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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

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

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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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
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
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
R Nosal et al.
Bratislavske lekarske listy, 102(10), 447-453 (2002-01-23)
Metabolites of arachidonic acid are important regulatory substances in blood platelets. They participate in platelet adhesion and aggregation, and pharmacological intervention with arachidonate cascade is widely used in therapy of hyperactive platelets and in the prevention of thromboembolic complications. To

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