101513-21-7

Basic information

• Product Name: 4-(4-aminophenyl)sulfonyl-3-methyl-N-propyl-aniline
• Synonyms: 4-(4-aminophenyl)sulfonyl-3-methyl-N-propyl-aniline;4'-amino-4-n-propylamino-2-methyldiphenylsulfone
• CAS NO: 101513-21-7
• Molecular Formula: C16H20N2O2S
• Molecular Weight: 0
• Mol File: 101513-21-7.mol

Chemical Properties

• Boiling Point: 520.9°Cat760mmHg
• Flash Point: 268.8°C
• Appearance: /
• Density: 1.223g/cm³
• Vapor Pressure: 5.95E-11mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 4-(4-aminophenyl)sulfonyl-3-methyl-N-propyl-aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-aminophenyl)sulfonyl-3-methyl-N-propyl-aniline(101513-21-7)
• EPA Substance Registry System: 4-(4-aminophenyl)sulfonyl-3-methyl-N-propyl-aniline(101513-21-7)

Safety Data

• Hazardous Substances Data: 101513-21-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H20N2O2S/c1-3-10-18-14-6-9-16(12(2)11-14)21(19,20)15-7-4-13(17)5-8-15/h4-9,11,18H,3,10,17H2,1-2H3

Upstream product

• 141713-78-2 2-methyl-4'-nitro-4-propylidenamino-diphenylsulfone 
• 99-52-5 2-methyl-4-nitro-benzenamine 
• 125744-03-8 4'-acetamino-2-methyl-4-(N-n-propyl-tosylamino)-diphenylsulfide 
• 125744-05-0 4'-acetamino-2-methyl-4-tosylamino-diphenylsulfone 
• 125744-11-8 2-methyl-4'-nitro-4-tosylamino-diphenylsulfone 
• 101513-43-3 4'-acetamino-2-methyl-4-tosylamino-diphenylsulfide 
• 125744-23-2 2-methyl-4'-nitro-4-propionylamino-diphenylsulfone 
• 125744-09-4 2-methyl-4-acetylamino-4'-nitrodiphenyl sulphone 
• 125744-10-7 4-amino-2-methyl-4'-nitro-diphenylsulfone 
• 125743-99-9 4'-acetamino-4-amino-2-methyl-diphenylsulfone 
• 125744-21-0 2-Methyl-4-propionylamino-benzenesulfonyl chloride 
• 125744-22-1 2-methyl-4-propionylamino-benzenesulfinic acid 
• 125744-08-3 4-acetamino-2-methyl-benzenesulfinic acid 
• 125743-96-6 4'-acetamino-2-methyl-4-nitro-diphenylsulfone 

Relevant articles and documents

New antifolate 4,4'-diaminodiphenyl sulfone substituted 2,4-diamino-5-benzylpyrimidines. Proof of their dual mode of action and autosynergism

New 4,4'-diaminodiphenylsulfone substituted 2,4-diamino-5-benzylpyrimidines were synthesized. These compounds are highly active inhibitors of both bacterial dihydrofolate reductase (DHFR) and dihydropteroic acid synthase (SYN). The simultaneous inhibition

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.

Substituted bis-(4-aminophenyl)-sulfones

Disclosed are substituted bis(4-aminophenyl)-sulfones 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 alkyl, carboxy or C1 -C3 alkoxycarbonyl; 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-reductase 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.