(3R)-1-benzylpiperidin-3-ol

• ChemBase ID: 89087
• Molecular Formular: C12H17NO
• Molecular Mass: 191.26948
• Monoisotopic Mass: 191.13101417
• SMILES: N1(Cc2ccccc2)CCC[C@H](C1)O
• Canonical SMILES: O[C@@H]1CCCN(C1)Cc1ccccc1
• InChI: InChI=1S/C12H17NO/c14-12-7-4-8-13(10-12)9-11-5-2-1-3-6-11/h1-3,5-6,12,14H,4,7-10H2/t12-/m1/s1
• InChIKey: UTTCOAGPVHRUFO-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-1-benzylpiperidin-3-ol
• IUPAC Traditional name: (3R)-1-benzylpiperidin-3-ol
• Synonyms: (R)-1-Benzyl-3-piperidinol; (R)-1-Benzyl-3-piperidinol; (R)-(-)-1-Benzyl-3-hydroxypiperidine; (R)-1-Benzylpiperidin-3-ol; (R)-(-)-1-Benzyl-3-hydroxypiperidine; (R)-1-(Phenylmethyl)-3-piperidinol; (R)-1-BENZYL-3-HYDROXYPIPERIDINE; (R)-1-苄基-3-哌啶醇; (R)-(-)-1-苄基-3-羟基哌啶

Database IDs

• CAS Number: 91599-81-4
• MDL Number: MFCD00274307
• PubChem SID: 162075973; 24869035
• PubChem CID: 693761

CALCULATED PROPERTIES

• Acid pKa: 14.885864
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.5069664
• LogD (pH = 7.4): 0.08998696
• Log P: 1.6901051
• Molar Refractivity: 58.1042 cm^3
• Polarizability: 22.809 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 275 °C(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 1.07 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.547(lit.)
• Optical Rotation: [α]24/D -12°, c = 1 in methanol

Safety Information

• European Hazard Symbols: Toxic (T); Irritant (Xi)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-36/37/38; 36/37/38
• Safety Statements: 26-37; 26-45
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C12H17NO

DETAILS

Sigma Aldrich - 455172

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - B288655

(R)-1-Benzyl-3-piperidinol is a benzylpiperidine derivative with hypotensive affects. (R)-1-Benzyl-3-piperidinol is used in the preparation of in vivo probes for measuring endogenous acetylcholine levels.

REFERENCES

• Muto, K. et al.: Arzneim.-Forsch., 38, 1662 (1988)
• Skaddan, M.B. et al.: J. Med. Chem., 43, 4552 (1988)