公开(公告)号：US4266069A

公开(公告)日：1981-05-05

申请号：US105063

申请日：1979-12-19

Applicant: Jerry A. Walker

Inventor： Jerry A. Walker

IPC: C07C69/003 ,  C07C51/00 ,  C07C51/38 ,  C07C57/38 ,  C07C57/46 ,  C07C57/52 ,  C07C57/58 ,  C07C59/42 ,  C07C67/00 ,  C07C67/32 ,  C07C67/343 ,  C07C69/65 ,  C07C69/76 ,  C07C201/00 ,  C07C205/56 ,  C07C253/00 ,  C07C255/57 ,  C07C79/46

CPC classification number: C07C227/04 ,  C07C201/12

Abstract: The invention concerns the novel compounds dialkyl 2-(3-fluoro-4-nitrophenyl)-2-methylmalonate IIIa and dialkyl 2-(3-fluoro-4-aminophenyl)-2-methylmalonate IVa useful as intermediates in an improved process for making 2-(2-fluoro-4-biphenylyl)propionic acid, known as flurbiprofen, having the formula ##STR1## and ester thereof. It has anti-inflammatory activity which is about 240 times that of aspirin and analgesic activity which is about 180 times that of aspirin in standard laboratory tests. However, despite this high activity, the toxicity (LD.sub.50) is only 1.2 to 2.4 times greater than that of aspirin in standard laboratory tests.Also within the invention is a novel method of making the above intermediates and analogs thereof useful to prepare corresponding biaryl compounds which have pharmaceutical uses.

Abstract translation: 本发明涉及新型化合物2-（3-氟-4-硝基苯基）-2-甲基丙二酸二烷基酯IIIa和2-（3-氟-4-氨基苯基）-2-甲基丙二酸二烷基酯IVa，其用作改进的制备方法中的中间体 称为氟比洛芬的2-（2-氟-4-联苯基）丙酸，其具有式Ia及其酯。 它具有约240倍的阿斯匹林和止痛活性的抗炎活性，约为阿司匹林在标准实验室检测中的约180倍。 然而，尽管活性高，但在标准实验室检测中，毒性（LD50）仅为阿司匹林的1.2〜2.4倍。 本发明还有一种使上述中间体及其类似物用于制备具有药物用途的相应联芳基化合物的新方法。

公开(公告)号：US4263319A

公开(公告)日：1981-04-21

申请号：US42372

申请日：1979-05-24

Applicant: John F. Engel

Inventor： John F. Engel

IPC: C07C323/19 ,  A01N37/10 ,  A01N53/00 ,  A01N53/02 ,  A01N53/04 ,  A01N53/10 ,  A01P7/04 ,  C07C17/26 ,  C07C29/52 ,  C07C35/32 ,  C07C57/38 ,  C07C61/40 ,  C07C67/00 ,  C07C67/303 ,  C07C69/743 ,  C07C201/00 ,  C07C255/19 ,  C07C255/39 ,  C07C255/48 ,  C07C255/55 ,  C07C317/22 ,  C07D307/45 ,  C07D333/04 ,  C07F9/54 ,  C07C61/04 ,  C07C61/13

CPC classification number: C07C61/40 ,  A01N37/10 ,  A01N53/00 ,  C07C17/2635 ,  C07C29/143 ,  C07C29/52 ,  C07C35/32 ,  C07C57/38 ,  C07F9/5442 ,  C07C2102/08

Abstract: Novel compounds of the formula ##STR1## are disclosed in which R.sup.1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, and R.sup.2 is hydrogen, a substituted-vinylcyclopropanecarbonyl group, a tetramethylcyclopropanecarbonyl group, or a 1-(substituted-phenyl)-2-methylpropylcarbonyl group. The compounds wherein R.sup.2 is other than hydrogen are insecticides.

