8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-(2H5)phenylpropanoate

• ChemBase ID: 160893
• Molecular Formular: C17H23NO3
• Molecular Mass: 289.36942
• Monoisotopic Mass: 289.1677936
• SMILES: C12CCC(N1C)CC(C2)OC(=O)C(c1ccccc1)CO
• Canonical SMILES: OCC(c1ccccc1)C(=O)OC1CC2CCC(C1)N2C
• InChI: InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3
• InChIKey: RKUNBYITZUJHSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-(^2H₅)phenylpropanoate
• IUPAC Traditional name: 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-(^2H₅)phenylpropanoate
• Synonyms: α-(Hydroxymethyl)benzeneacetic Acid-d5 (3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl Ester; Atropisol-d5; Atropt-d5; Atropin-d5; (+/-)-Hyoscyamine-d5; Tropine-d5 (+/-)-Tropate; dl-Hyoscyamine-d5; dl-Tropyl Tropate-d5; Atropine-d5

Database IDs

• PubChem SID: 162255028
• PubChem CID: 71313530

CALCULATED PROPERTIES

• Acid pKa: 15.1457405
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.7801015
• LogD (pH = 7.4): -0.40574417
• Log P: 1.571241
• Molar Refractivity: 80.8164 cm^3
• Polarizability: 32.056984 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 108-110°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A794627

Labelled Atropine. Mydriatic; antispasmodic; used in preanesthetic medication.

REFERENCES

• Brown, R.V., et al.: Br. J. Pharmacol., 15, 170 (1960)
• Shutt, L.E., et al.: Anaesthesia, 34, 476 (1960)
• Hinderling, P.H., et al.: J. Pharm. Sci., 74, 703 (1960)