4,4'-Diaminodiphenylsulfone supplier

Name
4,4'-Diaminodiphenylsulfone
EINECS 201-248-4
CAS No. 80-08-0
Article Data67
CAS DataBase
Density 1.361 g/cm³
Solubility <0.1 g/100 mL at 20℃
Melting Point 175-177 °C(lit.)
Formula C₁₂H₁₂N₂O₂S
Boiling Point 511.7 °C at 760 mmHg
Molecular Weight 248.305
Flash Point 263.2 °C
Transport Information UN 3249
Appearance Off-white crystalline solid
Safety 22
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms Aniline,4,4'-sulfonyldi- (7CI,8CI);1,1'-Sulfonylbis[4-aminobenzene];Benzenamine,4,4'-sulfonylbis-;4,4'-Dapsone;4,4'-Diaminodiphenyl sulfone;4,4'-Sulfonylbisbenzamine;4,4'-Sulfonyldianiline;4,4'-Sulphonyldianiline;Aczone;Atrisone;Avlosulfon;Avlosulphone;Croysulfone;Croysulphone;Dapson;Di(p-aminophenyl) sulfone;Diaphenylsulfon;Diaphenylsulfone;Diphone;Eporal;Hardener HT 976;Lapox K 10;Novophone;Servidapson;Sulfona;Sulfona-Mae;Sulphadione;Sumicure S;p-Aminophenyl sulfone;
PSA 94.56000
LogP 3.92700

Synthetic route

: 1156-50-9
4-nitrophenyl sulfone

: 80-08-0
dapsone

Conditions

Conditions	Yield
With hydrazine hydrate; nickel In ethanol; 1,2-dichloro-ethane at 28℃; for 9h; Product distribution; other catalysts, other solvents, other reaction conditions;	99%
With hydrazine hydrate; nickel In ethanol; 1,2-dichloro-ethane at 28℃; for 8h;	98%
With methanol; nickel

: 2050-48-8
4,4'-dibromodiphenyl sulfone

: 80-08-0
dapsone

Conditions

Conditions	Yield
With copper(I) oxide; ammonium hydroxide In dimethyl sulfoxide at 90℃; for 20h; Sealed tube;	98%

: 7300-27-8
bis-(4-azido-phenyl)-sulfone

: 80-08-0
dapsone

Conditions

Conditions	Yield
With methanol; sodium sulfide for 0.0833333h;	95%

: 80-07-9
4,4'-dichlorodiphenyl sulphone

: 80-08-0
dapsone

Conditions

Conditions	Yield
With ammonium chloride In ethanol for 5h; Reflux;	91.9%
With ammonia; water; copper; copper(I) bromide at 200℃;
With ammonia; copper(II) sulfate; ethylene glycol at 245℃;

: 101-59-7
4-amino-4'-nitrodiphenyl sulfide

: 80-08-0
dapsone

Conditions

Conditions	Yield
Stage #1: 4-amino-4'-nitrodiphenyl sulfide With hydrogen; toluene-4-sulfonic acid; palladium 10% on activated carbon In methanol; water at 50℃; under 3750.38 Torr; Stage #2: With ammonia In water Product distribution / selectivity;	82%
Stage #1: 4-amino-4'-nitrodiphenyl sulfide With methanesulfonic acid; hydrogen; 5%-palladium/activated carbon In methanol; water at 50℃; under 3000.3 Torr; for 4h; Stage #2: With ammonia In water at 50℃; Product distribution / selectivity;	80%
Multi-step reaction with 4 steps 1: tin; aqueous hydrochloric acid / Hydrogenation 2: acetic acid 3: potassium dichromate; aqueous sulfuric acid; acetic acid 4: aqueous hydrochloric acid View Scheme
Multi-step reaction with 4 steps 1: sulfur; sodium sulfide nonahydrate / 130 - 135 °C / Hydrogenation 2: ethanol / 40 °C 3: sodium dichromate; aqueous sulfuric acid 4: aqueous hydrochloric acid View Scheme

: 77-46-3
acedapsone

: 80-08-0
dapsone

Conditions

Conditions	Yield
With hydrogenchloride for 2.5h; Heating;	80%
Stage #1: acedapsone With hydrogenchloride In water for 1h; Reflux; Stage #2: With pyrographite In water for 1h; Reflux;	65%
With hydrogenchloride

