公开(公告)号：US3660391A

公开(公告)日：1972-05-02

申请号：US3660391D

申请日：1968-10-02

Applicant: BAYER AG

Inventor： LEY KURT ,  EHOLZER ULRICH ,  NAST ROLAND ,  METZGER KARL GEORG ,  FRITSCHE DIETER

IPC: C07D241/52 ,  C07D51/78

CPC classification number: C07D241/52

Abstract: 2-METHYL-3-CARBOXYLIC ACID-AMIDO-QUINOXALINE - 1,4-DIN-OXIDES OF THE FORMULA:

1,4-DI(O=),2-CH3,3-(R2-N(-R3)-OC-),R1-QUINOXALINE

WHEREIN: R1 IS HYDROGEN, LOWER ALKYL, LOWER ALKOXY OR CHLORINE, R2 IS HYDROGEN, STRAIGHT OR BRANCHED CHAIN ALKYL OR STRAIGHT OR BRANCHED CHAIN ALKYL SUBSTITUTED BY HYDROXY, LOWER ALKOXY, CARBALKOXY, MONOALKYLAMINO OR DIALKYLAMINO, AND R3 IS HYDROGEN, STRAIGHT OR BRANCHED CHAIN ALKYL, STRAIGHT OR BRANCHED CHAIN ALKYL SUBSTITUTED BY HYDROXY, LOWER ALKOXY, CARBALKOXY, MONOALKYLAMINO OR DIALKYLAMINO, OR WHEN R2 IS IS HYDROGEN, CYCLOHEXYL, OR R2 AND R3 TOGETHER WITH THE AMIDE NITROGEN ATOM FORM PART OF A 5OR 6-MEMBERED HETEROCYCLIC RING, ARE USEFUL FOR THEIR ANTIBACTERIAL EFFECT. THESE COMPOUNDS MAY BE PRODUCED, INTER ALIA, BY REACTING A BENZOFUROXAN OF THE FORMULA:

1-(O=),R1-BENZOFURAZAN

WITH AN ACETOACETIC ACID AMIDE OF THE FORMULA:

CH3-CO-CH2-CO-N(-R2)-R3

WHEREIN R1, R2 AND R3 ARE AS ABOVE DEFINED.

公开(公告)号：US3908008A

公开(公告)日：1975-09-23

申请号：US28344272

申请日：1972-08-24

Applicant: BAYER AG

Inventor： LEY KURT ,  EHOLZER ULRICH ,  NAST ROLAND ,  METZGER KARL GEORG ,  FRITSCHE DIETER

IPC: C07D241/52 ,  A61K27/00

CPC classification number: C07D241/52

Abstract: Pharmaceutical compositions comprising 2-methyl-3-carboxylic acid-amido-quinoxaline-1,4-di-N-oxides of the formula

wherein: R1 is hydrogen, lower alkyl, lower alkoxy or chlorine, R2 is hydrogen, straight or branched chain alkyl or straight or branched chain alkyl substituted by hydroxy, lower alkoxy, carbalkoxy, monoalkylamino or dialkylamino, and R3 is straight or branched chain alkyl, straight or branched chain alkyl substituted by hydroxy, lower alkoxy, carbalkoxy, monoalkylamino or dialkylamino, or when R2 is hydrogen, cyclohexyl, or R2 and R3 together with the amido nitrogen atom form part of a 5- or 6- membered heterocyclic ring, IN COMBINATION WITH A PHARMACEUTICALLY ACCEPTABLE INERT CARRIER ARE USEFUL FOR THEIR ANTIBACTERIAL EFFECT. These compositions or their active compounds can be administered subcutaneously or orally to humans or animals.

Abstract translation: 包含式OR2的化合物的2-甲基-3-羧酸 - 酰氨基 - 喹喔啉-1,4-二-N-氧化物的药物组合物，其中：

公开(公告)号：US3864336A

公开(公告)日：1975-02-04

申请号：US35930873

申请日：1973-05-11

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT ,  METZGER KARL GEORG

IPC: A23K1/16 ,  C07D241/52 ,  C07D277/18 ,  C07D401/12 ,  C07D491/04 ,  C07D51/78

CPC classification number: C07D277/18 ,  A23K20/116 ,  A23K20/137 ,  C07D241/52 ,  C07D401/12 ,  C07D491/04

Abstract: Imines of 2-formylquinoxaline-3-carboxylic acid-1,4-dioxides and their salts are obtained through treatment of the lactone or a salt of 2-dihydroxymethylquinoxaline-N,N-dioxide-3-carboxylic acid with a reactant bearing a free primary amino group. The resultant compounds and their non-toxic salts are antibacterial agents and can be incorporated in pharmaceutical compositions and feedstuffs for this use. A typical embodiment is 2(carbomethoxyhydrazonomethyl)-quinoxaline-3-carboxylic acid-1,4dioxide.

