5334-28-1

Basic information

• Product Name: 5-AMINO-1-(4-BROMOPHENYL)-1H-PYRAZOLE-4-CARBONITRILE
• Synonyms: BUTTPARK 87\09-39;5-AMINO-1-(4-BROMOPHENYL)-1H-PYRAZOLE-4-CARBONITRILE;5-Amino-1-(4-bromophenyl)
• CAS NO: 5334-28-1
• Molecular Formula: C₁₀H₇BrN₄
• Molecular Weight: 263.09
• Mol File: 5334-28-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: 168-170℃
• Boiling Point: 440.6 °C at 760 mmHg
• Flash Point: 220.3 °C
• Appearance: /
• Density: 1.66
• Vapor Pressure: 5.82E-08mmHg at 25°C
• Refractive Index: 1.711
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 5-AMINO-1-(4-BROMOPHENYL)-1H-PYRAZOLE-4-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1-(4-BROMOPHENYL)-1H-PYRAZOLE-4-CARBONITRILE(5334-28-1)
• EPA Substance Registry System: 5-AMINO-1-(4-BROMOPHENYL)-1H-PYRAZOLE-4-CARBONITRILE(5334-28-1)

Safety Data

• Hazardous Substances Data: 5334-28-1(Hazardous Substances Data)

Usage

General Description

5-AMINO-1-(4-BROMOPHENYL)-1H-PYRAZOLE-4-CARBONITRILE is a chemical compound with the molecular formula C10H7BrN4. It is a pyrazole derivative with a carbonitrile group attached to the 4 position of the pyrazole ring and an amino group attached to the 5 position. The compound also contains a 4-bromophenyl group attached to the 1 position of the pyrazole ring. This chemical may have potential applications in pharmaceutical research and development, particularly in the synthesis of new drug candidates or as a building block in organic synthesis. Its precise properties and uses would need to be further investigated through research and experimentation.

InChI:InChI=1/C10H7BrN4/c11-8-1-3-9(4-2-8)15-10(13)7(5-12)6-14-15/h1-4,6H,13H2

Upstream product

• 589-21-9 (4-bromophenyl)hydrazine 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 123-06-8 Ethoxymethylenemalononitrile 
• 106-40-1 4-bromo-aniline 
• 122-51-0 orthoformic acid triethyl ester 
• 109-77-3 malononitrile 

Downstream Products

• 135108-56-4 4-Amino-1-(4-bromo-phenyl)-5-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-6-one 
• 50427-80-0 5-amino-1-(4-bromophenyl)-1H-pyrazole-4-carboxamide 
• 1094618-83-3 1-(4-bromophenyl)-5,6,7,8-tetrahydro-1H-pyrazolo[3,4-b]quinolin-4-amine 
• 1301185-10-3 1-(4-bromophenyl)-1H-pyrazole-4-carboximidamide 
• 1350554-96-9 1-(4-bromophenyl)-4-(4,5-dihydro-1H-imidazol-2-yl)-1H-pyrazole 
• 1350555-01-9 5-amino-1-(4-bromophenyl)-4-(4,5-dihydro-1H-imidazol-2-yl)-1H-pyrazole 
• 1431459-35-6 5-[1-(4-bromophenyl)-1H-pyrazole-4-yl]-1H-tetrazole 
• 832715-52-3 4-chloro-1-(4-bromophenyl)-1H-pyrazolo[3,4-d]pyrimidine 
• 105640-81-1 1-(4-bromo-phenyl)-4-chloro-6-methyl-1H-pyrazolo[3,4-d]pyrimidine 
• 864872-05-9 1-(4-bromo-phenyl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one 
• 100124-24-1 1-(4-bromo-phenyl)-6-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one 

Relevant articles and documents

Synthesis of pyrazole-carboxamides and pyrazole-carboxylic acids derivatives: Simple methods to access powerful building blocks

Hybrid systems containing pyrazole moiety show a wide spectrum of biological activities. To access novel hybrids with pyrazole ring, in this work we synthesized twenty pyrazole-carboxylic acids and twenty pyrazole-carboxamides, using simple synthetic methods, to be used as building blocks in the development of new structures.

A Convenient Synthesis of Pyrazole-imidazoline Derivatives by Microwave Irradiation

A series of 28 hybrids pyrazole-imidazolines 1a–n and 2a–n were synthesized by a new methodology using microwave irradiation, in short time (20–30?min), in low power (50–70?W), and in 34–92% yield. Among all methodologies evaluated, no side products were obtained. All derivatives were completely characterized by FT–IR, 1H and 13C NMR, GC–MS, and HRMS.

Design and synthesis of pyrazolo[3,4-d]pyrimidines: Nitric oxide releasing compounds targeting hepatocellular carcinoma

A new series of pyrazolo[3,4-d]pyrimidines tethered with nitric oxide (NO) producing functionality was designed and synthesized. Sulforhodamine B (SRB) protein assay revealed that NO releasing moiety in the synthesized compounds significantly decreased the cell growth more than the des-NO analogues. Compounds 7C and 7G possessing N-para-substituted phenyl group, released the highest NO concentration of 4.6% and 4.7% respectively. Anti-proliferative activity of synthesized compounds on HepG2 cell line identified compounds 7h, 7p, 14a and 14b as the most cytotoxic compounds in the series of IC50?=?3, 5, 3 and 5?μM, respectively, compared to erlotinib as a reference drug (IC50?=?25?μM). Flow cytometry studies revealed that 7?h arrested the cells in G0/G1 phase of cell cycle while 7p arrested the cells in S phase. Moreover, docking study of the synthesized compounds on EGFR (PDB code: 1M17) and cytotoxicity study indicated that N-1 phenyl para substitution, pyrazole C-3 alkyl substitution and tethering the nitrate moiety through butyl group had a significant impact on the activity.