4491-43-4

Basic information

• Product Name: 1,2,3-Indolizinetricarboxylic acid, trimethyl ester
• CAS NO: 4491-43-4
• Molecular Formula: C14H13NO6
• Molecular Weight: 291.26
• Mol File: 4491-43-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,2,3-Indolizinetricarboxylic acid, trimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-Indolizinetricarboxylic acid, trimethyl ester(4491-43-4)
• EPA Substance Registry System: 1,2,3-Indolizinetricarboxylic acid, trimethyl ester(4491-43-4)

Safety Data

• Hazardous Substances Data: 4491-43-4(Hazardous Substances Data)

Usage

Type of compound

Ester derivative

Parent compound

1,2,3-Indolizinetricarboxylic acid

Structural features

Contains an indole ring and three carboxyl groups

Functional groups

Ester, carboxyl

Common uses

a. Organic synthesis
b. Pharmaceutical research
c. Building block for heterocyclic compounds and drugs

Pharmacological properties

a. Anti-inflammatory effects
b. Antioxidant effects

Potential applications

a. Development of new materials
b. Component in advanced materials and coatings

Fields of application

a. Chemistry
b. Pharmacology
c. Materials science

Upstream product

• 1101-39-9 4H-Chinolizin-1,2,3,4-tetracarbonsaeure-tetramethylester 

Downstream Products

• 13618-93-4 indolizidine 
• 3189-48-8 indolizine-2-carboxylic acid 

Relevant articles and documents

Fragmentative Ring Contractions of the 1 : 2-Adduct of Pyridine and Dimethyl Acetylenedicarboxylate

The structure 1a is secured for the 1 : 2-adduct of pyridine and dimethyl acetylenedicarboxylate.Its UV/VIS and 1H NMR spectra are temperature-dependent.Dichromate oxidation of 1a produces not only the indolizine 3, but also the quinolizinone 4.The indolizines 8, 3, 9, and 10 are formed in the ratio 10 : 5 : 5 : 1 upon thermolysis of 1a at 220 deg C, whereas 4 is stable under these conditions.The complex ring contractions with fragmentations and in part rearrangements are classified and interpreted mechanistically (high energy valence tautomers; cyclpropane-, ylide-, zwitterion/diradical-intermediates).The gaseous and liquid further products of the thermolysis are compatible with the intermediacy of carbene and radical fragments.Analytical and spectroscopic data (UV, fluorescence, IR, 13C NMR, MS) as well as independent syntheses (3, 10) and the synthesis of the reference compound 12 secure the constitutions of the compounds.