: 80-07-9
4,4'-dichlorodiphenyl sulphone

A: 7146-68-1
4-(4-chloro-benzenesulfonyl)-aniline

B: 80-08-0
dapsone

Conditions

Conditions	Yield
With para-dinitrobenzene; ammonium hydroxide In water at 250℃; for 3h; autoclave;	A 20.5% B 78%
With para-dinitrobenzene; ammonium hydroxide In water at 250℃; for 3h; Product distribution; Mechanism; various radical-ion inhibitors;	A 20.5% B 78%
With ammonium hydroxide; 1,3,5-trinitrobenzene In water at 250℃; for 3h; autoclave;	A 25% B 73.5%
With ethanol; ammonia; copper(II) sulfate at 200℃;

: 139-65-1
4,4'-thiobisaniline

: 80-08-0
dapsone

Conditions

Conditions	Yield
With dihydrogen peroxide In water; acetonitrile at 50℃; for 3h; chemoselective reaction;	71%
Multi-step reaction with 3 steps 1: acetic acid 2: potassium dichromate; aqueous sulfuric acid; acetic acid 3: aqueous hydrochloric acid View Scheme
Multi-step reaction with 3 steps 1: acetic acid 2: acetic acid / 40 °C 3: aqueous hydrochloric acid View Scheme

: 106-40-1
4-bromo-aniline

: 80-08-0
dapsone

Conditions

Conditions	Yield
With potassium pyrosulfite; palladium diacetate; N-ethyl-N,N-diisopropylamine; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere;	58%

: 540-37-4
p-aminoiodobenzene

: 80-08-0
dapsone

Conditions

Conditions	Yield
With potassium pyrosulfite; palladium diacetate; N-ethyl-N,N-diisopropylamine; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere;	46%

: 119-59-5
4,4'-sulfinyldianiline

: 80-08-0
dapsone

Conditions

Conditions	Yield
With potassium permanganate; acetic acid; acetone Reagens 4: Kupfer(II)-sulfat;
Multi-step reaction with 3 steps 1: acetic acid 2: potassium permanganate; aqueous acetic acid / bei Siedetemperatur 3: aqueous hydrochloric acid View Scheme

: 80-09-1
4,4'-sulfonediphenol

: 80-08-0
dapsone

Conditions

Conditions	Yield
With diammine zinc-chloride; ammonia at 200℃;

: 1948-92-1
4-(4-nitrophenylsulfonyl)aniline

: 80-08-0
dapsone

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

: 565-20-8
monoacetyldapsone

: 80-08-0
dapsone

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride
With hydrogenchloride

: 6630-10-0
acetic acid-[4-(4-chloro-benzenesulfonyl)-anilide]

: 80-08-0
dapsone

Conditions

Conditions	Yield
With ammonia; water; copper(l) chloride at 180 - 190℃;

: 1775-37-7
N-[4-(4-Nitro-benzenesulfonyl)-phenyl]-acetamide

: 80-08-0
dapsone

Conditions

Conditions	Yield
With hydrogenchloride; palladium on activated charcoal Hydrogenation;
With iron at 90 - 95℃; Hydrogenation;
With hydrogenchloride; tin(ll) chloride

: 14052-63-2
4,4'-sulfonyl-di-benzoic acid diamide

: 80-08-0
dapsone

: 6626-22-8
4-((4-bromophenyl)sulfonyl)aniline

: 80-08-0
dapsone

Conditions

Conditions	Yield
With ammonia; water; copper at 210 - 220℃;

: 75-15-0
carbon disulfide

: 812-01-1
methyl chlorosulfate

: 103-84-4
Acetanilid

: 80-08-0
dapsone

Conditions

Conditions	Yield
With hydrogenchloride; aluminium trichloride; zinc(II) chloride

...Expand

: 64-17-5
ethanol

: 68997-77-3
N-furfurylidene-4-(4-nitro-benzenesulfonyl)-aniline

: sodium hydrogensulfite

A: 98-01-1
furfural

B: 80-08-0
dapsone

...Expand

: 80-07-9
4,4'-dichlorodiphenyl sulphone

: 7664-41-7
ammonia

: 7758-99-8
copper(II) sulfate

: 107-21-1
ethylene glycol

: 80-08-0
dapsone

Conditions

Conditions	Yield
at 245℃;
at 245℃;

