41339-17-7

Basic information

• Product Name: 3-Amino-5-nitroindazole
• Synonyms: 3-AMINO-5-NITROINDAZOLE;5-NITRO-1H-INDAZOL-3-AMINE;3-Amino-5-nitro-1H-indazole;1H-indazol-3-amine, 5-nitro-;5-nitroindazol-3-aMine;5-Nitro-1H-indazol-3-ylaMine;1H-Indazole, 3-amino-5-nitro-
• CAS NO: 41339-17-7
• Molecular Formula: C₇H₆N₄O₂
• Molecular Weight: 178.15
• Product Categories: Indoles and derivatives
• Mol File: 41339-17-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 254-256°C
• Boiling Point: 485.233 °C at 760 mmHg
• Flash Point: 247.26 °C
• Appearance: /
• Density: 1.631 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.817
• Storage Temp.: 2-8°C(protect from light)
• PKA: 12.60±0.40(Predicted)
• CAS DataBase Reference: 3-Amino-5-nitroindazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-5-nitroindazole(41339-17-7)
• EPA Substance Registry System: 3-Amino-5-nitroindazole(41339-17-7)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 41339-17-7(Hazardous Substances Data)

Usage

General Description

3-Amino-5-nitroindazole is a chemical compound commonly used in scientific research. It is a nitro-containing derivative of indazole, which is a heterocyclic compound composed of a benzene ring fused to a pyrazole ring. The addition of the amino and nitro groups at the 3rd and 5th positions on the ring system provides the compound with unique properties. It can serve as an intermediate in the preparation of various biologically active compounds and its physicochemical properties make it increasingly important in medicinal chemistry. As such, 3-amino-5-nitroindazole is often used in the synthesis of drugs and other pharmacologically active substances. However, as a chemical, it must be handled with appropriate safety measures to avoid possible health hazards.

InChI:InChI=1/C7H6N4O2/c8-7-5-3-4(11(12)13)1-2-6(5)9-10-7/h1-3H,(H3,8,9,10)

Upstream product

• 1219024-62-0 2-[2-(diphenylmethylene)hydrazino]-5-nitrobenzonitrile 
• 60160-68-1 2-cyano-4-nitrophenylhydrazine 
• 16588-02-6 4-chloro-3-cyanonitrobenzene 
• 17417-09-3 2-fluoro-5-nitrobenzonitrile 
• 874-05-5 3-aminoindazole 

Downstream Products

• 58890-55-4 2-methyl-5-nitro-2H-indazol-3-ylamine 
• 73105-48-3 1-methyl-5-nitro-1H-indazol-3-ylamine 
• 1263320-07-5 3-amino-N-(4-butoxyphenyl)-5-nitro-1H-indazole-1-carboxamide 
• 1263320-06-4 3-amino-N-(4-benzylphenyl)-5-nitro-1H-indazole-1-carboxamide 
• 91532-29-5 6-nitrobenzo[d][1,2,3]triazin-4(3H)-one 
• 599183-42-3 N-(5-amino-1H-indazol-3-yl)benzamide 

Relevant articles and documents

Design of Small Molecules That Compete with Nucleotide Binding to an Engineered Oncogenic KRAS Allele

RAS mutations are found in 30% of all human cancers, with KRAS the most frequently mutated among the three RAS isoforms (KRAS, NRAS, and HRAS). However, directly targeting oncogenic KRAS with small molecules in the nucleotide-binding site has been difficult because of the high affinity of KRAS for GDP and GTP. We designed an engineered allele of KRAS and a covalent inhibitor that competes for GTP and GDP. This ligand-receptor combination demonstrates that the high affinity of GTP and GDP for RAS proteins can be overcome with a covalent inhibitor and a suitably engineered binding site. The covalent inhibitor irreversibly modifies the protein at the engineered nucleotide-binding site and is able to compete with GDP and GTP. This provides a new tool for studying KRAS function and suggests strategies for targeting the nucleotide-binding site of oncogenic RAS proteins.

NOVEL NICOTINAMIDE DERIVATIVE OR SALT THEREOF

The object of the present invention is to provide a compound and a pharmaceutical composition having excellent Syk inhibitory activity. According to the present invention, a nicotinamide derivative represented by the following formula (I) or a salt thereof is provided, wherein R1 is a substituent represented by the following formula (II-1), (III-1), or (IV-1) (wherein R3, R4, R5, n, and X1 have the same definitions as those described in the specification), and R2 is a pyridyl, indazolyl, phenyl, pyrazolopyridyl, benzisoxazolyl, pyrimidinyl, or quinolyl group, each of which optionally has at least one substituent.

Direct access to 3-aminoindazoles by Buchwald-Hartwig C-N coupling reaction

An efficient synthesis of various N-substituted 3-aminoindazoles using Buchwald-Hartwig C-N coupling reaction is described. Several parameters were varied, including the nature of the halogen atom and the protecting group of the starting materials, as well as the effects of the catalyst system, base, solvent, and reaction time. The efficiency of microwave versus conventional heating was also compared to test the outcome of the reaction. Thus, by applying this recent knowledge about metal-catalyzed aminations, an alternative for the direct synthesis of primary 3-aminoindazoles has been provided. Georg Thieme Verlag Stuttgart. New York.