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Details

Stereochemistry ACHIRAL
Molecular Formula C21H20FN3O5S
Molecular Weight 445.464
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BASMISANIL

SMILES

CC1=C(COC2=CC=C(C=N2)C(=O)N3CCS(=O)(=O)CC3)C(=NO1)C4=CC=C(F)C=C4

InChI

InChIKey=VCGRFBXVSFAGGA-UHFFFAOYSA-N
InChI=1S/C21H20FN3O5S/c1-14-18(20(24-30-14)15-2-5-17(22)6-3-15)13-29-19-7-4-16(12-23-19)21(26)25-8-10-31(27,28)11-9-25/h2-7,12H,8-11,13H2,1H3

HIDE SMILES / InChI

Molecular Formula C21H20FN3O5S
Molecular Weight 445.464
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/27466376 | https://www.ncbi.nlm.nih.gov/pubmed/28236228 | http://www.roche.com/media/store/statements.htm | https://www.ncbi.nlm.nih.gov/pubmed/26635554

Basmisanil (INN) (developmental code names RG-1662, RO5186582) is a highly selective inverse agonist/negative allosteric modulator of α5 subunit-containing GABAA receptors which is under development by Roche for the treatment of cognitive impairment associated with Down syndrome. The phase II trials were recently terminated due to lack of efficacy. This outcome suggests either that the α5-NAM was insufficiently effective to restore neuronal plasticity or alternatively that the hypothesis of excessive GABAergic inhibition obstructing neuronal plasticity does not extend to individuals with DS.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

120 or 240 mg (80 or 160 mg for subjects 12 and 13 years of age) orally twice daily, 26 weeks
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Thu Jul 06 11:20:33 UTC 2023
Edited
by admin
on Thu Jul 06 11:20:33 UTC 2023
Record UNII
788PET5SUA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BASMISANIL
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
Basmisanil [WHO-DD]
Common Name English
RO5186582
Code English
basmisanil [INN]
Common Name English
RG1662
Code English
(1,1-DIOXIDOTHIOMORPHOLINO)(6-((3-(4-FLUOROPHENYL)-5-METHYLISOXAZOL-4-YL)METHOXY)PYRIDIN-3-YL)METHANONE
Systematic Name English
METHANONE, (1,1-DIOXIDO-4-THIOMORPHOLINYL)(6-((3-(4-FLUOROPHENYL)-5-METHYL-4-ISOXAZOLYL)METHOXY)-3-PYRIDINYL)-
Systematic Name English
(1,1-DIOXO-4-THIOMORPHOLINYL)(6-((3-(4-FLUOROPHENYL)-5-METHYLISOXAZOL-4-YL)METHOXY)PYRIDIN-3-YL)METHANONE
Systematic Name English
RO-5186582
Code English
BASMISANIL [USAN]
Common Name English
RG-1662
Code English
Code System Code Type Description
SMS_ID
300000034034
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
CAS
1646183-13-2
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
NO STRUCTURE GIVEN
EPA CompTox
DTXSID201032402
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
INN
9936
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
DRUG BANK
DB11877
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
NCI_THESAURUS
C167009
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
WIKIPEDIA
RG 1662
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
PUBCHEM
57336276
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
USAN
CD-101
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
CAS
1159600-41-5
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
FDA UNII
788PET5SUA
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
ChEMBL
CHEMBL3681419
Created by admin on Thu Jul 06 11:20:33 UTC 2023 , Edited by admin on Thu Jul 06 11:20:33 UTC 2023
PRIMARY
Related Record Type Details
TARGET->NEGATIVE ALLOSTERIC MODULATOR (NAM)
Related Record Type Details
ACTIVE MOIETY