57477-12-0

Basic information

• Product Name: diethyl (3-pyridylmethyl)malonate
• Synonyms: diethyl (3-pyridylmethyl)malonate;2-(3-Pyridinylmethyl)propanedioic acid diethyl ester;GBCNXGKAGMMHMV-UHFFFAOYSA-N
• CAS NO: 57477-12-0
• Molecular Formula: C₁₃H₁₇NO₄
• Molecular Weight: 251.27838
• EINECS: 260-758-5
• Mol File: 57477-12-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 346.8°Cat760mmHg
• Flash Point: 163.5°C
• Appearance: /
• Density: 1.132g/cm³
• Vapor Pressure: 5.62E-05mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: diethyl (3-pyridylmethyl)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (3-pyridylmethyl)malonate(57477-12-0)
• EPA Substance Registry System: diethyl (3-pyridylmethyl)malonate(57477-12-0)

Safety Data

• Hazardous Substances Data: 57477-12-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H17NO4/c1-3-17-12(15)11(13(16)18-4-2)8-10-6-5-7-14-9-10/h5-7,9,11H,3-4,8H2,1-2H3

Upstream product

• 53361-09-4 diethyl 2-((pyridin-3-yl)methylene)malonate 
• 105-53-3 diethyl malonate 
• 3099-31-8 nicotinyl chloride 
• 500-22-1 3-pyridinecarboxaldehyde 
• 996-82-7 sodium diethylmalonate 
• 6959-48-4 3-chloromethylpyridinium chloride 

Downstream Products

• 134208-93-8 6,6-bis(ethoxycarbonyl)-8-phenyl-5,6-dihydroquinoline 
• 134208-82-5 6,6-bis(ethoxycarbonyl)-8-phenyl-5,6,7,8-tetrahydroquinoline 
• 134208-83-6 5-phenyl-7,7-bis(ethoxycarbonyl)-5,6,7,8-tetrahydroisoquinoline 
• 134208-94-9 7,7-bis(ethoxycarbonyl)-5-phenyl-7,8-dihydroisoquinoline 
• 1345343-82-9 C₁₉H₂₅N₃O₄ 
• 1345343-98-7 (E)-cyclo[N-cyclohexyloxy-2-[(β-pyridyl)methylene]glycylprolyl] 
• 1345343-72-7 ethyl 2-cyclohexyloxyimine-3-b-pyridylpropionate 

Relevant articles and documents

Synthesis and activity evaluation of the cyclic dipeptides arylidene N-alkoxydiketopiperazines

A series of arylidene N-alkoxydiketopiperazines was designed and stereoselectively synthesized via oxime-ether formation and intramolecular acylation. Possible cyclization and acid-catalyzed rearrangement-fragmentation mechanisms were discussed. The crystal structure of the novel diketopiperazine further confirmed the rearrangement mechanism. Most compounds exhibited antitumor activity. Several compounds were more potent against caspase-3. Specifically, compounds 6e, 6g, and 6f inhibited caspase-3 at IC50values lying within the low micromolar range and demonstrated good selectivity. The binding modes of alkoxydiketopiperazines in the active center of caspase-3 were also discussed based on the molecular docking results.

Beta-mercapto-propanamide derivatives useful in the treatment of cardiovascular diseases

Compounds of formula wherein R, R1, R2, Het and nhave the meanings reported in the description, processes for their preparation and pharmaceutical compositions which contain them as active ingredients are described. The compounds of formula I are useful in the treatment of cardiovascular diseases.

Oxidation of Diethyl (Pyridylmethyl)malonates with Mn(III) Acetate, Ce(IV) Ammonium Nitrate, and Iron(III) Perchlorate in the Presence of Alkenes and Alkynes

The oxidation of substituted diethyl 2-,3-, or 4-picolylmalonates (1a-g) by Mn(III) acetate in acetic acid, Ce(IV) ammonium nitrate in methanol, and Fe(III) perchlorate in acetonitrile in the presence of substituted alkenes (2) and alkynes (3) affords substituted tetra- or dihydroquinolines and/or isoquinolines (4-9) in good to excellent yield.The influence of reaction medium on yield and isomer distribution has been investigated.A mechanism involving oxidative deprotonation of malonic esters by high-valent metal salts to malonyl radicals, their addition to olefins, and intramolecular homolytic substitution to protonated or metal-complexed heteroaromatic bases by the resulting substituted carbon radicals is suggested.