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SML0346

Sigma-Aldrich

Alosetron hydrochloride

≥98% (HPLC)

Synonym(s):

2,3,4,5-Tetrahydro-5-methyl-2-[(5-methyl-1H-imidazol-4-yl)methyl]-1H-pyrido[4,3-b]indol-1-one hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H18N4O·HCl
CAS Number:
122852-69-1
Molecular Weight:
330.81
MDL number:
MFCD09028027
UNSPSC Code:
12352200
PubChem Substance ID:
329825350
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: ≥5 mg/mL at warmed

storage temp.

2-8°C

SMILES string

CN1C2=C(C=CC=C2)C3=C1CCN(CC4=C(C)N=CN4)C3=O.Cl

InChI

1S/C17H18N4O.ClH/c1-11-13(19-10-18-11)9-21-8-7-15-16(17(21)22)12-5-3-4-6-14(12)20(15)2;/h3-6,10H,7-9H2,1-2H3,(H,18,19);1H

InChI key

FNYQZOVOVDSGJH-UHFFFAOYSA-N

Gene Information

human ... HTR3A(3359)

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Biochem/physiol Actions

Alosetron is a potent and highly selective antagonist of serotonin 5-HT3 receptors, nonselective cation channels found predominantly in the enteric nervous system of the gastrointestinal tract. These receptors are involved in the regulation of visceral pain, colonic transit and GI secretions that can contribute to the pathophysiology of irritable bowel syndrome (IBS). Alosetron is used clinically for treatment of women with severe diarrhea-predominant IBS.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H319,H412

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Larry D Lynd et al.
Value in health : the journal of the International Society for Pharmacoeconomics and Outcomes Research, 13(4), 411-417 (2009-09-12)
There is consensus that a more transparent, explicit, and rigorous approach to benefit-risk evaluation is required. The objective of this study is to evaluate the incremental net benefit (INB) framework for undertaking quantitative benefit-risk assessment by performing a quantitative benefit-risk
F Reed Johnson et al.
Value in health : the journal of the International Society for Pharmacoeconomics and Outcomes Research, 13(4), 418-423 (2010-03-17)
The Food and Drug Administration, currently, is exploring quantitative benefit-risk methods to support regulatory decision-making. A scientifically valid method for assessing patients' benefit-risk trade-off preferences is needed to compare risks and benefits in a common metric. The study aims to
Clinical practice. Irritable bowel syndrome.
Emeran A Mayer
The New England journal of medicine, 358(16), 1692-1699 (2008-04-19)
Alexander C Ford et al.
The American journal of gastroenterology, 104(7), 1831-1843 (2009-05-28)
Irritable bowel syndrome (IBS) is a chronic functional disorder. 5-Hydroxytryptamine (5-HT) is a key modulator of gastrointestinal sensorimotor function. Many patients have IBS that can be difficult to treat, which has led to the development of newer agents, such as
J M Jarcho et al.
Alimentary pharmacology & therapeutics, 28(3), 344-352 (2008-12-17)
Symptom improvement in irritable bowel syndrome (IBS) treatment trials varies widely, with only 50-70% of patients qualifying as responders. Factors predicting treatment responsiveness are not known, although we have demonstrated that symptom improvement with the 5-HT3R antagonist alosetron is correlated
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