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
Beilstein:
222773
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Recommended Products
Quality Level
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. 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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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 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
Regulatory Information
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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
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
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
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)
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