Abstract translation: 公开了新的式“IMAGE”化合物，其中R 1是可被取代的苯基，苯氧基，苯硫基，苄基或杂环基，R2是氢，取代的乙烯基环丙烷羰基，四甲基环丙烷羰基或1-（ 取代的苯基）-2-甲基丙基羰基。 其中R2不是氢的化合物是杀虫剂。

公开(公告)号：US4262014A

公开(公告)日：1981-04-14

申请号：US932549

申请日：1978-08-10

Applicant: George Holan ,  Reimund A. Walser

Inventor： George Holan ,  Reimund A. Walser

IPC: C07C69/007 ,  A01N53/00 ,  A01N53/02 ,  A01N53/04 ,  A01N53/08 ,  A01N53/10 ,  A01N57/00 ,  C07C51/00 ,  C07C51/353 ,  C07C61/28 ,  C07C61/39 ,  C07C61/40 ,  C07C62/34 ,  C07C67/00 ,  C07C69/612 ,  C07C69/618 ,  C07C69/73 ,  C07C69/734 ,  C07C69/74 ,  C07C69/747 ,  C07C69/753 ,  C07C69/757 ,  C07C201/00 ,  C07C205/55 ,  C07C205/56 ,  C07C227/00 ,  C07C227/16 ,  C07C227/18 ,  C07C229/46 ,  C07C253/00 ,  C07C255/38 ,  C07C255/39 ,  C07C255/42 ,  C07C313/00 ,  C07C323/62 ,  C07D307/36 ,  C07D307/42 ,  C07D307/45 ,  C07D307/54 ,  C07D317/06 ,  C07D317/46 ,  C07D317/54 ,  C07D317/60 ,  A01N43/16

CPC classification number: C07D307/42 ,  A01N53/00 ,  C07C255/00 ,  C07D307/54 ,  C07D317/60 ,  Y10S514/919

Abstract: The (+), (-) and (.+-.) forms of the compounds of formula I ##STR1## wherein R.sup.1 is hydrogen or a methoxy, ethoxy, propoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, nitro or amino group,andR.sup.2 is a hydrogen or methyl group or R.sup.1 and R.sup.2 together form a methylenedioxy group;R.sup.3 is hydrogen, or a lower alkyl group, or one of the following groups (a) to (d):(a) m-phenoxybenzyl(b) 2-benzyl-4-furylmethyl(c) .alpha.-cyano-m-phenoxybenzyl(d) 3-4-methylenedioxy-benzyl,andR.sup.4 and R.sup.5 are the same or different groups and each is a fluoro, bromo, chloro or methyl group.The compounds of formula I in which R.sup.3 is one of groups (a) to (d) are extremely active as insecticides (except when R.sup.1 is an amino group). The compounds also possess the property of contact repellency to insects.

Abstract translation: 其中R 1是氢或甲氧基，乙氧基，丙氧基，甲硫基，乙硫基，丙硫基，氟，氯，溴，甲基，或它们的（+），（ - ）和（+/-） 乙基，硝基或氨基，R 2为氢或甲基，或者R 1和R 2一起形成亚甲二氧基; R3是氢或低级烷基，或以下基团之一（a）至（d）：（a）间苯氧基苄基（b）2-苄基-4-呋喃基甲基（c）α-氰基间苯氧基苄基 （d）3-4-亚甲二氧基 - 苄基，R 4和R 5是相同或不同的基团，并且各自是氟，溴，氯或甲基。 其中R3是基团（a）至（d）之一的式I化合物作为杀虫剂是非常有活性的（除了当R1是氨基时）。 该化合物还具有与昆虫接触排斥性的性质。

公开(公告)号：US4259248A

公开(公告)日：1981-03-31

申请号：US49708

申请日：1979-06-18

Applicant: Walter Hohmann ,  Klaus Wunderlich

Inventor： Walter Hohmann ,  Klaus Wunderlich

IPC: C07C205/47 ,  C07C20060101 ,  C07C67/00 ,  C07C201/00 ,  C07C97/12

CPC classification number: C07C225/34

Abstract: A process has been developed for the preparation of mixtures of dinitroanthraquinones with a high content of 1,5- and 1,8- dinitroanthraquinone by nitration with nitric acid in the presence of sulphuric acid with heating wherein anthraquinone, 1-nitroanthraquinone or a mixture of them is treated with about 1.5 to about 2.5 times the amount by weight of nitric acid, relative to the feed material, in the presence of about 0.75 times to twice the amount by weight, relative to nitric acid, of sulphuric acid, the temperature first being kept in the range from room temperature to about 50.degree. C. until at least 50% of the starting material or materials has been dinitrated, then adjusting the temperature to about 50.degree. C. to about 70.degree. C. to complete the dinitration.

