233-88-5

Basic information

• Product Name: 1H-PYRROLO[3,2-H]QUINOLINE
• Synonyms: 1H-PYRROLO[3,2-H]QUINOLINE
• CAS NO: 233-88-5
• Molecular Formula: C11H8N2
• Molecular Weight: 168.19
• Mol File: 233-88-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 100 °C
• Boiling Point: 389.3°Cat760mmHg
• Flash Point: 180.9°C
• Appearance: /
• Density: 1.301g/cm³
• Vapor Pressure: 6.45E-06mmHg at 25°C
• Refractive Index: 1.784
• Storage Temp.: 2-8°C
• PKA: 14.18±0.30(Predicted)
• CAS DataBase Reference: 1H-PYRROLO[3,2-H]QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PYRROLO[3,2-H]QUINOLINE(233-88-5)
• EPA Substance Registry System: 1H-PYRROLO[3,2-H]QUINOLINE(233-88-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 233-88-5(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[3,2-h]quinoline is a polycyclic aromatic hydrocarbon (PAH), a class of organic compounds consisting of fused aromatic rings. It's composed of quinoline and pyrrole groups. Although detailed information about this specific chemical isn't widely available, in general, PAHs can occur in oil, coal, and tar deposits and are produced as byproducts of fuel burning. They are known to be highly toxic, carcinogenic, and some are probable human carcinogens. They can also bioaccumulate in marine organisms. Interestingly, this chemical is used in the synthesis of alkaloids, largely employed in medicinal chemistry due to their biological activities. Industrial and laboratory settings are usually where this compound is handled and appropriate safety measures are critical.

InChI:InChI=1/C11H8N2/c1-2-8-3-4-9-5-7-13-11(9)10(8)12-6-1/h1-7,13H

Upstream product

• 176853-39-7 7-<β-trans-(N,N-dimethylamino)ethenyl>-8-nitroquinoline 
• 607-35-2 8-nitroquinoline 
• 7471-63-8 8-nitro-7-methylquinoline 
• 105214-06-0 2-(8-nitroquinolin-7-yl)acetonitrile 
• 58457-37-7 2-carboxy-1H-pyrrolo<3,2-h>quinoline 

Related news

Theoretical study on excited-state intermolecular proton transfer reactions of 1H-pyrrolo[3,2-h]quinoline with water and methanol09/30/2019

The dynamics of the ultrafast excited-state multiple intermolecular proton transfer (PT) reactions in gas-phase complexes of 1H-pyrrolo[3,2-h]quinoline with water and methanol (PQ(H2O) n and PQ(MeOH) n , where n = 1, 2) is modeled using quantum-chemical simulations. The minimum energy ground-st...detailed

Photoinduced double proton transfer in water complexes of 1H-pyrrolo[3,2-h]quinoline and dipyrido[2,3-a:3′,2′-i]carbazole09/29/2019

Dual fluorescence is observed in water and water-containing solutions of 1H-pyrrolo[3,2-h]quinoline and dipyrido[2,3-a:3 ′ ,2 ′ -i]carbazole. The low energy band is assigned to a product of excited state double proton transfer reaction, occurring in cyclic 1:1 complexes with wa...detailed

Relevant articles and documents

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Pyrroloquinoline scaffold-based 5-HT6R ligands: Synthesis, quantum chemical and molecular dynamic studies, and influence of nitrogen atom position in the scaffold on affinity

Based on pyrroloquinoline scaffold bearing 5-HT2C agonists, a series of arylsulfonamide derivatives of 1H-pyrrolo[2,3-f]quinoline and 1H-pyrrolo[3,2-h]quinoline, substituted at position 3 with tetrahydropyridine, were synthesized and evaluated in vitro for their affinity for 5-HT6 receptors. A structure–activity relationship study showed that the 1H-pyrrolo[3,2-h]quinoline scaffold was more favorable for 5-HT6R binding than the 1H-pyrrolo[2,3-f]quinoline one, suggesting dependence upon the type of condensation of the pyrrole and quinoline rings. As revealed by quantum-chemical calculations and molecular dynamic studies, position of the quinoline nitrogen atom in the planar pyrroloquinoline skeleton might affect the spatial orientation of the arylsulfonyl fragment, as a result of structure stabilization by internal hydrogen bonds.

Microwave assisted Leimgruber-Batcho reaction for the preparation of indoles, azaindoles and pyrroylquinolines

The development of enhanced conditions for Lewis acid catalysed Leimgruber-Batcho indole synthesis using microwave acceleration is described. This approach has permitted the preparation of a variety of heteroaromatic enamine intermediates in good yield and high purities. Subsequent catalytic hydrogenation reactions, under various conditions including the use of a solid-phase encapsulated catalyst, furnish the corresponding indole derivatives in good yields.