IUPAC/Chemical Name
4-Piperidinemethanol, alpha,alpha-diphenyl-
InChi Key
ZMISODWVFHHWNR-UHFFFAOYSA-N
InChi Code
InChI=1S/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
SMILES Code
OC(C1=CC=CC=C1)(C2=CC=CC=C2)C3CCNCC3
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
267.37
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: BEN-DAVID M, MENCZEL E, SULMAN FG. THE HYPOGLYCAEMIC EFFECT OF AZACYCLONOL AND ITS MECHANISM. Arch Int Pharmacodyn Ther. 1963 Oct 1;145:309-21. PubMed PMID: 14067559.
2: COATS EA, GRAY RW, MACQUIDDY EL. The use of azacyclonol (frenquel) in the treatment of mental disturbances of the aged: a double-blind, controlled study. J Am Geriatr Soc. 1958 Sep;6(9):675-80. PubMed PMID: 13575102.
3: BERRY JF, MAGEE WL, ROSSITER RJ. Effect of chlorpromazine and azacyclonol on the labelling of phosphatides in brain slices. Biochim Biophys Acta. 1956 Aug;21(2):408-9. PubMed PMID: 13363943.
4: HERVE Y, CARRIE J, GAYRAL L, LE MAILLOUX. [Azacyclonol (Frenquel). Uses and results]. Toulouse Med. 1960 Oct;61:663-8. French. PubMed PMID: 13713843.
5: SOULAIRAC A, HALPERN B, MOREL P, SCHAUB S. [Trial treatment of certain chronic hallucinatory psychotic syndromes by azacyclonol (frenquel)]. Ann Med Psychol (Paris). 1960 Apr;118(1):768-80. French. PubMed PMID: 13833008.
6: LEVY S. Intravenous use of azacyclonol. Northwest Med. 1958 May;57(5):620-3. PubMed PMID: 13541823.
7: ALLIN TG Jr, POGGE RC. The use of azacyclonol and pipradrol in general practice. Int Rec Med Gen Pract Clin. 1956 Apr;169(4):222-30. PubMed PMID: 13318734.
8: BRAUN DL, BROWN BB, FELDMAN RG. The pharmacologic activity of alpha-(4-piperidyl)-benzhydrol hydrochloride (azacyclonol hydrochloride); an ataractive agent. J Pharmacol Exp Ther. 1956 Oct;118(2):153-61. PubMed PMID: 13368052.
9: BENSOUSSAN P, VILLIAUMEY EM, ROUSSEAU J. [Symptomatic effects of azacyclonol on an hallucinatory and interpretative syndrome; presentation of patient]. Ann Med Psychol (Paris). 1956 May;114(5):821-5. French. PubMed PMID: 13340359.
10: LEMERE F. Failure of azacyclonol (frenquel) to relieve non-experimental mental confusion and hallucinations. Am J Psychiatry. 1957 Mar;113(9):840-1. PubMed PMID: 13402977.
11: DRESEL PE. The effect of azacyclonol on some cardiovascular and metabolic actions of epinephrine. J Pharmacol Exp Ther. 1959 Mar;125(3):208-12. PubMed PMID: 13642259.
12: RUMKE CL. [Pharmacological & clinical effects of azacyclonol]. Ned Tijdschr Geneeskd. 1958 Oct 18;102(42):2057-60. Dutch. PubMed PMID: 13613404.
13: Martens J. Determination of the terfenadine metabolite azacyclonol in human serum using gas chromatography-mass spectrometry. J Chromatogr B Biomed Appl. 1996 Apr 12;678(2):349-53. PubMed PMID: 8738042.
14: Kuhlman JJ Jr, Levine B, Klette KL, Magluilo J Jr, Kalasinsky KS, Smith ML. Measurement of azacyclonol in urine and serum of humans following terfenadine (Seldane) administration using gas chromatography-mass spectrometry. J Chromatogr. 1992 Jul 24;578(2):207-13. PubMed PMID: 1400799.
15: FERGUSON JT. Azacyclonol: use of a new pharmacologic agent in chronic schizophrenia. Antibiotic Med Clin Ther (New York). 1956 Jul;3(2):146-51. PubMed PMID: 13340696.
16: ISBELL H, LOGAN CR. Studies on the diethylamide of lysergic acid (LSD-25). II. Effects of chlorpromazine, azacyclonol, and reserpine on the intensity of the LSD-reaction. AMA Arch Neurol Psychiatry. 1957 Apr;77(4):350-8. PubMed PMID: 13410191.
17: Ling KH, Leeson GA, Burmaster SD, Hook RH, Reith MK, Cheng LK. Metabolism of terfenadine associated with CYP3A(4) activity in human hepatic microsomes. Drug Metab Dispos. 1995 Jun;23(6):631-6. PubMed PMID: 7587944.
18: [Azacyclonol (chlorhydrate). Chlorhydrate of diphenyl (4-piperidyl) methanol]. Ann Pharm Fr. 1968 Jul-Aug;26(7):583-4. French. PubMed PMID: 5729721.
19: PARIENTE M, MADRE JC, KIPMAN SD. [Association of azacyclonol and electroshock (apropos of 2 cases)]. Ann Med Psychol (Paris). 1960 Dec;118(2):948-52. French. PubMed PMID: 13732780.
20: FERGUSON JT, ALLIN TG Jr. Azacyclonol: studies in selection of patients, dosage, and administration. J Clin Exp Psychopathol. 1959 Jan-Mar;20(1):14-7. PubMed PMID: 13641386.
