160657-08-9

Basic information

• Product Name: 6-Chloro-3-methoxypyrrolo[1,2-a]quinoxaline
• Synonyms: 6-Chloro-3-methoxypyrrolo[1,2-a]quinoxaline
• CAS NO: 160657-08-9
• Molecular Formula: C₁₂H₉ClN₂O
• Molecular Weight: 233
• Mol File: 160657-08-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 346.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.36±0.1 g/cm3(Predicted)
• PKA: -1.44±0.30(Predicted)
• CAS DataBase Reference: 6-Chloro-3-methoxypyrrolo[1,2-a]quinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-3-methoxypyrrolo[1,2-a]quinoxaline(160657-08-9)
• EPA Substance Registry System: 6-Chloro-3-methoxypyrrolo[1,2-a]quinoxaline(160657-08-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 160657-08-9(Hazardous Substances Data)

Usage

General Description

6-Chloro-3-methoxypyrrolo[1,2-a]quinoxaline is a chemical compound with a molecular formula C10H7ClN2O. It is a pyrroloquinoxaline derivative, which has gained attention for its potential pharmaceutical applications. 6-Chloro-3-methoxypyrrolo[1,2-a]quinoxaline has been identified as a potential anticancer agent due to its ability to inhibit the growth of cancer cells. Additionally, it has shown potential as a photosensitizer in photodynamic therapy, a treatment that uses light to activate a drug to kill cancer cells. Further research into the properties and potential applications of 6-Chloro-3-methoxypyrrolo[1,2-a]quinoxaline is ongoing, and it holds promise for the development of new therapeutic agents for cancer treatment.

Upstream product

• 59194-25-1 1H–1–(4–methoxy–2–nitrophenyl)pyrrole 
• 96-96-8 4-methoxy-2-nitroaniline 
• 59194-26-2 2–(1H–pyrrol–1–yl)–5–methoxyaniline 
• 160657-07-8 7-methoxy-5H-pyrrolo[1,2-a]quinoxalin-4-one 

Downstream Products

• 160656-76-8 4-[4-(4-fluorobenzyl)piperazino]-7-methoxypyrrolo[1,2-a]quinoxaline 

Relevant articles and documents

Design, synthesis and antimalarial activity of novel bis{N-[(pyrrolo[1,2-a]quinoxalin-4-yl)benzyl]-3-aminopropyl}amine derivatives

Novel series of bis- and tris-pyrrolo[1,2-a]quinoxaline derivatives 1 were synthesized and tested for in vitro activity upon the intraerythrocytic stage of W2 and 3D7 Plasmodium falciparum strains. Biological results showed good antimalarial activity with IC50 in the μM range. In attempting to investigate the large broad-spectrum antiprotozoal activities of these new derivatives, their properties toward Leishmania donovani were also investigated and revealed their selective antiplasmodial profile. In parallel, the in vitro cytotoxicity of these molecules was assessed on the human HepG2 cell line. Structure–activity relationships of these new synthetic compounds are discussed here. The bis-pyrrolo[1,2-a]quinoxalines 1n and 1p were identified as the most potent antimalarial candidates with selectivity index (SI) of 40.6 on W2 strain, and 39.25 on 3D7 strain, respectively. As the telomeres of the parasite could constitute an attractive target, we investigated the possibility of targeting Plasmodium telomeres by stabilizing the Plasmodium telomeric G-quadruplexes through a FRET melting assay by our new compounds.

Pyrroloquinoxaline hydrazones as fluorescent probes for amyloid fibrils

Here we describe the identification and preliminary characterization of a new class of pyrrolo(imidazo)quinoxaline hydrazones as flurescent probes for Aβ1-42 fibrils. All the newly developed compounds were able to bind amyloid fibrils formed in

Synthesis, Antimalarial Activity, and Molecular Modeling of New Pyrrolo[1,2-a]quinoxalines, Bispyrrolo[1,2-a]quinoxalines, Bispyrido[3,2-e]pyrrolo[1,2-a]pyrazines, and Bispyrrolo[1,2-a]thieno[3,2-e]pyrazines

Three pyrrolo[1,2-a]quinoxalines, 15 bispyrrolo[1,2-a]quinoxalines, bispyrido[3,2-e]pyrrolo[1,2-a]pyrazines, and bispyrrolo[1,2-a]thieno[3,2-e]pyrazines were synthesized from various substituted nitroanilines or nitropyridines and tested for their in vitro activity upon the erythrocytic development of Plasmodium falciparum strains with different chloroquine-resistance status. Bispyrrolo[1,2-a]quinoxalines showed superior antimalarial activity with respect to monopyrrolo[1,2-a]quinoxalines. The best activity was observed with bispyrrolo[1,2-a]quinoxalines linked by a bis(3-aminopropyl)piperazine. Moreover, it was observed that the presence of a methoxy group on the pyrrolo[1,2-a]quinoxaline nucleus increased the pharmacological activity. Drug effects upon β-hematin formation were assayed and showed similar or higher inhibitory activities than CQ. A possible mechanism of interaction implicating binding of pyrroloquinoxalines to β-hematin was supported by molecular modeling.