146724-32-5

Basic information

• Product Name: Methyl 1H-pyrrolo[3,2-h]quinoline-2-carboxylate
• Synonyms: Methyl 1H-pyrrolo[3,2-h]quinoline-2-carboxylate;GEODGDMMLTYIFV-UHFFFAOYSA-N
• CAS NO: 146724-32-5
• Molecular Formula: C13H10N2O2
• Molecular Weight: 226.2307
• Mol File: 146724-32-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 449.3°C at 760 mmHg
• Flash Point: 225.5°C
• Appearance: /
• Density: 1.353g/cm³
• Vapor Pressure: 2.89E-08mmHg at 25°C
• Refractive Index: 1.723
• PKA: 12.15±0.40(Predicted)
• CAS DataBase Reference: Methyl 1H-pyrrolo[3,2-h]quinoline-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 1H-pyrrolo[3,2-h]quinoline-2-carboxylate(146724-32-5)
• EPA Substance Registry System: Methyl 1H-pyrrolo[3,2-h]quinoline-2-carboxylate(146724-32-5)

Safety Data

• Hazardous Substances Data: 146724-32-5(Hazardous Substances Data)

Usage

General Description

Methyl 1H-pyrrolo[3,2-h]quinoline-2-carboxylate is a chemical compound with the molecular formula C14H11NO2. It is an ester derivative of 1H-pyrrolo[3,2-h]quinoline-2-carboxylic acid and is commonly used in organic synthesis and pharmaceutical research. Methyl 1H-pyrrolo[3,2-h]quinoline-2-carboxylate has a fused ring structure and is often employed as a building block in the preparation of various biologically active molecules. Its unique chemical properties make it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. Additionally, its structure and reactivity make it a useful tool in the study of organic reactions and the development of new chemical methodologies.

InChI:InChI=1/C13H10N2O2/c1-17-13(16)10-7-9-5-4-8-3-2-6-14-11(8)12(9)15-10/h2-7,15H,1H3

Upstream product

• 67-56-1 methanol 
• 58457-37-7 2-carboxy-1H-pyrrolo<3,2-h>quinoline 

Relevant articles and documents

2-Substituted 1H-pyrrolo [3,2-h] quinoline derivatives: Synthesis and aspects of their biological activity

Certain 2-substituted 1H-pyrrolo [3,2-h] quinolines have been prepared and their biological activity in mammalian cells and in some microrganisms have been studied. These compounds represent a simplified ellipticine heterocyclic moiety: in addition they have a different ring condensation, leading to an angular molecular structure instead of a linear one. In mammalian cells all compounds appeared to be able of inducing an antiproliferative effect and an extensive DNA fragmentation, similarly to ellipticine, even if to a reduced extent. The new derivatives behaved in a comparable way also on some microrganisms, such as T2 bacteriophage (which appears to be less sensitive than mammalian cells) and in mutagenesis tests carried out with E. coli WP2 TM9 and S. typhimurium TA 98, which are reverted by base substitution and frame-shift mutagens, respectively. Similarly to the reference compound, all ellipticine analogues appeared to be no mutagenic. The obtained results suggest that they induce the antiproliferative activity in mammalian cells mainly as topoisomerase inhibitors, similarly to ellipticine itself. Therefore, they represent an interesting model to design new potential anticancer drugs.