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552402

Sigma-Aldrich

1-Bis(4-fluorophenyl)methyl piperazine

97%

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Synonym(s):
1-(4,4′-Difluorobenzhydryl)piperazine
Empirical Formula (Hill Notation):
C17H18F2N2
CAS Number:
27469-60-9
Molecular Weight:
288.34
Beilstein:
620754
EC Number:
248-476-0
MDL number:
MFCD00038660
UNSPSC Code:
12352100
PubChem Substance ID:
24879266
NACRES:
NA.22

Assay

97%

mp

88-92 °C (lit.)

SMILES string

Fc1ccc(cc1)C(N2CCNCC2)c3ccc(F)cc3

InChI

1S/C17H18F2N2/c18-15-5-1-13(2-6-15)17(21-11-9-20-10-12-21)14-3-7-16(19)8-4-14/h1-8,17,20H,9-12H2

InChI key

TTXIFFYPVGWLSE-UHFFFAOYSA-N

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General description

1-Bis(4-fluorophenyl)methyl piperazine is formed during the synthesis of flunarizine. Its crystals exhibits monoclinic crystal system and space group P21/c.

Application

1-Bis(4-fluorophenyl)methyl piperazine may be used to synthesize 1-[bis(4-fluorophenyl)methyl]-4-[3-[(N-ethoxycarbonyl-N-phenyl)amino]-2-hydroxypropyl]piperazine and (R, S) 3-[4-(bis(4-fluorophenyl)methyl)piperazin-1-yl]dihydrofuran-2(3H)-one.

Signal Word

Danger

Hazard Statements

H301,H317,H318,H410

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Skin Sens. 1A

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis and biological evaluation of new derivatives of 2-substituted 4-hydroxybutanamides as GABA uptake inhibitors
Kulig K, et al.
European Journal of Medicinal Chemistry, 46(1), 183-190 (2011)
Syntheses of novel diphenyl piperazine derivatives and their activities as inhibitors of dopamine uptake in the central nervous system.
Kimura M, et al.
Bioorganic & Medicinal Chemistry, 11(8), 1621-1630 (2003)
1-[Bis (4-fluorophenyl) methyl] piperazine.
Dayananda AS, et al.
Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials, 68(9), o2817-o2817 (2012)
Y Yamanaka et al.
Archives of toxicology, 69(6), 391-396 (1995-01-01)
Toxic effects of a detriazinyl metabolite of almitrine (DTMA) were evaluated in rats and on cultured rat macrophages. In rats daily treated with DTMA for 16 weeks, spastic gaits with heel-lifting appeared, and lamellated and/or crystalloid bodies formed in sensory
S Kariya et al.
Research communications in chemical pathology and pharmacology, 78(1), 85-95 (1992-10-01)
The oxidative metabolism of flunarizine [1-[bis(4-fluorophenyl)-methyl]-4-(3-phenyl-2-propenyl)piperazine, FZ] to 1-[bis-(4-fluorophenyl)methyl]piperazine (M-1), 1-[bis(4-fluorophenyl)methyl]-4-[3-(4'-hydroxyphenyl)-2- propenyl]piperazine (M-2) and 4,4'-difluorobenzophenone (M-3) has been studied in liver microsomes of Wistar and Dark Agouti (DA) rats. Kinetic analysis demonstrated a sex difference (male > female) in the

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