公开(公告)号：US3660399A

公开(公告)日：1972-05-02

申请号：US3660399D

申请日：1970-06-16

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT

IPC: C07D491/04 ,  C07D51/78

CPC classification number: C07D491/04

Abstract: WHEREIN R1 AND R2 ARE THE SAME OR DIFFERENT AND ARE LOWER ALKYL, OR R1 AND R2 ARE EACH LOWER ALKYL LINNKED TOGETHER WITH THE ADJACENT NITROGEN ATOM OT FORM A 5''- OR 6MEMBERED HETOCYCLIC RING, R3 AND R4 ARE THE SAME OR DIFFERENT LOWWE ALKYL MOIECTIES, OR R3 AND R4 ARE THE SAME OR DIFFERENT LOWER ALKYL MOIETIES LINKED TOGETHER WITH THE NITROGEN ATOM TO FORM A 5- OR 6-MEMBERED HETEROCYCLIC RING, IN A DILUENT WITH AT LEAST THE THEORETICALLY NECEASSARY AMOUNT OF AN INORGANIC OR ORGANIC ACID AT A TEMPERATURE OF FROM ABOUT 0*C. TO ABOUT 50*C. IN THE PRESENCE OF AT LEAST THE STOICHIOMERRICALLY NECCESAARY AMOUNT OF WATER.

QUINOXALINE

1,4-DI(O=),2-(R1-N(-R2)-CO-),3-(R3-O-CH(-O-R4)-)-

QUINOXALINE-DI-N-OXIDE-HYDROXY-LACTONE IS PRODUCED BY REACTING QUINOXALINE-DI-N-OXIDE OF THE FORMULA:

公开(公告)号：US3660398A

公开(公告)日：1972-05-02

申请号：US3660398D

申请日：1970-04-07

Applicant: BAYER AG

Inventor： LEY KURT ,  EHOLZER ULRICH ,  SENG FLORIN ,  NAST ROLAND

IPC: C07D241/52 ,  C07D51/78

CPC classification number: C07D241/52

Abstract: QUINOXALINE-DI-N-OXIDES, HAVING PHARMACOLOGICAL PROPERTIES AND USABLE AS INTERMEDIATES FOR PRODUCTING PLANT PROTECTING AGENTS, PRODUCED BY REACTING IN AN ORGANIC DILUENT (E.G. AT 20-100*C.) BENZOFURAZANE-N-OXIDE (OPTIONALLY SUBSTITUTED WITH HALO, ALKYL, ALKOXY, ACYL, SUBSTITUTED ACYL, AMIDO, SUBSTITUTED AMIDO, SULFONAMIDO, AND/ OR SUBSTITUTED SULFONAMIDO)WITH A REAGENT COMPOSED OF EITHER (A) AT LEAST AN EQUIVALENT QUANTITY OF BOTH AN ORGANIC CARBONYL COMPOUND (E.G. LINERR OR CYLCLO ALIPHATIC, ARYL, OR HETEROCYCLIC CARBONYL COMPOUND) WITH IS OPTIONALLY SUBSTITUTED AND WHICH CONTAINS THE LINKAGE

-CH2-CO-

AND A PRIMARY ALIPHATIC AMINE OR AMMONIA; OR (B) AT LEAST AN EQUIVALENT QUANTITY OF THE CORRESPONDING SCHIFF''S BASE TO THE REAGENT UNDER (A).

公开(公告)号：US3594382A

公开(公告)日：1971-07-20

申请号：US3594382D

申请日：1969-01-27

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT

IPC: C07D241/52 ,  C07D51/80

CPC classification number: C07D241/52

Abstract: REACTING (OPTIONALLY 4- AND/OR 5-(CHLORO, ALKYL, ALKOXY, AMINOCARBONYL AND/RO CARBOALKOXY)-SUBSTITUTED)-BENZOFURAZAN-N-OXIDE WITH AT LEAST THE EQUIMOLAR QUANTITY OF AN AROMATIC HYDROXY COMPOUND, E.G. (OPTIONALLY 2-, 3AND/OR 6-(CHLORO, HYDROXY, ALKYL, NITRO, ALKANOYL, AMINOCARBONYL-ALKYL, PHENYL, CHLOROPHENYL, PHENYL SULFONYL AND/OR PYRRODIAZOLY 1 -ALKYLAMINOCARBONYL-ALKY)-SUBSTITUTED)-1,4-DI AND -1,3,5-TRI-HYDROXY-BENZENES AND (OPTIONALLY 2-(CHLORO, HYDROXY, ALKYL, NITRO, ALKANOYL, AMINOCARBONYL-ALKYL, PHENYL, CHLOROPHENYL, PHENYL SULFONYL AND/OR PHYRRODIAZOLYL-ALKYL-AMINOCARBONYL - ALKYL)-SUBSTITUTED)-1,4-HYDROXY NAPHTHALENES; OPTIONALLY IN THE PRESENCE OF A DILUENT, AT TEMPERATURES OF ABOUT 0-50*C., AND IN THE PRESENCE OF A BASE OR BASIC-REACTING SALT, TO FORM THE CORRESPONDING (OPTIONALLY 1-,3- AND/OR 4- (CHLORO, HYDROXY, ALKYL, NITRO, ALKANOYL, AMINOCARBONYL-ALKYL, PHENYL, CHLOROPHENYL, PHENYL SULFONYL AND/OR PYRRODIAZOLYL-ALKYL AMINOCARBONYL-ALKYL)-SUBSTITUTED)-(OPTIONALLY 6AND/OR 7- (CHLORO, ALKYL, ALKOXY, AMINOCARBONYL AND/OR CARBOALKOXY)-SUBSTITUTED) - 2 - HYDROXY-PHENAZINE-DI-NOXIDES, ALL THE CORRESPONDING SAID SUBSTITUTED COMPOUNDS OF WHICH ARE NEW, AND ALL OF WHICH POSSESS FUNGICIDAL PROPERTIES.

