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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:
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

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM2363
MKCG9624
MKBZ9906V
MKBW1988V
MKBS5567V

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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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