106368-32-5

Basic information

• Product Name: 5-Amino-1-(4-(methylsulfonyl)phenyl)-1H-pyrazole-4-carbonitrile
• Synonyms: 5-Amino-1-(4-(methylsulfonyl)phenyl)-1H-pyrazole-4-carbonitrile
• CAS NO: 106368-32-5
• Molecular Formula: C₁₁H₁₀N₄O₂S
• Molecular Weight: 262.2877
• Mol File: 106368-32-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 234-236 °C(Solv: methanol (67-56-1))
• Boiling Point: 553.3±50.0 °C(Predicted)
• Appearance: /
• Density: 1.44±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -1.67±0.10(Predicted)
• CAS DataBase Reference: 5-Amino-1-(4-(methylsulfonyl)phenyl)-1H-pyrazole-4-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Amino-1-(4-(methylsulfonyl)phenyl)-1H-pyrazole-4-carbonitrile(106368-32-5)
• EPA Substance Registry System: 5-Amino-1-(4-(methylsulfonyl)phenyl)-1H-pyrazole-4-carbonitrile(106368-32-5)

Safety Data

• Hazardous Substances Data: 106368-32-5(Hazardous Substances Data)

Usage

General Description

5-Amino-1-(4-(methylsulfonyl)phenyl)-1H-pyrazole-4-carbonitrile is a chemical compound with a molecular formula C11H9N5O2S and a molecular weight of 267.28 g/mol. It is a pyrazole derivative with a carbonitrile group, and it contains an amino group and a methylsulfonyl substituent on the phenyl ring. 5-Amino-1-(4-(methylsulfonyl)phenyl)-1H-pyrazole-4-carbonitrile has potential applications in medicinal chemistry, particularly as a building block for the synthesis of pharmaceuticals and agrochemicals. Its unique structure and functional groups make it a valuable intermediate for the development of new compounds with biological activity. Additionally, its carbonitrile moiety may offer opportunities for further chemical modifications and diversifications to create new derivatives with improved properties and activities. Further research and development on this compound and its derivatives may lead to the discovery of novel therapeutic agents and other valuable chemical products.

Upstream product

• 123-06-8 Ethoxymethylenemalononitrile 
• 877-66-7 4-(methylsulfonyl)phenylhydrazine 

Downstream Products

• 832716-55-9 1-chloro-N'-[4-cyano-2-(4-methanesulfonyl-phenyl)-2H-pyrazol-3-yl]-N,N-dimethyl-formamidine 
• 832714-07-5 C₁₂H₁₀N₄O₃S 
• 832716-87-7 4-[1-(4-methanesulfonyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl]-piperidine-1-carboxylic acid tert-butyl ester 
• 1310693-20-9 C₂₃H₂₉N₅O₄S 
• 832714-08-6 4-chloro-1-[4-(methylsulfonyl)phenyl]-1H-pyrazolo[3,4-d]pyrimidine 
• 1310693-19-6 C₂₂H₂₅N₇O₃S 

Relevant articles and documents

Synthesis, anti-inflammatory and molecular docking study of schiff bases containing methanesulphonyl pharmacophore

Background: A series of 5-(arylideneamino)-1H-pyrazole-4-carbonitriles 8a-h was synthesized via reaction of triethylorthoformate 1 with malononitrile 2 in presence of acetic anhydride to give ethoxymethylenemalononitrile 3. Compound 3 was reacted with 4-methanesulfonylphenylhydrazine 4 to give 5-amino-1H-pyrazole-4-carbonitrile 5 that condensed with different aromatic aldehydes 6a-h in presence of the ionic liquid morpholinium hydrogen sulphate 7 to form the target 5-(arylideneamino)-1H-pyrazole-4-carbonitrile compounds 8a-h. Methods: All the synthesized compounds were evaluated for their cyclooxygenase selectivity, antiinflammatory, and molecular docking study for COX2 enzyme. 8a and 8e were the most potent COX-2 inhibitors (IC50 = 0.98, 1.3 μM respectively). Results: While most compounds showed good anti-inflammatory activity at all time intervals (1, 3 and 5 h), 8d derivative displayed the highest anti-inflammatory activities (94.61, 98.35, and 99.92%, respectively) and the most COX-2 selective derivatives 8a and 8e showed considerable potency (47.43, 88.94, and 98.44% respectively for 8a and 51.90, 89.13, and 98.20% respectively for 8e) comparable to that of celecoxib (92.77, 97.77, and 99.51% respectively). Also, 8d showed less ulceration effect (ulcer index = 2.9) than celecoxib (ulcer index = 3.35) and aspirin (ulcer index 22.75). Conclusion: Additionally, all the tested compounds showed good binding affinity for COX2 enzyme in the molecular docking studies.

FUSED-ARYL AND HETEROARYL DERIVATIVES AS MODULATORS OF METABOLISM AND THE PROPHYLAXIS AND TREATMENT OF DISORDERS RELATED THERETO

The present invention relates to certain fused aryl and heteroaryl derivatives of Formula (I) that are modulators of metabolism. Accordingly, compounds of the present invention are useful in the prophylaxis or treatment of metabolic disorders and complica