...Expand

: 64-17-5
ethanol

: 68997-76-2
4-(4-nitro-benzenesulfonyl)-N-(3-nitro-benzyliden)-aniline

sodium dithionite: sodium dithionite

: 80-08-0
dapsone

...Expand

: 64-17-5
ethanol

: 4-(4-nitro-benzenesulfonyl)-N-trans-cinnamyliden-aniline

sodium dithionite: sodium dithionite

A: 104-55-2
3-phenyl-propenal

B: 80-08-0
dapsone

Conditions

Conditions	Yield
beim Erwaermen tritt Zersetzung;

...Expand

: 856800-21-0
bis-[4-(dichlorophosphoryl-amino)-phenyl]-sulfone

aqueous sodium hydrogencarbonate: aqueous sodium hydrogencarbonate

A: 80-08-0
dapsone

B 4.4'-bis-<4-amino-benzenesulfonyl>-azoxybenzene: 4.4'-bis-<4-amino-benzenesulfonyl>-azoxybenzene

C C48H45N8O17P3S4(?): C48H45N8O17P3S4(?)

...Expand

: 32695-27-5
N-hydroxydapsone

: 80-08-0
dapsone

Conditions

Conditions	Yield
With 1,4-dihydronicotinamide adenine dinucleotide; human recombinant NADH cytochrome b5 reductase; cytochrome b5 In dimethyl sulfoxide pH=7.4; Enzyme kinetics; Further Variations:; Reagents;

: 5423-16-5
4,4'-di-N-acetylaminodiphenyl sulfoxide

: 80-08-0
dapsone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / 30 percent H2O2 / acetic acid / Heating 2: 80 percent / 10 percent HCl / 2.5 h / Heating View Scheme
Multi-step reaction with 2 steps 1: potassium dichromate; aqueous sulfuric acid; acetic acid / 40 - 45 °C 2: aqueous hydrochloric acid View Scheme
Multi-step reaction with 2 steps 1: aqueous hydrochloric acid 2: acetone; aqueous potassium permanganate; acetic acid / Reagens 4: Kupfer(II)-sulfat View Scheme
Multi-step reaction with 2 steps 1: potassium permanganate; aqueous acetic acid / bei Siedetemperatur 2: aqueous hydrochloric acid View Scheme
With sodium molybdate; sodium tungstate; dihydrogen peroxide; acetic acid at 20 - 95℃; for 0.583333h; Temperature;	12.4 g

: 103-84-4
Acetanilid

: 80-08-0
dapsone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / SOCl2; AlCl3 / CS2 / 6 h / Heating 2: 70 percent / 30 percent H2O2 / acetic acid / Heating 3: 80 percent / 10 percent HCl / 2.5 h / Heating View Scheme
Multi-step reaction with 3 steps 1: aluminium chloride; carbon disulfide; thionyl chloride 2: potassium dichromate; aqueous sulfuric acid; acetic acid / 40 - 45 °C 3: aqueous hydrochloric acid View Scheme
Multi-step reaction with 2 steps 1: aluminium chloride / 160 °C / beim Eintragen in eine Schmelze 2: aqueous hydrochloric acid View Scheme

: 7467-51-8
4-acetylamino-4'-nitrodiphenyl sulfide

: 80-08-0
dapsone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: KMnO4 / acetic acid 2: Sn/HCl 3: 15percent HCl View Scheme
Multi-step reaction with 2 steps 1: sodium dichromate 2: iron / 90 - 95 °C / Hydrogenation View Scheme
Multi-step reaction with 3 steps 1: chromium (VI)-oxide; aqueous acetic acid / 40 - 50 °C 2: amalgamated zinc; aqueous acetic acid; formic acid / Hydrogenation 3: aqueous ethanolic hydrochloric acid View Scheme
Multi-step reaction with 4 steps 1: chromium (VI)-oxide; aqueous acetic acid / 40 - 50 °C 2: amalgamated zinc; aqueous acetic acid; formic acid / Hydrogenation 3: acetic acid 4: aqueous hydrochloric acid View Scheme

: 710-24-7
4-acetamidobenzenesulfinic acid

: 80-08-0
dapsone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium acetate; cyclohexanol 2: iron; aqueous acetic acid / Hydrogenation 3: aqueous hydrochloric acid View Scheme

