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G3796

Sigma-Aldrich

Granisetron hydrochloride

≥98% (HPLC), solid

Synonym(s):

1-Methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H24N4O· HCl
CAS Number:
Molecular Weight:
348.87
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white to off-white

mp

284.0-290.0 °C

solubility

H2O: >10 mg/mL

originator

Roche

storage temp.

room temp

SMILES string

Cl.CN1[C@H]2CCC[C@@H]1C[C@@H](C2)NC(=O)c3nn(C)c4ccccc34

InChI

1S/C18H24N4O.ClH/c1-21-13-6-5-7-14(21)11-12(10-13)19-18(23)17-15-8-3-4-9-16(15)22(2)20-17;/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23);1H/t12-,13+,14-;

InChI key

QYZRTBKYBJRGJB-WQTKJZBYSA-N

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Biochem/physiol Actions

Granisetron hydrochloride helps to block nausea/emesis and abdominal pain in irritable bowel syndrome, that is stimulated by chemotherapy.
Granisetron hydrochloride is a serotonin 5-HT3 receptor antagonist and antiemetic.

Features and Benefits

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

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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Alterations of colonic sensitivity and gastric dysmotility after acute cisplatin and granisetron
Martin R, et al.
Neurogastroenterology and Motility, e13499-e13499 (2018)
Caroline Sévoz-Couche et al.
The Journal of physiology, 591(7), 1871-1887 (2013-01-09)
Anxiety disorders in humans reduce both the heart rate variability (HRV) and the sensitivity of the cardiac baroreflex (BRS). Both may contribute to sudden death. To elucidate the mechanisms underlying these alterations, male rats were subjected to social defeat sessions
Yaqiong Wang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 105, 612-617 (2013-02-09)
In 0.1 mol L(-1) HCl medium, antiemetic drugs (ATM), such as granisetron hydrochloride (GS) and tropisetron hydrochloride (TS), reacted with H(3)PW(12)O(40)·nH(2)O and formed 3:1 ion-association complex of [(ATM)(3)PW(12)O(40)], then self-aggregated into nanoparticles-[(ATM)(3)PW(12)O(40)](n) with an average size of 100 nm. The
Su Mi Park et al.
Reviews in the neurosciences, 23(5-6), 555-569 (2012-10-23)
The changes in serotonin type 3 (5-HT) receptor activity influence memory and emotional regulation,the two essential components underlying the successful extinction of conditioned fear. These studies determined if blocking 5-HT3 receptors with granisetron influences the extinction of fear in male
Divya Kesters et al.
EMBO reports, 14(1), 49-56 (2012-12-01)
The 5-HT(3) receptor is a pentameric serotonin-gated ion channel, which mediates rapid excitatory neurotransmission and is the target of a therapeutically important class of anti-emetic drugs, such as granisetron. We report crystal structures of a binding protein engineered to recognize

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