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120227

Sigma-Aldrich

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate

95%

Synonym(s):

Hantzsch ester

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About This Item

Empirical Formula (Hill Notation):
C13H19NO4
CAS Number:
Molecular Weight:
253.29
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

mp

178-183 °C (lit.)

solubility

organic solvents: soluble

functional group

ester

SMILES string

CCOC(=O)C1=C(C)NC(C)=C(C1)C(=O)OCC

InChI

1S/C13H19NO4/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3/h14H,5-7H2,1-4H3

InChI key

LJXTYJXBORAIHX-UHFFFAOYSA-N

General description

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate is often used as a building block in organic synthesis for the preparation of various biologically active compounds.

Application

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (DTP) was used to study the mechanism of electrochemical oxidation of DTP in ethanol/water solutions on a glassy carbon electrode.
Used as a hydrogen source in organocatalytic reductive amination and conjugate reduction.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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[Geroprotective activity of 2,6-dimethyl-3,5-diethoxycarbonyl-l,4-dihydropyridine].
N M Emanuél' et al.
Doklady Akademii nauk SSSR, 284(5), 1271-1274 (1985-01-01)
M V Bilenko et al.
Biulleten' eksperimental'noi biologii i meditsiny, 96(9), 8-11 (1983-09-01)
Prophylactic injection of the natural antioxidant alpha-tocopherol and synthetic antioxidants ionol, diludin and 6-mercurascan prevented the development of lesions during acute renal ischemia and subsequent reperfusion. Ionol proved more effective on intraperitoneal injection than on intragastric route of administration. It
M Mamadiev et al.
Voprosy meditsinskoi khimii, 29(2), 83-89 (1983-03-01)
Appearance of cadaverine deaminating activity in mitochondrial fractions of liver and kidney of rabbits with experimental alimentary hypercholesterolaemia was prevented by an antioxant diludin (2,6-dimethyl-3,5-diethoxycarbonyl-1,4-dihydropyridine) which also decreased the abnormally elevated AMP-deaminating activity and elevated the decreased monoamine oxidase activity
V Z Gorkin et al.
Vestnik Rossiiskoi akademii meditsinskikh nauk, (2)(2), 12-17 (1995-01-01)
The art-of-the-state and possible perspectives for studies of the properties of amine oxidases which are medically significant are briefly outlined. Due to the studies conducted at the Research Institute of Biomedical Chemistry of the Russian Academy of Medical Sciences, the
V F Dubrovskaja et al.
Radiobiologia, radiotherapia, 31(1), 79-84 (1990-01-01)
Female mice (CBA X C57 Bl) F1 were exposed a single total-body gamma-irradiation with a dose efficiency of 6.5 Gy/min with doses of 2.5-7.5 Gy in air or inhaling a gas mixture of 6-6.5% oxygen and 94-93% nitrogen. All naturally

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