59694-23-4

Usage

Uses

Used in Organic Synthesis:
4-nitro-1H-pyrazole-3,5-dicarboxylic acid diMethyl ester is used as a building block in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. Its unique structure and reactivity make it a valuable component in the creation of new molecules with potential applications in these fields.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-nitro-1H-pyrazole-3,5-dicarboxylic acid diMethyl ester is used for its pharmacological properties. Its potential applications in this area are being explored, as its unique structure may contribute to the development of new drugs with therapeutic benefits.
Used in Pharmaceutical Industry:
4-nitro-1H-pyrazole-3,5-dicarboxylic acid diMethyl ester is used as a key intermediate in the synthesis of pharmaceutical compounds. Its presence in the molecular structure can influence the pharmacological activity and properties of the final drug product, making it an essential component in the development of new medications.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 4-nitro-1H-pyrazole-3,5-dicarboxylic acid diMethyl ester is used as a building block for the synthesis of agrochemicals. Its incorporation into the molecular structure of these compounds can enhance their effectiveness in agricultural applications, such as pest control and crop protection.

InChI:InChI=1/C7H7N3O6/c1-15-6(11)3-5(10(13)14)4(9-8-3)7(12)16-2/h1-2H3,(H,8,9)

Upstream product

• 67-56-1 methanol 
• 62078-43-7 4-nitro-1H-pyrazole-3,5-dicarboxylic acid 
• 14531-55-6 3,5-dimethyl-4-nitro-1H-pyrazole 
• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 5334-38-3 3-methyl-4-nitropyrazole-5-carboxylic acid 

Downstream Products

• 159427-62-0 1-methyl-3-(methoxycarbonyl)-4-nitropyrazole-5-carboxylic acid 
• 74245-85-5 1-(2-Methyl-5-nitro-2H-[1,2,4]triazol-3-yl)-4-nitro-1H-pyrazole-3,5-dicarboxylic acid dimethyl ester 
• 22244-55-9 1-methyl-3-nitro-1,2,4-triazol-5-one 

Relevant academic research and scientific papers

Synthesis of high-performance insensitive energetic materials based on nitropyrazole and 1,2,4-Triazole

A new family of symmetric (4-nitro-1H-pyrazole-3,5-diyl)bis(1H-1,2,4-Triazole)-based derivatives were obtained. All these new compounds were characterized by (1H, 13C)NMR spectroscopy, infrared spectroscopy, elemental analysis and differential scanning calorimetry (DSC). The structures of 5,5′-(4-nitro-1H-pyrazole-3,5-diyl)bis(3-nitro-1H-1,2,4-Triazole) (6) and N,N′-((4-nitro-1H-pyrazole-3,5-diyl)bis(1H-1,2,4-Triazole-5,3-diyl))dinitramide (7) were further confirmed by single crystal X-ray diffraction. In addition, the theoretical calculations by using the Gaussian 09 package show that target compounds have high heats of formation ranging from 1.40 to 2.84 kJ g-1. Among them, the safety and detonation performances of 6 (D: 8747 m s-1, P: 33.0 GPa, Td: 238.2 °C, IS: 30 J) and energetic salts dihydroxylammonium((4-nitro-1H-pyrazole-3,5-diyl)bis(1H-1,2,4-Triazole-5,3-diyl))bis(nitroamide) (9) (D: 9077 m s-1, P: 33.6 GPa, IS: >40 J) and dihydrazinium((4-nitro-1H-pyrazole-3,5-diyl)bis(1H-1,2,4-Triazole-5,3-diyl))bis(nitroamide) (10) (D: 8759 m s-1, P: 30.2 GPa, IS: >40 J) are comparable to those of 1,3,5-Trinitroperhydro-1,3,5-Triazine (RDX: D = 8795 m s-1, P = 34.9 GPa, Td = 210 °C, IS: 7.4 J) due to the positive effect of ternary hydrogen bonds.

Pyrazolopyrimidine derivatives

The present invention provides a compound of formula (I): where Q is a group of formula: These compounds inhibit cyclic guanosine 3',5'-monophosphate phosphodiesterases (cGMP PDEs). More notably, the compounds are potent and selective inhibitors of the type 5 cyclic guanosine 3',5'-monophosphate phosphodiesterases and have utility therefore in a variety of therapeutic areas. In particular, the present compounds are of value for the curative or prophylactic treatment of mammalian sexual disorders.

Synthesis and antitumor activity of a new class of pyrazolo[4,3- e]pyrrolo[1,2-a][1,4]diazepinone analogues of pyrrolo[1,4][2,1- c]benzodiazepines

A new class of pyrrolo[1,4]benzodiazepine (PBD) analogues featuring a pyrazolo[4,3-e]pyrrolo[1,2-a][1,4]diazepinone ring system has been designed and synthesized. These compounds, 2a-o, are characterized by the substitution of the aromatic A ring, characteristic of the PBDs, with a disubstituted pyrazole ring bearing alkyl and benzyl substituents at N6 or N7 and alkyl or carbomethoxy substituents at C8. Biological evaluation revealed an appreciable in vitro cytotoxic activity for compounds 2a,b,f-i.