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1. 发明授权

US4224245A Method of making 1-(alkoxyphenyl)-5-(phenyl)biguanide compounds which are useful as agricultural fungicides 失效
标题翻译：制备可用作农业杀真菌剂的1-（烷氧基苯基）-5-（苯基）双胍化合物的方法
公开(公告)号：US4224245A
公开(公告)日：1980-09-23
申请号：US33244
申请日：1979-04-25
申请人： Louis Schneider , Bruce M. Resnick
发明人： Louis Schneider , Bruce M. Resnick
IPC分类号： A01N47/44 , C07C279/26 , C07C129/16
CPC分类号： C07C279/26 , A01N47/44
摘要： The present invention provides an improved method of making 1-(alkoxyphenyl)-5-(phenyl)biguanide compounds which are useful as agricultural fungicides, having the formula: ##STR1## where R is alkyl, linear of branched, having from 1-14 carbon atoms; and acid addition salts thereof.The method comprises the steps of (a) alkylating a nitrophenol with a suitable alkyl halide in a reaction solvent to form an alkoxynitrobenzene intermediate, (b) reducing the nitro group of the itermediate in situ by catalytic hydrogenation to form an alkoxyaniline, and (c) condensing the alkoxyaniline with phenyldicyandiamide to form the desired biguanide as the acid addition salt.The invention also includes a novel isolation and purification procedure for obtaining purified biguanide acid addition salts and purified free biguanide base.
摘要翻译：本发明提供一种制备可用作农业杀真菌剂的1-（烷氧基苯基）-5-（苯基）双胍化合物的改进方法，其具有下式：其中R是烷基，直链是支链的，具有1-14 碳原子及其酸加成盐。该方法包括以下步骤：（a）在反应溶剂中用合适的烷基卤烷基化硝基苯酚以形成烷氧基硝基苯中间体，（b）通过催化氢化原位还原硝酸的硝基以形成烷氧基苯胺，和（c ）将烷氧基苯胺与苯基二氰胺缩合形成所需的双胍类作为酸加成盐。本发明还包括用于获得纯化的双胍酸加成盐和纯化的游离双胍碱的新颖的分离和纯化方法。

2. 发明授权

US4235819A Process for isolating 1-(alkoxyphenyl)-5-(phenyl)biguanide compounds from a crude, acid reaction mixture thereof 失效
标题翻译：从其粗酸反应混合物中分离出1-（烷氧基苯基）-5-（苯基）双胍化合物的方法
公开(公告)号：US4235819A
公开(公告)日：1980-11-25
申请号：US37926
申请日：1979-05-10
申请人： Louis Schneider , Bruce M. Resnick
发明人： Louis Schneider , Bruce M. Resnick
IPC分类号： C07C279/26 , C07C129/16
CPC分类号： C07C279/26
摘要： The present invention provides an improved process of isolating purified, free 1-(alkoxyphenyl)-5-(phenyl)biguanide compounds, from a crude acid reaction mixture thereof. The compounds have the formula: ##STR1## where R is alkyl, linear of branched, having from 1-14 carbon atoms, and are useful as agricultural fungicides.The process comprises neutralizing the crude acid reaction mixture with aqueous base to precipitate the crude, free biguanide, filtering, slurrying the precipitate with a purification solvent which is an aliphatic hydrocarbon straight chain or branched, having from 5-10 carbon atoms, or mixtures thereof, filtering the slurry, and, drying the solid. Hexane is preferred as the purification solvent.
摘要翻译：本发明提供从其粗酸反应混合物中分离纯化的游离的1-（烷氧基苯基）-5-（苯基）双胍化合物的改进方法。这些化合物具有下式：其中R是烷基，具有1-14个碳原子的支链直链，可用作农业杀真菌剂。该方法包括用碱水溶液中和粗酸反应混合物以沉淀粗游离的双胍，用具有5-10个碳原子的脂族烃直链或支链的纯化溶剂或其混合物过滤沉淀物，过滤浆料，并干燥固体。作为纯化溶剂，优选使用己烷。

