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O3639

Sigma-Aldrich

Ondansetron hydrochloride dihydrate

≥98% (HPLC), powder

Synonym(s):

1,2,3,9-Tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one hydrochloride, GR 38032F

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About This Item

Empirical Formula (Hill Notation):
C18H19N3O · HCl · 2H2O
CAS Number:
103639-04-9
Molecular Weight:
365.85
MDL number:
MFCD00374371
UNSPSC Code:
12352200
PubChem Substance ID:
329818907
NACRES:
NA.32

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

H2O: >5 mg/mL

storage temp.

−20°C

SMILES string

Cl[H].[H]O[H].[H]O[H].Cc1nccn1CC2CCc3c(C2=O)c4ccccc4n3C

InChI

1S/C18H19N3O.ClH.2H2O/c1-12-19-9-10-21(12)11-13-7-8-16-17(18(13)22)14-5-3-4-6-15(14)20(16)2;;;/h3-6,9-10,13H,7-8,11H2,1-2H3;1H;2*1H2

InChI key

VRSLTNZJOUZKLX-UHFFFAOYSA-N

Gene Information

human ... HTR3A(3359)

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Application

Ondansetron hydrochloride dihydrate has been used as a 5-HT3 antagonist to attenuate rostro ventromedial medulla (RVM)/cholecystokinin (CCK)-induced mechanical hypersensitivity and to block the effects of trichostatin A (TSA) on 5-HT3 protein.

Biochem/physiol Actions

Ondansetron, (3RS)-9-methyl-3-[(2-methyl-1H-imidazol-1-yl) methyl] 1,2,3,9-tetrahydro-4H-carbazol-4-one hydrochloride dehydrate acts as a selective 5-hydroxytryptamine type 3 (5-HT3) serotonin receptor antagonist. It is used as an antiemetic to control nausea and vomiting associated with chemotherapy and radiotherapy.
5-HT3 serotonin receptor antagonist

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Global experience with ondansetron and future potential.
Butcher ME
Oncology, 50(3), 191-197 (1993)
Aruna Sharma et al.
Molecular neurobiology, 52(2), 867-881 (2015-07-03)
Military personnel are often subjected to sleep deprivation (SD) during combat operations. Since SD is a severe stress and alters neurochemical metabolism in the brain, a possibility exists that acute or long-term SD will influence blood-brain barrier (BBB) function and
Alcohol-induced serotonergic modulation: the role of histone deacetylases
Agudelo M
Alcohol, 46(7), 635-642 (2012)
ION-PAIR REVERSED-PHASE HIGHPERFORMANCE
LIQUID CHROMATOGRAPHY
OF ONDANSETRON HYDROCHLORIDE USING
SODIUM HEPTANESULPHONATE AS A
COUNTERION
varvara A
Farmacia, 57, 4, 442-451 (2009)
J H Ye et al.
CNS drug reviews, 7(2), 199-213 (2001-07-28)
Ondansetron is a selective 5-hydroxytryptamine(3) (5-HT(3)) receptor antagonist that has been introduced to clinical practice as an antiemetic for cancer treatment-induced and anesthesia-related nausea and vomiting. Its use under these circumstances is both prophylactic and therapeutic. It has a superior
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