公开(公告)号：US3639400A

公开(公告)日：1972-02-01

申请号：US3639400D

申请日：1969-08-25

Applicant: BAYER AG

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

IPC: C07D241/52 ,  C07D51/78

CPC classification number: C07D241/52

Abstract: 3-CARBOXYLIC ACID-AMIDO-QUINOXALINE-DI-N-OXIDES-(1,4) OF THE FORMULA:

1,4-DI(O=),2-(R4-CH(-OH)-COO-CH2-),3-(R2-N(-R3)-CO-),R1-

QUINOXALINE

WHEREIN: R1 IS HYDROGEN, LOWER ALKYL, LOWER ALKOXYL, HYDROXY OR AN ACLOXY MOIETY OF A LOWER ALIPHATIC CARBOXYLIC ACID AND WHEREIN R1 IS FROM 1 TO 5 SUCH MOIETIES, R2 IS HYDROGEN, AND ALIPHATIC MOIETY OR AN ALIPHATIC MOIETY SUBSTITUTED BY HYDROXY, LOWER ALKOXY, CARBALKOXY, MONOALKYLAMINO OR DIALKYLAMINO, R3 IS HYDROGEN AND ALIPHATIC MOIETY OR LAN ALIPHATIC MOIETY SUBSTITUTED BY HYDROXYL, LOWR ALKOXY, CARBALKOXY, MONOALKYLAMINO OR DIALKYLAMINO, OR R2 AND R3 ARE EACH LOWER ALKYL LINKED TOGETHER WITH THE AMIDE NITROGEN TO FROM A 5-,6- OR 7-MEMBERED HETEROCYCLIC RING OR R2 AND R3 ARE EACH LOWER ALKYL LINKED TOGETHER WITH AN AMIDE NITROGEN TO FORM A 5-, 6- RO 7-MEMBERED HETEROCYCLIC RING HAVING N OR O AS A SECOND HETEROATOM, AND R4 IS HYDROGEN, LOWER ALKYL OR SUBSITURED OR UNSUBSTITUTED PHENYL, ARE USEFUL FOR THEIR ANTIBACTERIAL ACITVITY.

公开(公告)号：US3557109A

公开(公告)日：1971-01-19

申请号：US3557109D

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-HALOMETHYL-3-CARBOXYLIC ACID-AMIDO-QUINOXALINE-1,4DI-N-OXIDES OF THE FORMULA:

2-(R2-N(-R3)-CO-),3-(HAL-CH2-),R1-QUINOXALINE 1,4-DIOXIDE

WHEREIN R1, R2 AND R3 ARE AS ABOVE DEFINED.

2-(R2-N(-R3)-CO-),3-CH3,R1-QUINOXALINE 1,4-DIOXIDE

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, MONALKYLAMINO 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, ARE USEFUL FOR THEIR ANTIBACTERIAL EFFECT. THESE COMPOUNDS MAY PRODUCED, INTER ALIA, BY CHORINATING OR BROMINATING A 2-METHYL-O-CARBOXYLIC ACID AMIDO-QUINOXALINE-1,4-DI-NOXIDE OF THE FORMULA:

公开(公告)号：US3923789A

公开(公告)日：1975-12-02

申请号：US46122774

申请日：1974-04-15

Applicant: BAYER AG

Inventor： SCHROCK WILFRIED ,  METZGER KARL-GEORG ,  KONIG HANS-BODO

IPC: C07D499/66 ,  A23K20/195 ,  A61K31/50 ,  A61P31/04 ,  C07D231/08 ,  C07D231/20 ,  C07D499/00 ,  C07D499/12 ,  C07D499/16 ,  C07D499/64 ,  C07D499/68 ,  C07D499/70 ,  C07D499/46

CPC classification number: C07D231/20 ,  C07D231/08 ,  C07D499/00

Abstract: A compound of the formula:

OR A PHARMACEUTICALLY ACCEPTABLE NONTOXIC SALT THEREOF WHEREIN R1 is hydrogen, straight or branched chain alkyl of one to five carbon atoms, monoaralkyl of up to eight carbon atoms, monoaryl, substituted monoaryl, or thienyl; A is a moiety of the formula:

wherein R2, R3, R4, R5, R6 and R7 are the same or different and each is hydrogen, straight or branched chain alkyl of one to five carbon atoms, monoaralkyl of up to eight carbon atoms, monoaryl, substituted monoaryl, or thienyl; B is a moiety of the formula:

WHEREIN R8, R9 and R10 are the same or different and each is hydrogen, fluorine, chlorine, bromine, iodine, lower alkyl, lower alkoxy, lower alkylthio, lower alkylsulphonyl, sulphamyl, nitro, cyano, di(lower alkyl)amino, lower alkanoylamino, lower alkanoyloxy, lower alkylsulphonylamino, trifluoromethyl or hydroxy; E is oxygen or sulphur; and C* is a carbon atom constituting a center of chirality, ARE USEFUL FOR THEIR ANTIBACTERIAL ACTIVITY.

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：US3598820A

公开(公告)日：1971-08-10

申请号：US3598820D

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-ISOTHIOURONIUM-METHYL-3-CARBOXYLIC ACID-AMIDO-QUINOXALINE-1,4-DI-N-OXIDE HALIDES OF THE FORMULA:

(R1-,1,4-DI-O-,2-R2-N(-R3)-CO-,3-H2N-C(=NH2(+))-S-CH2-

QUINAZOLINE)(+) HAL(-) (I)

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-MENBERED HETEROCYCLIC RING, AND HAL IS CHLORINE OR BROMINE,

ARE USEFUL FOR THEIR ANTIBACTERIAL EFFECT. THESE COMPOUNDS MAY BE PRODUCED, INTER ALIA, BY REACTING A 2-HALOMETHYL3-CARBOXYLIC ACID AMIDO-QUIOXALINE-1,4-DI-N-OXIDE OF THE FORMULA:

R1-,1,4-DI-O
WITH THIOUREA, WHEREIN R1, R2, R3 AND HAL ARE AS ABOVE DEFINED.

Abstract translation: 2-异硫脲鎓 - 甲基-3-羧酸 - 酰氨基喹喔啉-1,4-二-N-氧化物的下式：

公开(公告)号：US3555025A

公开(公告)日：1971-01-12

申请号：US3555025D

申请日：1968-10-02

Applicant: BAYER AG

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

IPC: C07D241/52 ,  C07D51/76

CPC classification number: C07D241/52

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

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

WHEREIN:

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

ARE USEFUL AS ANTIBACTERIAL COMPOUNDS. THESE COMPOUNDS MAY BE PRODUCED, INTER ALIA, BY REACTING A 2-METHYL-3CYANO-QUINOXALINE-1,4-DI-N-OXIDE OF THE FORMULA:

2-(NC-),3-CH3,R1-QUINOXALINE 1,4-DIOXIDE

WITH A COMPOUND OF THE FORMULA:

R2-NH2

WHEREIN R1 AND R2 ARE AS ABOVE DEFINED.