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TCI

CAS 607-32-9

5-Nitroisoquinoline TCI N0640

5-Nitroisoquinoline TCI N0640

Chemical Identity

CAS No.
607-32-9
PubChem
CID 69085·SID 87573953
Formula
C9H6N2O2
Molecular weight
174.16 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
5-nitroisoquinoline
SMILES
C1=CC2=C(C=CN=C2)C(=C1)[N+](=O)[O-]
InChIKey
PYGMPFQCCWBTJQ-UHFFFAOYSA-N
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5-Nitroisoquinoline from TCI is an isoquinoline derivative with a nitro group at the 5-position of the benzene ring. Isoquinoline is a nitrogen-containing aromatic heterocycle that forms the core of many natural alkaloids, such as papaverine and the benzylisoquinoline family. The same framework appears in many modern pharmaceutical molecules. As a heterocyclic building block, 5-Nitroisoquinoline gives researchers an isoquinoline scaffold that already carries a functional group at the 5-position. That group can be converted directly into an amine, a halide, or another substituent on the way to more complex synthetic targets.

Researchers choose this material mainly as a precursor to 5-aminoisoquinoline. The literature on biochemistry often cites that amine as a scaffold for enzyme inhibitor research, including studies on poly(ADP-ribose) polymerase. The nitro group can be reduced by catalytic hydrogenation or with metal reducing agents. The resulting amine can then be turned into amides, sulfonamides, or diazonium salts for Sandmeyer reactions. The pyridine nitrogen in the isoquinoline ring stays basic, so it can form salts, N-oxides, or metal complexes. This adds to the compound's value in coordination chemistry, and all of these features together make it a versatile, well-positioned intermediate.

In Indonesia, 5-Nitroisoquinoline is typically used in university organic chemistry laboratories, pharmaceutical research and development units, and research institutes that work on heterocyclic synthesis and medicinal chemistry. Graduate students and researchers use it to prepare substituted isoquinolines, to explore reduction and diazotization methods, and to build compound libraries for biological screening. Because the brand is TCI, laboratories can buy it from a recognized source when they need consistent starting material for repeated experiments and scale-up work.

  • Synthesis of 5-aminoisoquinoline: the nitro group at the 5-position can be reduced by catalytic hydrogenation or with metal reducing agents, giving a direct route to this widely cited amine.
  • Enzyme inhibitor research: the amine made from this compound is often cited as a scaffold in inhibitor studies, including work on poly(ADP-ribose) polymerase, which makes it a useful starting point for medicinal chemistry.
  • Sandmeyer and diazonium chemistry: after reduction, the amine can be converted into a diazonium salt and then replaced with halides or other groups, opening access to many 5-substituted isoquinolines.
  • Amide and sulfonamide library preparation: the amine obtained from reduction can easily be acylated or sulfonylated, so researchers can build compound series around the isoquinoline core for structure-activity studies.
  • Coordination chemistry and salt formation: the basic pyridine nitrogen in the isoquinoline ring can form salts, N-oxides, or metal complexes, which extends the compound's use to ligand design and coordination studies.

Brand TCI (product code N0640)
CAS number 607-32-9
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes available in the manufacturer's standard pack sizes; please confirm the options with AMI Scientific when ordering
Physical form see the manufacturer's certificate of analysis and product label
Storage keep tightly closed in a cool, dry place, following the TCI safety data sheet

Store 5-Nitroisoquinoline in its original, tightly sealed container in a cool, dry, well-ventilated area, away from heat, direct sunlight, and ignition sources. Keep it separate from strong oxidizing agents, strong reducing agents, and strong acids. Because it is an aromatic nitro compound, handle it with appropriate personal protective equipment, including gloves, safety glasses, and a lab coat, and work in a fume hood to avoid breathing in dust or vapors. Avoid contact with skin and eyes, and wash your hands thoroughly after handling. Label all containers clearly and check the TCI safety data sheet for specific hazard, first-aid, and disposal information before use. Dispose of waste according to local regulations for chemical waste.

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