82013-51-2

Basic information

• Product Name: 2-METHYL-2H-INDAZOL-4-YLAMINE
• Synonyms: 2-METHYL-2H-INDAZOL-4-YLAMINE;4-AMINO-2-METHYLINDAZOLE;2-Methyl-2H-indazole-4-amine;2-Methyl-2H-indazol-4-amine;4-Amino-2-methyl-2H-indazole 95%;4-Amino-2-methyl-2H-indazole95%;2-methylindazol-4-amine
• CAS NO: 82013-51-2
• Molecular Formula: C₈H₉N₃
• Molecular Weight: 147.18
• Mol File: 82013-51-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 354.8°C at 760 mmHg
• Flash Point: 168.4°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 3.26E-05mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2-METHYL-2H-INDAZOL-4-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-2H-INDAZOL-4-YLAMINE(82013-51-2)
• EPA Substance Registry System: 2-METHYL-2H-INDAZOL-4-YLAMINE(82013-51-2)

Safety Data

• Hazardous Substances Data: 82013-51-2(Hazardous Substances Data)

Usage

Uses

2-Methyl-2H-indazol-4-ylamine is used as a reagent in organic synthesis including that of 4-(2-imidazolin-2-ylamino-2-methylindazole-HCl which display antihypertensive activity. It is also used in the synthesis of spleen tyrosine kinase (Syk) inhibitors that display high potency in the presence of blood.

InChI:InChI=1/C8H9N3/c1-11-5-6-7(9)3-2-4-8(6)10-11/h2-5H,9H2,1H3

Upstream product

• 77894-69-0 1-methyl-1H-indazol-4-ylamine 
• 26120-44-5 2-methyl-4-nitro-2H-indazole 
• 603-83-8 3-nitro-o-tolylamine 
• 2942-40-7 nitro-4 indazole 
• 26120-43-4 1-methyl-4-nitro-1H-indazole 

Relevant articles and documents

Structure-activity studies of a novel series of 5,6-fused heteroaromatic ureas as TRPV1 antagonists

Novel 5,6-fused heteroaromatic ureas were synthesized and evaluated for their activity as TRPV1 antagonists. It was found that 4-aminoindoles and indazoles are the preferential cores for the attachment of ureas. Bulky electron-withdrawing groups in the para-position of the aromatic ring of the urea substituents imparted the best in vitro potency at TRPV1. The most potent derivatives were assessed in in vivo inflammatory and neuropathic pain models. Compound 46, containing the indazole core and a 3,4-dichlorophenyl group appended to it via a urea linker, demonstrated in vivo analgesic activity upon oral administration. This derivative also showed selectivity versus other receptors in the CEREP screen and exhibited acceptable cardiovascular safety at levels exceeding the therapeutic dose.

HETEROAROMATIC UREAS WHICH MODULATE THE FUNCTION OF THE VANILLOID-1 RECEPTOR (VR1)

Compounds of formula (I): are useful as therapeutic compounds, particularly in the treatment of pain and other conditions ameliorated by the modulation of the function of the vanilloid-1 receptor (VR1).