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：US3682906A

公开(公告)日：1972-08-08

申请号：US3682906D

申请日：1969-11-28

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT ,  METZER KARL GEORG

IPC: A61K20060101 ,  C07D20060101 ,  C07D241/52 ,  C07D491/04 ,  C07D51/78

CPC classification number: C07D241/52 ,  C07D491/04

Abstract: CERTAIN 2-HYDROXYMETHYL-3-CARBOXYLIC ACID AMIDOQUINOXALINE-DI-N-OXIDES(1,4) ARE PROVIDED HAVING ANTIBACTERIAL ACTIVITY AGAINST BOTH GRAM-NEGATIVE AND GRAMPOSITIVE ORGANISMS. THE COMPOUNDS ARE USEFUL ALSO IN ANIMAL FEEDS AND DRINKING WATER AND ARE MADE BY REACTING THE CORRESPONDING LACTONE WITH AMMONIA OR AN AMINE IN A DILUENT AT 0* TO 80*C.

公开(公告)号：US3642796A

公开(公告)日：1972-02-15

申请号：US3642796D

申请日：1970-06-16

Applicant: BAYER AG

Inventor： SENG FLORIN ,  LEY KURT

IPC: C07D241/52 ,  C07D491/04 ,  C07D51/78

CPC classification number: C07D241/52 ,  C07D491/04

Abstract: QUINOXALINE-DI-N-OXIDE-ALDEHYDE IS PRODUCTED BY HEATING QUINOXALINE-DI-N-XIDE-HYDROXY-LACTONE OF THE FORMULA:

1,4,9-TRI(O=),3-(HO-)-1,3-DIHYDROFURO(3,4-B)QUINOXALINE

IN AN AQUEOUS OR ORGANIC DILUENT OR IN A MIXTURE THEREOF TO A TEMPERATURE OF FROM ABOUT 50*C. TO ABOUT 150* C. UNTIL EVOLUTION OF CARBON DIOXIDE HAS SUBSTANTIALLY ENDED.

公开(公告)号：US3639397A

公开(公告)日：1972-02-01

申请号：US3639397D

申请日：1968-07-29

Applicant: BAYER AG

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

IPC: C07D241/52 ,  C07D51/78

CPC classification number: C07D241/52

Abstract: OR A COMPOUND IN WHICH THE BENZENE RING IS SUBSTITUTED BY LOWER ALKYL, LOWER ALKOXY OR HALOGEN. THE DIMETHYLAMINO GROUP CAN BE REPLACED BY VARIOUS HETEROCYCLIC RADICALS, BY HYDROXYALKYL, ETC. THE COMPOUNDS ARE ACTIVE AGAINST E, COLI, KLEBSIELLA, S AUREUS, DIPLOCOCCUS PNEUMONIAE, PROTEUS MIRABILIS, PSEUDOMONAS AERUGINOSA, ETC. AT A DOSAGE OF 25 TO 500 MG./KG. AND MAY BE COMBINED WITH USUAL CARRIERS OR VEHICLES.

1-(O=),2-(H3C-N(-CH3)-C(=NH)-),3,4-(-NH-H-O=)QUINOXALINE

NEW COMPOUNDS ARE PROVIDED HAVING ANTIBACTERIAL ACTIVITY AND WHICH ARE 2-AMINO-3-AMIDINO-QUINOXALINE-DINOXIDES PREPARED FROM 2-AMINO-3-CYANO-QUINOXALINE-DI-NOXIDES AS BY MEANS OF REACTION WITH PIPERIDINE. A TYPICAL COMPOUND IS:

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：US3686400A

公开(公告)日：1972-08-22

申请号：US3686400D

申请日：1970-01-29

Applicant: BAYER AG

Inventor： SENG FLORIN

IPC: C07D241/52 ,  A61K27/00

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-3CYANOQUINOXALINE-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 gram positive and gram negative bacteria and are administered in the general range of 25 mg/kg orally or parenterally.

公开(公告)号：US3686181A

公开(公告)日：1972-08-22

申请号：US3686181D

申请日：1969-10-29

Applicant: BAYER AG

Inventor： LEY KURT ,  EHOLZER ULRICH ,  SENG FLORIN

IPC: C07D241/52 ,  C07D491/04 ,  C07D51/78

CPC classification number: C07D241/52 ,  C07D491/04

Abstract: NEW QUINOXALINE-DI - N - OXIDE-LACTONES HAVING ANTIFUNGAL ACTIVITY ARE PROVIDED WHICH ARE PREPARED FROM A 2 - ACYLOXY-METHYL-3-CARBOXAMIDO-QUINOXALINE - DI - NOXIDE-(1,4) STARTING MATERIAL BY REACTION WITH AN INORGANIC OR ORGANIC ACID AT A TEMPERATURE OF 0* TO 100*C. IN A DILUENT.