Abstract translation: 2-甲酰基喹喔啉-3-羧酸-1,4-二氧化物及其盐的亚胺通过用含有自由基的反应物处理内酯或2-二羟基甲基喹喔啉-N，N-二甲基-3-羧酸的盐得到 伯氨基。 所得化合物及其无毒盐是抗菌剂，可以并入用于该用途的药物组合物和饲料中。 典型的实施方案是2-（甲酯基亚肼基甲基） - 喹喔啉-3-羧酸-1,4-二氧化物。

公开(公告)号：US3860714A

公开(公告)日：1975-01-14

申请号：US38988573

申请日：1973-08-20

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT ,  METZGER KARL GEORG

IPC: A23K1/16 ,  C07D241/52 ,  C07D277/18 ,  C07D401/12 ,  C07D491/04 ,  A61K31/495

CPC classification number: C07D277/18 ,  A23K20/116 ,  A23K20/137 ,  C07D241/52 ,  C07D401/12 ,  C07D491/04

Abstract: Imines of 2-formylquinoxaline-3-carboxylic acid-1,4-dioxides and their salts are obtained through treatment of the lactone or a salt of 2-dihydroxymethylquinoxaline-N,N-dioxide-3-carboxylic acid with a reactant bearing a free primary amino group. The resultant compounds and their non-toxic salts are antibacterial agents and can be incorporated in pharmaceutical compositions and feedstuffs for this use. A typical embodiment is 2(carbomethoxyhydrazonomethyl)-quinoxaline-3-carboxylic acid-1,4dioxide.

Abstract translation: 2-甲酰基喹喔啉-3-羧酸-1,4-二氧化物及其盐的亚胺通过用含有自由基的反应物处理内酯或2-二羟基甲基喹喔啉-N，N-二甲基-3-羧酸的盐得到 伯氨基。 所得化合物及其无毒盐是抗菌剂，可以并入用于该用途的药物组合物和饲料中。 典型的实施方案是2-（甲酯基亚肼基甲基） - 喹喔啉-3-羧酸-1,4-二氧化物。

公开(公告)号：US3860715A

公开(公告)日：1975-01-14

申请号：US38988673

申请日：1973-08-20

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT ,  METZGER KARL GEORG

IPC: A23K1/16 ,  C07D241/52 ,  C07D277/18 ,  C07D491/04 ,  A61K27/00

CPC classification number: C07D277/18 ,  A23K20/116 ,  A23K20/137 ,  C07D241/52 ,  C07D491/04

Abstract: Imines of 2-formylquinoxaline-3-carboxylic acid-1,4-dioxides and their salts are obtained through treatment of the lactone or a salt of 2-dihydroxymethylquinoxaline-N,N-dioxide-3-carboxylic acid with a reactant bearing a free primary amino group. The resultant compounds and their non-toxic salts are antibacterial agents and can be incorporated in pharmaceutical compositions and feedstuffs for this use. A typical embodiment is 2(carbomethoxyhydrazonomethyl)-quinoxaline-3-carboxylic acid-1,4dioxide.

公开(公告)号：US3686401A

公开(公告)日：1972-08-22

申请号：US3686401D

申请日：1970-01-22

Applicant: BAYER AG

Inventor： LEY KURT ,  EHOLSER ULRICH ,  NAST ROLAND ,  METZGER KARL GEORG ,  FRITSCHE DIETER

IPC: C07D241/52 ,  A61K27/00

CPC classification number: C07D241/52

Abstract: WHEREIN: R1 is hydrogen, lower alkyl, lower alkoxy or chlorine, R2 is hydrogen, straight or branched chain alkyl or straight or branched chain alkyl substituted by hydroxy, lower alkoxy, acyloxy, monoalkylamino or dialkylamino, R3 is hydrogen, straight or branched chain alkyl, straight or branched chain alkyl substituted by hydroxy, lower alkoxy, acyloxy, monoalkylamino or dialkylamino, or when R2 is hydrogen, cyclohexyl, or R2 and R3 together with the amide nitrogen atom form part of a 5- or 6-membered heterocyclic ring, and Hal is chlorine or bromine, in combination with a pharmaceutically acceptable inert carrier are useful for their antibacterial effect. These compositions or the active compounds can be administered subcutaneously or orally to animals and humans.
2-Isothiouronium-methyl-3-carboxylic acid-amidoquinoxaline-1,4di-N-oxide halides of the formula:

