Alverine citrate

Names

[ Name ]:
Alverine citrate

[Synonym ]:
N-ethyl-3-phenyl-N-(3-phenylpropyl)propan-1-amine,2-hydroxypropane-1,2,3-tricarboxylic acid
MFCD00035086
EINECS 226-929-3
Alverine Citrate
Alverine (citrate)

Biological Activity

[Description]:

Alverine citrate is a 5-HT1A receptor antagonist, with an IC50 of 101 nM.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor

Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor

Research Areas >> Metabolic Disease

[Target]

5-HT1A Receptor:101 nM (IC50)

[In Vitro]

Alverine is a drug used for functional gastrointestinal disorders. Alverine acts directly on the muscle in the gut, causing it to relax. Alverine Citrate (20 mg/kg) suppresses the effect of 5-HTP, but not that of 8-OH-DPAT. However, when injected intracerebroventricularly (75 μg/rat) alverine citrate reduces 8-OH-DPAT-induced enhancement of rectal distension-induced abdominal contractions. In-vitro binding studies reveal that Alverine citrate has a high affinity for 5-HT1A receptors and a weak affinity for 5-HT3 and 5-HT4 subtypes[1]. Alverine may increase Ca influx during action potentials due to inhibition of the inactivation of L-type Ca channels, but may also suppress evoked activity by inhibiting the sensitivity of contractile proteins to Ca2+[2].

[References]

[1]. Coelho, A.M., et al., Rectal antinociceptive properties of alverine citrate are linked to antagonism at the 5-HT1A receptor subtype. J Pharm Pharmacol, 2001. 53(10): p. 1419-26.

[2]. Hayase, M., et al., Evolving mechanisms of action of alverine citrate on phasic smooth muscles. Br J Pharmacol, 2007. 152(8): p. 1228-38.

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
358.8ºC at 760mmHg

[ Molecular Formula ]:
C₂₆H₃₅NO₇

[ Molecular Weight ]:
473.55900

[ Flash Point ]:
174.4ºC

[ Exact Mass ]:
473.24100

[ PSA ]:
135.37000

[ LogP ]:
3.32540

[ Storage condition ]:
-20°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 ]:
2921499090

Customs

[ HS Code ]: 2921499090

[ Summary ]:
2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

Validated LC-MS/MS method for determination of Alverine and one of its hydroxy metabolites in human plasma along with its application to a bioequivalence study.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 877(3) , 197-206, (2009)

The present research work involves a first of its kind rapid and sensitive liquid chromatography-tandem mass spectrometry (LC-MS/MS) method developed and validated for simultaneous analysis of Alverin...

A general practice study to compare alverine citrate with mebeverine hydrochloride in the treatment of irritable bowel syndrome.

Br. J. Clin. Pract. 40(7) , 276-8, (1986)

Alverine citrate, simeticone, and Rome III irritable bowel syndrome.

Aliment. Pharmacol. Ther. 31(7) , 767-8; author reply 768-9, (2010)