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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H17N3O
Molecular Weight 279.3364
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RAMOSETRON

SMILES

CN1C=C(C(=O)[C@@H]2CCC3=C(C2)N=CN3)C4=C1C=CC=C4

InChI

InChIKey=NTHPAPBPFQJABD-LLVKDONJSA-N
InChI=1S/C17H17N3O/c1-20-9-13(12-4-2-3-5-16(12)20)17(21)11-6-7-14-15(8-11)19-10-18-14/h2-5,9-11H,6-8H2,1H3,(H,18,19)/t11-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21146988 | https://www.ncbi.nlm.nih.gov/pubmed/12195819 | https://www.ncbi.nlm.nih.gov/pubmed/25949526

Ramosetron (INN) is a serotonin 5-HT3 receptor antagonist for the treatment of nausea, vomiting. And "diarrhea-predominant irritable bowel syndrome in males" (IBS-D). Ramosetron is licensed for use in India, Japan (Iribo) and selected Southeast Asian countries. In animal studies, ramosetron reduced defecation induced by corticotrophin-releasing hormone and had inhibitory effects on colonic nociception. In two randomized controlled studies including 957 patients with IBS-D, ramosetron increased monthly responder rates of patient-reported global assessment of IBS symptom relief compared with placebo. Ramosetron was also as effective as mebeverine in male patients with IBS-D. In a recent randomized controlled trial with 343 male patients with IBS-D, ramosetron has proved effective in improving stool consistency, relieving abdominal pain/discomfort, and improving health-related quality of life. Regarding safety, ramosetron is associated with a lower incidence of constipation compared with other 5-HT3 receptor antagonists and has not been associated with ischemic colitis.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.06 nM [Ki]
Conditions
PubMed

PubMed

TitleDatePubMed
Ramosetron for preventing postoperative nausea and vomiting in women undergoing gynecological surgery.
2000 Feb
Population pharmacokinetics of ramosetron.
2016 Feb
Patents

Sample Use Guides

For treatment Nausea and vomiting associated with cancer chemotherapy in Adult: PO 100 mcg once daily. IV 300 mcg once daily. May administer an additional dose of 300 mcg if necessary. Max: 600 mcg/day. For treatment Irritable bowel syndrome in men PO 5 mcg once daily, may adjust dose according to symptoms. Max: 10 mcg/day.
Route of Administration: Other
Mouse L cells and LV500 cells were washed three times with 1.0 mL of incubation buffer (composition (mm ): 141 NaCl, 4 KCl, 2.8 CaCl2, 1MgSO4, 10 d -glucose, 10 HEPES, pH 7.4).We used the same incubation buffer in the uptake study in all the cell lines. The uptake study was initiated by adding 250 L to multidishes of incubation buffer containing [14C]ramosetron (10 m ) or [3H]vinblastine (30 nm ) in the absence or presence of verapamil (10, 50 and 100 m ) or ciclosporin (20 m ). The cells were incubated at 37° C for a specified time. After incubation, the cells were washed three times with 1.0 mL of ice-cold incubation buffer to terminate the uptake. The cells were solubilized with 3 m NaOH and neutralized with 6 m HCl. [14C]ramosetron or [3H]vinblastine was measured by liquid scintillation counting after addition of scintillation fluid.
Name Type Language
RAMOSETRON
INN   MI   WHO-DD  
INN  
Official Name English
RAMOSETRON [MI]
Common Name English
Ramosetron [WHO-DD]
Common Name English
ramosetron [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C267
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
NCI_THESAURUS C94726
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
Code System Code Type Description
DRUG BANK
DB09290
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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INN
7161
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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PUBCHEM
108000
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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MERCK INDEX
m9493
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
PRIMARY Merck Index
EVMPD
SUB10254MIG
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
PRIMARY
NCI_THESAURUS
C61921
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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MESH
C071315
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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CAS
132036-88-5
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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WIKIPEDIA
RAMOSETRON
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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EPA CompTox
DTXSID0043842
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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FDA UNII
7ZRO0SC54Y
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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DRUG CENTRAL
2357
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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SMS_ID
100000080335
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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ChEMBL
CHEMBL1643895
Created by admin on Fri Dec 15 16:27:14 UTC 2023 , Edited by admin on Fri Dec 15 16:27:14 UTC 2023
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