3. 发明授权

US3428576A Manufacture of polymeric diguanides 失效
标题翻译：聚合物的制备
公开(公告)号：US3428576A
公开(公告)日：1969-02-18
申请号：US3428576D
申请日：1966-11-17
申请人： ICI LTD
发明人： DICKINSON JOHN DAVID , FOWKES FRANCIS SAMUEL , ROSE TREVOR JAMES
IPC分类号： C08G73/00 , C08G33/02 , C07C129/16
CPC分类号： C08G73/00

4. 发明授权

US4670592A Bisbiguanide compounds 失效
标题翻译：双双胍化合物
公开(公告)号：US4670592A
公开(公告)日：1987-06-02
申请号：US607702
申请日：1984-05-07
申请人： Murdoch A. Eakin , Philip N. Edwards , Michael S. Large
发明人： Murdoch A. Eakin , Philip N. Edwards , Michael S. Large
IPC分类号： A61K31/155 , A01N47/44 , A61K8/43 , A61P31/04 , A61Q11/00 , C07C67/00 , C07C239/00 , C07C279/26 , C07C313/00 , C07C323/44 , C07C129/16
CPC分类号： C07C279/265 , A01N47/44 , A61K8/43 , A61Q11/00
摘要： A bisbiguanide compound of the formula:R.sup.1 R.sup.2 N.C(:NR.sup.6)NH.C(:NH)NH.CH.sub.2 X-- --(CH.sub.2).sub.3 NH.C(:NH)NH.C(:NR.sup.7)NR.sup.3 R.sup.4 Vor a tautomer thereof, wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 which may be the same or different, are each hydrogen, a 1-16C alkyl radical, a 2-16C alkoxyalkyl radical, a 3-12C cycloalkyl radical, a (3-12C cycloalkyl)-(1-4C alkyl) radical, or an optionally substituted phenyl or phenyl(1-4C alkyl) radical, or R.sup.1 and R.sup.2 and the nitrogen atom to which they are attached, or R.sup.3 and R.sup.4 and the nitrogen atom to which they are attached, which may be the same or different, are each a 1-azetidinyl, 1-pyrrolidinyl, piperidino, hexamethyleneimino, heptamethyleneimino, morpholino or 4-(1-8C alkanoyl)-1-piperazinyl radical each of which may bear 1-3C alkyl substituents; each of R.sup.6 and R.sup.7, which may be the same or different, is hydrogen or a 1-8C alkyl radical; and X is a substituted ethylene or ethylidene radical of the formula:--CH.sub.2 CH(YR.sup.5)-- VIor--CH(CH.sub.2 YR.sup.5)-- VIIreading from left to right in formula V above, wherein Y is an oxygen or sulphur atom and R.sup.5 is a 1-16C alkyl, 3-12C cycloalkyl, (3-12C cycloalkyl)-(1-4C alkyl), optionally substituted phenyl or optionally substituted phenyl(1-4C alkyl) radical, and the acid addition salts thereof, processes for their manufacture and antibacterial and antifungal compositions and methods using said compounds.
摘要翻译：下式的二双胍化合物：R1R2N.C（：NR6）NHC（：NH）NH.CH2X- - （CH2）3NHC（：NH）NHC（NR7）NR3R4V或其互变异构体，其中可以相同或不同的R 1，R 2，R 3和R 4各自为氢，1-16C烷基，2-16C烷氧基烷基，3-12C环烷基，（3-12C环烷基） - （ 1-4C烷基）基团或任选取代的苯基或苯基（1-4C烷基）基团，或R 1和R 2及其所连接的氮原子，或者R 3和R 4以及它们所连接的氮原子，其可以相同或不同，分别是可以具有1-3个C烷基取代基的1-氮杂环丁烷基，1-吡咯烷基，哌啶子基，六亚甲基亚氨基，七亚甲基亚氨基，吗啉代或4-（1-8C烷酰基）-1-哌嗪基 ; R 6和R 7各自可以相同或不同，是氢或1-8C烷基; 并且X是上式V中从左向右读取下式的-CH 2 CH（YR 5）-VI或-CH（CH 2 YR 5）-VII的取代的乙烯或亚乙叉基，其中Y是氧或硫原子，R 5是 1-16C烷基，3-12C环烷基，（3-12C环烷基） - （1-4C烷基），任选取代的苯基或任选取代的苯基（1-4C烷基）基团及其酸加成盐，其制备方法以及使用所述化合物的抗细菌和抗真菌组合物和方法。