Abstract translation: 已经开发了一种通过硝酸在硫酸存在下通过加热制备二硝基蒽醌与高含量1,5-和1,8-二硝基蒽醌的混合物的方法，其中蒽醌，1-硝基蒽醌或 在相对于原料的硝酸的量的约1.5至约2.5倍的条件下，相对于硝酸，硫酸的重量的约0.75倍至2倍的量处理它们，温度先 保持在室温至约50℃的范围内，直到起始材料或材料的至少50％已被硝化，然后将温度调节至约50℃至约70℃以完成二硝化。

公开(公告)号：US4254262A

公开(公告)日：1981-03-03

申请号：US84164

申请日：1979-10-12

Applicant: Wataro Koike ,  Tadashi Sasuga ,  Chihiro Yazawa

Inventor： Wataro Koike ,  Tadashi Sasuga ,  Chihiro Yazawa

IPC: C07C69/66 ,  A01N37/10 ,  B01J31/00 ,  C07B61/00 ,  C07C51/00 ,  C07C51/367 ,  C07C59/125 ,  C07C59/60 ,  C07C59/68 ,  C07C59/70 ,  C07C67/00 ,  C07C69/612 ,  C07C201/00 ,  C07C205/38 ,  C07C253/00 ,  C07C255/54 ,  C07D213/57 ,  C07C61/08 ,  C07C69/767

CPC classification number: C07C51/367

Abstract: A phenoxycarboxylic acid derivative having the formula ##STR1## wherein R represents ##STR2## and X.sub.1 represents a hydrogen atom, a halogen atom, a lower alkyl group, trifluoromethyl group, nitro group or cyano group and X.sub.2 represents a hydrogen atom, a halogen atom, a lower alkyl group, nitro group or cyano group, R' represents ##STR3## and R.sub.1 and R.sub.2 are the same and different and respectively represent hydrogen atom or a lower alkyl group, is produced by reacting a phenol compound having the formula ##STR4## with a halogen compound havingX--R'wherein X represents a halogen atom in the presence of a base. The reaction is carried out in the presence of a quarternary ammonium salt or a quaternary phosphonium salt in a nonpolar solvent.

Abstract translation: 具有下式的式（III）的苯氧基羧酸衍生物，其中R表示“IMA”，X 1表示氢原子，卤素原子，低级烷基，三氟甲基，硝基或氰基，X 2表示氢原子， 卤素原子，低级烷基，硝基或氰基，R'表示“IMA”，R1和R2相同且不同，分别表示氢原子或低级烷基，是通过使苯酚 具有式（I）的化合物与具有XR'的卤素化合物反应，其中X表示卤素原子。 反应在非极性溶剂中在季铵盐或季鏻盐存在下进行。

公开(公告)号：US4254146A

公开(公告)日：1981-03-03

申请号：US86195

申请日：1979-10-18

Applicant: David A. Walsh

Inventor： David A. Walsh

IPC: A61K31/165 ,  A61K31/12 ,  A61K31/19 ,  A61K31/195 ,  A61K31/215 ,  A61K31/24 ,  A61P29/00 ,  C07C67/00 ,  C07C201/00 ,  C07C205/56 ,  C07C233/00 ,  C07C233/11 ,  C07C235/78 ,  C07C79/46

CPC classification number: C07C205/56 ,  C07C205/45

Abstract: 3-Benzoyl-2-nitrophenylacetic acids, metal salts, amides and esters are disclosed having the formula: ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 is OH, OM, O-lower alkyl, NH.sub.2, NH-lower alkyl or N,N-dilower alkyl; X is hydrogen, halogen, lower alkyl, lower alkoxy, trifluoromethyl or nitro and M is a pharmaceutically acceptable cation or a fraction thereof when the cation is multivalent, hydrates thereof and n is 1-3 inclusive. The compounds have anti-inflammatory activity and methods and pharmaceutical compositions for use thereof are disclosed.

