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Merck
CN

43124

1-(Diphenylmethyl)piperazine

≥98.0% (NT)

Synonym(s):

1-Benzhydrylpiperazine

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About This Item

Empirical Formula (Hill Notation):
C17H20N2
CAS Number:
Molecular Weight:
252.35
EC Number:
212-667-7
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
222773
MDL number:
Assay:
≥98.0% (NT)
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Quality Level

InChI key

NWVNXDKZIQLBNM-UHFFFAOYSA-N

InChI

1S/C17H20N2/c1-3-7-15(8-4-1)17(16-9-5-2-6-10-16)19-13-11-18-12-14-19/h1-10,17-18H,11-14H2

SMILES string

C1CN(CCN1)C(c2ccccc2)c3ccccc3

assay

≥98.0% (NT)

impurities

≤5.0% water

General description

1-(Diphenylmethyl)piperazine is an intermediate during drug synthesis. It has been reported to be formed during the oxidative metabolism of cinnarizine (CZ) [1-(diphenylmethyl)-4-(3-phenyl-2-propenyl)-piperazine] in rat liver microsomes. It reacts with quinone in acetonitrile, followed by oxidation with an alkaline potassium ferricyanide, to afford 4-amino-3,6-di(tert-butyl)-o-benzoquinones.

Application

1-(Diphenylmethyl)piperazine [N-(Diphenylmethyl)piperazine] may be used for the synthesis of 2-nitro-3,4,4-trichloro-1-(propylthio)-1-[4-(diphenylmethyl)piperazin-1-yl]-1,3-butadiene and 2-nitro-3,4,4-trichloro-1-(octadecylthio)-1-[4-(diphenylmethyl)piperazin-1-yl]-1,3-butadiene.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Repr. 2 - Skin Sens. 1A - STOT RE 1 - STOT SE 1

target_organs

Central nervous system

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)

Regulatory Information

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M C Dumasia et al.
Xenobiotica; the fate of foreign compounds in biological systems, 32(9), 795-807 (2002-10-25)
1. The partial in vivo biotransformation of Marezine [(cyclizine.HCl); 1-diphenylmethyl-4-methylpiperazine hydrochloride] in the racing greyhound and the excretion of the unconjugated and conjugated (Phase II) basic metabolites of cyclizine in canine urine are reported. 2. Using copolymeric bonded mixed-mode solid-phase
Functionalization of sterically hindered o-benzoquinones: amino-substituted 3, 6-di (tert-butyl)-o-benzoquinones.
Abakumov GA, et al.
Russian Chemical Bulletin, 56(9), 1849-1856 (2007)
C S Ananda Kumar et al.
European journal of medicinal chemistry, 44(3), 1223-1229 (2008-11-01)
In order to explore the antiproliferative effect associated with the piperazine framework, several 1-benzhydrylpiperazine derivatives 8(a-d), 9(a-d) and 10(a-h) were synthesized. Variation in the functional group at N-terminal of the piperazine led to three sets of compounds, bearing the sulfonyl
D S Griffin et al.
Journal of analytical toxicology, 8(2), 97-99 (1984-03-01)
Gas-liquid chromatography with nitrogen-phosphorus detection was used to analyze blood and urine from a volunteer who ingested 50 mg of cyclizine hydrochloride. A peak blood cyclizine concentration of 69 ng/mL was observed 2 hr after drug administration, and the levels
The reactions of polyhalogenated-2-nitro-1, 3-butadiene with alkylthio, thiomorpholine and piperazine derivatives.
Ibis C and Deniz NG.
Indian J. Chem. B, 47(9), 1407-1407 (2008)

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