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Merck
CN

134759

1,2,3,6-Tetrahydropyridine

97%

Synonym(s):

Δ3-Piperidine, 1,2,5,6-Tetrahydropyridine, 3,6-Dihydro-2H-pyridine

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About This Item

Empirical Formula (Hill Notation):
C5H9N
CAS Number:
694-05-3
Molecular Weight:
83.13
NACRES:
NA.22
PubChem Substance ID:
24848181
UNSPSC Code:
12352100
EC Number:
211-766-2
MDL number:
MFCD00005949
Assay:
97%
Form:
liquid

Key Documents

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InChI key

FTAHXMZRJCZXDL-UHFFFAOYSA-N

InChI

1S/C5H9N/c1-2-4-6-5-3-1/h1-2,6H,3-5H2

SMILES string

C1CC=CCN1

assay

97%

form

liquid

refractive index

n20/D 1.48 (lit.)

bp

108 °C (lit.)

mp

−48 °C (lit.)

density

0.911 g/mL at 25 °C (lit.)

Quality Level

200

Related Categories

Application

Used to form ene-endo-spirocyclic ammonium ylids for [2,3]-sigmatropic rearrangement to pyrroloazepinones and oxazepinones.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

60.8 °F - closed cup

flash_point_c

16 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCBM3140V
1381809V
1381809
1183483
14724KH

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Santhosh Sethuramanujam et al.
Journal of neurophysiology, 112(1), 193-203 (2014-04-11)
Glutamate release at bipolar to ganglion cell synapses activates NMDA and AMPA/kainic acid (KA) ionotropic glutamate receptors. Their relative strength determines the output signals of the retina. We found that this balance is tightly regulated by presynaptic inhibition that preferentially
Edward Roberts et al.
Organic letters, 7(10), 2075-2078 (2005-05-07)
The first examples of sigmatropic rearrangements of ene-endo-spirocyclic, tetrahydropyridine-derived ammonium ylids are reported. Thus, spiro[6.7]-ylids rearrange primarily by a [2,3]-pathway, whereas the analogous [6.6]-ylids rearrange by [1,2]- and [2,3]-mechanisms in roughly equal proportions. This method serves as a rapid entry
Cyril G Eleftheriou et al.
Molecular vision, 23, 334-345 (2017-07-01)
Retinal dystrophy through outer photoreceptor cell death affects 1 in 2,500 people worldwide with severe impairment of vision in advanced stages of the disease. Optogenetic strategies to restore visual function to animal models of retinal degeneration by introducing photopigments to
Zhili Ren et al.
Neuropharmacology, 93, 209-218 (2015-02-15)
Parkinson's disease (PD) is a neurological disorder characterized by degeneration of nigrostriatal dopaminergic (DAergic) system. Present treatment targeting to DAergic system solely ameliorated the symptoms but failed to retard the DAergic neuron degeneration, therefore new therapeutic methods aiming at preventing
Philippe Huot et al.
Neuropharmacology, 97, 306-311 (2015-06-15)
L-3,4-dihydroxyphenylalanine (L-DOPA) is the most effective anti-parkinsonian agent available, but upon chronic administration, patients with Parkinson's disease (PD) experience abnormal involuntary movements, dyskinesia. Modulation of serotonin 1A (5-HT1A) receptors is regarded as an effective way to alleviate dyskinesia, yet this

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