alpha,alpha-Diphenyl-4-piperidinomethanol
Synonym(s):Azacyclonol;Diphenyl-4-piperidinemethanol
- CAS NO.:115-46-8
- Empirical Formula: C18H21NO
- Molecular Weight: 267.37
- MDL number: MFCD00066980
- EINECS: 204-092-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-01-27 09:38:02
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What is alpha,alpha-Diphenyl-4-piperidinomethanol?
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
The Uses of alpha,alpha-Diphenyl-4-piperidinomethanol
Anxiolytic;H1 antagonist
The Uses of alpha,alpha-Diphenyl-4-piperidinomethanol
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
Properties of alpha,alpha-Diphenyl-4-piperidinomethanol
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 |
pka | 13.32±0.29(Predicted) |
color | White to light beige |
CAS DataBase Reference | 115-46-8(CAS DataBase Reference) |
NIST Chemistry Reference | Azacyclonol(115-46-8) |
Safety information for alpha,alpha-Diphenyl-4-piperidinomethanol
Signal word | Warning |
Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P337+P313:IF eye irritation persists: Get medical advice/attention. |
Computed Descriptors for alpha,alpha-Diphenyl-4-piperidinomethanol
InChIKey | ZMISODWVFHHWNR-UHFFFAOYSA-N |
alpha,alpha-Diphenyl-4-piperidinomethanol manufacturer
TAGOOR LABORATORIES PVT LTD
Mekong pharmaceuticals pvt ltd
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