pyrrolidin-2-ylmethanol

• ChemBase ID: 69311
• Molecular Formular: C5H11NO
• Molecular Mass: 101.14694
• Monoisotopic Mass: 101.08406398
• SMILES: C(O)C1NCCC1
• Canonical SMILES: OCC1CCCN1
• InChI: InChI=1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2
• InChIKey: HVVNJUAVDAZWCB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyrrolidin-2-ylmethanol
• IUPAC Traditional name: prolinol
• Synonyms: L-(+)-Prolinol; pyrrolidin-2-ylmethanol; Pyrrolidin-2-yl-methanol; Pyrrolidin-2-ylmethanol; 2-(Hydroxymethyl)pyrrolidine; 2-Pyrrolidinemethanol; 2-Hydroxymethylpyrrolidine; DL-Prolinol; NSC 367102; Prolinol; rac-Prolinol

Database IDs

• CAS Number: 498-63-5; 23356-96-9
• MDL Number: MFCD00005255; MFCD00601073
• PubChem SID: 162035038
• PubChem CID: 90908

CALCULATED PROPERTIES

• Acid pKa: 15.121073
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.6555982
• LogD (pH = 7.4): -3.4277017
• Log P: -0.41741595
• Molar Refractivity: 28.1969 cm^3
• Polarizability: 11.356206 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): -0.308

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%; 98%

DETAILS

Toronto Research Chemicals - P756010

rac-Prolinol is an intermediate in the synthesis of Physostigmine and Physostigmine derivative used for treatment of Alzheimer's disease.

REFERENCES

• Pei-Pei, K., et al.: J. Med. Chem., 42, 4705 (1999)
• Siucak, J., et al.: Neuropharmacol., 51, 386 (1999)