salts are of value as antiviral agents with improved absorption.

Abstract translation: 其中Z1是氢或选自式R-C（O） - 的酰基的氨基保护基，其中R是1-6个碳原子的烷基; 三苯甲基，任选被甲氧基取代; 和N-（9-芴基甲氧基羰基）; Y1是卤素，芳烷氧基或酰氧基，其中酰基如上所定义; 而Y2是芳烷氧基。 这些中间体可用于制备2-（2-氨基-1,6-二氢-6-氧代 - 嘌呤-9-基）甲氧基-1,3-丙二醇（更昔洛韦）的单-L-缬氨酸酯的新方法 ）。 更昔洛韦的单-L-缬氨酸酯及其药学上可接受的盐具有改善吸收的抗病毒剂的价值。