159326-71-3

Basic information

• Product Name: 3H-Pyrrolo[2,1-f][1,2,4]triazin-4-one
• Synonyms: PYRROLO[2,1-F][1,2,4]TRIAZIN-4-OL;Pyrrolo[2,1-f][1,2,4]triazin-4(1H)-one;3H-pyrrolo[1,2-d][1,2,4]triazin-4-one;1H,4H-pyrrolo[2,1-f][1,2,4]triazin-4-one;Pyrrolo[2,1-f][1,2,4]triazin-4(3H);3H-Pyrrolo[2,1-f][1,2,4]triazin-4-one;Pyrrolo[2,1-f][1,2,4]triazin-4(3H)-one;3H,4H-pyrrolo[2,1-f][1,2,4]triazin-4-one
• CAS NO: 159326-71-3
• Molecular Formula: C₆H₅N₃O
• Molecular Weight: 135.126
• Mol File: 159326-71-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 318.1 °C at 760 mmHg
• Flash Point: 146.2 °C
• Appearance: /
• Density: 1.51 g/cm³
• Vapor Pressure: 0.000369mmHg at 25°C
• Refractive Index: 1.738
• Storage Temp.: 2-8°C
• PKA: 8.16±0.20(Predicted)
• CAS DataBase Reference: 3H-Pyrrolo[2,1-f][1,2,4]triazin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-Pyrrolo[2,1-f][1,2,4]triazin-4-one(159326-71-3)
• EPA Substance Registry System: 3H-Pyrrolo[2,1-f][1,2,4]triazin-4-one(159326-71-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 159326-71-3(Hazardous Substances Data)

Usage

Description

3H-Pyrrolo[2,1-f][1,2,4]triazin-4-one is a heterocyclic compound characterized by its unique chemical structure, which features a pyrrolo and triazinone fused ring system. 3H-Pyrrolo[2,1-f][1,2,4]triazin-4-one is known for its potential applications in the pharmaceutical and chemical industries due to its versatile chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
3H-Pyrrolo[2,1-f][1,2,4]triazin-4-one is used as a template for the synthesis of kinase inhibitors, which are important in the development of drugs targeting various diseases, including cancer and other conditions involving abnormal cell signaling.
Used in Chemical Synthesis:
3H-Pyrrolo[2,1-f][1,2,4]triazin-4-one serves as a valuable intermediate in the synthesis of various complex organic molecules, particularly those with potential applications in the pharmaceutical, agrochemical, and materials science industries. Its unique structure allows for further functionalization and modification, making it a versatile building block in organic chemistry.

InChI:InChI=1/C6H5N3O/c10-6-5-2-1-3-9(5)8-4-7-6/h1-4H,(H,7,8,10)

Upstream product

• 3473-63-0 formamidine acetic acid 
• 122181-85-5 methyl 1-amino-1H-pyrrole-2-carboxylate 
• 77287-34-4 formamide 
• 159326-70-2 1-formylaminopyrrole-2-carboxamide 

Downstream Products

• 888720-30-7 4-(2-fluoro-4-nitrophenoxy)pyrrolo[1,2-f][1,2,4]triazine 
• 888720-31-8 3-fluoro-4-(pyrrolo[1,2-f][1,2,4]triazin-4-yloxy)aniline 
• 1221713-94-5 N-(3-fluoro-4-(pyrrolo[1,2-f][1,2,4]triazin-4-yloxy)phenyl)-2-(4-fluorophenyl)-1,5-dimethyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxamide 
• 1370007-80-9 [(1S,2R,4R)-2-(benzyloxymethyl)-4-[4-[[(1S)-indan-1-yl]amino]pyrrolo[2,1-f][1,2,4]triazin-7-yl]cyclopentyl] benzoate 
• 1370007-82-1 [(1S,2S,4R)-2-(benzyloxymethyl)-4-[4-[[(1S)-indan-1-yl]amino]pyrrolo[2,1-f][1,2,4]triazin-7-yl]cyclopentyl] benzoate 
• 1370007-78-5 [(1S,4S)-2-(benzyloxymethyl)-4-[4-[[(1S)-indan-1-yl]amino]pyrrolo[2,1-f][1,2,4]triazin-7-yl]cyclopent-2-en-1-yl] benzoate 
• 1370007-76-3 C₂₀H₂₁N₃O₄S 
• 1370007-59-2 [(2R,3S,5R)-3-(tert-butyl(diphenyl)silyl)oxy-5-[4-[[(1S)-indan-1-yl]amino]pyrrolo[2,1-f][1,2,4]triazin-7-yl]tetrahydrofuran-2-yl]methyl sulfamate 
• 1392515-06-8 (1R,4S)-2-(benzyloxymethyl)-4-[4-[[(1S)-indan-1-yl]amino]pyrrolo[2,1-f][1,2,4]triazin-7-yl]cyclopent-2-en-1-ol 
• 1370007-75-2 (1R,4S)-2-(benzyloxymethyl)-4-(4-methylsulfanylpyrrolo[2,1-f][1,2,4]triazin-7-yl)cyclopent-2-en-1-ol 
• 1370007-58-1 [(2R,3S,5R)-3-(tert-butyl(diphenyl)silyl)oxy-5-[4-[[(1S)-indan-1-yl]amino]pyrrolo[2,1-f][1,2,4]triazin-7-yl]tetrahydrofuran-2-yl]methanol 
• 1370007-57-0 [(2R,5R)-3-(tert-butyl(diphenyl)silyl)oxy-5-[4-[[(1S)-indan-1-yl]amino]pyrrolo[2,1-f][1,2,4]triazin-7-yl]-2,5-dihydrofuran-2-yl]methyl sulfamate 
• 1370007-56-9 [(2R,5R)-3-(tert-butyl(diphenyl)silyl)oxy-5-[4-[[(1S)-indan-1-yl]amino]pyrrolo[2,1-f][1,2,4]triazin-7-yl]-2,5-dihydrofuran-2-yl]methanol 
• 1370007-54-7 7-bromo-4-(methylthio)pyrrolo[2,1-f][1,2,4]triazine 

Relevant articles and documents

AMINOPYRROLOTRIAZINES AS KINASE INHIBITORS

The disclosure relates to compounds of formula I which are useful as kinase modulators including RIPK1 modulation. The disclosure also provides methods of making and using the compounds for example in treatments related to necrosis or inflammation as well as other indications.

Synthesis of pyrrolo[2,1-f][1,2,4]triazine congeners of nucleic acid purines via the N-amination of 2-substituted pyrroles

The synthesis of several new 4-mono- and 2,4-disubstituted pyrrolo[2,1-f][1,2,4]triazines is described. Key 1-aminopyrrole-2-carbonitrile intermediates 3 and 15 were obtained by N-amination of the corresponding pyrrole-2-carboxaldehyde followed by CHO → CN conversion with either hydroxylamine-O-sulfonic acid for 3 or O-mesitylenesulfonylhydroxylamine for 15. Cyclization of 3 or 15 with a variety of amidine reagents or, after conversion of 3 to its corresponding amide, base-catalyzed annulation completed the synthesis of the title products.