102245
2-(Dimethylamino)pyridine
97%
Synonym(s):
2,6-Dimethyl-3-pyridinylamine
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About This Item
Empirical Formula (Hill Notation):
C7H10N2
CAS Number:
Molecular Weight:
122.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
227-147-5
Beilstein/REAXYS Number:
110353
MDL number:
Assay:
97%
InChI key
PSHKMPUSSFXUIA-UHFFFAOYSA-N
InChI
1S/C7H10N2/c1-9(2)7-5-3-4-6-8-7/h3-6H,1-2H3
SMILES string
CN(C)c1ccccn1
assay
97%
refractive index
n20/D 1.559 (lit.)
bp
191 °C (lit.)
density
0.984 g/mL at 25 °C (lit.)
functional group
amine
Quality Level
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General description
2-(Dimethylamino)pyridine is a clear, colorless to light yellow liquid.
Application
2-(Dimethylamino)pyridine in toluene at room temperature in the presence of 1.1 equivalent of methyl trifluoromethanesulfonate forms (2-pyridyl)-trimethylammonium trifluoromethanesulfonate salt. It is used as a model substrate in the preparation of chelate carbene via cyclometalation, H2 loss and reversible α-elimination.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 2
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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2-, 3-and 4-[18F] Fluoropyridine by no-carrier-added nucleophilic aromatic substitution with K [18F] F-K222-a comparative study.
Karramkam M, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 46(10), 979-992 (2003)
Farideh Mahmoodzadeh et al.
International journal of biological macromolecules, 126, 517-524 (2018-12-30)
Conventional chemotherapy suffers lack of bioavailability, selectivity and multidrug resistance (MDR). Nano-sized drug delivery systems (DDS) is developing aimed to solve several limitations of conventional drug delivery systems. These systems have been offered for targeting tumor tissue due to their
Sagarika Samantray et al.
Nature communications, 11(1), 880-880 (2020-02-16)
A self-assembled coordination cage usually possesses one well-defined three-dimensional (3D) cavity whereas infinite number of 3D-cavities are crafted in a designer metal-organic framework. Construction of a discrete coordination cage possessing multiple number of 3D-cavities is a challenging task. Here we
Eric Clot et al.
Journal of the American Chemical Society, 126(28), 8795-8804 (2004-07-15)
[H2Ir(OCMe2)2L2]BF4 (1) (L = PPh3), a preferred catalyst for tritiation of pharmaceuticals, reacts with model substrate 2-(dimethylamino)pyridine (py-NMe2; py = 2-pyridyl) to give chelate carbene [H2Ir(py-N(Me)CH=)L2]BF4 (2a) via cyclometalation, H2 loss, and reversible alpha-elimination. Agostic intermediate [H2Ir(py-N(Me)CH2-H)L2]BF4) (4a), seen by
Yingqi Xu et al.
International journal of pharmaceutics, 522(1-2), 21-33 (2017-02-22)
Mitochondria are important targets for the intracellular delivery of drugs and DNA. For mitochondria-targeted delivery, a mitochondriotropic molecule, triphenylphosphonium (TPP), was applied to the synthesis of amphiphilic TPP-poly(ethylene glycol)-poly(ε-caprolactone) (TPP-PEG-PCL) polymers. The TPP-PEG-PCL polymer was used to prepare micelles using
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