: 353-50-4
Carbonyl fluoride

: 80-08-0
dapsone

: C14H10F2N2O4S

Conditions

Conditions	Yield
In acetone at 20℃; for 3h; Glovebox;	100%
In acetone at 20℃; for 3h; Concentration;

: 50-00-0
formaldehyd

: 80-08-0
dapsone

: 33871-62-4
Bis<(N,N-dimethylamino)phenyl> sulfone

Conditions

Conditions	Yield
With rhodium(III) chloride; Methyl formate; sodium acetate In methanol; water at 160℃; for 24h; Inert atmosphere;	99%
With hydrogen; nickel In ethanol under 3102.9 Torr; for 2.5h;	80%

: 64-17-5
ethanol

: 80-08-0
dapsone

: 4,4'-sulfonylbis(N-ethylaniline)

Conditions

Conditions	Yield
With [((5-Me)PyNPPh2)IrACHTUNGTRENUNG(cod)]; potassium tert-butylate In diethylene glycol dimethyl ether at 70℃; for 48h; Inert atmosphere;	98%

: 555-16-8
4-nitrobenzaldehdye

: 126-81-8
dimedone

: 80-08-0
dapsone

: 10,10’-(sulfonylbis(4,1-phenylene))bis(3,3,6,6-tetramethyl-9-(4-nitrophenyl)-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione)

Conditions

Conditions	Yield
With L-proline covalented silicapropyl mediated Fe3O4 nanoparticles In water at 20℃; for 0.25h;	98%

...Expand

: 90-02-8
salicylaldehyde

: 126-81-8
dimedone

: 80-08-0
dapsone

: 10,10’-(sulfonylbis(4,1-phenylene))bis(9-(2-hydroxyphenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione)

Conditions

Conditions	Yield
With L-proline covalented silicapropyl mediated Fe3O4 nanoparticles In water at 20℃; for 0.25h; Reagent/catalyst; Solvent; Temperature;	98%

...Expand

: 90-02-8
salicylaldehyde

: 80-08-0
dapsone

: 7251-84-5
2,2'-{sulfonylbis[4,1-phenylenenitrilomethylidene]}diphenol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In chloroform for 8h; Reagent/catalyst; Solvent; Inert atmosphere; Reflux;	97.1%
In ethanol at 20℃;	79.65%

: 904692-00-8
N-(7-amino-1,2-dihydro-5H-cyclopenta[cd]phenalen-5-ylidene)-N-[4-(4-[(7-amino-1,2-dihydro-5H-cyclopenta[cd]phenalen-5-ylidene)amino]phenylsulfonyl)phenyl]amine

: 80-08-0
dapsone

: C54H36N4O4S2

Conditions

Conditions	Yield
In butan-1-ol for 30h; Heating;	97%

: 67-56-1
methanol

: 80-08-0
dapsone

: 7324-96-1
4,4'-di(methylamino)diphenyl sulfone

Conditions

Conditions	Yield
With [((5-Me)PyNPPh2)IrACHTUNGTRENUNG(cod)]; potassium tert-butylate In diethylene glycol dimethyl ether at 70℃; for 48h; Inert atmosphere;	97%

: 90-02-8
salicylaldehyde

: 80-08-0
dapsone

: 5,5'-[4,4'-sulfonylbis(4,1-phenylene)bis(diazene-2,1-diyl)]bis(2-hydroxybenzaldehyde)

Conditions

Conditions	Yield
Stage #1: dapsone With 1,3,5-trichloro-2,4,6-triazine; sodium nitrite In water at 20℃; for 0.05h; Sonication; Stage #2: salicylaldehyde In water for 0.183333h;	97%

: 80-08-0
dapsone

: 108-46-3
recorcinol

: 90116-36-2
bis-[4-(2,4-dihydroxy-phenylazo)-phenyl]-sulfone

Conditions

Conditions	Yield
Stage #1: dapsone With 1,3,5-trichloro-2,4,6-triazine; sodium nitrite In water at 20℃; for 0.05h; Sonication; Stage #2: recorcinol In water for 0.183333h;	97%

: 104-88-1
4-chlorobenzaldehyde

: 126-81-8
dimedone

: 80-08-0
dapsone

: 10,10’-(sulfonylbis(4,1-phenylene))bis(9-(4-chlorophenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione)

