An anticholinergic agent
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Adiphenine (hydrochloride)

Item No. 31124

Technical Information
Formal Name
α-phenyl-benzeneacetic acid, 2-(diethylamino)ethyl ester, monohydrochloride
CAS Number
50-42-0
Synonyms
  • NSC 129224
  • Spasmolytin
  • Trasentin
Molecular Formula
C20H25NO2 • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O=C(OCCN(CC)CC)C(C1=CC=CC=C1)C2=CC=CC=C2.Cl
InChi Code
InChI=1S/C20H25NO2.ClH/c1-3-21(4-2)15-16-23-20(22)19(17-11-7-5-8-12-17)18-13-9-6-10-14-18;/h5-14,19H,3-4,15-16H2,1-2H3;1H
InChi Key
LKPINBXAWIMZCG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Adiphenine is an anticholinergic agent.1,2,3,4 It is an antagonist of nicotinic acetylcholine receptors (nAChRs; IC50s = 1.8, 3.7, and 6.3 µM for the α3β4, α4β2, and α4β4 subunit-containing receptors, respectively), as well as muscarinic acetylcholine receptors (Ki = 0.44 µM).1,2 Adiphenine inhibits contractions induced by acetylcholine (ACh) in isolated guinea pig ileum in a concentration-dependent manner.2 It prevents tonic hindlimb extension in a mouse model of seizures induced by maximal electroshock (MES) with an ED50 value of 62 mg/kg but is neurotoxic at higher doses.3 Adiphenine protects against organophosphate-induced lethality in mice with a 50% protective dose (PD50) value of 3.3 mg/kg.4 It has also been used as a local anesthetic.1,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gentry, C.L., and Lukas, R.J. Local anesthetics noncompetitively inhibit function of four distinct nicotinic acetylcholine receptor subtypes. J. Pharmacol. Exp. Ther. 299(3), 1038-1048 (2001).

    2. Witkin, J.M., Gordon, R.K., and Chiang, P.K. Comparison of in vitro actions with behavioral effects of antimuscarinic agents. J. Pharmacol. Exp. Ther. 242(3), 796-803 (1987).

    3. Tanaka, K. Anticonvulsant properties of procaine, cocaine, adiphenine and related structures. Proc. Soc. Exp. Biol. Med. 90(1), 192-1995 (1955).

    4. Jović, R., and Milošević, M. Effective doses of some cholinolytics in the treatment of anticholinesterase poisoning. Eur. J. Pharmacol. 12(1), 85-93 (1970).