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Alosetron (Hydrochloride)

CAT: 0804-HY-70050C-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-70050C-01Size:10 mg
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Description
Alosetron Hydrochloride (GR 68755C) is a potent and highly selective serotonin 5-HT3 receptor antagonist. Alosetron Hydrochloride is used for the research of irritable bowel syndrome (IBS) . Alosetron blocks the fast 5HT3-mediated depolarisation of guinea-pig myenteric and submucosal neurons, with IC50 at ~55 nM. Alosetron Hydrochloride attenuates the visceral nociceptive effect of rectal distension in conscious or anaesthetised dogs. Anti-inflammatory effects[1][2].
CAS Number
122852-69-1
Product Name Alternative
GR 68755C; GR 68755 (Hydrochloride) ; GR 68755X (Hydrochloride)
UNSPSC
12352005
Hazard Statement
H301, H412
Target
5-HT Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/alosetron-hydrochloride.html
Purity
99.63
Solubility
H2O : 33.33 mg/mL (ultrasonic)
Smiles
O=C(C(C1=C2C=CC=C1)=C(N2C)CC3)N3CC4=C(NC=N4)C.[H]Cl
Molecular Formula
C17H19ClN4O
Molecular Weight
330.81
Precautions
H301, H412
References & Citations
[1]Targeting the 5-HT3 receptor in the treatment of irritable bowel syndrome By Spiller, Robin C. From Current Opinion in Pharmacology (2011), 11 (1), 68-74.|[2]Lucak SL. Optimizing outcomes with alosetron hydrochloride in severe diarrhea-predominant irritable bowel syndrome. Therap Adv Gastroenterol. 2010 May;3 (3) :165-72.|[3]Lewis JH. Alosetron for severe diarrhea-predominant irritable bowel syndrome: safety and efficacy in perspective. Expert Rev Gastroenterol Hepatol. 2010 Feb;4 (1) :13-29.|[4]Turgeon DK, Tayeh N, Fontana RJ. Acute hepatitis associated with alosetron (Lotronex) . J Clin Gastroenterol. 2005 Aug;39 (7) :641-2.|[5]Miller DP, Alfredson T, Cook SF, Sands BE, Walker AM. Incidence of colonic ischemia, hospitalized complications of constipation, and bowel surgery in relation to use of alosetron hydrochloride. Am J Gastroenterol. 2003 May;98 (5) :1117-22.|[6]Balfour JA, Goa KL, Perry CM. Alosetron. Drugs. 2000;59 (3) :511-520.|[7]Motavallian A, et al. Anti-inflammatory effects of alosetron mediated through 5-HT3 receptors on experimental colitis. Res Pharm Sci. 2019;14 (3) :228-236.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
Lactoferrin

Chemical Information

Alosetron Hydrochloride

Alosetron Hydrochloride is the hydrochloride salt form of alosetron, a potent and selective 5-HT3 receptor antagonist. Alosetron blocks the actions of serotonin at 5-HT3 sites in the peripheral nervous system, particularly on enteric and nociceptive sensory neurons, thereby affecting the regulation of visceral pain, decreasing gastrointestinal contraction and motility, and decreasing gastrointestinal secretions. This agent is used to treat diarrhea-predominant irritable bowel syndrome in women.

CAS Number122852-69-1
PubChem CID60758
IUPAC Name5-methyl-2-[(5-methyl-1H-imidazol-4-yl)methyl]-3,4-dihydropyrido[4,3-b]indol-1-one;hydrochloride
Molecular FormulaC17H19ClN4O
Molecular Weight330.8
Topological Polar Surface Area53.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Heavy Atom Count23
Formal Charge0
Complexity442
SMILES
CC1=C(N=CN1)CN2CCC3=C(C2=O)C4=CC=CC=C4N3C.Cl
InChI
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
InChIKey
FNYQZOVOVDSGJH-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Alosetron Hydrochloride
CAS: 122852-69-1
CID: 60758
Formula: C17H19ClN4O
MW: 330.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight330.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass330.1247389
Monoisotopic Mass330.1247389
Topological Polar Surface Area53.9 Ų
Heavy Atom Count23
Formal Charge0
Complexity442
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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