Trimebutine

Names

[ Name ]:
Trimebutine

[Synonym ]:
trimebutine free base
TRIMEBUTIN
3,4,5-TRIMETHOXYBENZOIC ACID 2-[DIMETHYLAMINO]-2-PHENYLBUTYL ESTER
3,4,5-TRIMETHOXYBENZOATE,-2'-PHENYL-2'-DIMETHYLAMINO-N-BUTYL
Benzoic acid,3,4,5-trimethoxy-,2-(dimethylamino)-2-phenylbutyl ester (9CI)
Trimebutine hydrochloride
2'-PHENYL-2'-DIMETHYLAMINO-N-BUTYL-3',4',5'-TRIMETHOXYBENZOATE
2-(Dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoate
TRIMEBUTINE
3,4,5-Trimethoxybenzoic Acid 2-(Dimethylamino)-2-phenylbutyl Ester
hydrogenated maleate of 2-dimethyl-amino-2-phenylbutyl-3,4,5-trimetoxybenzoate
EINECS 254-309-2
MFCD00133873
TRIMEBUTINE3.4.5-TRIMETHOXYBENZOATE,-2'-PHENYL-2'-DIMETHYLAMINO-N-BUTYL
Benzoic acid, 3,4,5-trimethoxy-, 2-(dimethylamino)-2-phenylbutyl ester
trimebutine maleate

Biological Activity

[Description]:

Trimebutine is a drug with antimuscarinic and weak mu opioid agonist effects.Target: Opioid ReceptorTrimebutine is an agonist of peripheral mu, kappa and delta opiate receptors, used as spasmolytic agent for treatment of both acute and chronic abdominal pain [1]. The major product from drug metabolism of trimebutine in human beings is nor-trimebutine, which comes from removal of one of the methyl groups attached to nitrogen. Trimebutine exerts its effects in part due to causing a premature activation of phase III of the migrating motor complex in the digestive tract [2, 3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Opioid Receptor

Signaling Pathways >> Neuronal Signaling >> Opioid Receptor

Research Areas >> Metabolic Disease

[References]

[1]. Kaneto, H., M. Takahashi, and J. Watanabe, The opioid receptor selectivity for trimebutine in isolated tissues experiments and receptor binding studies. J Pharmacobiodyn, 1990. 13(7): p. 448-53.

[2]. Roman, F.J., et al., Pharmacological properties of trimebutine and N-monodesmethyltrimebutine. J Pharmacol Exp Ther, 1999. 289(3): p. 1391-7.

[3]. Hiyama, T., et al., Effectiveness of prokinetic agents against diseases external to the gastrointestinal tract. J Gastroenterol Hepatol, 2009. 24(4): p. 537-46.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
457.9±34.0 °C at 760 mmHg

[ Melting Point ]:
79ºC

[ Molecular Formula ]:
C₂₂H₂₉NO₅

[ Molecular Weight ]:
387.469

[ Flash Point ]:
230.8±25.7 °C

[ Exact Mass ]:
387.204559

[ PSA ]:
57.23000

[ LogP ]:
4.34

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.534

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2922199090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922199090

[ Summary ]:
2922199090. other amino-alcohols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Safety, tolerability and pharmacokinetics of trimebutine 3-thiocarbamoylbenzenesulfonate (GIC-1001) in a randomized phase I integrated design study: single and multiple ascending doses and effect of food in healthy volunteers.

Clin. Ther. 36(11) , 1650-64, (2014)

Trimebutine 3-thiocarbamoylbenzenesulfonate (GIC-1001) is a new drug intended to be used for the management of visceral pain in patients undergoing sedation-free, full colonoscopy. The objectives of t...

[Prokinetics in childhood].

Arch. Pediatr. 17(6) , 737-8, (2010)

Effectiveness of trimebutine maleate on modulating intestinal hypercontractility in a mouse model of postinfectious irritable bowel syndrome.

Eur. J. Pharmacol. 636(1-3) , 159-65, (2010)

Trimebutine maleate, which modulates the calcium and potassium channels, relieves abdominal pain in patients with irritable bowel syndrome. However, its effect on postinfectious irritable bowel syndro...