3-(1H-1,3-benzodiazol-2-yl)propanoic acid

• ChemBase ID: 25143
• Molecular Formular: C10H10N2O2
• Molecular Mass: 190.1986
• Monoisotopic Mass: 190.07422757
• SMILES: n1c([nH]c2c1cccc2)CCC(=O)O
• Canonical SMILES: OC(=O)CCc1nc2c([nH]1)cccc2
• InChI: InChI=1S/C10H10N2O2/c13-10(14)6-5-9-11-7-3-1-2-4-8(7)12-9/h1-4H,5-6H2,(H,11,12)(H,13,14)
• InChIKey: XYWJNTOURDMTPI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1H-1,3-benzodiazol-2-yl)propanoic acid
• IUPAC Traditional name: 3-(1H-1,3-benzodiazol-2-yl)propanoic acid
• Synonyms: 2-Benzimidazolepropionic acid; 3-(1H-Benzimidazol-2-yl)propanoic acid; 3-(1H-Benzoimidazol-2-yl)-propionic acid; 3-(1H-benzo[d]imidazol-2-yl)propanoic acid; procodazole; Propazole; Estimulocel-Amp; Procodazole; 2-苯并咪唑丙酸

Database IDs

• CAS Number: 23249-97-0
• MDL Number: MFCD00041215
• PubChem SID: 160988450; 24862281
• PubChem CID: 65708

CALCULATED PROPERTIES

• Acid pKa: 4.3576436
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.06699708
• LogD (pH = 7.4): -1.6040988
• Log P: 0.097018
• Molar Refractivity: 50.3025 cm^3
• Polarizability: 20.673836 Å^3
• Polar Surface Area: 65.98 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 229 - 231°C; 229-231 °C (dec.)(lit.)
• Partition Coefficient: 1.175
• Hydrophobicity(logP): 1.096

Safety Information

• Storage Warning: IRRITANT
• RTECS: UE7480000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others

Product Information

• Purity: 95%; 95+%; 97%
• Salt Data: Free Base
• Application(s): Immunostimulant
• Empirical Formula (Hill Notation): C10H10N2O2

DETAILS

Sigma Aldrich - 361933

Packaging
1, 5 g in glass bottle

REFERENCES

• Aubagnac, J.L. et al., Bull. Soc. Chim. Fr., 1972, 7, 2868, (synth)
• Spanish Pat., 1975, Farm Quim Lafarquim, 407 882; CA, 85, 5639e, (synth, pharmacol)
• Fernandez, C. et al., Rev. Clin. Esp., 1976, 141, 51, (pharmacol)
• Spanish Pat., 1976, Lab Lafarquim, 412 685; CA, 86, 189936z, (synth, deriv)
• Rodriguez Perez, A. et al., Cienc. Ind. Farm., 1977, 9, 118; CA, 87, 145512z, (pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1406