Abstract translation: 公开了具有下式的3-苯甲酰基-2-硝基苯基乙酸，金属盐，酰胺和酯：其中R 1是氢或低级烷基; R2是OH，OM，O-低级烷基，NH2，NH-低级烷基或N，N-二氟烷基; X为氢，卤素，低级烷基，低级烷氧基，三氟甲基或硝基，当阳离子为多价时，M为药学上可接受的阳离子或其分数，其水合物为n为1-3。 该化合物具有抗炎活性，并且公开了用于其的方法和药物组合物。

公开(公告)号：US4226811A

公开(公告)日：1980-10-07

申请号：US2596

申请日：1979-01-11

Applicant: Heinz-Guenter Oeser ,  Karl-Heinz Koenig ,  Dietrich Mangold

Inventor： Heinz-Guenter Oeser ,  Karl-Heinz Koenig ,  Dietrich Mangold

IPC: B01J31/00 ,  C07C67/00 ,  C07C201/00 ,  C07C201/12 ,  C07C205/12 ,  C07C253/00 ,  C07C255/50 ,  C07C79/12

CPC classification number: C07C201/12

Abstract: A process for the preparation of substituted fluorobenzenes which contain a nitro group or a cyano group and may or may not contain an aliphatic radical or an additional halogen atom, wherein the corresponding substituted chlorobenzene is reacted with potassium fluoride in the presence of a crown ether and a solvent at from 150.degree. to 230.degree. C.

Abstract translation: 制备含有硝基或氰基的取代氟苯并且可以含有或不含脂肪族基团或另外的卤素原子的方法，其中相应的取代氯苯与氟醚在冠醚存在下反应， 150〜230℃的溶剂

公开(公告)号：US4221581A

公开(公告)日：1980-09-09

申请号：US953236

申请日：1978-10-20

Applicant: Otto Rohr ,  Georg Pissiotas ,  BoBeat

Inventor： Otto Rohr ,  Georg Pissiotas ,  BoBeat

IPC: A01N39/02 ,  A01N39/04 ,  C07C67/00 ,  C07C201/00 ,  C07C205/38 ,  C07C253/00 ,  C07C255/53 ,  C07C255/54 ,  C07C325/00 ,  C07C327/22 ,  C07D241/10 ,  A01N9/12 ,  A01N9/20 ,  A01N9/24

CPC classification number: C07C205/38 ,  A01N39/02 ,  A01N39/04 ,  C07C327/00

Abstract: The present invention relates to novel herbicidally active phenoxyphenoxyalkanecarboxylic acid esters, compositions which contain these compounds as active ingredient, and a method of selectively controlling weeds in crops of cultivated plants or of regulating plant growth which comprises the use of these compounds.The phenoxyphenoxyalkanecarboxylic acid esters have the formula ##STR1## wherein R.sub.1 is hydrogen, halogen or cyano,R.sub.2 is hydrogen or lower alkyl,R.sub.3 is a radical OR.sub.4 or SR.sub.5,R.sub.4 is a substituted alkyl radical, an alkenyl, alkynyl, cycloalkyl radical, a substituted or unsubstituted phenyl or benzyl radical or a 5- to 6-membered heterocyclic radical, andR.sub.5 is an unsubstituted alkyl radical or has the same meaning as R.sub.4.

