4-Amino-1(2H)-isoquinolinone

Basic Information

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CAS Number

78886-53-0

Molecular Formula

C9H8N2O

Molecular Weight

160.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

SMILES

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Nc1c[nH]c(=O)c2ccccc12

InChI

InChI=1S/C9H8N2O/c10-8-5-11-9(12)7-4-2-1-3-6(7)8/h1-5H,10H2,(H,11,12)

InChIKey

VMLHPUMZIKVELK-UHFFFAOYSA-N

LogP

1.1103000000000003

Topological Polar Surface Area

58.88 Å²

Hydrogen Bond Donor/Acceptor

3 / 3

Synonyms & References

English

4-Aminoisoquinolin-1(2H)-one
4-amino-1(2H)-Isoquinolinone
4-amino-1,2-dihydroisoquinolin-1-one

MDL Number

MFCD14560529

FAQ

What are the physical and chemical properties of 4-Amino-1(2H)-isoquinolinone (CAS: 78886-53-0)?

4-Amino-1(2H)-isoquinolinone is a white crystalline solid with a molecular weight of approximately 199.18 g/mol. It is slightly soluble in water and ethanol, and more soluble in organic solvents like dimethylformamide. It is chemically stable but can react with bases and oxidizing agents to form products such as quinolines and isoquinolines.

How is 4-Amino-1(2H)-isoquinolinone (CAS: 78886-53-0) typically synthesized?

4-Amino-1(2H)-isoquinolinone is typically synthesized through a condensation reaction of 1-(2-aminoethyl)isoquinoline with hydrochloric acid under reflux conditions. This method yields a high purity product with good selectivity and a yield of around 75-85%. Other routes include the reduction of 1,2-dichloro-isoquinoline with sodium borohydride.

What industries use 4-Amino-1(2H)-isoquinolinone (CAS: 78886-53-0)?

4-Amino-1(2H)-isoquinolinone is used in the pharmaceutical industry for the synthesis of various drug intermediates. It is also employed in the sensor industry for the development of gas sensors and in the semiconductor industry for doping purposes. Additionally, it has potential applications in the polymer industry as a monomer.

What precautions should be taken when handling 4-Amino-1(2H)-isoquinolinone (CAS: 78886-53-0)?

When handling 4-Amino-1(2H)-isoquinolinone, appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. It should be stored in a cool, dry place away from direct sunlight and other oxidizing agents. In case of a spill, it should be cleaned up using appropriate spill control measures and materials. Always refer to the Safety Data Sheet (SDS) for detailed instructions on handling and storage.