1-BENZHYDRYLPIPERAZINE

1-BENZHYDRYLPIPERAZINE Property

Melting point:

90-93 °C

Boiling point:

185°C/2mmHg(lit.)

Density 

1.0546 (rough estimate)

vapor pressure 

0.001Pa at 20℃

refractive index 

1.5794 (estimate)

Flash point:

115 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Methanol (Slightly)

pka

9.05±0.10(Predicted)

form 

Crystalline Powder

color 

White to light yellow

Water Solubility 

0.45 g/L (20 ºC)

Sensitive 

Air Sensitive

BRN 

222773

LogP

0.6 at 20℃

CAS DataBase Reference

841-77-0(CAS DataBase Reference)

NIST Chemistry Reference

Benzhydryl piperazine(841-77-0)

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

22

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

TL6465000

F 

34

HazardClass 

IRRITANT

HS Code 

29339900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

P501Dispose of contents/container to..…

1-BENZHYDRYLPIPERAZINE Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystalline powder

Uses

Cinnarizine (C465300) impurity.

Uses

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.

Uses

1-Benzhydrylpiperazine is an intermediate used in drug synthesis

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 1098, 1955 DOI: 10.1021/ja01610a006

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.

Flammability and Explosibility

Not classified

Synthesis

General procedure for the synthesis of N-diphenylmethylpiperazine from piperazine and diphenylmethyl bromide: accurately weigh diphenylmethyl bromide (10 g, 41 mmol), piperazine (9 g, 105 mmol), potassium carbonate (K2CO3, 14 g, 101 mmol) and sodium iodide (NaI). Piperazine (6 g, 40 mmol) was dissolved in toluene (85 mL) and stirred until completely dissolved. The reaction mixture was placed in an oil bath at 110°C and refluxed for 4 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) during the reaction. After completion of the reaction, it was cooled to room temperature and dichloromethane (DCM) was added to disperse the reaction mixture. The insoluble material was removed by filtration and the filtrate was collected. The filtrate was concentrated and purified by silica gel column chromatography using an elution system containing 1% triethylamine in a gradient elution with petroleum ether and ethyl acetate (ratio tapered from 1:2 to 1:3). The target compound N-diphenylmethylpiperazine (S8, 7.6 g) was finally obtained in 74.2% yield.

References

[1] Patent: CN103524413, 2016, B. Location in patent: Paragraph 0060; 0061; 0062; 0066
[2] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 4, p. 833 - 844
[3] European Journal of Medicinal Chemistry, 1987, vol. 22, p. 243 - 250
[4] Patent: US4355031, 1982, A