公开(公告)号：US3891761A

公开(公告)日：1975-06-24

申请号：US45892074

申请日：1974-04-08

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H

IPC: A61K27/00

Abstract: This invention relates to the N-methyl-D-glucamine salt of 2(2''-methyl-3''-trifluoromethylanilino) nicotinic acid and to its particular suitability as a parenterally administered analgesic agent.

Abstract translation: 本发明涉及2-（2'-甲基-3'-三氟甲基苯胺基）烟酸的N-甲基-D-葡糖胺盐及其作为肠胃外给药的止痛剂的特别适用性。

公开(公告)号：US3644424A

公开(公告)日：1972-02-22

申请号：US3644424D

申请日：1969-10-16

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H

IPC: C07D317/24 ,  C07D13/04 ,  C07C69/84

CPC classification number: C07D317/24 ,  Y10S514/937 ,  Y10S514/96 ,  Y10S514/962 ,  Y10S514/966 ,  Y10S514/969

Abstract: THE INVENTION RELATES TO GLYCERYL ACETYLSALICYLATE, TO ITS USE AS AN ANALGESIC ANTI-INFLAMMATORY AGENT, AND TO THE INTERMEDIATES USEFUL IN THE PREPARATION THEREOF. GLYCERYL ACETYLSALICYLATE IS PREPARED AS FOLLOWS: HEAT SALICYLIC ACID AND CHLOROACETONITRILE AT REFLUX IN THE PRESENCE OF TRIETHYLAMINE AND TRANSESTERIFY THE RESULTING CYANOMETHYL SALICYLATE WITH EXCESS QUANTITIES OF 2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL BY HEATING IN THE PRESENCE OF POTASSIUM CARBONATE TO YIELD B,$-ISOPROPYLIDENEDIOXYPROPYL SALICYLATE. ACETYLATE THE SODIUM SALT OF B,$-ISOPROPYLIDENEDIOXYPROPYL SALICYLATE AND HYDROLYZE THE RESULTING B,$ISOPROPYLIDENEDIOXYPROPYL-O-ACETOXYBENZOATE TO YEILD B,$DIHYDROXYPROPYL-O-ACETOXYBENZOATE. ALTERNATE METHODS FOR THE PREPARATION OF THE DESIRED COMPOUNDS ARE ALSO DESCRIBED.

公开(公告)号：US3511872A

公开(公告)日：1970-05-12

申请号：US3511872D

申请日：1967-04-10

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H

IPC: A61K31/25 ,  A61K31/215 ,  A61K31/455 ,  A61P25/04 ,  A61P29/00 ,  C07C67/00 ,  C07C227/00 ,  C07C227/08 ,  C07C227/16 ,  C07C227/18 ,  C07C229/58 ,  C07D213/80 ,  C07D317/00 ,  C07D317/24 ,  C07D317/28 ,  C07D317/72 ,  C07D405/06 ,  C07D405/12 ,  C07C101/54 ,  C07C121/78

CPC classification number: C07D213/80 ,  C07C255/00 ,  C07D317/24 ,  C07D317/72 ,  C07D405/12 ,  Y10S514/916 ,  Y10S514/96 ,  Y10S514/962

公开(公告)号：US3254079A

公开(公告)日：1966-05-31

申请号：US25203363

申请日：1963-01-17

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H

IPC: C07D417/12

CPC classification number: C07D417/12

公开(公告)号：US3681394A

公开(公告)日：1972-08-01

申请号：US3681394D

申请日：1970-01-21

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H

IPC: C07D317/24 ,  C07D317/30 ,  C07D405/12 ,  C07D13/04

CPC classification number: C07D405/12 ,  C07C255/00 ,  C07D317/24 ,  Y10S514/96 ,  Y10S514/962 ,  Y10S514/966 ,  Y10S514/969

