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Details

Stereochemistry ACHIRAL
Molecular Formula C16H16N2O4S
Molecular Weight 332.374
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACEDAPSONE

SMILES

CC(=O)NC1=CC=C(C=C1)S(=O)(=O)C2=CC=C(NC(C)=O)C=C2

InChI

InChIKey=AMTPYFGPPVFBBI-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C16H16N2O4S
Molecular Weight 332.374
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Acedapsone (4,4′-diacetyldiaminodiphenyl sulfone) is a long-acting intramuscular repository derivative of dapsone. Acedapsone is mainly used as a depot leprostatic agent. The parent compound possesses little activity against M. leprae but is metabolized into active dapsone. Its half-life is 46 days, and that of the derived dapsone is 43 days. A 300-mg intramuscular dose maintains dapsone levels in volunteers above the inhibitory concentration for M. leprae for approximately 100 days. Microbiologic and clinical responses are somewhat slower than those for daily dapsone are. Long-term studies with acedapsone by injection five times yearly have yielded encouraging results. Acedapsone shows promise especially in regions where, or in patients in whom, long-term oral therapy is not practical.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

PubMed

Sample Use Guides

In Vivo Use Guide
The metabolism of the repository drug acedapsone (DADDS,4,4'-diacetyldiaminodiphenyl sulfone) was studied in 15 individuals receiving 225 mg of DADDS, intramuscularly for a period of 75 days.
Route of Administration: Intramuscular
Substance Class Chemical
Record UNII
0GZ72U84TN
Record Status Validated (UNII)
Record Version