Abstract translation: 本发明涉及新颖的除草活性苯氧基苯氧基羧酸酯，其含有这些化合物作为活性成分的组合物，以及选择性地控制栽培植物作物或调节植物生长的杂草的方法，其包括使用这些化合物。 苯氧基苯氧基羧酸酯具有下式：其中R 1是氢，卤素或氰基，R 2是氢或低级烷基，R 3是基团OR 4或SR 5，R 4是取代的烷基，烯基，炔基，环烷基， 取代或未取代的苯基或苄基或5-至6-元杂环基，R 5为未取代的烷基或具有与R 4相同的含义。

公开(公告)号：US4199596A

公开(公告)日：1980-04-22

申请号：US932597

申请日：1978-08-10

Applicant: Rainer Fuchs ,  Ingeborg Hammann ,  Wolfgang Behrenz ,  Bernhard Homeyer ,  Wilhelm Stendel

Inventor： Rainer Fuchs ,  Ingeborg Hammann ,  Wolfgang Behrenz ,  Bernhard Homeyer ,  Wilhelm Stendel

IPC: C07C69/747 ,  A01N37/10 ,  A01N37/34 ,  A01N53/00 ,  A01N53/02 ,  A01N53/08 ,  C07C41/26 ,  C07C43/29 ,  C07C43/295 ,  C07C45/56 ,  C07C67/00 ,  C07C67/10 ,  C07C67/14 ,  C07C69/007 ,  C07C69/612 ,  C07C201/00 ,  C07C205/55 ,  C07C253/00 ,  C07C255/38 ,  C07C313/00 ,  C07C323/62 ,  C07D317/60 ,  A01N9/20 ,  A01N9/24 ,  C07C69/74 ,  C07C121/75

CPC classification number: A01N53/00 ,  C07C41/22 ,  C07C41/26 ,  C07C41/30 ,  C07C45/565

Abstract: Fluorine substituted phenoxybenzylcarbonyl derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, cyano or ethynyl andR.sup.2 represents the radical ##STR2## wherein R.sup.3 and R.sup.4, which are identical, each represent chlorine, bromine or methyl, orR.sup.2 represents the radical ##STR3## wherein R.sup.5 represents a phenyl ring which optionally carries one or more substituents each selected independently from halogen, alkyl, alkylthio and alkoxy each with 1-4 carbon atoms, nitro and methylenedioxy,which possess arthropodicidal properties. The benzyl alcohol components of these esters are also new.

Abstract translation: 氟代苯氧基苄基羰基衍生物，其中R 1表示氢，氰基或乙炔基，R 2代表基团，其中R 3和R 4相同，各自表示氯，溴或甲基，或R 2表示基团， 其中R 5表示任选带有一个或多个独立地选自具有1-4个碳原子的卤素，烷基，烷硫基和烷氧基的取代基的硝基和亚甲二氧基的取代基，其具有节肢杀虫特性的苯环。 这些酯的苄醇成分也是新的。

公开(公告)号：US4151170A

公开(公告)日：1979-04-24

申请号：US751223

申请日：1976-12-16

Applicant: Jacques Gosteli

Inventor： Jacques Gosteli

IPC: C09B7/00 ,  C07C67/00 ,  C07C201/00 ,  C07C205/45 ,  C09B7/02 ,  D06P1/28 ,  D06P3/60

CPC classification number: C09B7/02

Abstract: A process for the manufacture of indigoid dyes, wherein a functional derivative of the anthranilic acid of the general formula I ##STR1## in which A completes a mono- or polynuclear, substituted or unsubstituted aromatic ring,X represents a hydrogen atom or a protective group for the free amino group which can form an anhydro derivative with the carboxyl group in the ortho-position,Is reacted with nitromethane in the presence of a base or with a salt of nitroacetic acid to give the .omega.-nitro-o-amino-acetophenone derivative of the general formula II ##STR2## in which A and X are as defined in formula I, and this intermediate is condensed by heating with acids to give the indigo compound of the general formula III ##STR3## in which A is as defined in formula I.

Abstract translation: 靛蓝染料的制备方法，其中通式Ⅰ的邻氨基苯甲酸的功能性衍生物（I）其中A完成单或多核，取代或未取代的芳环，X表示氢原子或 可以在邻位形成具有羧基的脱水衍生物的游离氨基的保护基，在碱存在或与硝酸盐存在下与硝基甲苯反应以产生ω-NITRO-O- 其中A和X如式I所定义的通式II（II）的氨基 - 乙炔酮衍生物，并且该中间体通过与酸加热而缩合，得到通式III的靛蓝化合物（IMAGE）（ III）其中A如式I所定义。