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43124

Sigma-Aldrich

1-(Diphenylmethyl)piperazine

≥98.0% (NT)

Synonym(s):

1-Benzhydrylpiperazine

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About This Item

Empirical Formula (Hill Notation):
C17H20N2
CAS Number:
841-77-0
Molecular Weight:
252.35
Beilstein/REAXYS Number:
222773
EC Number:
212-667-7
MDL number:
MFCD00038379
UNSPSC Code:
12352100
PubChem Substance ID:
57650151

Quality Level

100

assay

≥98.0% (NT)

impurities

≤5.0% water

SMILES string

C1CN(CCN1)C(c2ccccc2)c3ccccc3

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

InChI key

NWVNXDKZIQLBNM-UHFFFAOYSA-N

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.[1] 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.[2]

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.[3]

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ1545V
BCBK8726V
BCBD6207V
BCBB3145
1378133

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Jane W A Vella-Brincat et al.
Journal of pain and symptom management, 43(3), 540-548 (2012-01-03)
Cyclizine, an antihistaminic antiemetic, is commonly used in palliative care. Its pharmacokinetics have been poorly studied, and its metabolic pathway is unknown but may involve the genetically controlled cytochrome P450 2D6 (CYP2D6). If this is the case, the metabolic ratio
S Kariya et al.
Biochemical pharmacology, 44(7), 1471-1474 (1992-10-06)
The oxidative metabolism of cinnarizine (CZ) [1-(diphenylmethyl)-4-(3-phenyl-2-propenyl)-piperazine] to 1-(diphenylmethyl)piperazine (M-1), 1-(diphenylmethyl)-4-[3-(4'-hydroxyphenyl)-2-propenyl]piperazine (M-2), benzophenone (M-3) and 1-[4'-hydroxyphenyl)-phenylmethyl]-4-(3- phenyl-2-propenyl)piperazine (M-4) has been studied in rat liver microsomes. In Wistar rats, kinetic analysis revealed sex differences (male > female) in the Km values
R B Walker et al.
Journal of chromatography. B, Biomedical applications, 672(1), 172-177 (1995-10-06)
An accurate, sensitive, selective and reproducible high-performance liquid chromatographic method with coulometric detection for the determination of cyclizine and its inactive demethylated metabolite, norcyclizine, in biological fluids has been developed. The drugs were separated using a custom packed reversed-phase C18
Determination of cyclizine and norcyclizine in plasma and urine using gas--liquid chromatography with nitrogen selective detection.
G Land et al.
Journal of chromatography, 222(1), 135-140 (1981-01-02)
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
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