acridine-9-carboxylic acid

• ChemBase ID: 92875
• Molecular Formular: C14H9NO2
• Molecular Mass: 223.22676
• Monoisotopic Mass: 223.06332853
• SMILES: n1c2c(c(c3ccccc13)C(=O)O)cccc2
• Canonical SMILES: OC(=O)c1c2ccccc2nc2c1cccc2
• InChI: InChI=1S/C14H9NO2/c16-14(17)13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H,(H,16,17)
• InChIKey: IYRYQBAAHMBIFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: acridine-9-carboxylic acid
• IUPAC Traditional name: acridine-9-carboxylic acid
• Synonyms: 9-acridinecarboxylic acid hydrate; Acridine-9-carboxylic acid hydrate; NSC 386 Hydrate; Acridine-9-carboxylic acid; 9-吖啶甲酸

Database IDs

• CAS Number: 5336-90-3; 332927-03-4
• MDL Number: MFCD00149578; MFCD00009734
• Beilstein Number: 171327
• PubChem SID: 162079573
• PubChem CID: 94721

CALCULATED PROPERTIES

• Acid pKa: 0.7545242
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.2348877
• LogD (pH = 7.4): 0.60578924
• Log P: 1.2545514
• Molar Refractivity: 63.3137 cm^3
• Polarizability: 26.864584 Å^3
• Polar Surface Area: 50.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol (Sparingly)
• Apperance: Yellow Solid
• Melting Point: >230°C (dec.); ca 290°C dec.
• Partition Coefficient: 3.215

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95+%; 97%

DETAILS

Toronto Research Chemicals - A190910

An Acridine (A190900) derivative used in the synthesis of short DNA-binding peptides.

REFERENCES

• Borgions, F. et al.: Helv. Chim. Acta, 89, 1194 (2006)
• Pathak, D. et al.: Pharma Chemica, 3, 239 (2006)