公开(公告)号：US3651229A

公开(公告)日：1972-03-21

申请号：US3651229D

申请日：1969-11-12

Applicant: BAYER AG ,  DIETER FRITSCHE

Inventor： LEY KURT ,  EHOLZER ULRICH ,  METZGER KARL GEORG

IPC: C07D241/52 ,  A61K27/00

CPC classification number: C07D241/52

Abstract: PHARMACEUTICAL COMPOSITIONS COMPRISING 2-METHYL-3AMIDINO-QUINOXALINE-1,4-DI-N-OXIDES OF THE FORMULA:

1,4-DI(O=),2-(R2-NH-C(=NH)-),3-(CH3-),R1-QUINOXALINE

WHEREIN:

R1 IS HYDROGEN, LOWER ALKYL, LOWER ALKOXY OR CHLORINE, AND R2 IS HYDROXY OR AMINO,

IN COMBINATION WITH A PHARMACEUTICALLY ACCEPTABLE INSERT CARRIER ARE USEFUL AS ANTIBACTERIAL AGENTS.

1,4-DI(O=),2-(NC-),3-(CH3-),R1-BENZENE

THESE COMPOSITIONS OR THE ACTIVE COMPOUND CAN BE ADMINISTERED SUBCUTANEOUSLY OR ORALLY TO HUMANS AND ANIMALS.

公开(公告)号：US3609151A

公开(公告)日：1971-09-28

申请号：US3609151D

申请日：1968-07-03

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT ,  METZGER KARL GEORG ,  FRITSCHE DIETER

IPC: C07D241/52 ,  C07D51/78

CPC classification number: C07D241/52

Abstract: 2-Amino-3-carbamido-quinoxaline-di-N-oxides of the formula

ARE PRODUCED BY HYDROLISING THE CORRESPONDING 2-AMINO-3-CYANOQUINOXALINE-DI-N-oxides of the formula

IN AN ACIDIC SOLUTION WHEREIN R is hydrogen, halogen, lower alkyl or lower alkoxy. The compounds are useful in treatment of infections from grampositive and gramnegative bacteria and are administered in the general range of 25 mg./kg. orally or parenterally.

Abstract translation: 2-氨基-3-氨基甲酰氨基 - 喹喔啉二-N-氧化物，其通过水解相应的下式的相应的2-氨基-3-氰基喹啉-N-二氧化物制备：其中R为氢，卤素 ，低级烷基或低级烷氧基。 这些化合物可用于治疗来自革兰氏阳性和革兰氏阴性菌的感染，并以25mg / kg的一般范围口服或肠胃外给药。

公开(公告)号：US3903280A

公开(公告)日：1975-09-02

申请号：US38903373

申请日：1973-08-16

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT ,  METZGER KARL GEORG

IPC: A23K1/16 ,  B01J21/00 ,  C07D241/52 ,  C07D277/18 ,  C07D491/04 ,  A61K27/00

CPC classification number: C07D491/04 ,  A23K20/116 ,  A23K20/137 ,  B01J21/005 ,  C07D241/52 ,  C07D277/18

Abstract: Imines of 2-formylquinoxaline-3-carboxylic acid-1,4-dioxides and their salts are obtained through treatment of the lactone or a salt of 2-dihydroxymethylquinoxaline-N,N-dioxide-3-carboxylic acid with a reactant bearing a free primary amino group. The resultant compounds and their non-toxic salts are antibacterial agents and can be incorporated in pharmaceutical compositions and feedstuffs for this use. A typical embodiment is 2(carbomethoxyhydrazonomethyl)-quinoxaline-3-carboxylic acid-1,4dioxide.

Abstract translation: 2-甲酰基喹喔啉-3-羧酸-1,4-二氧化物及其盐的亚胺通过用含有自由基的反应物处理内酯或2-二羟基甲基喹喔啉-N，N-二甲基-3-羧酸的盐得到 伯氨基。 所得化合物及其无毒盐是抗菌剂，可以并入用于该用途的药物组合物和饲料中。 典型的实施方案是2-（甲酯基亚肼基甲基） - 喹喔啉-3-羧酸-1,4-二氧化物。

公开(公告)号：US3896222A

公开(公告)日：1975-07-22

申请号：US39944573

申请日：1973-09-20

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT ,  METZGER KARL GEORG

IPC: A23K1/16 ,  C07D241/52 ,  A61K31/495

CPC classification number: C07D241/52 ,  A23K20/116 ,  A23K20/137

Abstract: 2-Formyloximido-3-aminocarbonylquinoxaline-1,4-di-N-oxides are antimicrobial agents. The compounds, of which 2formylcarbomethoxyhydrazine-3-dimethylaminocarbonylquinoxaline1,4-di-N -oxide is a typical embodiment, are prepared from the reaction of the corresponding 2-bis(halogeno)methylquinoxaline derivative and hydroxylamine or an appropriate hydrazinocarbonic acid ester in the presence of a primary or secondary amine and water.