A muscarinic acetylcholine receptor antagonist
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Labeled Version(s)
33979Diphenidol-d10
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Diphenidol (hydrochloride)

Item No. 18674

Technical Information
Formal Name
α,α-diphenyl-1-piperidinebutanol, monohydrochloride
CAS Number
3254-89-5
Synonyms
  • SKF 478A
Molecular Formula
C21H27NO • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 50 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
OC(C1=CC=CC=C1)(CCCN2CCCCC2)C3=CC=CC=C3.Cl
InChi Code
InChI=1S/C21H27NO.ClH/c23-21(19-11-4-1-5-12-19,20-13-6-2-7-14-20)15-10-18-22-16-8-3-9-17-22;/h1-2,4-7,11-14,23H,3,8-10,15-18H2;1H
InChi Key
AVZIYZHXZAYGJS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Diphenidol is an antagonist of muscarinic acetylcholine receptors (mAChRs; Kis = 0.43, 2.8, 1.1, 0.91, and 1.28 µM in CHO cell membranes expressing M1-5 receptors, respectively).1 It also inhibits Kv channels in Neuro2A cells (IC50 = 28.2 µM), as well as L-type voltage-gated calcium channels in differentiated NG 108-15 cells in a concentration-dependent manner.2 Microiontophoretic application of diphenidol inhibits rotation-induced firing of medial vestibular nucleus neurons in a cat model of vertigo.3 Diphenidol (3.2 mg/kg, i.v.) prevents apomorphine-induced emesis in dogs.4 Formulations containing diphenidol have been used in the treatment of vertigo and as antiemetics.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Varoli, L., Andreani, A., Burnelli, S., et alDiphenidol-related diamines as novel muscarinic M4 receptor antagonists. Bioorg. Med. Chem. Lett. 18(9), 2972-2976 (2008).

    2. Leung, Y.M., Wong, K.L., Cheng, K.S., et alInhibition of voltage-gated K+ channels and Ca2+ channels by diphenidol. Pharmacol. Rep. 64(3), 739-744 (2012).

    3. Kawabata, A., Sasa, M., Kishimoto, T., et alEffects of anti-vertigo drugs on medial vestibular nucleus neurons activated by horizontal rotation. Jpn. J. Pharmacol. 55(1), 101-106 (1991).

    4. Nakayama, H., Yamakuni, H., Nakayama, A., et alDiphenidol has no actual broad antiemetic activity in dogs and ferrets. J. Pharmacol. Sci. 96(3), 301-306 (2004).