22177-46-4

Basic information

• Product Name: 2-amino-1,2,3,4-tetrahydroisoquinoline-1,3-dione
• Synonyms: 2-amino-1,2,3,4-tetrahydroisoquinoline-1,3-dione
• CAS NO: 22177-46-4
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.17
• Mol File: 22177-46-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 364.1 °C at 760 mmHg
• Flash Point: 174 °C
• Appearance: /
• Density: 1.377 g/cm³
• Vapor Pressure: 1.72E-05mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 2-amino-1,2,3,4-tetrahydroisoquinoline-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-1,2,3,4-tetrahydroisoquinoline-1,3-dione(22177-46-4)
• EPA Substance Registry System: 2-amino-1,2,3,4-tetrahydroisoquinoline-1,3-dione(22177-46-4)

Safety Data

• Hazardous Substances Data: 22177-46-4(Hazardous Substances Data)

Usage

General Description

2-amino-1,2,3,4-tetrahydroisoquinoline-1,3-dione is a chemical compound that belongs to the tetrahydroisoquinoline family. It is a yellow to brown powder with a molecular formula of C9H9NO2. 2-amino-1,2,3,4-tetrahydroisoquinoline-1,3-dione has potential applications in the field of medicinal chemistry, particularly in the development of pharmaceuticals for the treatment of various diseases. It is also used as a building block in organic synthesis for the creation of more complex compounds. Additionally, 2-amino-1,2,3,4-tetrahydroisoquinoline-1,3-dione has been studied for its biological activities and potential therapeutic properties, making it a subject of interest in the scientific community.

InChI:InChI=1/C9H8N2O2/c10-11-8(12)5-6-3-1-2-4-7(6)9(11)13/h1-4H,5,10H2

Upstream product

• 89-51-0 Homophthalic acid 
• 703-59-3 homophthalic anhydride 
• 7803-57-8 hydrazine hydrate 
• 64-19-7 acetic acid 
• 1009081-57-5 2,3-dihydro-5H-2,3-benzodiazepine-1,4-dione 

Relevant articles and documents

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Isoquinolinedione-urea hybrids: Synthesis, antibacterial evaluation, drug-likeness, molecular docking and DFT studies

In the present study, we applied the molecular hybridization approach to combine isoquinolinedione and urea pharmacophores in the same molecules. The hybrid compounds (IU1-IU14) were obtained by the reaction of 2-aminohomophthalimide and an equivalent amount of various isocyanate derivatives. After confirming the chemical structures and evaluating drug-likeness properties, the synthesized compounds were examined for their antibacterial activities against a wide range of bacteria. The compounds possessing lipophilic halogen substituents showed better activities against Gram-positive bacteria, particularly on Staphylococcus aureus strains. This activity trend was further supported by molecular docking studies in the ATP pocket of S. aureus DNA gyrase. Several important parameters such as, ionization potential (IP), electron affinity (EA), global chemical hardness (η), global softness (σ), and electronegativity (χ) were carried out to gain insights into the structural properties and stabilities of selected active compounds by means of density functional theory (DFT) at the B3LYP functional using basis set B3LYP/6–311G(d,p). Electrostatic potential maps (ESPs) and frontier orbital visualizations were further used to comment on molecular polarity and stability.

Synthesis and reactivity of 2,3-dihydro-1H-2,3-benzodiazepine-1,4(5H)-dione

Based on an orthogonal protective group strategy dealing with N-protected hydrazine, we established for the first time a highly efficient synthetic pathway leading to 2,3-benzodiazepine-1,4-dione. Moreover, the versatile reactivities exhibited by this 2,3