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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
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Activation of diacetyldapsone and a preliminary evaluation of a cyclodextrin-diacetyldapsone complex in cultured lung cells.
2001 Apr
Effectiveness of multidrug therapy in multibacillary leprosy: a long-term follow-up of 34 multibacillary leprosy patients treated with multidrug regimens till skin smear negativity.
2003 Jun
Letter to the Editor: Management of aplasia cutis congenita in a non-scalp location.
2004 Jul
Relapses in multibacillary patients treated with multi-drug therapy until smear negativity: findings after twenty years.
2004 Mar
Chemoprophylaxis in contacts of patients with leprosy: systematic review and meta-analysis.
2009 Oct
Leprosy therapy, past and present: can we hope to eliminate it?
2010 Oct
Patents

Sample Use Guides

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
Created
by admin
on Fri Dec 15 14:59:36 UTC 2023
Edited
by admin
on Fri Dec 15 14:59:36 UTC 2023
Record UNII
0GZ72U84TN
Record Status Validated (UNII)
Record Version
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Name Type Language
ACEDAPSONE
INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
BIS(4-ACETAMIDOPHENYL)SULFONE
Systematic Name English
ACEDAPSONE [MART.]
Common Name English
acedapsone [INN]
Common Name English
4,4'-DIACETYLDIAMINODIPHENYL SULPHONE
Common Name English
N,N'-DIACETYL-4,4'-DIAMINODIPHENYL SULPHONE
Common Name English
CN-1883
Code English
SULFADIAMINE
Common Name English
4,4'-DIACETYLDIAMINODIPHENYL SULFONE
Common Name English
DADDS
Code English
N,N'-DIACETYL-4,4'-DIAMINODIPHENYL SULFONE
Common Name English
DIACETYLDAPSONE
Common Name English
ACETAMIDE, N,N'-(SULFONYLDI-4,1-PHENYLENE)BIS-
Systematic Name English
ACEDAPSONE [USAN]
Common Name English
HANSOLAR
Brand Name English
PAM-MR-1165
Code English
4',4'''-SULFONYLBIS(ACETANILIDE)
Systematic Name English
CI-556
Code English
NSC-655049
Code English
BIS(4-ACETAMIDOPHENYL)SULPHONE
Systematic Name English
PAM MR 1165
Code English
4,4'-DIACETYLAMINODIPHENYL SULPHONE
Common Name English
NSC-218125
Code English
ACEDAPSONE [MI]
Common Name English
4',4'''-SULFONYLBIS(ACETANILIDEC)
Common Name English
1399FCI-556
Code English
N,N'-(SULFONYLDI-4,1-PHENYLENE)BISACETAMIDE
Systematic Name English
4,4'-DIACETYLAMINODIPHENYL SULFONE
Common Name English
Acedapsone [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C849
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
Code System Code Type Description
NSC
218125
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
DRUG CENTRAL
3662
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
MERCK INDEX
m542
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY Merck Index
INN
2719
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
WIKIPEDIA
Acedapsone
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
NCI_THESAURUS
C76985
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-028-8
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
ChEMBL
CHEMBL154166
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
PUBCHEM
6477
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
NSC
655049
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
CAS
77-46-3
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
CHEBI
139474
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
SMS_ID
100000087908
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
FDA UNII
0GZ72U84TN
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
EVMPD
SUB05201MIG
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
EPA CompTox
DTXSID1021295
Created by admin on Fri Dec 15 14:59:36 UTC 2023 , Edited by admin on Fri Dec 15 14:59:36 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY