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77-46-3

Basic Information
CAS No.: 77-46-3
Name: acedapsone
Article Data: 36
Molecular Structure:
Molecular Structure of 77-46-3 (acedapsone)
Formula: C16H16N2O4S
Molecular Weight: 332.38
Synonyms: Camilan;DADDS;Hansolar;Sulfodiamin;4,4'-diacetylaminodiphenylsulphone;4,4'-di-N-acetylaminodiphenyl sulfone;Acetamin;4,4'-diacetamidodiphenyl sulphone;4,4'''-sulfonylbis(acetanilide);Acetamide, N,N‘-(sulfonyldi-4,1-phenylene)bis-;4,4'-bis(acetylamino)diphenyl sulfone;Sulfodiamine;Acedapsone;Rodilone;Sulfadiamine;N,N'-[4,4'-sulfinylbis(4,1-phenylene)]diacetamide;Diacetyldapsone;
Density: 1.362g/cm3
Melting Point: 289-292°
Boiling Point: 661°C at 760 mmHg
Flash Point: 353.6°C
Safety: Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits very toxic fumes of NOx and SOx.
PSA: 100.72000
LogP: 3.66300
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Chemistry

Molecule structure of 4',4'''-Sulfonylbis(acetanilide) (CAS NO.77-46-3) :

IUPAC Name: N-[4-(4-acetamidophenyl)sulfonylphenyl]acetamide 
Molecular Weight: 332.37424 g/mol
Molecular Formula: C16H16N2O4
Density: 1.362 g/cm3 
Melting Point: 290 deg C
Boiling Point: 661 °C at 760 mmHg 
Flash Point: 353.6 °C
Appreance: white or slightly yellow crystalline
Molar Volume: 243.9 cm3
Polarizability: 34.22*10-24 cm3
Surface Tension: 60.5 dyne/cm 
Enthalpy of Vaporization: 97.26 kJ/mol
Vapour Pressure: 2.41E-17 mmHg at 25 °C 
log P (octanol-water): 0.820
Atmospheric OH Rate Constant: 5.51E-12 cm3/molecule-sec
XLogP3-AA: 1.1
H-Bond Donor: 2
H-Bond Acceptor: 4
Rotatable Bond Count: 4
Tautomer Count: 3
Exact Mass: 332.083078
MonoIsotopic Mass: 332.083078
Topological Polar Surface Area: 92.3
Heavy Atom Count: 23
Complexity: 483
Canonical SMILES: CC(=O)NC1=CC=C(C=C1)S(=O)(=O)C2=CC=C(C=C2)NC(=O)C
InChI: InChI=1S/C16H16N2O4S/c1-11(19)17-13-3-7-15(8-4-13)23(21,22)16-9-5-14(6-10-16)18-12(2)20/h3-10H,1-2H3,(H,17,19)(H,18,20)
InChIKey: AMTPYFGPPVFBBI-UHFFFAOYSA-N
EINECS: 201-028-8

Uses

 4',4'''-Sulfonylbis(acetanilide) (CAS NO.77-46-3) is used as anti-leprosy drugs.

Production

By dapsone, acetic acid and acetic anhydride heated reflux, acetylation obtained. The crude will be added in ethanol refining decolorizing activated carbon, available benzene sulfone acetamide boutique. Pairs of dapsone, total yield was about 76%.

Toxicity Data With Reference

1.    

orl-rat TDLo:4200 mg/kg/43W-C:CAR

    JNCIAM    Journal of the National Cancer Institute. 24 (1960),149.

Safety Profile

Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits very toxic fumes of NOx and SOx.

Specification

 4',4'''-Sulfonylbis(acetanilide) (CAS NO.77-46-3) is also called 4',4'''-Sulfonylbis(acetanilidec) ; 4,4'-Bis(acetylamino)diphenyl sulfone ; 4,4'-Diacetamidodiphenyl sulfone ; 4,4'-Diacetylaminodiphenyl sulfone ; 4,4'-Diacetyldiaminodiphenyl sulfone ; Acedafsonum [Latin] ; Acedapsona [INN-Spanish] ; Acedapsona [Spanish] ; Acedapsone ; Acedapsonum [INN-Latin] ; Acetamide. N,N'-(sulfonyldi-4,1-phenylene)bis- ; Acetamin ; Acetanilide, 4',4'''-sulfonyldi- ; N,N'-(Sulfonyldi-4,1-phenylene)bisacetamide ; N,N'-Diacetyl-4,4'-diaminodiphenyl sulfone ; N,N'-Diacetyl-4,4'-diaminophenyl sulfone ; N,N'-Diacetyldapsone . 4',4'''-Sulfonylbis(acetanilide) (CAS NO.77-46-3) is odorless and almost insoluble in water.