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Merck

SML0346

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
NACRES:
NA.77
PubChem Substance ID:
329825350
UNSPSC Code:
12352200
MDL number:
MFCD09028027

Key Documents

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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

SMILES string

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

InChI key

FNYQZOVOVDSGJH-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: ≥5 mg/mL at warmed

storage temp.

2-8°C

Quality Level

100

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.
Alosetron is a potent and highly selective antagonist.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

SML0346-50MG: + SML0346-10MG: + SML0346-BULK: + SML0346-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000427432
0000427432
0000141193
0000040422
0000040423

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James H Lewis
Drug safety, 34(7), 545-565 (2011-06-15)
Ischaemic colitis (IC) is the most common form of ischaemic injury to the gastrointestinal (GI) tract. IC typically presents with the sudden onset of lower abdominal pain, cramping and rectal bleeding, and is usually self-limited with low morbidity, although it
Andrea Fantuzzi et al.
Analytical chemistry, 82(24), 10222-10227 (2010-11-26)
This paper is the first report of a P450-electrode in a microfluidic format. A 30 μL microfluidic cell was made in poly(methyl methacrylate) containing the inlet, outlet, and reaction chamber with two electrode strips, one of which contains the human
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
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
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