2-[(3,4,5-trihydroxyphenyl)methylidene]propanedinitrile

• ChemBase ID: 105108
• Molecular Formular: C10H6N2O3
• Molecular Mass: 202.16624
• Monoisotopic Mass: 202.03784206
• SMILES: Oc1cc(cc(O)c1O)C=C(C#N)C#N
• Canonical SMILES: N#CC(=Cc1cc(O)c(c(c1)O)O)C#N
• InChI: InChI=1S/C10H6N2O3/c11-4-7(5-12)1-6-2-8(13)10(15)9(14)3-6/h1-3,13-15H
• InChIKey: YZOFLYUAQDJWKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3,4,5-trihydroxyphenyl)methylidene]propanedinitrile
• IUPAC Traditional name: 2-[(3,4,5-trihydroxyphenyl)methylidene]propanedinitrile
• Synonyms: ([3,4,5-Trihydroxybenzylidene]malononitrile); Tyrphostin 25; RG-50875; TYRPHOSTIN A25

Database IDs

• CAS Number: 118409-58-8
• PubChem SID: 162093279
• PubChem CID: 2061

CALCULATED PROPERTIES

• Acid pKa: 7.140245
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.2521056
• LogD (pH = 7.4): 0.817456
• Log P: 1.2618644
• Molar Refractivity: 53.0355 cm^3
• Polarizability: 19.090412 Å^3
• Polar Surface Area: 108.27 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; DMF; DMSO; Methanol
• Apperance: Yellow Green Powder
• Melting Point: ~220°C dec.

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Light Sensitive

Product Information

• Purity: >99%

DETAILS

MP Biomedicals - 02158821

Purity: >99%
A potent inhibitor of EGF receptor kinase activity^1,2,3 .

Toronto Research Chemicals - T925000

An inhibitor of epidermal growth factor receptor tyrosine kinase activity and has a reported IC50 of 15 μM for the autophosphorylation of the EGF-receptor.

REFERENCES

• Gazit, A., et al., (1989), J. Med. Chem. , 32 : 2344, (1989).
• Bilder, G.E., et al., Am J. Physiol. , 260 : C721, (1991).
• Yaish, P., et al., Science , 242 : 933, (1988).
• Gazit, A., et al.: J. Med. Chem., 32, 2344 (1989)