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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:
Molecular Weight:
101.15
Beilstein:
102738
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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
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
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)
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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