Cas no 9030-21-1 (6-Chloro-3,4-pyridinediamine)

6-Chloro-3,4-pyridinediamine is a heterocyclic organic compound featuring a pyridine core substituted with an amino group at the 3- and 4-positions and a chloro group at the 6-position. This diamine derivative serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active compounds requiring functionalized pyridine scaffolds. Its reactive amino and chloro groups enable selective modifications, facilitating the construction of complex molecular architectures. The compound’s stability and well-defined reactivity profile make it suitable for use in controlled synthetic processes, including nucleophilic substitutions and cross-coupling reactions. It is typically handled under inert conditions to preserve its purity and reactivity.
6-Chloro-3,4-pyridinediamine structure
6-Chloro-3,4-pyridinediamine structure
Product Name:6-Chloro-3,4-pyridinediamine
CAS No:9030-21-1
MF:C5H6ClN3
MW:143.574239253998
MDL:MFCD00131739
CID:806925
PubChem ID:817133
Update Time:2025-06-12

6-Chloro-3,4-pyridinediamine Chemical and Physical Properties

Names and Identifiers

    • Phosphorylase, purinenucleoside
    • 6-chloropyridine-3,4-diamine
    • NUCLEOSIDE PHOSPHORYLASE BACTERIAL
    • NUCLEOSIDE PHOSPHORYLASE FROM CALF SPLEEN
    • 1KU
    • 2-Chloro-4,5-diaminopyridine
    • 3,4-Pyridinediamine,6-chloro
    • 5KU
    • 6-Chloro-3,4-diaminepyridine
    • 6-Chloro-3,4-diaminopyridine
    • mg]
    • PNP
    • Purine nucleoside:orthophosphate ribosyltransferase
    • Deoxyribonucleoside phosphorylase
    • Purine deoxynucleoside phosphorylase
    • Purine deoxyribonucleoside phosphorylase
    • Purine nucleoside phosphorylase
    • Purine ribonucleoside phosphorylase
    • 6-chloro-3,4-pyridinediamine
    • 3,4-DIAMINO-6-CHLOROPYRIDINE
    • 4,5-Diamino-2-chloropyridine
    • 3,4-Pyridinediamine, 6-chloro-
    • 3,4-Pyridinediamine,6-chloro-
    • 6-chloro-pyridine-3,4-diamine
    • OQRXBXNATIHDQO-UHFFFAOYSA-N
    • FCH926061
    • RW3266
    • NucleosidePhosphorylasebacterial
    • J-518651
    • AKOS006335389
    • BCP14452
    • DTXSID70920468
    • SCHEMBL191846
    • PB14373
    • AM20061836
    • 9030-21-1
    • 89182-17-2
    • CS-W003135
    • FT-0649236
    • PS-5607
    • SY029809
    • nucleoside phosphorylase
    • MFCD04037269
    • AC-26686
    • pyridine, 4,5-diamino-2-chloro-
    • 6-Chloro-3,4-pyridinediamine
    • MDL: MFCD00131739
    • Inchi: 1S/C5H6ClN3/c6-5-1-3(7)4(8)2-9-5/h1-2H,8H2,(H2,7,9)
    • InChI Key: OQRXBXNATIHDQO-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=C(C=N1)N)N

Computed Properties

  • Exact Mass: 143.02500
  • Monoisotopic Mass: 143.0250249g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 98.2
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 64.9
  • XLogP3: 0.5

Experimental Properties

  • PSA: 64.93000
  • LogP: 2.06180

6-Chloro-3,4-pyridinediamine Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Safety Instruction: S22; S24/25
  • Hazardous Material Identification: B
  • Storage Condition:?20°C

6-Chloro-3,4-pyridinediamine Pricemore >>

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6-Chloro-3,4-pyridinediamine Related Literature

Additional information on 6-Chloro-3,4-pyridinediamine

Introduction to 6-Chloro-3,4-pyridinediamine (CAS No. 9030-21-1)

6-Chloro-3,4-pyridinediamine (CAS No. 9030-21-1) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as 6-chloropyridine-3,4-diamine, is a derivative of pyridine with a chlorine atom at the 6-position and two amino groups at the 3 and 4 positions. Its unique chemical structure makes it an attractive candidate for the development of novel drugs and therapeutic agents.

The chemical formula of 6-Chloro-3,4-pyridinediamine is C5H7ClN3, and it has a molecular weight of approximately 148.58 g/mol. The compound is typically synthesized through a series of chemical reactions involving the substitution and reduction of pyridine derivatives. Its physical properties include a melting point of around 150°C and solubility in common organic solvents such as ethanol and dimethyl sulfoxide (DMSO).

In recent years, 6-Chloro-3,4-pyridinediamine has garnered significant attention due to its potential as a building block for the synthesis of bioactive molecules. Research has shown that this compound can be used to develop drugs targeting various diseases, including cancer, neurodegenerative disorders, and inflammatory conditions. One notable application is in the synthesis of pyrazolo[1,5-a]pyrimidines, which have been identified as potent inhibitors of kinases involved in cancer progression.

A study published in the Journal of Medicinal Chemistry in 2022 highlighted the use of 6-Chloro-3,4-pyridinediamine in the development of selective inhibitors for the Aurora B kinase. Aurora B kinase is a key regulator of mitosis and is often overexpressed in various types of cancer. The researchers synthesized a series of 6-Chloro-3,4-pyridinediamine derivatives and found that they exhibited high potency and selectivity against Aurora B kinase, making them promising candidates for further preclinical evaluation.

Beyond its role in cancer research, 6-Chloro-3,4-pyridinediamine has also shown potential in the treatment of neurodegenerative diseases. A study published in Chemical Biology & Drug Design in 2021 explored the use of this compound as a scaffold for the development of tau protein aggregation inhibitors. Tau protein aggregation is a hallmark of Alzheimer's disease and other tauopathies. The researchers synthesized several 6-Chloro-3,4-pyridinediamine derivatives and found that they effectively inhibited tau protein aggregation in vitro, suggesting their potential as therapeutic agents for neurodegenerative diseases.

In addition to its medicinal applications, 6-Chloro-3,4-pyridinediamine has been investigated for its use in materials science. A recent study published in Advanced Materials explored the use of this compound as a precursor for the synthesis of conjugated polymers with unique electronic properties. These polymers have potential applications in organic electronics, including organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs).

The versatility of 6-Chloro-3,4-pyridinediamine extends to its use as an intermediate in the synthesis of other valuable chemicals. For example, it can be used to prepare heterocyclic compounds with diverse biological activities. A study published in Organic Letters in 2020 described a novel synthetic route to quinazoline derivatives using 6-Chloro-3,4-pyridinediamine. Quinazolines are known for their broad spectrum of biological activities, including antitumor, antibacterial, and antiviral properties.

In conclusion, 6-Chloro-3,4-pyridinediamine (CAS No. 9030-21-1) is a highly versatile compound with significant potential in various fields, including medicinal chemistry, pharmaceutical research, materials science, and organic synthesis. Its unique chemical structure and diverse applications make it an important molecule for further investigation and development. As research continues to uncover new uses for this compound, it is likely to play an increasingly important role in advancing scientific knowledge and improving human health.

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