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391468

Sigma-Aldrich

4-Hydroxypiperidine hydrochloride

98%

Synonym(s):

4-Piperidinol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C5H11NO · HCl
CAS Number:
5382-17-2
Molecular Weight:
137.61
Beilstein:
3908995
EC Number:
226-374-7
MDL number:
MFCD00035298
UNSPSC Code:
12352100
PubChem Substance ID:
24864381
NACRES:
NA.22

Assay

98%

mp

155-157 °C (lit.)

solubility

methanol: soluble 25 mg/mL, clear, colorless

functional group

hydroxyl

SMILES string

Cl[H].OC1CCNCC1

InChI

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

InChI key

VKCORPXOKYDINR-UHFFFAOYSA-N

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General description

4-Hydroxypiperidine hydrochloride is a piperidine derivative. The synthesis of 4-hydroxypiperidine has been reported. 4-Hydroxypiperidine participates in the synthesis of 4-(4′-hydroxypiperidino)-4-phenylcyclohexanol and 1-(4-hydroxypiperidino)cyclohexanecarbonitrile. 4-Hydroxypiperidine is the starting material for the synthesis of Sibrafiban and Lamifiban, two non-peptidefibrinogen receptor.

Application

4-Hydroxypiperidine hydrochloride is suitable for use in the Ugi-multi component reaction (MCR) to study the use of miniaturised-synthesis and Total Analysis System (mSYNTAS) in solution phase synthesis and on-line analysis of Ugi-MCRs. It may be used in the synthesis of acetic acid-piperidine-4-yl ester.
Reactant for synthesis of:
14C-labeled E4010
PET tracer for imaging brain acetylcholinesterase

Reactant for allosteric modulators of metabotropic glutamate receptor subtype 5

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

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Certificates of Analysis (COA)

Lot/Batch Number
10914EF
10910BZ
06213KF

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The Synthesis of Δ3-Tetrahydropyridine.
Renshaw RR and Conn RC.
Journal of the American Chemical Society, 60(4), 745-747 (1938)
Synthesis of 4-(4'-hydroxypiperidino)-4-phenylcyclohexanol, a dihydroxy phencyclidine metabolite.
Brine GA, et al.
Organic preparations and procedures international, 15(6), 371-377 (1983)
Concise Synthesis of Sibrafiban and Lamifiban, Two Non-Peptide Fibrinogen Receptor (GPIIb/IIIa) Antagonists.
Chang MY and Chen ST.
J. Chin. Chem. Soc., 48(2), 133-135 (2001)
M C Mitchell et al.
The Analyst, 126(1), 24-27 (2001-02-24)
A miniaturised-SYNthesis and Total Analysis System (mu SYNTAS) was used for the solution-phase synthesis and on-line analysis (TOF-MS) of Ugi multicomponent reaction (MCR) products. This approach provides an unusually high degree of control of the MCR and delivers detailed, novel
C Deleuze-Masquefa et al.
Journal of medicinal chemistry, 40(25), 4019-4025 (1997-12-24)
1-[1-(2-Benzo[b]thiopheneyl)cyclohexyl]piperidine hydrochloride (BTCP, 1) and cocaine bind to the neuronal dopamine transporter to inhibit dopamine (DA) reuptake. However, on chronic administration, cocaine produces sensitization, but 1 produces tolerance. Because metabolites of 1 might be responsible for some of its pharmacological

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