54346-27-9

Usage

Uses

Used in Pharmaceutical Research:
4-oxo-3H-pyrazolo[1,5-a]1,3,5-triazine serves as a building block in the development of drugs for various medical conditions. Its unique structure and reactivity allow for the creation of new compounds with potential therapeutic benefits, making it an essential component in the advancement of pharmaceutical formulations.
Used in Organic Synthesis:
In the field of organic synthesis, 4-oxo-3H-pyrazolo[1,5-a]1,3,5-triazine is utilized as a key intermediate for the synthesis of complex organic molecules. Its ability to form stable bonds with other chemical entities enables the production of a wide range of compounds with diverse applications, from materials science to medicinal chemistry.
Used in Drug Development:
The potential applications of 4-oxo-3H-pyrazolo[1,5-a]1,3,5-triazine extend to the development of new drugs for treating various diseases. Its incorporation into drug molecules can enhance their efficacy, selectivity, and pharmacokinetic properties, ultimately contributing to improved patient outcomes.

InChI:InChI=1/C5H4N4O/c10-5-7-3-6-4-1-2-8-9(4)5/h1-3,8H

Upstream product

• 77668-01-0 5-aminopyrazole-1-carboxamide 
• 122-51-0 orthoformic acid triethyl ester 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 147916-84-5 8-iodopyrazolo<1,5-a>-1,3,5-triazin-4-one 
• 652538-99-3 4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazine 
• 934524-88-6 tert-butyl 3-[4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazin-8-yl]propanoate 
• 652538-76-6 3-[4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazin-8-yl]propionic acid 
• 652538-77-7 N-(4-methoxycarbonylphenyl)-3-[4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazin-8-yl]propionamide 
• 934524-82-0 N-[3-(2-oxopyrrolidin-1-yl)propyl]-3-[4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazin-8-yl]propionamide 
• 934524-83-1 N-[2-(2,2-diphenyl-1,3-benzodioxol-5-yl)ethyl]-3-[4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazin-8-yl]propionamide 
• 934524-86-4 N-[2-(2,2-diphenyl-1,3-benzodioxol-5-yl)ethyl]-3-(3,4-dihydro-4-oxopyrazolo[1,5-a]-1,3,5-triazin-8-yl)propionamide 
• 652539-01-0 8-iodo-4-(N-methyl-N-phenylamino)pyrazolo[1,5-a]-1,3,5-triazine 
• 1370008-37-9 8-bromopyrazolo[1,5-a][1,3,5]triazin-4(3H)-one 
• 1370008-39-1 (1R,4S)-2-(benzyloxymethyl)-4-(4-((S)-2,3-dihydro-1H-inden-1-ylamino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)cyclopent-2-enol 
• 1370008-40-4 (1S,4S)-2-(benzyloxymethyl)-4-(4-((S)-2,3-dihydro-1H-inden-1-ylamino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)cyclopent-2-enol 

Relevant academic research and scientific papers

Pyrazolo[1,5- a ]-1,3,5-triazine C-nucleoside as deoxyadenosine analogue: Synthesis, pairing, and resistance to hydrolysis

The synthesis of a pyrazolo[1,5-a]-1,3,5-triazine C-nucleoside (dA PT), designed to form two hydrogen bonds with a complementary dT residue, is reported. Oligonucleotides including this dA nucleoside analogue possess base-pairing properties similar to those of the parent oligonucleotide. This dA nucleoside analogue is more resistant to acid-catalyzed hydrolysis than dA.

SULFONAMIDE, SULFAMATE, AND SULFAMOTHIOATE DERIVATIVES

The disclosure provides biologically active compounds of formula (I): and pharmaceutically acceptable salts thereof, compositions containing these compounds, and methods of using these compounds in a variety applications, such as treatment of diseases or disorders associated with E1 type activating enzymes, and with Nedd8 activating enzyme (NAE) in particular.

Novel substituted pyrazolo[1,5 a]-1,3,5-triazine derivatives and their analogues, pharmaceutical compositions containing same, use thereof as medicine and methods for preparing same

The invention concerns novel substituted pyrazolo[1,5 A]-1,3,5-triazine derivatives and some of their structural analogues, and their therapeutic uses, more particularly for preventing and treating pathologies involving central and/or peripheral neuronal degeneration. The invention also concerns methods for preparing same and novel synthesis intermediates. The compounds of the invention correspond more particularly to general formulae (Ia) and (Ib).

Nucleosides. 117. Synthesis of 4-Oxo-8-(β-D-ribofuranosyl)-3H-pyrazolo-1,3,5-triazine (OPTR) via 3-Amino-2N-carbamoyl-4-(β-D-ribofuranosyl)pyrazole (ACPR) Derivatives

Reaction of 2-formyl-2-(2,3-O-isoprpylidene-5-O-trityl-D-ribofuranosyl)acetonotrile (VII) with semicarbazide hydrochloride followed by sodium ethoxide treatment afforded α,β-mixture of 3-amino-2N-carbamoyl-4-(2,3-O-isopropylidene-5-O-trityl-D-ribofuranosyl)pyrazole (IX).Conversion of IX to 4-oxo-8-(2,3-O-isopropylidene-5-O-trityl-D-ribofuranosyl)-3H-pyrazolo-1,3,5-triazine (XIII) was achieved by treatment of IX with ethylorthoformate.The β-isomer IXb gave only β-isomer XIIIb, and the α-isomer was converted exclusively into the α-isomer XIIIa.Upon deprotection with 3percent n-butanolic hydrogen chloride, both IXa and IXb gave the same mixture of the α- and β-isomers of 3-amino-2N-carbamoyl-4-(D-ribosyl)pyrazole, which were separated by chromatography. The syntheses of the hitherto unknown compounds, 3-amino-2N-carbamoylpyrazole (IVa) and its 4-methyl analog (IVb) are also reported.Experimental details of the synthesis of 3-amino-4-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)pyrazole (XIIb), an important intermediate for "purine-like" C-nucleosides, are also described.

PYRAZOLO (1,5A) 1,3,5-TRIAZINES

Pyrazolo[1,5a]1,3,5-triazines are disclosed which are useful as inhibitors of phosphodiesterase enzymes or intermediate in the production process. Such triazines are of general structure: wherein R1, R2 and R3 are as defined hereinafter, or heterocyclic derivatives thereof. Also disclosed are substituted pyrazole derivatives which are used to prepare the pyrazolo[1,5a]1,3,5-triazines of this invention