91091-13-3

Basic information

• Product Name: 5-AMINO-1- BENZYL-1H-PYRAZOLE-4-CARBONITRILE
• Synonyms: 5-AMINO-1- BENZYL-1H-PYRAZOLE-4-CARBONITRILE
• CAS NO: 91091-13-3
• Molecular Formula: C₁₁H₁₀N₄
• Molecular Weight: 198.22
• Mol File: 91091-13-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 444.421 °C at 760 mmHg
• Flash Point: 222.578 °C
• Appearance: /
• Density: 1.226g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-AMINO-1- BENZYL-1H-PYRAZOLE-4-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1- BENZYL-1H-PYRAZOLE-4-CARBONITRILE(91091-13-3)
• EPA Substance Registry System: 5-AMINO-1- BENZYL-1H-PYRAZOLE-4-CARBONITRILE(91091-13-3)

Safety Data

• Hazardous Substances Data: 91091-13-3(Hazardous Substances Data)

Usage

General Description

5-AMINO-1-BENZYL-1H-PYRAZOLE-4-CARBONITRILE is a chemical compound with the molecular formula C12H10N4. It is a pyrazole derivative containing an amino group, a benzyl group, and a carbonitrile functional group. This chemical is a key intermediate in the synthesis of pharmaceutical compounds and organic products. It is commonly used in medicinal and chemical research due to its versatile reactivity and potential applications in drug development. Additionally, it can be utilized as a building block in the synthesis of various heterocyclic compounds and pharmaceutical agents.

Upstream product

• 123-06-8 Ethoxymethylenemalononitrile 
• 555-96-4 Benzylhydrazine 
• 100-44-7 benzyl chloride 
• 16617-46-2 3-amino-4-cyano-2H-pyrazole 
• 20570-96-1 benzylhydrazine dihydrochloride 

Downstream Products

• 121358-86-9 1-benzyl-1H-pyrazole-4-carbonitrile 
• 1050619-95-8 8H-pyrazolo[5,1-a]isoindole-3-carbonitrile 
• 1050619-85-6 1-benzyl-5-chloro-1H-pyrazole-4-carbonitrile 
• 1050619-79-8 10H-pyrazolo[5,1-c][1,2,4]benzotriazepine-3-carbonitrile 
• 1050619-74-3 7-benzyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one 
• 1361961-33-2 1-benzyl-6-(difluro-(4-fluorophenyl)methyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ol 
• 56156-22-0 5-amino-1-benzyl-1H-pyrazole-4-carboxylic acid amide 
• 128691-35-0 3-Amino-1-benzylpyrazol-4-carbonsaeureamid 
• 106379-46-8 1-benzyl-5,7-dimethyl-4,6-dioxo-4,5,6,7-tetrahydropyrazolo<3,4-d>pyrimidine 
• 106273-67-0 1-benzyl-5-methyl-4,6-dioxo-4,5,6,7-tetrahydropyrazolo<3,4-d>pyrimidine 
• 100137-10-8 1-benzyl-1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione 
• 821004-31-3 3-acetamido-6-benzylpyrazolo[3,4-c]pyrazole 
• 821004-26-6 5-amino-1-benzyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)pyrazole 
• 50270-30-9 1-benzyl-4,6-dichloropyrazolo[3,4-d]pyrimidine 

Relevant articles and documents

Computer-aided molecular design of pyrazolotriazines targeting glycogen synthase kinase 3

Numerous studies have highlighted the implications of the glycogen synthase kinase 3 (GSK-3) in several processes associated with Alzheimer’s disease (AD). Therefore, GSK-3 has become a crucial therapeutic target for the treatment of this neurodegenerative disorder. Hereby, we report the design and multistep synthesis of ethyl 4-oxo-pyrazolo[4,3-d][1–3]triazine-7-carboxylates and their biological evaluation as GSK-3 inhibitors. Molecular modelling studies allow us to develop this new scaffold optimising the chemical structure. Potential binding mode determination in the enzyme and the analysis of the key features in the catalytic site are also described. Furthermore, the ability of pyrazolotriazinones to cross the blood–brain barrier (BBB) was evaluated by passive diffusion and those who showed great GSK-3 inhibition and permeation to the central nervous system (CNS) showed neuroprotective properties against tau hyperphosphorylation in a cell-based model. These new brain permeable pyrazolotriazinones may be used for key in vivo studies and may be considered as new leads for further optimisation for the treatment of AD.

New application of heterocyclic diazonium salts. Synthesis of pyrazolo[3,4-d][1,2,3]triazin-4-ones and imidazo[4,5-d][1,2,3]triazin-4-ones

The pyrazolo[3,4-d][1,2,3]triazin-4-ones 3 and imidazo[4,5-d][1,2,3] triazin-4-ones 4 are analogs structurally related to purines that have showed a wide and significant variety of biological activity. These compounds were synthesized by one-pot diazotization of 5-amino-1H-pyrazole-4-carbonitriles 1 and 5-amino-1H-imidazole-4-carbonitriles 2, respectively.

Acetonitrile-mediated synthesis of 2,4-dichloroquinoline from 2-ethynylaniline and 2,4-dichloroquinazoline from anthranilonitrile

2,4-Dichloroquinolines and 2,4-dichloroquinazolines were synthesized from 2-ethynylanilines and anthranilonitriles, respectively, using diphosgene in acetonitrile and heating at 130 °C or 150 °C for 12 hours. This reaction was applied to the synthesis of 4,6-dichloropyrazolo[3,4-d]pyrimidine (dichloro-9H-isopurine). The postulated mechanism is also described. Georg Thieme Verlag Stuttgart.