4-(diethylamino)but-2-yn-1-yl 2-hydroxy-2,2-diphenylacetate

• ChemBase ID: 166155
• Molecular Formular: C22H25NO3
• Molecular Mass: 351.4388
• Monoisotopic Mass: 351.18344367
• SMILES: C(C(=O)OCC#CCN(CC)CC)(c1ccccc1)(c1ccccc1)O
• Canonical SMILES: CCN(CC#CCOC(=O)C(c1ccccc1)(c1ccccc1)O)CC
• InChI: InChI=1S/C22H25NO3/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20/h5-10,13-16,25H,3-4,17-18H2,1-2H3
• InChIKey: YGGLNZUXAWIXQH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(diethylamino)but-2-yn-1-yl 2-hydroxy-2,2-diphenylacetate
• IUPAC Traditional name: 4-(diethylamino)but-2-yn-1-yl 2-hydroxy-2,2-diphenylacetate
• Synonyms: 4-(Diethylamino)-2-butyn-1-ol Benzilate (Ester); Benzilic Acid 4-(Diethylamino)-2-butynyl Ester; α-Descyclohexyl-α-phenyl Oxybutynin

Database IDs

• CAS Number: 14943-53-4
• PubChem SID: 162260288
• PubChem CID: 4918064

CALCULATED PROPERTIES

• Acid pKa: 11.048488
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.8413489
• LogD (pH = 7.4): 2.5267272
• Log P: 3.9095457
• Molar Refractivity: 104.3309 cm^3
• Polarizability: 40.146446 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 78-79°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D288840

Oxybutynin impurity; 4-(dialkylamino)-2-butynyl benzilates as parasympatholytic substances.

REFERENCES

• Dahlbom, R., et al.: Acta Chem. Scand., 17, 2354 (1963)