A dopamine D2 receptor antagonist and antiemetic
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Trimethobenzamide (hydrochloride)

Item No. 24145

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-benzamide, monohydrochloride
CAS Number
554-92-7
Synonyms
  • Ro 2-9578
Molecular Formula
C21H28N2O5 • HCl
Formula Weight
424.9
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly SolubleMethanol: Slightly Soluble
λmax
214 nm
SMILES
COC1=CC(C(NCC2=CC=C(OCCN(C)C)C=C2)=O)=CC(OC)=C1OC.Cl
InChi Code
InChI=1S/C21H28N2O5.ClH/c1-23(2)10-11-28-17-8-6-15(7-9-17)14-22-21(24)16-12-18(25-3)20(27-5)19(13-16)26-4;/h6-9,12-13H,10-11,14H2,1-5H3,(H,22,24);1H
InChi Key
WIIZEEPFHXAUND-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $70

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    100 mg

    $123

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    250 mg

    $288

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    500 mg

    $502

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    Product Description

    Trimethobenzamide is a dopamine D2 receptor antagonist and antiemetic.1 It prevents emesis induced by the dopamine agonist apomorphine (Item No. 16094) in dogs when used at a dose of 20 mg/kg and stimulates contraction of isolated guinea pig ileum (ED50 = 8.7 μg/mL).2 Trimethobenzamide (20 mg/kg) decreases apomorphine-induced pecking responses in pigeons by 20% and increases the latent period of pecking from 4.3 to 8 minutes.3 Trimethobenzamide (6.7 g/kg per day for 2 weeks) enhances compensation and decreases recovery time from 70 to 32 weeks in unilaterally labyrinthectomized cats, a model of vestibular injury.4 Formulations containing trimethobenzamide have been used to treat nausea and vomiting.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Smith, H.S., Cox, L.R., and Smith, B.R. Dopamine receptor antagonists. Ann. Palliat. Med. 1(2), 137-142 (2012).

    2. Shallek, W., Heise, G.A., Keith, E.F., et al. Anti-emetic activity of 4-(2-dimethylaminoethoxy)-N-(3,4,5-trimethoxybenzoyl) benzylamine hydrochloride. J. Pharmacol. Exp. Ther. 126(3), 270-277 (1959).

    3. Dhawan, B.N., Saxena, P.N., and Gupta, G.P. Antagonism of apomorphine-induced pecking in pigeons. Br. J. Pharmacol. Chemother. 16(2), 137-145 (1961).

    4. Peppard, S.B. Effect of drug therapy on compensation from vestibular injury. Laryngoscope 96(8), 878-898 (1986).