401566-79-8

Basic information

• Product Name: 1-(3-Methyl-1-phenyl-5-pyrazolyl)piperazine
• Synonyms: 1-(3-Methyl-1-phenyl-5-pyrazolyl)piperazine;1-(3-Methyl-1-phenyl-1H-pyrazol-5-yl)piperazine;Piperazine, 1-(3-Methyl-1-phenyl-1H-pyrazol-5-yl)-;1-(3-Methyl-1-phenyl-1H-pyrazole-5-yl) piprazine;Teneligptin interMediate A;1-(3-methyl-1-phenyl-1H-pyrazol-5-yl)piperazine hydrochloride;Teneint-C;1-(5-methyl-2-phenylpyrazol-3-yl)piperazine
• CAS NO: 401566-79-8
• Molecular Formula: C14H18N4
• Molecular Weight: 242.31952
• EINECS: 1308068-626-2
• Mol File: 401566-79-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 429℃
• Flash Point: 213℃
• Appearance: /
• Density: 1.19
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 8.90±0.10(Predicted)
• CAS DataBase Reference: 1-(3-Methyl-1-phenyl-5-pyrazolyl)piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-Methyl-1-phenyl-5-pyrazolyl)piperazine(401566-79-8)
• EPA Substance Registry System: 1-(3-Methyl-1-phenyl-5-pyrazolyl)piperazine(401566-79-8)

Safety Data

• Hazardous Substances Data: 401566-79-8(Hazardous Substances Data)

Usage

Uses

1-(3-Methyl-1-phenyl-1H-pyrazol-5-yl)piperazine is an intermediate used to prepare nonracemic γ-bicyclic heteroarylpiperazine- and heteroarylpiperidine-substituted prolinylthiazolidines as selective and orally active dipeptidylpeptidase 4 inhibitors for use as antidiabetic agents.

Upstream product

• 1131-17-5 5-chloro-3-methyl-1-phenyl-1H-pyrazole 
• 59580-39-1 1-(4-methylpiperazine-1-yl)butane-1,3-dione 
• 110-85-0 piperazine 
• 17749-24-5 3-oxo-dithiobutyric acid methyl ester 
• 100-63-0 phenylhydrazine 
• 41327-15-5 5-bromo-3-methyl-1-phenyl-1H-pyrazole 
• 947-95-5 5-chloro-4-formyl-3-methyl-1-phenyl-1H-pyrazole 
• 19735-89-8 3-methyl-1-phenylpyrazolin-5(4H)-one 
• 591-50-4 iodobenzene 
• 1131-18-6 1-Phenyl-3-methyl-5-aminopyrazole 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 

Downstream Products

• 1404559-15-4 C₂₂H₃₀N₆OS 

Relevant articles and documents

Facile New Alternative Method for the Synthesis of 1-(3-Methyl-1-phenyl-1H-pyrazole-5-yl)piperazine from 1-Methylpiperazine and 1-Benzylpiperazine

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The optimization of xanthine derivatives leading to HBK001 hydrochloride as a potent dual ligand targeting DPP-IV and GPR119

A series of xanthine compounds derived from the previous hit 20i with modification on the terminal side chain was discovered through ring formation strategy. Systematic optimization of the compounds with rigid heterocycles in the hydrophobic side chain led to the new lead compound HBK001 (21h) with the improved DPP-IV inhibition and moderate GPR119 agonism activity in vitro. As a continuing work to further study the PK and PD profiles, 21h and its hydrochloride (22) were synthesized on grams scale and evaluated on the ADME/T and oral glucose tolerance test (OGTT) in ICR mice. Compound 22 showed the improved bioavailability and blood glucose-lowering effect in vivo compared to its free base 21h probably attributed to its improved solubility and permeability. The preliminary toxicity studies on compound 22 exhibited that the result of mini-Ames was negative and the preliminary acute toxicity LD50 in mice was above 1.5 g/kg, while it showed moderate inhibition on hERG channel with IC50 4.9 μM maybe due to its high lipophilicity. These findings will be useful for the future drug design for more potent and safer dual ligand targeting DPP-IV and GPR119 for the treatment of diabetes.