A CNS depressant
Related Products
Parent Compound(s)
20305Terfenadine
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Azacyclonol

Item No. 27303

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α,α-diphenyl-4-piperidinemethanol
CAS Number
115-46-8
Synonyms
  • MDL 4829
  • MER 17
  • γ-Pipradol
Molecular Formula
C18H21NO
Formula Weight
267.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:6): 0.14 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/ml
λmax
262 nm
SMILES
OC(C1=CC=CC=C1)(C2=CC=CC=C2)C3CCNCC3
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
InChi Key
ZMISODWVFHHWNR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 g

    $41

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    25 g

    $95

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    50 g

    $178

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    100 g

    $312

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    Product Description

    Azacyclonol is a CNS depressant.1 It reduces transmission through the sympathetic ganglia, decreasing electrically stimulated contractile responses in feline nictitating membrane. It reduces coordinated locomotor activity in mice by greater than 50% when administered at doses of 71, 142, and 213 mg/kg.2 Azacyclonol (142 mg/kg) decreases hyperactivity induced by pipradol, D-amphetamine, morphine, and cocaine. It also increases the duration of sleeping time induced by hexobarbital. Azacyclonol is also a metabolite of the histamine H1 receptor antagonist terfenadine (Item No. 20305).3,4 It is formed from terfenadine by the cytochrome P450 (CYP) isoform CYP3A4.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brown, D.A., and Quilliam, J.P. The effects of some centrally acting drugs on ganglionic transmission in the cat. Br. J. Pharmacol. Chemother. 23(2), 241-256 (1964).

    2. Braun, D.L., Brown, B.B., and Feldman, R.G. The pharmacologic activity of α-(4-piperidyl)-benzhydrol hydrochloride (azacyclonol hydrochloride); an ataractive agent. J. Pharmacol. Exp. Ther. 118(2), 153-161 (1956).

    3. Martens, J. Determination of the terfenadine metabolite azacyclonol in human serum using gas chromatography-mass spectrometry. J. Chromatogr. B Biomed. Appl. 678(2), 349-353 (1996).

    4. Yun, C.H., Okerholm, R.A., and Guenggerich, F.P. Oxidation of the antihistaminic drug terfenadine in human liver microsomes. Role of cytochrome P-450 3A(4) in N-dealkylation and C-hydroxylation. Drug Metab. Dispos. 21(3), 403-409 (1993).