(2-{[4-(3-ethoxy-2-hydroxypropoxy)phenyl]carbamoyl}ethyl)dimethylsulfanium 4-methylbenzene-1-sulfonate

• ChemBase ID: 73146
• Molecular Formular: C23H33NO7S2
• Molecular Mass: 499.64062
• Monoisotopic Mass: 499.1698444
• SMILES: c1cc(ccc1NC(=O)CC[S+](C)C)OCC(O)COCC.c1cc(ccc1S(=O)(=O)[O-])C
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)[O-].CCOCC(COc1ccc(cc1)NC(=O)CC[S+](C)C)O
• InChI: InChI=1S/C16H25NO4S.C7H8O3S/c1-4-20-11-14(18)12-21-15-7-5-13(6-8-15)17-16(19)9-10-22(2)3;1-6-2-4-7(5-3-6)11(8,9)10/h5-8,14,18H,4,9-12H2,1-3H3;2-5H,1H3,(H,8,9,10)
• InChIKey: RYVJQEZJUFRANT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[4-(3-ethoxy-2-hydroxypropoxy)phenyl]carbamoyl}ethyl)dimethylsulfanium 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: (2-{[4-(3-ethoxy-2-hydroxypropoxy)phenyl]carbamoyl}ethyl)dimethylsulfanium tosylate
• Synonyms: Suplatast tosylate; (+/-)-[2-[4-(3-ethoxy-2-hydroxypropoxy)phenylcarbamoyl]-ethyl] dimethylsulfonium p-toluenesulfonate; IPD-1151T; ST; Suplatast tosylate; [3-[[4-(3-ethoxy-2-hydroxypropoxy)phenyl]amino]-3-oxopropyl]dimethylsulfonium 4-Methylbenzenesulfonate; (±)-[2-[4-(3-Ethoxy-2-hydroxypropoxy)phenylcarbamoyl]ethyl]dimethylsulfonium p-toluenesulfonate; IPD 1151T; Suplatast tosilate

Database IDs

• CAS Number: 94055-76-2
• MDL Number: MFCD00867604
• PubChem SID: 162038066
• PubChem CID: 71773

CALCULATED PROPERTIES

• Acid pKa: 13.610572
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.4901155
• LogD (pH = 7.4): 0.49011526
• Log P: 0.4901155
• Molar Refractivity: 89.7314 cm^3
• Polarizability: 35.35762 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: white to off-white powder

Safety Information

• Storage Condition: -20°C
• RTECS: WR7906000
• German water hazard class: 3
• Storage Temperature: room temp

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: tosylate; Tosylate
• Empirical Formula (Hill Notation): C16H26SNO4 · C7H7SO3

DETAILS

Selleck Chemicals - S1433

Related research area: Immunology

Sigma Aldrich - S4701

Biochem/physiol Actions
Suplatast tosylate is an anti-allergy, cytokine modulator.

Toronto Research Chemicals - S841000

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

REFERENCES

• http://en.wikipedia.org/wiki/Suplatast_tosilate
• Koda, A. et al.: Agents Act. Supp., 34, 369 (1991)
• Koda, A. et al.: Prog. Allergy Clin. Immunol., Proc. Int. Congr. Allergol. Clin. Immunol., 14, 41 (1991)
• Shichijo, M. et al.: Jap. J. Pharmacol., 79, 501 (1991)