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94055-76-2

94055-76-2 Structure

94055-76-2 Structure
IdentificationMore
[Name]

Suplatast tosilate
[CAS]

94055-76-2
[Synonyms]

(2-(4-(3-ethoxy-2-hydroxypropoxy)phenylcarbamoyl)ethyl)dimethylsulfonium p-toluenesulfonate
SUPLATAST TOSILATE
Suplatast tosylate
Suplatast
2-[4-(2-Hydroxy-3-ethoxypropoxy)phenylcarbamoyl]ethyldimethylsulfonium·4-methylbenzenesulfonate
IPD-1151T
S,S-Dimethyl-3-oxo-3-[4-(2-hydroxy-3-ethoxypropoxy)anilino]propane-1-sulfonium·4-methylbenzenesulfonate
[2-[[[4-(2-Hydroxy-3-ethoxypropoxy)phenyl]amino]carbonyl]ethyl]dimethylsulfonium
[2-[4-(2-Hydroxy-3-ethoxypropoxy)phenylcarbamoyl]ethyl]dimethylsulfonium
[3-Oxo-3-[4-(2-hydroxy-3-ethoxypropoxy)phenylamino]propyl]dimethylsulfonium
2-[4-(2-Hydroxy-3-ethoxypropoxy)phenylcarbamoyl]ethyldimethylsulfonium
N-[4-(2-Hydroxy-3-ethoxypropoxy)phenyl]-3-(dimethylsulfonio)propanamide
[Molecular Formula]

C23H33NO7S2
[MDL Number]

MFCD00867604
[Molecular Weight]

499.641
[MOL File]

94055-76-2.mol
Chemical PropertiesBack Directory
[Melting point ]

84-87°C
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

DMSO: >20mg/mL
[form ]

powder
[color ]

white to off-white
[Merck ]

14,9003
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
[CAS DataBase Reference]

94055-76-2(CAS DataBase Reference)
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

WR7906000
[HS Code ]

2930.90.2900
[Toxicity]

LD50 in male, female mice, male, female rats (mg/kg): 81, 96, 96, 93 i.v.; in mice, rats (g/kg): >12.5, >10 orally (Yamashita)
Hazard InformationBack Directory
[Description]

Suplatast tosylate is a unique dimethylsulfonium salt marketed in Japan for the treatment of bronchial asthma, atopic dermatitis and allergic rhinitis. Suplatast tosylate is a potent inhibitor of IgE synthesis without suppressing IgM and IgG. The mechanism of action for suplatast tosylate is thought to be via the inhibition of interleukin-4 and interleukin-6 production by T-cells at the gene level. In allergic patients, suplatast tosylate markedly improved clinical symptoms which correlated with a significant decrease in serum IgE antibody levels.
[Originator]

Taiho (Japan)
[Uses]

Suplatast Tosilate is a novel capsular anti-asthmatic agent that suppresses both IgE production, IL-4 and IL-5 synthesis with IC50 above 100 μM.
[Uses]

Suplatast Tosylate is an antiallergic drug. Suplatast Tosylate inhibits antigen-induced histamine release from mast cells as well as IgE antibody formation. Suplatast Tosylate suppresses interleukin (IL)-4 release from T cells, however in human peripheral basophils, Suplatast Tosylate inhibited the antigen-induced release of IL-13 but not IL-4.
[Brand name]

IPD
[Biological Activity]

Th2 cytokine inhibitor that attenuates IL-2, IL-5 and IL-13 production and has no effect on IFN- γ production. Acts as an immunoregulator that suppresses IgE production, eosinophil infiltration and histamine release. Exhibits antiasthmatic, anti-inflammatory and antifibrotic activity in vivo and is orally active.
[References]

1) Kurokawa?et al.?(2001),?Suppressive effects of anti-allergic agent suplatast tosilate (IPD-1151T) on the expression of co-stimulatory molecules on mouse splenocytes in vivo; Mediators Inflamm.,?10?333 2) Hsu?et al.?(2007),?The effects of suplatast tosilate (IPD-1151T) on innate immunity and antigen-presenting cells; Transpl. Immunol.,?18?108 3) Furonaka?et al.?(2009),?Suplatast tosilate prevents bleomycin-induced pulmonary fibrosis in mice; Curr. Opin. J. Pharmacol. Exp. Ther.,?328?55 4) Bhattachrya?et al.?(2014),?Simultaneous inhibition of T helper 2 and T regulatory cell differentiation by small molecules enhances Bacillus Calmette-Guerin vaccine efficacy against tuberculosis; J. Biol. Chem.,?289?33404 5) Wada?et al.?(2009),?Effect of suplatast tosilate on antileukotriene non-responders with mild-to-moderate persistent asthma; Allergol. Int.,?58?389
Spectrum DetailBack Directory
[Spectrum Detail]

Suplatast tosilate(94055-76-2)1HNMR
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