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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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Roja Rahimi et al.
Clinical therapeutics, 30(5), 884-901 (2008-06-17)
Stimulated 5-hydroxytryptamine-3 (5-HT(3)) receptors promote intestinal motility, secretion, and sensation, effects that are related to the known pathophysiology of irritable bowel syndrome (IBS). A previous meta-analysis of 6 randomized controlled trials of the 5-HT(3)-receptor antagonist alosetron found that this agent
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
Jean Paul Nicandro et al.
Current medical research and opinion, 28(3), 449-456 (2012-02-09)
This article evaluates the characteristics and treatment patterns of female patients with severe diarrhea-predominant irritable bowel syndrome (IBS-D) who were treated with alosetron under a risk management program. Patients prescribed alosetron (2002-2009) and who voluntarily enrolled in the follow-up study
Eric Shah et al.
The American journal of medicine, 125(4), 381-393 (2012-03-27)
Current treatment options for irritable bowel syndrome are limited and often poorly studied. A select few drugs have been studied in irritable bowel syndrome, and the number needed to treat is frequently used to assess the relative efficacy of these
Lin Chang et al.
The American journal of gastroenterology, 105(4), 866-875 (2010-03-04)
Alosetron is a potent, selective 5-HT(3) receptor antagonist prescribed for women with severe diarrhea-predominant irritable bowel syndrome (IBS-D) under a risk management plan (RMP). The RMP was implemented following cases of ischemic colitis (IC) and complications of constipation (CoC) associated
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