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632139

Sigma-Aldrich

2-Methoxy-3-pyridinecarboxaldehyde

96%

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About This Item

Empirical Formula (Hill Notation):
C7H7NO2
CAS Number:
71255-09-9
Molecular Weight:
137.14
MDL number:
MFCD04115112
UNSPSC Code:
12352100
PubChem Substance ID:
24882481
NACRES:
NA.22

assay

96%

refractive index

n20/D 1.5500 (lit.)

bp

200-201 °C (lit.)

density

1.161 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1cccnc1OC

InChI

1S/C7H7NO2/c1-10-7-6(5-9)3-2-4-8-7/h2-5H,1H3

InChI key

PIFFMIDNNWOQLK-UHFFFAOYSA-N

Application

2-Methoxy-3-pyridinecarboxaldehyde may be used to synthesize the following:
  • ethyl 5-amino-4-(2-methoxy-3-pyridyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrano[2,3-b]quinoline-3-carboxylate, a potent AChE inhibitor[1]
  • N-hydroxy-2-pyridinone-based arylsulfone containing a Zn-binding group (ZBG) as MMP-2/-9 inhibitor[2]

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H317,H318

Hazard Classifications

Eye Dam. 1 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBL4057V
MKBJ5027V
MKBC5431V
MKBC5431
MKBB8002

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"Synthesis and biological evaluation of new 4H-pyrano [2, 3-b] quinoline derivatives that block acetylcholinesterase and cell calcium signals, and cause neuroprotection against calcium overload and free radicals"
Contelles-Marco J, et al.
European Journal of Organic Chemistry, 41(12), 1464-1469 (2006)
"Syntheses and in vitro evaluation of arylsulfone-based MMP inhibitors with heterocycle-derived zinc-binding groups (ZBGs)"
Zhang M-Y, et al.
Bioorganic & Medicinal Chemistry, 18(01), 405-408 (2008)
Cheuk-Fai Chow et al.
Chemistry, an Asian journal, 3(8-9), 1324-1335 (2008-07-30)
Nine neutral dynamic metallosupramolecular polymers (metallodynamers) based on acyl hydrazone derived metal coordination centers (Co(2+), Ni(2+), Zn(2+), and Cd(2+)) were generated through self-assembly polymerization. These are linear coordination polymers with specific optical and mechanical properties. Monomer selection was found to

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