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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:
1149-23-1
Molecular Weight:
253.29
EC Number:
214-561-6
MDL number:
MFCD00005951
UNSPSC Code:
12352100
PubChem Substance ID:
24847411
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

mp

178-183 °C (lit.)

solubility

organic solvents: soluble

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

Related Categories

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Jing Zhang et al.
iScience, 23(1), 100755-100755 (2019-12-31)
The alkoxyl radical is an essential reactive intermediate in mechanistic studies and organic synthesis with hydrogen atom transfer (HAT) reactivity. However, compared with intramolecular 1,5-HAT or intermolecular HAT of alkoxyl radicals, the intramolecular 1,2-HAT reactivity has been limited to theoretical
N A Basova et al.
Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova, 88(5), 650-657 (2002-07-26)
The main concern of this work was to examine the relation between altered antioxidant status on the one hand and increase in L-tryptophan absorption in the small intestine in order to bring further information regarding to possible role of vitamin
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