alpha,alpha-Diphenyl-4-piperidinomethanol

alpha,alpha-Diphenyl-4-piperidinomethanol Basic information
Product Name:alpha,alpha-Diphenyl-4-piperidinomethanol
Synonyms:TIMTEC-BB SBB003057;4-Piperidinemethanol, alpha,alpha-diphenyl-;alpha,alpha-diphenyl-4-piperidinemethano;Ataractan;Azacyklonol;Calmeran;Diphenyl(4-piperidinyl)methanol;Diphenyl-4-piperidylmethanol
CAS:115-46-8
MF:C18H21NO
MW:267.37
EINECS:204-092-5
Product Categories:Pharmaceutical Intermediates;γ-pipradol;Chemical intermediate for Fexofenadine HCl;INTERMEDIATESOFFEXOFENADINE;(intermediate of fexofenadine hcl)
Mol File:115-46-8.mol
alpha,alpha-Diphenyl-4-piperidinomethanol Structure
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)
form Solid
pka13.32±0.29(Predicted)
color White to light beige
InChIKeyZMISODWVFHHWNR-UHFFFAOYSA-N
CAS DataBase Reference115-46-8(CAS DataBase Reference)
NIST Chemistry ReferenceAzacyclonol(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 Information
ProviderLanguage
alpha,alpha-Diphenyl-4-piperidinomethanol English
ACROS English
alpha,alpha-Diphenyl-4-piperidinomethanol Usage And Synthesis
Chemical Propertieswhite to light beige crystalline powder
OriginatorFrenquel,Merrell,US,1955
UsesAnxiolytic;H1 antagonist
Usesα-(4-Piperidyl)benzhydrol is a key intermediate in the synthesis of Fexofenadine (F322490). Fexofenadine EP Impurity E.
DefinitionChEBI: Diphenyl(4-piperidinyl)methanol is a diarylmethane.
Manufacturing ProcessA 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 nameFrenquel (Marion Merrell Dow).
Therapeutic FunctionTranquilizer
alpha,alpha-Diphenyl-4-piperidinomethanol Preparation Products And Raw materials
Raw materialsHydrogen
Preparation ProductsTerfenadine-->4'-tert-butyl-4-[4-(hydroxybenzhydryl)piperidino]butyrophenone
FEXOFENADINE HYDROCHLORIDE FEXOFENADINE-D6 Diphenyldimethoxysilane 8-(4-(HYDROXYDIPHENYLMETHYL)PIPERIDIN-1-YL)-1,3-DIMETHYL-7-(4-METHYLBENZYL)-1H-PURINE-2,6(3H,7H)-DIONE Biphenyl alpha,alpha-Diphenyl-4-piperidinomethanol 4-Aminobutyric acid 4-(ALPHA, ALPHA DIPHENYL) PIPERIDINE METHANOL HYDROCHLORIDE MONOHYDRATE KETO-FEXOFENADINE α-Lipoic Acid 4-Piperidinemethanol Dithizone Chlorodiphenylphosphine Diphenylthiocarbazide Dichlorodiphenylsilane 1,5-Diphenylcarbazide 1,3-Diphenyl-2-thiourea Diethylstilbestrol

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