5. 发明授权

US3468898A Bridged bis-biguanides and bis-guanidines 失效
标题翻译：桥梁双胞胎和双关系
公开(公告)号：US3468898A
公开(公告)日：1969-09-23
申请号：US3468898D
申请日：1966-05-26
申请人： STERLING DRUG INC
发明人： CUTLER ROYAL A , SCHALIT SAMUEL
IPC分类号： C07C279/26 , C07F15/06 , C07C129/16 , A61K27/00
CPC分类号： C07C279/265 , C07F15/065

6. 发明授权

US4067962A Oral compositions containing trifluoromethyl phenyl bis-biguanides as antiplaque agents 失效
标题翻译：含有三氟甲基苯基双双胍的口服组合物作为抗菌剂
公开(公告)号：US4067962A
公开(公告)日：1978-01-10
申请号：US669930
申请日：1976-03-24
申请人： Prem Sagar Juneja
发明人： Prem Sagar Juneja
IPC分类号： A61K8/43 , A61K8/69 , A61Q11/00 , C07C279/26 , A61K7/18 , A61K7/22 , C07C129/16
CPC分类号： C07C279/265 , A61K8/43 , A61K8/69 , A61Q11/00 , Y10S514/901
摘要： Oral compositions such as toothpastes, mouthwashes, and the like containing certain trifluoromethylphenyl bis-biguanides having excellent antiplaque performance and reduced tendency to stain the teeth.
摘要翻译：口服组合物如牙膏，漱口剂等含有一些具有优异的抗牙龈性能和降低牙齿污染倾向的三氟甲基苯基双双胍。

7. 发明授权

US4059687A Ester substituted dibiguanides and non-toxic antimicrobial compositions thereof 失效
标题翻译：酯取代的二胍类及其无毒抗微生物组合物
公开(公告)号：US4059687A
公开(公告)日：1977-11-22
申请号：US745511
申请日：1976-11-26
申请人： Robert Andrew Bauman
发明人： Robert Andrew Bauman
IPC分类号： A01N47/44 , A61K8/43 , A61Q11/00 , C07C279/26 , A01N9/24 , A61K7/22 , C07C129/16
CPC分类号： A01N47/44 , A61K8/43 , A61Q11/00 , C07C279/265
摘要： Novel dibiguanides containing an ester substituent on the terminal phenyl radical and free of the presence of, or the tendency to form, toxic substances; the process of preparing said dibiguanides, and compositions containing an effective antimicrobial amount of said dibiguanides admixed with a pharmaceutical carrier.
摘要翻译：在末端苯基上含有酯取代基的新型二胍类物质不存在或形成有毒物质的倾向; 制备所述二胍类的方法，以及含有与药物载体混合的有效抗微生物量的所述二胍的组合物。

8. 发明授权

US4022834A Antibacterially active hexamethylene-bis-biguanides 失效
标题翻译：抗菌活性六亚甲基双双胍
公开(公告)号：US4022834A
公开(公告)日：1977-05-10
申请号：US573517
申请日：1975-05-01
申请人： Helge Guttorm Gundersen
发明人： Helge Guttorm Gundersen
IPC分类号： A61K8/43 , A61Q11/00 , C07C279/26 , C07D295/215 , C07C129/16
CPC分类号： C07D295/215 , A61K8/43 , A61Q11/00 , C07C279/265
摘要： There are disclosed new hexamethylene-bis-biguanides having antibacterial activity, and two processes for the preparation thereof. The new compounds have the general formula ##STR1## wherein R represents H, and R' represents an hexyl or pentyl group being substituted with one or two methyl groups, or represents a cycloalkyl group having more than 6 carbon atoms, a lower-alkyl-cycloalkyl group or a cycloalkyl-lower-alkyl group, or R and R' together with the adjacent nitrogen atom represent an azabicyclo(3,2,2)-nonane double ring.
摘要翻译：公开了具有抗菌活性的新的六亚甲基双双胍，其制备方法有两个。新化合物具有通式其中R表示H，R'表示被一个或两个甲基取代的己基或戊基，或表示具有多于6个碳原子的环烷基，低级烷基 - 环烷基或环烷基 - 低级烷基，或R和R'与相邻的氮原子一起代表氮杂双环（3,2,2） - 壬烷双环。

