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Merck

43124

Sigma-Aldrich

1-(Diphenylmethyl)-piperazin

≥98.0% (NT)

Synonym(e):

1-Benzhydryl-piperazin

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About This Item

Empirische Formel (Hill-System):
C17H20N2
CAS-Nummer:
Molekulargewicht:
252.35
Beilstein:
222773
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:

Qualitätsniveau

Assay

≥98.0% (NT)

Verunreinigungen

≤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

InChIKey

NWVNXDKZIQLBNM-UHFFFAOYSA-N

Allgemeine Beschreibung

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]

Anwendung

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]

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Central nervous system

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type N95 (US)


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M C Dumasia
Xenobiotica; the fate of foreign compounds in biological systems, 32(9), 809-821 (2002-10-25)
1. The in vivo enzymatic Phase I biotransformation of cyclizine (Marezine in the racing greyhound has been shown to proceed via several different pathways. Aromatic and heterocyclic oxidation and the N(4)-demethylation of cyclizine lead to the formation of unconjugated and
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)
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)
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

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