Conditions

Conditions	Yield
With L-proline covalented silicapropyl mediated Fe3O4 nanoparticles In water at 20℃; for 0.25h;	97%

...Expand

: 90-02-8
salicylaldehyde

: 80-08-0
dapsone

: 7251-84-5
2,2'-{sulfonylbis[(p-phenylene)iminomethyl]}-diphenol

Conditions

Conditions	Yield
With formic acid In methanol Reflux;	96%
With piperidine for 2h; Heating;
With ethanol

: 80-08-0
dapsone

: 7300-27-8
bis-(4-azido-phenyl)-sulfone

Conditions

Conditions	Yield
Stage #1: dapsone With 1-methyl-2-oxopyrrolidinium hydrogen sulfate In water at 20℃; for 0.0166667h; Grinding; Stage #2: With sodium nitrite In water at 20℃; Grinding; Stage #3: With sodium azide In water at 20℃; Grinding;	96%
Stage #1: dapsone With hydrogenchloride; sodium nitrite at 0 - 5℃; for 0.5h; Stage #2: With sodium azide at 0 - 5℃;	85%
With sulfuric acid Diazotization.Eintragen der Diazoniumsalz-Loesung in eine gekuehlte wss. Loesung von Hydrazin-hydrat und Natriumacetat;

: 53089-03-5
α,β-dibromo-α-methylpropionyl chloride

: 80-08-0
dapsone

: 82820-79-9
2,3-Dibromo-N-{4-[4-(2,3-dibromo-2-methyl-propionylamino)-benzenesulfonyl]-phenyl}-2-methyl-propionamide

Conditions

Conditions	Yield
	96%

: 80-08-0
dapsone

: 557794-38-4
dapsone-D8

Conditions

Conditions	Yield
With water-d2; platinum on carbon; palladium 10% on activated carbon at 180℃; for 24h; Product distribution / selectivity;	96%
With water-d2; platinum on carbon at 180℃; for 24h; Product distribution / selectivity;	82%

: 99-61-6
3-nitro-benzaldehyde

: 762-04-9
phosphonic acid diethyl ester

: 80-08-0
dapsone

: 1448137-82-3
tetraethyl (sulfonylbis{4,1-phenyleneimino[(3-nitrophenyl)methylene]})bis(phosphonate)

Conditions

Conditions	Yield
With CeCl3·7H2O-SiO2 In neat liquid for 0.0666667h; Concentration; Reagent/catalyst; Solvent; Time; Kabachnik-Fields Reaction; Microwave irradiation;	96%

...Expand

: 619-66-9
4-Carboxybenzaldehyde

: 80-08-0
dapsone

: 4’4’-bis(4-carboxybenzylidene)diaminodiphenylsulfone

Conditions

Conditions	Yield
In methanol at 30℃; for 18h;	96%

: 89-98-5
2-chloro-benzaldehyde

: 126-81-8
dimedone

: 80-08-0
dapsone

: 10,10’-(sulfonylbis(4,1-phenylene))bis(9-(2-chlorophenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione)

Conditions

Conditions	Yield
With L-proline covalented silicapropyl mediated Fe3O4 nanoparticles In water at 20℃; for 0.416667h;	96%

...Expand

: 108-24-7
acetic anhydride

: 80-08-0
dapsone

: 77-46-3
acedapsone

Conditions

Conditions	Yield
With acetic acid at 60℃; for 5h; Temperature;	95%
With ZnAl2O4 nanoparticles at 20℃; for 0.0833333h; Neat (no solvent);	92%
With acetic acid

: 108-31-6
maleic anhydride

: 80-08-0
dapsone

: 13102-25-5
4,4'-(diaminodiphenyl sulfone)bismaleimide

Conditions

Conditions	Yield
With sodium acetate; acetic anhydride In acetone at 50℃; for 3h;	95%

: 80-08-0
dapsone

: sulfonylbis(4,1-phenylene)bis(sulfamic acid)

Conditions

Conditions	Yield
With hydrogenchloride; chlorosulfonic acid In dichloromethane at 20℃; for 2.33333h; Cooling with ice;	95%

: 126-81-8
dimedone

: 1122-91-4
4-bromo-benzaldehyde

: 80-08-0
dapsone

: 10,10’-(sulfonylbis(4,1-phenylene))bis(9-(4-bromophenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione)

