An L- and T-type calcium channel inhibitor and mAChR antagonist
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Otilonium (bromide)

Item No. 29907

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-diethyl-N-methyl-2-[[4-[[2-(octyloxy)benzoyl]amino]benzoyl]oxy]-ethanaminium, monobromide
CAS Number
26095-59-0
Synonyms
  • Octylonium
Molecular Formula
C29H43N2O4 • Br
Formula Weight
563.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 25 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
292 nm
SMILES
O=C(NC1=CC=C(C(OCC[N+](CC)(C)CC)=O)C=C1)C2=CC=CC=C2OCCCCCCCC.[Br-]
InChi Code
InChI=1S/C29H42N2O4.BrH/c1-5-8-9-10-11-14-22-34-27-16-13-12-15-26(27)28(32)30-25-19-17-24(18-20-25)29(33)35-23-21-31(4,6-2)7-3;/h12-13,15-20H,5-11,14,21-23H2,1-4H3;1H
InChi Key
VWZPIJGXYWHBOW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

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    5 g

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    Product Description

    Otilonium is an inhibitor of L-type (IC50 = 2.3 µM) and T-type calcium channels (IC50s = 0.8, 1.1, and 0.4 µM for Cav3.1, Cav3.2, and Cav3.3, respectively).1,2 It is also an antagonist of muscarinic acetylcholine receptors (mAChRs; IC50s = 0.054, 0.4, 0.222, and 0.156 µM for M1, M2, M4, and M5 muscarinic receptors, respectively) and the platelet activating factor (PAF) receptor (IC50 = 0.0552 µM).3 Otilonium inhibits the inward calcium current in isolated rat colonic smooth muscle cells (EC50 = 885 nM), an effect that can be blocked by the L-type calcium channel inhibitor nifedipine (Item No. 11106).1 It inhibits contractions induced by the muscarinic acetylcholine receptor (mAChR) agonist methacholine in isolated circular muscle of the guinea pig proximal colon (IC50 = 3.7 µM).4 Otilonium (4 mg/kg) decreases fecal excretion and wet dog shakes and increases the tail withdrawal latency in the tail-flick test in a rat model of opioid withdrawal syndrome induced by morphine and naloxone.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Martin, M.T., Hove-Madsen, L., and Jimenez, M. Otilonium bromide inhibits muscle contractions via L-type calcium channels in the rat colon. Neurogastroenterol. Motil. 16(2), 175-183 (2004).

    2. Strege, P.R., Sha, L., Beyder, A., et al. T-type Ca2+ Channel Modulation by Otilonium Bromide. Am. J. Physiol. Gastrointest. Liver Physiol. 298(5), G706-G713 (2010).

    3. Evangelista, S., Giachetti, A., Chapelain, B., et al. Receptor binding profile of otilonium bromide. Pharmacol. Res. 38(2), 111-117 (1998).

    4. Santicioli, P., Zagorodnyuk, V., Renzetti, A.R., et al. Antimuscarinic, calcium channel blocker and tachykinin NK2 receptor antagonist actions of otilonium bromide in the circular muscle of guinea-pig colon. Naunyn-Schmiedebergs Arch. Pharmacol. 359(5), 420-427 (1999).

    5. Pinelli, A., Trivulzio, S., and Vignati, S. Effects exerted by otilonium bromide administration on precipitated opioid withdrawal syndrome in rats. Toxicology 122(1-2), 23-37 (1997).