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O3639

Sigma-Aldrich

Ondansetron hydrochloride dihydrate

≥98% (HPLC), powder, 5-HT₃serotonin receptor antagonist

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:
Molecular Weight:
365.85
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

product name

Ondansetron hydrochloride dihydrate, ≥98% (HPLC), powder

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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
Activation of descending pain-facilitatory pathways from the rostral ventromedial medulla by cholecystokinin elicits release of prostaglandin-E2 in the spinal cord.
Marshall TM
Pain, 153(1), 86-94 (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)
Alcohol-induced serotonergic modulation: the role of histone deacetylases
Agudelo M
Alcohol, 46(7), 635-642 (2012)
Global experience with ondansetron and future potential.
Butcher ME
Oncology, 50(3), 191-197 (1993)

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