Conditions

Conditions	Yield
With L-proline covalented silicapropyl mediated Fe3O4 nanoparticles In water at 20℃; for 0.25h;	95%

...Expand

: 99-61-6
3-nitro-benzaldehyde

: 126-81-8
dimedone

: 80-08-0
dapsone

: 10,10’-(sulfonylbis(4,1-phenylene))bis(3,3,6,6-tetramethyl-9-(3-nitrophenyl)-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione)

Conditions

Conditions	Yield
With L-proline covalented silicapropyl mediated Fe3O4 nanoparticles In water at 20℃; for 0.333333h;	95%

...Expand

: 708-06-5
2-hydroxynaphthalene-1-carbaldehyde

: 80-08-0
dapsone

: 21708-77-0
1,1'-{sulfonylbis[(1,4-phenylene)iminomethyl]}bis(2-naphthol)

Conditions

Conditions	Yield
With formic acid In methanol Reflux;	94%
With zinc ferrite In water at 100℃; for 1.16667h;	82%
With ethanol
With piperidine for 2h; Heating;

: C20H18Cl2N2O6

: 80-08-0
dapsone

: C32H30N4O9S

Conditions

Conditions	Yield
With chloro-trimethyl-silane; p-dimethylaminocinnamaldehyde for 0.133333h; Reflux;	94%

: 104-87-0
4-methyl-benzaldehyde

: 126-81-8
dimedone

: 80-08-0
dapsone

: 10,10’-(sulfonylbis(4,1-phenylene))bis(3,3,6,6-tetramethyl-9-(p-tolyl)-3,4,6,7,9,10-hexahydroacridine-1,8(2H,5H)-dione)

Conditions

Conditions	Yield
With L-proline covalented silicapropyl mediated Fe3O4 nanoparticles In water at 20℃; for 0.333333h;	94%

...Expand

: 64-18-6
formic acid

: 80-08-0
dapsone

: 6784-25-4
N,N'-(4,4'-sulfonylbis(4,1-phenylene))diformamide

Conditions

Conditions	Yield
With Na+-MMT-[pmim]HSO4 In neat (no solvent) at 60℃; for 0.416667h; chemoselective reaction;	93%

4,4'-Diaminodiphenylsulfone Chemical Properties

IUPAC Name: 4-(4-Aminophenyl)sulfonylaniline
Molecular Formula: C₁₂H₁₂N₂O₂S
Molecular Weight: 248.30 g/mol
Canonical SMILES: C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C12H12N2O2S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8H,13-14H2
EINECS: 201-248-4
Classification Code: Anti-Bacterial Agents; Anti-infective agents; Antibacterial [leprostatic]; Antibacterial [tuberculostatic]; Antimalarials; Antiparasitic Agents; Antiprotozoal Agents; Dermatitis herpetiformis suppressant; Drug / Therapeutic Agent; Enzyme Inhibitors; Folic acid antagonists; Human Data; Leprostatic agents; Mutation data; Reproductive Effect; Suppressant [dermatitis herpetiformis]; Tumor data
Melting Point: 175-177 °C(lit.)
Water Solubility: <0.1 g/100 mL at 20 °C
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Index of Refraction: 1.662
Molar Refractivity: 67.51 cm³
Molar Volume: 182.3 cm³
Surface Tension: 62.6 dyne/cm
Density: 1.361 g/cm³
Flash Point: 263.2 °C
Enthalpy of Vaporization: 78.27 kJ/mol
Boiling Point: 511.7 °C at 760 mmHg
Vapour Pressure of Dapsone (CAS NO.80-08-0): 1.39E-10 mmHg at 25 °C

4,4'-Diaminodiphenylsulfone Uses

Dapsone (CAS NO.80-08-0) is a pharmacological medication most commonly used in combination with rifampicin and clofazimine as multidrug therapy (MDT) for the treatment of Mycobacterium leprae infections (leprosy). It is also used to treat Pneumocystis carinii pneumonia (PCP) caused by Pneumocystis jiroveci. Dapsone is used in combination with pyrimethamine in the treatment of malaria.

