17815-97-3

Basic information

• Product Name: Benzenamine, 2-chloro-N,N-dimethyl-5-nitro-
• CAS NO: 17815-97-3
• Molecular Formula: C8H9ClN2O2
• Molecular Weight: 200.625
• Mol File: 17815-97-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenamine, 2-chloro-N,N-dimethyl-5-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-chloro-N,N-dimethyl-5-nitro-(17815-97-3)
• EPA Substance Registry System: Benzenamine, 2-chloro-N,N-dimethyl-5-nitro-(17815-97-3)

Safety Data

• Hazardous Substances Data: 17815-97-3(Hazardous Substances Data)

Upstream product

• 7664-93-9 sulfuric acid 
• 698-01-1 1-chloro-2-(dimethylamino)benzene 
• 7697-37-2 nitric acid 
• 6283-25-6 H₂NC₆H₃(Cl)NO₂ 
• 95-51-2 o-chloroaniline 
• 50-00-0 formaldehyd 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 769196-53-4 N¹,N¹,N²,N²-tetramethyl-benzene-1,2,4-triyltriamine 
• 101513-59-1 4'-amino-2-dimethylamino-4-nitro-diphenylsulfone 
• 101513-58-0 4'-acetamino-2-dimethylamino-4-nitro-diphenylsulfone 
• 872812-66-3 tetra-N-methyl-4-nitro-o-phenylenediamine 

Relevant articles and documents

Anti-bacterial compositions comprising a substituted bis-(4-aminophenyl)-sulfone and a dihydro-folic acid reductase

Disclosed are substituted bis(4-aminophenyl-sulfonees of general formula STR1 wherein R1 is hydrogen, alkyl or cycloalkyl; group, R2 is hydrogen or C1 -C3 alkyl, R3 is nitrile, C1 -C3 alkylaminocarbonyl, di C1 -C3 alkylaminocarbonyl, C3 -C7 N-cycloalkyl-C1 -C3 alkylaminocarbonyl C1 -C3 alkylamino, C1 -C3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C1 -C3 alkylaminono, diC1 -C3 alkylaminosulfonyl, hydroxy C1 -C3 alkyl, C1 -C3 alkylcarbonyl, amino C1 -C3 alkyl or C1 -C3 alkoxy C1 -C3 alkyl group or, when R1 and R2 are each hydrogen, R3 can be hydroxy, hydroxycarbonyl C1 -C3 alkoxy or di C1 -C3 aminocarbonylalkoxy; or, when R1 is C1 -C3 alkyl or C1 -C3 cycloalkyl and R2 is hydrogen or C1 -C3 alkyl, R3 can also be halogen, trifluoromethyl, nitro, amino, aminosulfonyl, aminocarbonyl, C1 -C3 alkylo, carboxy or C1 -C3 akoxycarbonyl; and R4 is hydrogen or, when R1 and R2 are each hydrogen and R3 is halogen or hydroxy, R4 can also be halogen, hydroxy or C1 -C3 alkoxy; or a nontoxic, pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions comprising such compounds alone and in combination with dihydrofolic acid-reductage inhibitors. The compounds and compositions are useful for their inhibiting effect on bacteria, mycobacteria and plasmodia.

Preparation and biological activity of new substituted antimalarial diaminodiphenylsulfones

Starting from 4,4'-diamino-diphenylsulfone (DDS) as a lead structure, new 2-substituted analogues as well as new 2-substituted 4-alkylamino-4'-amino diphenylsulfones have been designed and synthesized in different ways. This has led to compounds the inhibitory activity of which against 7,8-dihydropteroic acid synthase of plasmodia and mycobacteria is clearly superior to that of sulfadoxine and in most cases to that of DDS. Of special interest is 4'-amino-4-n-propylamino-2-methyl-diphenylsulfone. Together with inhibitors of 7,8-dihydrofolate reductase in vitro and in vivo it possesses a marked synergistic inhibitory activity against plasmodia. In contrast to DDS in doses up to 200 mg/kg p.o. (cat) no methemoglobin formation is observed. The compound has been selected for further studies.