A non-competitive antagonist of nAChRs and an inhibitor of intracellular calcium availability
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TMB 8 (hydrochloride)

Item No. 23928

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4,5-trimethoxy-benzoic acid, 8-(diethylamino)octyl ester, monohydrochloride
CAS Number
53464-72-5
Molecular Formula
C22H37NO5 • HCl
Formula Weight
432.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly SolubleMethanol: Slightly SolubleWater: Slightly Soluble
SMILES
COC1=C(OC)C(OC)=CC(C(OCCCCCCCCN(CC)CC)=O)=C1.Cl
InChi Code
InChI=1S/C22H37NO5.ClH/c1-6-23(7-2)14-12-10-8-9-11-13-15-28-22(24)18-16-19(25-3)21(27-5)20(17-18)26-4;/h16-17H,6-15H2,1-5H3;1H
InChi Key
KFJZVXKPPQIYCG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    TMB 8 is a non-competitive antagonist of nicotinic acetylcholine receptors (nAChRs) with IC50 values of 390 and 350 nM, respectively, for human muscle-type and α3β4 subunit-containing ganglionic nAChRs expressed in TE671/RD or SH-SY5Y cells.1 It inhibits nicotine-induced dopamine release from rat brain synaptosomes (IC50 = 480 nM). TMB 8 also reduces calcium availability in smooth and skeletal muscle, blocking the contractile response in isolated rabbit aortic strip when used at a concentration of 50 µM and inhibiting calcium influx and efflux in isolated guinea pig ileum when used at a concentration of 65 µM.2 It has been used in the study of intracellular calcium dynamics, particularly in smooth muscle.3,4 TMB 8 also inhibits protein kinase C (PKC) activity in a dose-dependent manner.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bencherif, M., Eisenhour, C.M., Prince, R.J., et al. The "calcium antagonist" TMB-8 [3,4,5-trimethoxybenzoic acid 8-(diethylamino)octyl ester] is a potent, non-competitive, functional antagonist at diverse nicotinic acetylcholine receptor subtypes. J. Pharmacol. Exp. Ther. 275(3), 1418-1426 (1995).

    2. Chiou, C.Y., and Malagodi, M.H. Studies on the mechanism of action of a new Ca2+ antagonist, 8-(N,N-diethylamino)octyl 3,4,5-trimethoxybenzoate hydrochloride in smooth and skeletal muscles. Br. J. Pharmacol. 53(2), 279-285 (1975).

    3. Himmel, H.M., and Ravens, U. TMB-8 as a pharmacologic tool in guinea pig myocardial tissues. I. Effects of TMB-8 on force of contraction and on action potential parameters in atrial and papillary muscles. J. Pharmacol. Exp. Ther. 255(1), 293-299 (1990).

    4. Ishihara, H., and Karaki, H. Inhibitory effect of 8-(N,N-diethylamino)octyl-3,4,5-trimethoxybenzoate (TMB-8) in vascular smooth muscle. Eur. J. Pharmacol. 197(2-3), 181-186 (1991).

    5. Kojima, I., Kojima, K., and Rasmussen, H. Mechanism of inhibitory action of TMB-8 [8-(NN-diethylamino)octyl-3,4,5-trimethoxybenzoate] on aldosterone secretion in adrenal glomerulosa cells. Biochem. J. 232(1), 87-92 (1985).