e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

4-Amino [1, 2, 4] triazolo [4, 3-a] quinoxalines. A novel class of potent adenosine receptor antagonists and potential rapid-onset antidepressants

R Sarges, HR Howard, RG Browne…

Index: Sarges, Reinhard; Howard, Harry R.; Browne, Ronald G.; Lebel, Lorraine A.; Seymour, Patricia A.; Koe, B. Kenneth Journal of Medicinal Chemistry, 1990 , vol. 33, # 8 p. 2240 - 2254

Full Text: HTML

Citation Number: 356

Abstract

The compounds prepared in this SAR investigation are listed in Tables I-IV and are arranged according to modifications of the substituent X in position 1 which ranges from hydrogen to lower alkyl, trifluoromethyl, pentafluoroethyl, phenyl, methoxy, and hydroxy. Modification of substituent Y in the 4-position is explored within such subgroups and ranges from NH2 to acylated and mono-or dialkylated amines. Substituents 2 in the 6-, 7-, and 8- ...

2,3,6-Trichloroquinoxaline Structure

2,3,6-Trichloro...

~97%

2,6-Dichloro-3-hydrazinoquinoxaline Structure

2,6-Dichloro-3-...

6-Chloroquinoxaline-2,3-diol Structure

6-Chloroquinoxa...

~%

2,6-Dichloro-3-hydrazinoquinoxaline Structure

2,6-Dichloro-3-...

4-Chlorobenzene-1,2-diamine Structure

4-Chlorobenzene...

~%

2,6-Dichloro-3-hydrazinoquinoxaline Structure

2,6-Dichloro-3-...

2,6-Dichloro-3-hydrazinoquinoxaline Structure

2,6-Dichloro-3-...

trifluoroacetic acid Structure

trifluoroacetic acid

~55%

[1,2,4]Triazolo[4,3-a]quinoxalin-4-ol Structure

[1,2,4]Triazolo...

6-Chloroquinoxaline-2,3-diol Structure

6-Chloroquinoxa...

~%

[1,2,4]Triazolo[4,3-a]quinoxalin-4-ol Structure

[1,2,4]Triazolo...

4-Chlorobenzene-1,2-diamine Structure

4-Chlorobenzene...

~%

[1,2,4]Triazolo[4,3-a]quinoxalin-4-ol Structure

[1,2,4]Triazolo...

2,3,6-Trichloroquinoxaline Structure

2,3,6-Trichloro...

~%

[1,2,4]Triazolo[4,3-a]quinoxalin-4-ol Structure

[1,2,4]Triazolo...

4-chloro-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxaline Structure

4-chloro-1-ethy...

~47%

1-ethyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine Structure

1-ethyl-[1,2,4]...

2,3-Dichloroquinoxaline Structure

2,3-Dichloroqui...

~%

1-ethyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine Structure

1-ethyl-[1,2,4]...

2-CHLORO-3-HYDRAZINYLQUINOXALINE Structure

2-CHLORO-3-HYDR...

~%

1-ethyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine Structure

1-ethyl-[1,2,4]...

(Triethoxymethyl)benzene Structure

(Triethoxymethy...

2-CHLORO-3-HYDRAZINYLQUINOXALINE Structure

2-CHLORO-3-HYDR...

~50%

4-chloro-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxaline Structure

4-chloro-1-phen...

1,4-Dihydro-6-Methoxy-2,3-Quinoxalinedione Structure

1,4-Dihydro-6-M...

~%

2,3-Dichloro-6-methoxyquinoxaline Structure

2,3-Dichloro-6-...

1,2-Diamino-3-chlorobenzene Structure

1,2-Diamino-3-c...

Diethyloxalate Structure

~73%

5-Chloro-2,3-quinoxalinediol Structure

5-Chloro-2,3-qu...

4,8-dichloro-1-phenyl(1,2,4)triazolo(4,3-a)quinoxaline Structure

4,8-dichloro-1-...

~%

8-chloro-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine Structure

8-chloro-1-phen...

6-Chloroquinoxaline-2,3-diol Structure

6-Chloroquinoxa...

~%

8-chloro-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine Structure

8-chloro-1-phen...

2,6-Dichloro-3-hydrazinoquinoxaline Structure

2,6-Dichloro-3-...

~%

8-chloro-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine Structure

8-chloro-1-phen...

4-Chlorobenzene-1,2-diamine Structure

4-Chlorobenzene...

~%

8-chloro-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine Structure

8-chloro-1-phen...

2,3,6-Trichloroquinoxaline Structure

2,3,6-Trichloro...

~%

8-chloro-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine Structure

8-chloro-1-phen...

Triethyl orthoformate Structure

Triethyl orthof...

2-CHLORO-3-HYDRAZINYLQUINOXALINE Structure

2-CHLORO-3-HYDR...

~94%

4-CHLORO[1,2,4]TRIAZOLO[4,3-A]QUINOXALINE Structure

4-CHLORO[1,2,4]...

4-Chlorobenzene-1,2-diamine Structure

4-Chlorobenzene...

Diethyloxalate Structure

~10%

6-Chloroquinoxaline-2,3-diol Structure

6-Chloroquinoxa...

6,7-Dichloro-1,4-dihydroquinoxaline-2,3-dione Structure

6,7-Dichloro-1,...

~64%

2,3,6,7-TETRACHLOROQUINOXALINE Structure

2,3,6,7-TETRACH...

1,1,1-Triethoxypropane Structure

1,1,1-Triethoxy...

2-CHLORO-3-HYDRAZINYLQUINOXALINE Structure

2-CHLORO-3-HYDR...

~84%

4-chloro-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxaline Structure

4-chloro-1-ethy...