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128775

Sigma-Aldrich

4-Hydroxypiperidine

98%

Synonym(s):

4-Piperidinol

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About This Item

Empirical Formula (Hill Notation):
C5H11NO
CAS Number:
5382-16-1
Molecular Weight:
101.15
Beilstein/REAXYS Number:
102738
EC Number:
226-373-1
MDL number:
MFCD00005999
UNSPSC Code:
12352100
PubChem Substance ID:
24847875
NACRES:
NA.22

Quality Level

200

assay

98%

bp

108-114 °C/10 mmHg (lit.)

SMILES string

OC1CCNCC1

InChI

1S/C5H11NO/c7-5-1-3-6-4-2-5/h5-7H,1-4H2

InChI key

HDOWRFHMPULYOA-UHFFFAOYSA-N

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General description

The molecular structure, vibrational spectra, NBO and UV-spectral analysis of 4-Hydroxypiperidine have been studied. The compounds with a substituted 4-piperidinol core have been found to be potent antagonists of the human H(3) receptor.

Application

4-Hydroxypiperidine (4-Piperidinol) can be used in the synthesis of a highly potent and selective IP (PGI(2) receptor) agonist. It can also be used in the study of copper-catalyzed N- versus O-arylation.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S Sebastian et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 75(3), 941-952 (2010-01-09)
In this work, we report a combined experimental and theoretical study on molecular structure, vibrational spectra, NBO and UV-spectral analysis of 4-Hydroxypiperidine (4-HP). The FT-IR solid phase (4000-400 cm(-1)), FT-IR gas phase (5000-400 cm(-1)) and FT-Raman spectra (3500-50 cm(-1)) of
N- versus O-arylation of aminoalcohols: orthogonal selectivity in copper-based catalysts.
Alexandr Shafir et al.
Journal of the American Chemical Society, 129(12), 3490-3491 (2007-03-08)
James T Anderson et al.
Bioorganic & medicinal chemistry letters, 20(21), 6246-6249 (2010-09-14)
Compounds containing a substituted 4-piperidinol core have been found to be potent antagonists of the human H(3) receptor. The compounds exhibited up to a 60-fold preference for inhibiting the human H(3) receptor over the mouse and showed a low binding
Yasuhiro Morita et al.
Molecules (Basel, Switzerland), 17(2), 1233-1246 (2012-02-02)
An efficient synthesis of a highly potent and selective IP (PGI(2) receptor) agonist that is not structurally analogous to PGI(2) is described. This synthesis is accomplished through the following key steps: Nucleophilic ring-opening of 3-(4-chlorophenyl)-oxazolidin-2-one prepared by a one-pot procedure

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