4,4'-Diaminodiphenylsulfone Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	oral	357mg/kg (357mg/kg)		Archives of Neurology and Psychiatry. Vol. 54, Pg. 319, 1945.
child	TDLo	oral	5mg/kg (5mg/kg)	LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Journal of Toxicology, Clinical Toxicology. Vol. 19, Pg. 1061, 1982/1983.
child	TDLo	oral	37500ug/kg (37.5mg/kg)	LUNGS, THORAX, OR RESPIRATION: CYANOSIS GASTROINTESTINAL: NAUSEA OR VOMITING BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	Pediatric Emergency Care. Vol. 13, Pg. 127, 1997.
domestic animals - goat/sheep	LDLo	unreported	200mg/kg (200mg/kg)	PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	British Journal of Pharmacology and Chemotherapy. Vol. 5, Pg. 565, 1950.
guinea pig	LD50	oral	300mg/kg (300mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 22, Pg. 967, 1991.
human	TDLo	oral	18gm/kg/15Y (18000mg/kg)	KIDNEY, URETER, AND BLADDER: OTHER CHANGES MUSCULOSKELETAL: JOINTS	British Medical Journal. Vol. 1, Pg. 78, 1978.
mammal (species unspecified)	LD50	unreported	1400mg/kg (1400mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 43(9), Pg. 23, 1978.
man	TDLo	oral	36mg/kg (36mg/kg)	BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	Human Toxicology. Vol. 2, Pg. 507, 1983.
mouse	LD50	intraperitoneal	313mg/kg (313mg/kg)		Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 48, Pg. 336, 1952.
mouse	LD50	intravenous	225mg/kg (225mg/kg)		Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 48, Pg. 336, 1952.
mouse	LD50	oral	250mg/kg (250mg/kg)		American Review of Tuberculosis. Vol. 60, Pg. 62, 1949.
mouse	LD50	subcutaneous	250mg/kg (250mg/kg)		American Review of Tuberculosis. Vol. 60, Pg. 62, 1949.
rabbit	LD50	skin	> 4gm/kg (4000mg/kg)		Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.
rat	LD50	intraperitoneal	196mg/kg (196mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 183, Pg. 36, 1970.
rat	LD50	oral	1gm/kg (1000mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 213, 1955.
women	TDLo	oral	18mg/kg (18mg/kg)	LUNGS, THORAX, OR RESPIRATION: CYANOSIS BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN	Acta Medica Scandinavica. Vol. 214, Pg. 215, 1983.
women	TDLo	oral	28mg/kg (28mg/kg)	BLOOD: AGRANULOCYTOSIS	British Medical Journal. Vol. 286, Pg. 1244, 1983.
women	TDLo	oral	112mg/kg/4W-I (112mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP BLOOD: OXIDANT RELATED (GPD DEFICIENT) ANEMIA	Clinical and Experimental Dermatology. Vol. 20, Pg. 155, 1995.
women	TDLo	oral	300mg/kg/21W- (300mg/kg)	BLOOD: EOSINOPHILIA	Lancet. Vol. 343, Pg. 860, 1994.

4,4'-Diaminodiphenylsulfone Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 22
R22:Harmful if swallowed.
Safety Statements: 22
S22:Do not breathe dust.
RIDADR: 3249
WGK Germany: 1
RTECS: BY8925000
HazardClass: 6.1(b)
PackingGroup of Dapsone (CAS NO.80-08-0): III

4,4'-Diaminodiphenylsulfone Specification

Dapsone (CAS NO.80-08-0), its Synonyms are 1,1'-Sulfonylbis(4-aminobenzene) ; 1,1'-Sulphonylbis(4-aminobenzene) ; 4,4'-Dapsone ; 4,4'-Diaminodiphenyl sulfone ; 4,4'-Diaminodiphenyl suphone ; 4,4'-Sulfonylbisaniline ; 4,4'-Sulfonylbisbenzamine ; 4,4'-Sulfonylbisbenzenamine ; 4-Aminophenyl sulfone ; Benzenamine, 4,4'-sulfonylbis- ; Bis(4-aminophenyl) sulfone ; Aniline, 4,4'-sulfonyldi- . It is odorless white or creamy white crystalline powder and slightly bitter taste.

Product Name

4,4'-Diaminodiphenylsulfone

Synthetic route

4,4'-Diaminodiphenylsulfone Chemical Properties

4,4'-Diaminodiphenylsulfone Uses

4,4'-Diaminodiphenylsulfone Toxicity Data With Reference

4,4'-Diaminodiphenylsulfone Safety Profile

4,4'-Diaminodiphenylsulfone Specification

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