Alpha-(4-piperidyl)Benzhydrol
alpha,alpha-Diphenyl-4-piperidinemethanol
CAS: 115-46-8
Molecular Formula: C18H21NO
Alpha-(4-piperidyl)Benzhydrol - Names and Identifiers
| Name | alpha,alpha-Diphenyl-4-piperidinemethanol |
| Synonyms | Calmeran Ataractan Azacyclonol Azacyklonol TIMTEC-BB SBB003057 Diphenyl-4-piperidylmethanol Alpha-(4-piperidyl)Benzhydrol Diphenyl(4-piperidinyl)methanol diphenyl(piperidin-4-yl)methanol α,α-Diphenyl-4-piperidinemethanol a,a-Diphenyl-4-piperidinemethanol α,α-diphenyl-(4-piperidinyl)methanol alpha,alpha-diphenyl-4-piperidinemethano alpha,alpha-Diphenyl-4-piperidinomethanol alpha,alpha-Diphenyl-4-piperidinemethanol 4-Piperidinemethanol, alpha,alpha-diphenyl- |
| CAS | 115-46-8 |
| EINECS | 204-092-5 |
| InChI | InChI=1/C18H21NO/c20-18(15-7-3-1-4-8-15,16-9-5-2-6-10-16)17-11-13-19-14-12-17/h1-10,17,19-20H,11-14H2 |
| InChIKey | ZMISODWVFHHWNR-UHFFFAOYSA-N |
Alpha-(4-piperidyl)Benzhydrol - Physico-chemical Properties
| Molecular Formula | C18H21NO |
| Molar Mass | 267.37 |
| Density | 1.0449 (rough estimate) |
| Melting Point | 160-163 °C |
| Boling Point | 410.55°C (rough estimate) |
| Flash Point | 142°C |
| Solubility | DMSO 53 mg/mL Water 2 mg/mL Ethanol 53 mg/mL |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Solid |
| Color | White to light beige |
| pKa | 13.32±0.29(Predicted) |
| Storage Condition | Store below +30°C. |
| Refractive Index | 1.5100 (estimate) |
| MDL | MFCD00066980 |
| In vitro study | Azacyclonol is formed in human intestinal microsomes and is linearly related to time up to 60 min. The rate of Azacyclonol formation was increased linearly by microsomal protein concentration to 2 mg/ml. The apparent K m and V max values of Azacyclonol on human liver microsomes are 0.82 μm and 60 pmol/min/mg, respectively. The formation of Azacyclonol and Terfenadine Alcohol from Terfenadine is mainly caused by CYP3A(4) the ratio of the rate of formation of isoenzyme catalysis, Terfenadine Alcohol and Azacyclonol is 3:1. After Rifampin administration, the amount of Azacyclonol eliminated by the kidneys increased on average 2-fold. |
| In vivo study | Azacyclonol (I. V.) affects the response of the blink membrane to postganglionic and preganglionic stimuli. The transmission activity of Azacyclonol in the superior cervical ganglion of the cat was 6.63%. |
Alpha-(4-piperidyl)Benzhydrol - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | WGK 3 highly water e |
| RTECS | TN0470000 |
| HS Code | 29333999 |
Alpha-(4-piperidyl)Benzhydrol - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| application | α,α-diphenyl-4-piperidine methanol (azacyclol for short) is a key intermediate for the synthesis of fexofenadine hydrochloride, terfenadine hydrochloride and other antihistamines. |
| Synthesis process | Using 4-piperidinic acid as raw material, it reacts with ethyl chloroformate, esterification and amino protection "one-pot" reaction to prepare N-ethoxycarbonyl-4-piperidinic acid methyl ester, and then react with phenyl magnesium bromide to prepare N-ethoxycarbonyl-α,α-diphenyl-4-piperidine methanol, finally, the target compound was prepared by hydrolysis of potassium hydroxide. The raw materials of this process are cheap and easy to obtain, the synthesis route is short, the operation is simple, and the total yield is 68.8%. |
| Biological activity | Azacyclonol (MER 17, MDL 4829), also known as γ-pipradol, is a drug used to reduce hallucinations in mental patients. |
| use | is an intermediate of fexofenidine hydrochloride |
Last Update：2024-04-09 20:49:11
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View History
Alpha-(4-piperidyl)Benzhydrol
1,5-DIETHYL-1H-PYRAZOLE-4-SULFONYL CHLORIDE
EINECS 209-733-2
2-((2-(((5-(3-CHLOROPHENYL)-2-FURYL)METHYL)AMINO)ETHYL)AMINO)ETHANOL
METHYL 1-(4-FLUOROPHENYL)-5-FORMYL-1H-PYRROLE-2-CARBOXYLATE
6,8-DIOXA-BICYCLO[3.2.1]OCT-2-EN-4-ONE
Pregabalin IMpurity IV
2-Butyl-4-spirocyclopentane-2-imidazolin-5-one hydrochloride
FMOC-2-ABZ-OH
2-{2-methoxy-4-[(phenylimino)methyl]phenoxy}acetamide
1,5-DIETHYL-1H-PYRAZOLE-4-SULFONYL CHLORIDE
EINECS 209-733-2
2-((2-(((5-(3-CHLOROPHENYL)-2-FURYL)METHYL)AMINO)ETHYL)AMINO)ETHANOL
METHYL 1-(4-FLUOROPHENYL)-5-FORMYL-1H-PYRROLE-2-CARBOXYLATE
6,8-DIOXA-BICYCLO[3.2.1]OCT-2-EN-4-ONE
Pregabalin IMpurity IV
2-Butyl-4-spirocyclopentane-2-imidazolin-5-one hydrochloride
FMOC-2-ABZ-OH
2-{2-methoxy-4-[(phenylimino)methyl]phenoxy}acetamide