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552402

Sigma-Aldrich

1-Bis(4-fluorophenyl)methyl piperazine

97%

Synonym(s):

1-(4,4′-Difluorobenzhydryl)piperazine

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About This Item

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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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