Abstract: The invention relates to glyceryl esters of N-X,Y,Z-phenyl (anthranilic acids), to their use as analgesic anti-inflammatory agents, and to the intermediates useful in the preparation thereof. Illustrative of the preparation of those compounds is the formation of glyceryl-N-(3-trifluoromethylphenyl) anthranilate, as follows: Reflux a mixture containing N-(3trifluoromethylphenyl) anthranilic acid, chloroacetonitrile in the presence of triethylamine to produce cyanomethyl-N-(3trifluoromethylphenyl) anthranilate which, by heating with 2,2dimethyl-1,3-dioxolane-4-methanol in the presence of anhydrous potassium carbonate, produces Beta - gamma isopropylidenedioxypropyl anthranilate. Hydrolysis of the Beta gamma -isopropylidenedioxypropyl-N-(3-trifluoromethylphenyl) anthranilate with 75 percent acetic acid for 35 minutes yields glyceryl N-(3-trifluoromethylphenyl) anthranilate. Alternate methods for the preparation of the glyceryl esters of N-(X,Y,Zphenyl) anthranilic acids are also described.

Abstract translation: 本发明涉及N-X，Y，Z-苯基（邻氨基苯甲酸）的甘油酯，其用作镇痛抗炎剂，以及可用于其制备的中间体。 制备这些化合物的例子是如下形成甘油基-N-（3-三氟甲基苯基）邻氨基苯甲酸酯：在三乙胺存在下，将含有N-（3-三氟甲基苯基）邻氨基苯甲酸，氯乙腈的混合物回流，得到氰基甲基-N - （3-三氟甲基苯基）邻氨基苯甲酸酯，其通过在无水碳酸钾存在下用2,2-二甲基-1,3-二氧戊环-4-甲醇加热产生邻氨基苯甲酸β-γ-异亚丙基二氧基丙基酯。 用75％乙酸将β-γ-异亚丙基二氧基丙基-N-（3-三氟甲基苯基）邻氨基苯甲酸酯水解35分钟得到N-（3-三氟甲基苯基）邻氨基苯甲酸甘油酯。 还描述了制备N-（X，Y，Z-苯基）邻氨基苯甲酸的甘油酯的替代方法。

公开(公告)号：US3466284A

公开(公告)日：1969-09-09

申请号：US3466284D

申请日：1965-12-30

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H

IPC: A61K31/505 ,  C07D239/74 ,  C07D51/48 ,  A61K27/00

CPC classification number: C07D239/74 ,  A61K31/505

公开(公告)号：US3282934A

公开(公告)日：1966-11-01

申请号：US36788064

申请日：1964-05-15

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H ,  NATHAN SPERBER

IPC: C07D417/06

CPC classification number: C07D417/06

公开(公告)号：US2985654A

公开(公告)日：1961-05-23

申请号：US61135956

申请日：1956-09-21

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H ,  NATHAN SPERBER

IPC: C07D281/16

CPC classification number: C07D281/16

公开(公告)号：US2860138A

公开(公告)日：1958-11-11

申请号：US62354756

申请日：1956-11-21

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H ,  NATHAN SPERBER

IPC: C07D417/06

CPC classification number: C07D417/06

公开(公告)号：US3697533A

公开(公告)日：1972-10-10

申请号：US3697533D

申请日：1971-03-26

Applicant: SCHERING CORP

Inventor： SHERLOCK MARGARET H

IPC: C07D213/80 ,  C07D31/36

CPC classification number: C07D213/80

Abstract: This invention relates to 2-(2-methylanilino)-nicotinic acid, the non-toxic pharmaceutically acceptable salts thereof and to the methods for the preparation and use thereof. The tangible embodiments of this invention are prepared by condensing a 2-halonicotinic acid, or a functionally reactive equivalent thereof, with an o-toluidine, or a functionally reactive equivalent thereof, to produce either 2-(2methylanilino)-nicotinic acid or a derivative which is convertible thereinto.

Abstract translation: 本发明涉及2-（2-甲基苯胺基） - 烟酸，其无毒的药学上可接受的盐及其制备和使用方法。