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
Empirical Formula (Hill Notation):
C18H19N3O · HCl · 2H2O
CAS Number:
Molecular Weight:
365.85
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥98% (HPLC)

form

powder

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.

Packaging

10, 50 mg in glass bottle

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

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2811 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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)
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...

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