28096-58-4

Basic information

• Product Name: Benzenamine, 5-chloro-N-cyclohexyl-2-nitro-
• CAS NO: 28096-58-4
• Molecular Formula: C12H15ClN2O2
• Molecular Weight: 254.716
• Mol File: 28096-58-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenamine, 5-chloro-N-cyclohexyl-2-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 5-chloro-N-cyclohexyl-2-nitro-(28096-58-4)
• EPA Substance Registry System: Benzenamine, 5-chloro-N-cyclohexyl-2-nitro-(28096-58-4)

Safety Data

• Hazardous Substances Data: 28096-58-4(Hazardous Substances Data)

Upstream product

• 108-91-8 cyclohexylamine 
• 610-40-2 3,4-dinitro-chlorobenzene 
• 700-37-8 4-chloro-2-fluoro-nitrobenzene 

Downstream Products

• 181869-94-3 N-cyclohexyl-5-(1H-imidazol-1-yl)-2-nitroaniline 
• 914401-69-7 C₂₀H₂₀ClN₃O₂ 
• 1027376-22-2 N²-Cyclohexyl-4-imidazol-1-yl-benzene-1,2-diamine 
• 79759-04-9 N¹-cyclohexyl-5-chloro-o.phenylenediamine 
• 79759-19-6 (4-Chloro-2-cyclohexylamino-phenyl)-carbamic acid ethyl ester 
• 79759-65-2 5-Chloro-3-cyclohexyl-1-methyl-1,3-dihydro-benzoimidazol-2-one 
• 79759-64-1 5-chloro-3-cyclohexyl-1,3-dihydro-2H-benzimidazol-2-one 

Relevant articles and documents

Novel AMPA receptor antagonists: Synthesis and structure-activity relationships of 1-hydroxy-7-(1H-imidazol-1-yl)-6-nitro-2,3(1H,4H)- quinoxalinedione and related compounds

As part of our study of novel antagonists at the α-amino-3-hydroxy-5- methylisoxazole-4-propionate (AMPA) subtype of excitatory amino acid (EAA) receptors and the pharmacophoric requirements of the receptor, we designed and synthesized a series of 1-substituted 6-imidazolyl-7-nitro-, and 7- imidazolyl-6-nitroquinoxalinediones, as well as related compounds, 6a-j, 7, 11a-e, 15, and 17, which are 1- and 4-substituted analogues of 1 (YM90K), and evaluated their activity to inhibit [3H]AMPA binding from rat whole brain. On the basis of their structure-activity relationships (SAR), we deduced that the amide proton of the imidazolyl-near side of the quinoxalinedione nucleus is not essential for AMPA receptor binding, whereas that of the imidazolyl- far amide is. Further, the receptors possess size-limited bulk tolerance for their N-substituents on the imidazolyl-near amide portion. Moreover, we found that introduction of a hydroxyl group at the imidazolyl-near amide portion causes a severalfold improvement in AMPA receptor affinity over unsubstituted derivatives. Among the compounds, 1-hydroxy-7-(1H-imidazol-1-yl)-6-nitro- 2,3(1H,4H)-quinoxalinedione (11a) showed high affinity for AMPA receptor with a K(i) value of 0.021 μM, which is severalfold greater than that of 1 and NBQX (2) (1, K(i) = 0.084 μM; 2, K(i) = 0.060 μM). Compound 11a also showed over 100-fold selectivity for the AMPA receptor than for the N-methy]-D- aspartate (NMDA) receptor and the glycine site on NMDA receptor.

Compounds with antiulcer and antisecretory activity. I. 3-Aryl-benzimidazolin-2-ones and -thiones

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