An antagonist of histamine and muscarinic receptors
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Diphenhydramine (hydrochloride)

Item No. 11158

Technical Information
Formal Name
2-(diphenylmethoxy)-N,N-dimethyl-ethanamine, monohydrochloride
CAS Number
147-24-0
Synonyms
  • DPH
Molecular Formula
C17H21NO • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 10 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
CN(C)CCOC(C1=CC=CC=C1)C2=CC=CC=C2.Cl
InChi Code
InChI=1S/C17H21NO.ClH/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;/h3-12,17H,13-14H2,1-2H3;1H
InChi Key
PCHPORCSPXIHLZ-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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    Product Description

    Diphenhydramine (DPH) is a first generation antihistamine that is a potent antagonist of the histamine H1 receptor (Ki = 11.7 nM using human recombinant receptors).1,2 DPH readily crosses the blood-brain barrier and produces diverse cognitive and psychomotor effects.1,3 DPH also antagonizes muscarinic cholinergic receptors (Kis = 100 to 260 nM for M1-M5), increasing the range of central nervous system effects and applications.4 This product is also available as an analytical reference standard (Item No. 22489).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Thurmond, R.L., Gelfand, E.W., and Dunford, P.J. The role of histamine H1 and H4 receptors in allergic inflammation: The search for new antihistamines. Nat. Rev. Drug Discov. 7(1), 41-53 (2008).

    2. Booth, R.G., Moniri, N.H., Bakker, R.A., et alA novel phenylaminotetralin radioligand reveals a subpopulation of histamine H1 receptors. J. Pharmacol. Exp. Ther. 302(1), 328-336 (2002).

    3. Kay, G.G., and Harris, A.G. Loratadine: A non-sedating antihistamine. Review of its effects on cognition, psychomotor performance, mood and sedation. Clin. Exp. Allergy 29(Suppl 3), 147-150 (1999).

    4. Bolden, C., Cusack, B., and Richelson, E. Antagonism by antimuscarinic and neuroleptic compounds at the five cloned human muscarinic cholinergic receptors expressed in Chinese hamster ovary cells. J. Pharmacol. Exp. Ther. 260(2), 576-580 (1992).

    Product Citations

    Menon, P., Teo, Y.Y., and Misran, M. Physicochemical evaluation of DEAE-Dx coated liposomes for long alkyl chain lipids. RSC Adv. 6(57), 51649-51657 (2016).