alpha,alpha-Diphenyl-4-piperidinomethanol Chemical Properties

Melting point:

160-163 °C

Boiling point:

410.55°C (rough estimate)

Density 

1.0449 (rough estimate)

vapor pressure 

0Pa at 25℃

refractive index 

1.5100 (estimate)

storage temp. 

Store below +30°C.

solubility 

Chloroform, Methanol (Slightly, Sonicated)

pka

13.32±0.29(Predicted)

form 

Solid

color 

White to light beige

InChIKey

ZMISODWVFHHWNR-UHFFFAOYSA-N

CAS DataBase Reference

115-46-8(CAS DataBase Reference)

NIST Chemistry Reference

Azacyclonol(115-46-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

WGK 3 highly water endangering

RTECS 

TN0470000

HS Code 

29333999

MSDS

• Language:English Provider:alpha,alpha-Diphenyl-4-piperidinomethanol
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alpha,alpha-Diphenyl-4-piperidinomethanol Usage And Synthesis

Description

alpha,alpha-Diphenyl-4-piperidinomethanol is an important organic synthetic substance for the synthesis of diphenyl-4-piperidinomethanol. It is also used as a pharmaceutical intermediate in the preparation of terfenadine and Fexofenadine hydrochloride.

Chemical Properties

α,α-Diphenyl-4-piperidinemethanol has the appearance of a white to almost white powder to crystals with a melting point of 163 °C. Store at -20 °C.

Originator

Frenquel,Merrell,US,1955

Uses

Anxiolytic;H1 antagonist

Uses

α-(4-Piperidyl)benzhydrol is a key intermediate in the synthesis of Fexofenadine (F322490). Fexofenadine EP Impurity E.

Definition

ChEBI: Diphenyl(4-piperidinyl)methanol is a diarylmethane.

Manufacturing Process

A mixture of 26 g (0.1 mol) of α-(4-pyridyl)-benzhydrol, 1.5 g of platinum oxide, and 250 ml of glacial acetic acid is shaken at 50-60°C under hydrogen at a pressure of 40-50 lb/in2. The hydrogenation is complete in 2 to 3 hours. The solution is filtered and the filtrate evaprated under reduced pressure. The residue is dissolved in a mixture of equal parts of methanol and butanone and 0.1 mol of concentrated hydrochloric acid is added. The mixture is cooled and filtered to give about 30 g of α-(4-piperidyl)benzhydrol hydrochloride, MP 283- 285°C, as a white, crystalline substance.
The free base is readily obtained from the hydrochloride salt by treatment with ammonia and when so obtained has a melting point of 160-161°C.

brand name

Frenquel (Marion Merrell Dow).

Therapeutic Function

Tranquilizer

alpha,alpha-Diphenyl-4-piperidinomethanol(115-46-8)Related Product Information

• Chlorodiphenylphosphine
• α-Lipoic Acid
• Diphenylthiocarbazide
• 1,3-Diphenyl-2-thiourea
• Dithizone
• 4-Aminobutyric acid
• Diethylstilbestrol
• 1,5-Diphenylcarbazide
• Biphenyl
• 4-Piperidinemethanol
• Dichlorodiphenylsilane
• Diphenyldimethoxysilane
• Diphenyl-2-pyridylphosphine
• ALPHA,ALPHA-DIPHENYL-4-PIPERIDINOMETHANOL, HYDROCHLORIDE,ALPHA,ALPHA-DIPHENYL-4-PIPERIDINOMETHANOL HCL
• Terfenadine
• Ethyl 4-{4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl}-alpha,alpha-dimethylbenzeneacetate hydrochloride
• TERFENADINE IMP.I (EP):DIPHENYL(PIPERIDIN-4-YLMETHANOL(AZACYCLONOL)
• Fexofenadine hydrochloride