13551-76-3

Basic information

• Product Name: 5-chloro-3-Methyl-4-nitro-1-phenyl-1H-pyrazole
• Synonyms: 5-chloro-3-Methyl-4-nitro-1-phenyl-1H-pyrazole;5-Chloro-3-methyl-4-nitro-1-phenyl-pyrazole
• CAS NO: 13551-76-3
• Molecular Formula: C₁₀H₈ClN₃O₂
• Molecular Weight: 237.64242
• Mol File: 13551-76-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 115 °C
• Boiling Point: 372.8 °C at 760 mmHg
• Flash Point: 179.3 °C
• Appearance: /
• Density: 1.43 g/cm³
• PKA: -6.15±0.10(Predicted)
• CAS DataBase Reference: 5-chloro-3-Methyl-4-nitro-1-phenyl-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-3-Methyl-4-nitro-1-phenyl-1H-pyrazole(13551-76-3)
• EPA Substance Registry System: 5-chloro-3-Methyl-4-nitro-1-phenyl-1H-pyrazole(13551-76-3)

Safety Data

• Hazardous Substances Data: 13551-76-3(Hazardous Substances Data)

Upstream product

• 89-25-8 edaravone 
• 1131-17-5 5-chloro-3-methyl-1-phenyl-1H-pyrazole 

Downstream Products

• 86538-56-9 N-(3-methyl-4-nitro-1-phenyl-1H-pyrazol-5-yl)hydrazine 
• 78777-67-0 3-methyl-4-nitro-1-phenyl-1H-pyrazole-5-carbonitrile 
• 510726-88-2 4-amino-3-methyl-1-phenyl-1H-pyrazole-5-carbonitrile 
• 86538-57-0 3'-methyl-4'-nitro-1'-phenyl-1,5'-bipyrazole 
• 86538-67-2 4-chloro-3'-methyl-4'-nitro-1'-phenyl-1,5'-bipyrazole 
• 86538-65-0 4-bromo-3'-methyl-4'-nitro-1'-phenyl-1,5'-bipyrazole 
• 86538-58-1 4'-nitro-1'-phenyl-3,3',5-trimethyl-1,5'-bipyrazole 
• 86538-66-1 4-bromo-4'-nitro-1'-phenyl-3,3',5-trimethyl-1,5'-bipyrazole 
• 86549-36-2 3'-methyl-4'-nitro-1'-p-nitrophenyl-1,5'-bipyrazole 
• 86538-61-6 4,4'-dinitro-3'-methyl-1'-phenyl-1,5'-bipyrazole 

Relevant articles and documents

Structure-activity relationships of pyrazole derivatives as potential therapeutics for immune thrombocytopenias

Idiopathic or immune thrombocytopenia (ITP) is a serious clinical disorder involving the destruction of platelets by macrophages. Small molecule therapeutics are highly sought after to ease the burden on current therapies derived from human sources. Earlier, we discovered that dimers of five-membered heterocycles exhibited potential to inhibit phagocytosis of human RBCs by macrophages. Here, we reveal a structure-activity relationship of the bis-pyrazole class of molecules with -C-C-, -C-N- and -C-O- linkers, and their evaluation as inhibitors of phagocytosis of antibody-opsonized human RBCs as potential therapeutics for ITP. We have uncovered three potential candidates, 37, 47 and 50, all carrying a different linker connecting the two pyrazole moieties. Among these compounds, hydroxypyrazole derivative 50 is the most potent compound with an IC50 of 14 ± 9 μM for inhibiting the phagocytosis of antibody-opsonized human RBCs by macrophages. None of the compounds exhibited significant potential to induce apoptosis in peripheral blood mononuclear cells (PBMCs). Current study has revealed specific functional features, such as up to 2-atom spacer arm and alkyl substitution at one of the N1 positions of the bivalent pyrazole core to be important for the inhibitory activity.

Design, synthesis, and pharmacological profile of novel fused pyrazolo[4,3-d]pyridine and pyrazolo[3,4-b][1,8]naphthyridine isosteres: A new class of potent and selective acetylcholinesterase inhibitors

A new family of tacrine (THA) analogues (7-9, 12), containing the azaheterocyclic pyrazolo-[4,3-d]pyridine or pyrazolo[3,4-b] [1,8]naphthyridine systems as isosteres of the quinoline ring of THA, has been synthesized. The compounds were tested in rat brai

Hetarylpyrazoles. IV. (1) Synthesis and Reactions of 1,5'-Bipyrazoles

A number of 1,5'-bipyrazoles were obtained from the condensation of pyrazol-5-ylhydrazine and 1,3-dicarbonyl compounds.Electrophilic substitution reactions of these 1,5'-bipyrazoles occur at the four position of the pyrazole ring.