1-[(E)-{[4-(diethylamino)phenyl]methylidene}amino]guanidine; acetic acid

• ChemBase ID: 167302
• Molecular Formular: C14H23N5O2
• Molecular Mass: 293.36472
• Monoisotopic Mass: 293.185175
• SMILES: c1c(ccc(c1)/C=N/NC(=N)N)N(CC)CC.CC(=O)O
• Canonical SMILES: CC(=O)O.CCN(c1ccc(cc1)/C=N/NC(=N)N)CC
• InChI: InChI=1S/C12H19N5.C2H4O2/c1-3-17(4-2)11-7-5-10(6-8-11)9-15-16-12(13)14;1-2(3)4/h5-9H,3-4H2,1-2H3,(H4,13,14,16);1H3,(H,3,4)/b15-9+
• InChIKey: IYYZCGRQALYESA-NSPIFIKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(E)-{[4-(diethylamino)phenyl]methylidene}amino]guanidine; acetic acid
• IUPAC Traditional name: 1-[(E)-{[4-(diethylamino)phenyl]methylidene}amino]guanidine; acetic acid
• Synonyms: 2-[[4-(Diethylamino)phenyl]methylene]hydrazinecarboximidamide Acetate; N-(4-Diethylaminobenzylideneamino)guanidine Acetic Acid Salt

Database IDs

• CAS Number: 1185244-51-2
• PubChem SID: 162261435
• PubChem CID: 45038998

CALCULATED PROPERTIES

• Acid pKa: 19.954824
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.6968402
• LogD (pH = 7.4): 0.59472054
• Log P: 1.7889028
• Molar Refractivity: 93.3765 cm^3
• Polarizability: 26.228416 Å^3
• Polar Surface Area: 77.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Light Green Solid
• Melting Point: 197-200°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D443580

A useful reagent in the study of guanidino group specific ADP-ribosyltransferase. A substrate for cholera toxin catalyzed ADP-ribosylation.

REFERENCES

• Soman, G., et al.: Biochemistry, 25, 4113 (1986)
• Narayanan, J., et al.: J. Clin. Microbiology, 27, 11, 2414 (1989)