4,4'-Diaminodiphenylsulfone
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BPM-065166 | 1 kg | $299 | In stock |
Product Information
Molecular Formula
C12H12N2O2S
Molecular Weight
248.30
Description
Dapsone is a sulfone active against a wide range of bacteria but mainly employed for its actions against mycobacterium leprae, which has anti-inflammatory and immunomodulatory effects. It is an antibacterial most commonly used in combination with rifampicin and clofazimine as multidrug therapy (MDT) for the treatment of Mycobacterium leprae infections (leprosy). It antagonized all of the I/R end points measured, showing a remarkable ability to decrease markers of damage through antioxidant, antiinflammatory, and anti-apoptotic effects. It also inhibits bacterial synthesis of dihydrofolic acid, via competition with para-aminobenzoate for the active site of dihydropteroate synthetase.
Synonyms
4-(4-aminophenyl)sulfonylaniline
IUPAC Name
4-(4-aminophenyl)sulfonylaniline
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
InChI Key
MQJKPEGWNLWLTK-UHFFFAOYSA-N
Boiling Point
511.7 °C at 760 mmHg
Melting Point
175.5 °C
Flash Point
263.2°C
Purity
> 98 %
Density
1.361 g/cm3
Solubility
>37.2 ug/mL
Appearance
White crystalline powder
Application
anti-inflammatory agent
Storage
-20°C Freezer
Stability
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
3.92700
Vapor Pressure
0.00000003 [mmHg]
Henry's Law Constant
3.11X10-14 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits very toxic fumes of /nitrogen and sulfur oxides
Dissociation Constants
2.41
Odor
Odorless
Safety Information
Precautionary Statement
P264, P270, P301+P312, P330, and P501
Signal Word
Warning
Computed Properties
XLogP3
1
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
248.06194880 g/mol
Monoisotopic Mass
248.06194880 g/mol
Topological Polar Surface Area
94.6Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
306
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-11015113-B1 | Wet-coated proppant and methods of making and using same | 2020-04-13 |
| US-10980756-B1 | Methods of treatment | 2020-03-16 |
| EP-3843105-A1 | Control device for aerosol nebulizer system | 2019-12-23 |
| WO-2021119749-A1 | Treatment of gastrointestinal disease | 2019-12-20 |
| WO-2021123196-A1 | Seeded resin-stabilized high-solids emulsion polymers | 2019-12-20 |
| WO-2021125132-A1 | Carbamoyl oxime compound, and polymerization initiator and polymerizable composition containing said compound | 2019-12-20 |
| WO-2021127107-A1 | Topical pharmaceutical compositions for treating onychomycosis | 2019-12-20 |
| WO-2021127235-A1 | Compositions for modulating gut microflora populations, enhancing drug potency and treating cancer, and methods for making and using same | 2019-12-20 |
| WO-2021127452-A1 | Compounds for the treatment of bacterial infections and potentiation of antibiotics | 2019-12-19 |
| US-2021189066-A1 | Polyimide precursor solution and method for producing polyimide film | 2019-12-18 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 33814510 | 2021-01-01 | Association of CYP1A1 and CYP1B1 inhibition in in vitro assays with drug-induced liver injury | The Journal of toxicological sciences |
| 31428780 | 2019-12-01 | Dapsone Hydroxylamine, an Active Metabolite of Dapsone, Can Promote the Procoagulant Activity of Red Blood Cells and Thrombosis | Toxicological sciences : an official journal of the Society of Toxicology |
| 29594315 | 2018-06-01 | Profiling the immunotoxicity of chemicals based on in vitro evaluation by a combination of the Multi-ImmunoTox assay and the IL-8 Luc assay | Archives of toxicology |
| 24085192 | 2014-01-01 | A correlation between the in vitro drug toxicity of drugs to cell lines that express human P450s and their propensity to cause liver injury in humans | Toxicological sciences : an official journal of the Society of Toxicology |
| 23956101 | 2013-11-01 | A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development | Toxicological sciences : an official journal of the Society of Toxicology |
| 23571415 | 2013-06-01 | Structure-based identification of OATP1B1/3 inhibitors | Molecular pharmacology |
| 22901017 | 2012-11-01 | Prurigo pigmentosa: clinicopathological study and analysis of 50 cases in Korea | The Journal of dermatology |
| 22982145 | 2012-10-18 | Protective effect of N,N'-dialkylated analogs of 4,4'-diaminodiphenylsulfone in a model of intrastriatal quinolinic acid induced-excitotoxicity | Neuroscience letters |
| 23088464 | 2012-10-01 | Split calibration curve: an approach to avoid repeat analysis of the samples exceeding ULOQ | Bioanalysis |
| 21966900 | 2012-09-01 | Childhood epidermolysis bullosa acquisita: report of a Chinese case | Pediatric dermatology |
