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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:
222773
EC Number:
212-667-7
MDL number:
MFCD00038379
UNSPSC Code:
12352100
PubChem Substance ID:
57650151

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 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

Certificates of Analysis (COA)

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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
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)
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
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