9. 发明授权

US3903141A Adamantane carboxylic acid salts of biguanides 失效
标题翻译：双胍的金刚烷羧酸盐
公开(公告)号：US3903141A
公开(公告)日：1975-09-02
申请号：US36446573
申请日：1973-05-29
申请人： BERLIN CHEMIE VEB
发明人： JUST HELLMUT , HERZIG GUNTER , ROSKE IRMGARD
IPC分类号： C07C279/26 , C07D295/215 , C07C129/16
CPC分类号： C07D295/215 , C07C279/26
摘要： A salt of a biguanide of the formula:

wherein R1 is selected from the group consisting of alkyl and aralkyl and R2 is selected from the group consisting of hydrogen and alkyl or R1 and R2 taken together form a radical selected from the group consisting of carbocyclic radicals and heterocyclic radicals; a process for preparing a salt of a biguanide of the above formula which comprises contacting a biguanide of the formula:

wherein R1 is selected from the group consisting of alkyl and aralkyl, R2 is selected from the group consisting of hydrogen and alkyl or R1 and R2 taken together form a radical selected from the group consisting of carbocyclic radicals and heterocyclic radicals and 1-adamantane carboxylic acid, preferably in an organic solvent, and recovering the salt of the biguanide having the first formula set forth above.
摘要翻译：下式的双胍的盐：HN ANGLE R1-N-CC-NH2 |并行对偶R2NHNH其中R1选自烷基和芳烷基，R2选自氢和烷基或R1和R2 一起形成选自碳环基和杂环基的基团; 一种制备上式的双胍盐的方法，其包括使下式的双胍接触：HN ANGLE R1-N-CC-NH2 |平行平行R2NHNH其中R1选自烷基和芳烷基，R2是选自氢和烷基或R 1和R 2一起形成选自碳环基团和杂环基团的基团，以及1-金刚烷羧酸，优选在有机溶剂中，并回收具有上述第一个公式。

10. 发明授权

US4659739A Agricultural and horticultural guanidine-type fungicide and process for production thereof 失效
标题翻译：农业和园艺胍类杀真菌剂及其生产方法
公开(公告)号：US4659739A
公开(公告)日：1987-04-21
申请号：US705365
申请日：1985-02-25
申请人： Nobuyuki Yoshioka , Yasuji Okunishi , Yasuhisa Miura , Yoshikazu Mori , Yasuki Kataoka , Eiichi Adachi
发明人： Nobuyuki Yoshioka , Yasuji Okunishi , Yasuhisa Miura , Yoshikazu Mori , Yasuki Kataoka , Eiichi Adachi
IPC分类号： C07C277/00 , A01N33/08 , A01N47/44 , C07C129/16 , A01N33/04 , C07C133/10
CPC分类号： A01N47/44
摘要： An agricultural and horticultural fungicide of low phytotoxicity comprising as an active ingredient an addition salt between a fungicidal guanidine compound and an acid having an oleophilic group with at least 9 carbon atoms in total. The acid addition salt is produced by reacting a fungicidal guanidine compound or its acid addition salt with an acid having an oleophilic group with at least 9 carbon atoms in total or its salt.
摘要翻译：一种低植物毒性的农业和园艺杀真菌剂，其包含作为活性成分的杀真菌胍化合物与具有至少9个碳原子的亲油基团的酸的加成盐。酸加成盐通过使杀真菌胍化合物或其酸加成盐与具有至少9个碳原子的亲油基团的酸或其盐反应来制备。

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