1-Bis(4-fluorophenyl)methyl piperazine

CAS Number 27469-60-9

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Monomers

1-Bis(4-fluorophenyl)methyl piperazine MSDS

1-Bis(4-fluorophenyl)methyl piperazine CAS 27469-60-9

A fluorinated benzhydrylpiperazine building block

Used as a synthesis intermediate for APIs in medicinal chemistry

Overview
Related Products

1-Bis(4-fluorophenyl)methyl piperazine (CAS number 27469-60-9), also referred to as difluorobenzhydrylpiperazine, has a piperazine connecting to a diphenylmethane with two fluorine atoms at para-positions. 1-Bis(4-fluorophenyl)methyl piperazine appears in synthesis of drugs such as flunarizine and lomerizine. The diphenylpiperazine drugs are typically classified as calcium antagonists (calcium channel blockers) and used clinically for the treatment of migraines. The synthesis involves a one-step reaction of 1-bis(4-fluorophenyl)methyl piperazine with the halogenated analogues of the second fragments via nucleophilic substitution.

1-Bis(4-fluorophenyl)methyl piperazine also involves in synthesis of piperazinylacetamides for anticancer drugs, with half maxima growth inhibitory concentration (GI₅₀) of 4.36 µM.

Multiple functional groups

For facile synthesis

Fluorinated benzhydrylpiperazine building block

For drug discovery, medicinal chemistry and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	27469-60-9
Chemical Formula	C₁₇H₁₈F₂N₂
Full Name	1-Bis(4-fluorophenyl)methyl piperazine
Molecular Weight	288.34 g/mol
Synonyms	1-(4,4'-Difluorobenzhydryl)piperazine, 1-(4,4'-Difluorodiphenylmethyl)piperazine, 4,4'-Difluorobenzhydrylpiperazine
Classification / Family	Fluorinated building block, Heterocyclic building block, APIs, antimicrobials

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 88 °C – 92 °C
Appearance	White powder

MSDS Documentation

1-Bis(4-fluorophenyl)methyl piperazine MSDS Sheet

Literature and Reviews

(4-(Bis(4-Fluorophenyl)methyl)piperazin-1-yl)(cyclohexyl) methanone hydrochloride (LDK1229): a new cannabinoid CB1 receptor inverse agonist from the class of benzhydryl piperazine analogs, M. Mahmoud et al., Mol. Pharmacol., 87, 197–206(2015); DOI: 10.1124/mol.114.095471.
Mechanistic modelling of monoglyceride lipase covalent modification elucidates the role of leaving group expulsion and discriminations inhibitors with high and low potency, F. Galvani et al., J. Chem. Inf. Model., 62, 2771–2787(2022); DOI: 10.1021/acs.jcim.2c00140.
Synthesis and biological evaluation of novel benzhydrylpiperazine-coupled nitrobenzenesulfonamide hybrids, V. Murthy et al., ACS Omega 2021, 6, 9731–9740; DOI: 10.1021/acsomega.1c00369.
Synthesis and cytotoxicity studies on novel piperazinylacetamides, E. Bobtaina et al., Lett. Drug Des. Discov., 16, 45–51(2019); DOI: 10.2174/1570180815666180501124009.
Synthesis and in vitro antimicrobial studies of medicinally important novel N-alkyl and N-sulfonyl derivatives of 1-[bis(4-fluorophenyl)-methyl]piperazine, J. Chandra et al., Bioorg. Med. Chem., 14, 6621–6623(2006); DOI: 10.1016/j.bmc.2006.05.064.

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