3-(10H-phenothiazin-10-yl)propanoic acid

• ChemBase ID: 35116
• Molecular Formular: C15H13NO2S
• Molecular Mass: 271.33422
• Monoisotopic Mass: 271.06669966
• SMILES: N1(c2c(Sc3c1cccc3)cccc2)CCC(=O)O
• Canonical SMILES: OC(=O)CCN1c2ccccc2Sc2c1cccc2
• InChI: InChI=1S/C15H13NO2S/c17-15(18)9-10-16-11-5-1-3-7-13(11)19-14-8-4-2-6-12(14)16/h1-8H,9-10H2,(H,17,18)
• InChIKey: VNTAONUWHQBAMC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(10H-phenothiazin-10-yl)propanoic acid
• IUPAC Traditional name: 3-(phenothiazin-10-yl)propanoic acid
• Synonyms: 3-(10H-Phenothiazin-10-yl)propanoic acid; 3-(10-Phenothiazin-10-yl)propionic Acid; 3-(Phenothiazin-10-yl)propanoic Acid; NSC 525721; NSC 638691; Phenothiazine-10-propionic Acid

Database IDs

• CAS Number: 362-03-8
• MDL Number: MFCD00156933
• PubChem SID: 160998423
• PubChem CID: 352307

CALCULATED PROPERTIES

• Acid pKa: 4.195027
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.2439537
• LogD (pH = 7.4): 0.5305129
• Log P: 3.5673473
• Molar Refractivity: 76.851 cm^3
• Polarizability: 29.397472 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol; Water
• Apperance: Red Solid

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - P318050

Reagent used in the addition of Phenothiazine (P318040).

REFERENCES

• Zhang, Y., et al.: Bioorg. Med. Chem. Lett., 17, 707 (2007)
• Bansode, T., et al.: Pharm. Chem. J., 43, 311 (2007)
• Chelikani, R., et al.: App. Biochem. Biotechnol., 157, 263 (2007)