272-49-1 Usage
Description
4-Azaindole, also known as 1H-Indazole, is an organic compound with the formula C7H6N2. It is a bicyclic molecule that consists of a six-membered pyrrole ring fused to a five-membered nitrogen-containing pyrazole ring. 4-Azaindole is a versatile building block in organic synthesis and exhibits unique chemical properties, making it a valuable compound in various industries.
Uses
Used in Organic Synthesis:
4-Azaindole is used as a reagent for the creation of complex molecules, particularly in the fields of agrochemical, pharmaceutical, and dyestuff industries. Its unique chemical structure allows for the formation of a wide range of compounds with diverse applications.
Used in Pharmaceutical Applications:
4-Azaindole is used as an important raw material and intermediate in the pharmaceutical industry. When combined with a bisalkoxyalkyl spacer, it can be used to target melatonin MT1 receptors over MT2 receptors, which has potential applications in the development of drugs for various conditions related to melatonin regulation.
Used in Agrochemical Applications:
In the agrochemical industry, 4-Azaindole serves as a key intermediate for the synthesis of various agrochemical products, such as pesticides and herbicides. Its unique chemical properties enable the development of effective and targeted agrochemicals.
Used in Dyestuff Applications:
4-Azaindole is also utilized in the dyestuff industry as a raw material for the synthesis of various dyes and pigments. Its chemical structure allows for the creation of dyes with specific properties, such as color intensity and stability.
Chemical Properties:
4-Azaindole exhibits unique chemical properties, including its ability to form prisms. These properties make it a valuable compound for use in various applications across different industries.
Synthesis Reference(s)
Journal of Heterocyclic Chemistry, 29, p. 359, 1992 DOI: 10.1002/jhet.5570290213
Precautions
Store in cool, dry place in tightly closed container. With adequate ventilation. Store away from oxidizing agent.
Check Digit Verification of cas no
The CAS Registry Mumber 272-49-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,7 and 2 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 272-49:
(5*2)+(4*7)+(3*2)+(2*4)+(1*9)=61
61 % 10 = 1
So 272-49-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H6N2/c1-2-6-7(8-4-1)3-5-9-6/h1-5,9H
272-49-1Relevant articles and documents
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Kartsev et al.
, (1975)
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COMPOUNDS FOR USING IN IMAGING AND PARTICULARLY FOR THE DIAGNOSIS OF NEURODEGENERATIVE DISEASES
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, (2019/07/23)
The invention relates to compounds of formula (II) for using in imaging and particularly for the diagnosis of neurodegenerative diseases
3-(INDOLYL)-OR 3-(AZAINDOLYL)- 4-ARYLMALEIMIDE DERIVATIVES FOR USE IN THE TREATMENT OF COLON AND GASTRIC ADENOCARZINOMA
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, (2016/05/09)
no abstract published
Novel 3-azaindolyl-4-arylmaleimides exhibiting potent antiangiogenic efficacy, protein kinase inhibition, and antiproliferative activity
Ganser, Christopher,Lauermann, Eva,Maderer, Annett,Stauder, Torsten,Kramb, Jan-Peter,Plutizki, Stanislav,Kindler, Thomas,Moehler, Markus,Dannhardt, Gerd
, p. 9531 - 9540 (2013/01/16)
Tumor growth and metastasis are highly associated with the overexpression of protein kinases (PKs) regulating cell growth, apoptosis resistance, and prolonged cell survival. This study describes novel azaindolyl-maleimides with significant inhibition of PKs, such as VEGFR, FLT-3, and GSK-3β which are related to carcinogenesis. Furthermore, these compounds exhibit high kinase selectivity and potent inhibition of angiogenesis and cell proliferation, offering versatile options in cancer treatment strategies.