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Dapsone

CAT: 0804-HY-B0688-06Size: 50 gDry Ice: NoHazardous: No
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CAT#:0804-HY-B0688-06Size:50 g
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Description
Dapsone (4,4′-Diaminodiphenyl sulfone) is an orally active and blood-brain penetrant sulfonamide antibiotic with bacteriostatic, antimycobacterial and antiprotozoal activities[1]. Dapsone exerts effective antileprosy activity and inhibits folate synthesis in cell extracts of M. leprae. Dapsone is used for dermatologic disorder research, including leprosy, dermatitis herpetiformis, acne vulgaris et al[2][3].
CAS Number
80-08-0
Product Name Alternative
4,4′-Diaminodiphenyl sulfone; DDS
UNSPSC
12352005
Hazard Statement
H302, H370, H373, H411
Target
Antibiotic; Bacterial; Parasite; Reactive Oxygen Species (ROS)
Type
Reference compound
Related Pathways
Anti-infection; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB
Applications
COVID-19-immunoregulation
Field of Research
Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/dapsone.html
Purity
99.76
Solubility
DMSO : 250 mg/mL (ultrasonic)
Smiles
O=S(C1=CC=C(N)C=C1)(C2=CC=C(N)C=C2)=O
Molecular Formula
C12H12N2O2S
Molecular Weight
248.31
Precautions
H302, H370, H373, H411
References & Citations
[1]Y I Zhu, et al. Dapsone and sulfones in dermatology: overview and update. J Am Acad Dermatol|[2]Dapsone, Drug.com|[3]D Voeller, et al. Interaction of Pneumocystis carinii dihydropteroate synthase with sulfonamides and diaminodiphenyl sulfone (dapsone) .J Infect Dis. 1994 Feb;169 (2) :456-9.|[4]Esther Moreno, et al. Evaluation of Skin Permeation and Retention of Topical Dapsone in Murine Cutaneous Leishmaniasis Lesions.Pharmaceutics. 2019 Nov 13;11 (11) :607.
Shipping Conditions
Room Temperature
Storage Conditions
Store at room temperature 3 years
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Dapsone

Dapsone is a sulfone that is diphenylsulfone in which the hydrogen atom at the 4 position of each of the phenyl groups is substituted by an amino group. It is active against a wide range of bacteria, but is mainly employed for its actions against Mycobacterium leprae, being used as part of multidrug regimens in the treatment of all forms of leprosy. It has a role as an antiinfective agent, an anti-inflammatory drug, a leprostatic drug and an antimalarial. It is a sulfone and a substituted aniline. It is functionally related to a diphenyl sulfone.

CAS Number80-08-0
PubChem CID2955
IUPAC Name4-(4-aminophenyl)sulfonylaniline
Molecular FormulaC12H12N2O2S
Molecular Weight248.30
XLogP1
Topological Polar Surface Area94.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count17
Formal Charge0
Complexity306
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
InChIKey
MQJKPEGWNLWLTK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Dapsone
CAS: 80-08-0
CID: 2955
Formula: C12H12N2O2S
MW: 248.30
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight248.30
XLogP31
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass248.06194880
Monoisotopic Mass248.06194880
Topological Polar Surface Area94.6 Ų
Heavy Atom Count17
Formal Charge0
Complexity306
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
317582Dapsone
80-1136Dapsone-HRP
CS-O-45903Nitroso Dapsone
CS-O-06529Dapsone-d4
T78517-01Dapsone hydroxylamine
D1065-01Dapsone discontinued
MBS536625Dapsone antibody

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