4-nitrophenyl 2-(furan-2-ylmethanesulfinyl)acetate

• ChemBase ID: 175174
• Molecular Formular: C13H11NO6S
• Molecular Mass: 309.29454
• Monoisotopic Mass: 309.03070808
• SMILES: c1(ccc(cc1)[N+](=O)[O-])OC(=O)CS(=O)Cc1ccco1
• Canonical SMILES: O=S(Cc1ccco1)CC(=O)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C13H11NO6S/c15-13(9-21(18)8-12-2-1-7-19-12)20-11-5-3-10(4-6-11)14(16)17/h1-7H,8-9H2
• InChIKey: AIVSDRDWRLUYDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrophenyl 2-(furan-2-ylmethanesulfinyl)acetate; 4-nitrophenyl 2-[(furan-2-yl)methanesulfinyl]acetate
• IUPAC Traditional name: 4-nitrophenyl 2-(furan-2-ylmethanesulfinyl)acetate
• Synonyms: 2-[(2-Furanylmethyl)sulfinyl]acetic Acid 4-Nitrophenyl Ester; [(2-Furanylmethyl)sulfinyl]acetic Acid 4-Nitrophenyl Ester; p-Nitrophenyl 2-(Furfurylsulfinyl)acetate; 4-Nitrophenyl 2-(furfurylsulfinyl)acetic acid

Database IDs

• CAS Number: 123855-55-0
• PubChem SID: 164231084
• PubChem CID: 14514722

CALCULATED PROPERTIES

• Acid pKa: 12.861549
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.207431
• LogD (pH = 7.4): 1.2074295
• Log P: 1.207431
• Molar Refractivity: 74.6799 cm^3
• Polarizability: 28.676907 Å^3
• Polar Surface Area: 99.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - N503565

p-Nitrophenyl 2-(Furfurylsulfinyl)acetate is a furfurylsulfinyl derivative with gastroprotective activity. p-Nitrophenyl 2-(Furfurylsulfinyl)acetate is used in the preparation of histamine H2-receptor antagonist.

REFERENCES

• Hirakawa, N. et al.: Chem. Pharmac. Bull., 46, 616 (1998)
• Zhu, R. et al.: Hef. Gong. Dax. Xue. Zir. Kex., 28, 1346 (1998)