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Details

Stereochemistry ACHIRAL
Molecular Formula C16H20N4O2.ClH.H2O
Molecular Weight 354.832
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ITASETRON HYDROCHLORIDE MONOHYDRATE

SMILES

O.Cl.[H][C@]12CC[C@]([H])(C[C@@H](C1)NC(=O)N3C(=O)NC4=CC=CC=C34)N2C

InChI

InChIKey=UZOZFPGVCIJZKM-NXNLNBCESA-N
InChI=1S/C16H20N4O2.ClH.H2O/c1-19-11-6-7-12(19)9-10(8-11)17-15(21)20-14-5-3-2-4-13(14)18-16(20)22;;/h2-5,10-12H,6-9H2,1H3,(H,17,21)(H,18,22);1H;1H2/t10-,11+,12-;;

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/8891590

DAU 6215 (Itasetron) is a selective 5-hydroxytryptamine3 (5-HT3) antagonist, which was developed by Boehringer Ingelheim. And was investigated for treatment the nausea and vomiting induced by chemotherapy, it was confirmed that this drug possessed antiemetic properties. Also was discovered, that chronic treatment with itasetron significantly improved retention abilities of the aged rats in this memory test. However, development of itasetron was terminated.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3.8 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Secondary
Unknown

Approved Use

Unknown
Secondary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
DAU 6215, a novel 5-HT3-receptor antagonist, selectively antagonizes scopolamine-induced deficit in a passive-avoidance task, but not scopolamine-induced hypermotility in rats.
1993 Sep
Patents

Sample Use Guides

Nausea and vomiting: itasetron hydrochloride is effective in the dose range 35-280 microg/kg in preventing cisplatin-induced emesis.
Route of Administration: Intravenous
In Vitro Use Guide
DA 6215 (Itasetron ) has been synthesized and evaluated for 5-HT3 antagonistic activity in a radioligand binding assay. DA 6215 showed a Ki = 3.8 nM in the binding test
Name Type Language
ITASETRON HYDROCHLORIDE MONOHYDRATE
Common Name English
1H-BENZIMIDAZOLE-1-CARBOXAMIDE, 2,3-DIHYDRO-N-(8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL)-2-OXO-, MONOHYDROCHLORIDE, MONOHYDRATE, ENDO-
Common Name English
ITASETRON HYDROCHLORIDE HYDRATE
JAN  
Common Name English
U-98079A
Code English
ITASETRON HYDROCHLORIDE HYDRATE [JAN]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID30160727
Created by admin on Fri Dec 15 15:56:46 GMT 2023 , Edited by admin on Fri Dec 15 15:56:46 GMT 2023
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FDA UNII
904R36XZAJ
Created by admin on Fri Dec 15 15:56:46 GMT 2023 , Edited by admin on Fri Dec 15 15:56:46 GMT 2023
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CAS
138602-61-6
Created by admin on Fri Dec 15 15:56:46 GMT 2023 , Edited by admin on Fri Dec 15 15:56:46 GMT 2023
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