U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C17H17N3O2S.ClH
Molecular Weight 363.862
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VEROSUDIL HYDROCHLORIDE

SMILES

Cl.CN(C)C(C(=O)NC1=CC2=C(C=C1)C(=O)NC=C2)C3=CSC=C3

InChI

InChIKey=FUBBJNODZIIYHW-UHFFFAOYSA-N
InChI=1S/C17H17N3O2S.ClH/c1-20(2)15(12-6-8-23-10-12)17(22)19-13-3-4-14-11(9-13)5-7-18-16(14)21;/h3-10,15H,1-2H3,(H,18,21)(H,19,22);1H

HIDE SMILES / InChI

Molecular Formula C17H17N3O2S
Molecular Weight 327.401
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Verosudil (AR-12286) is a selective Rho-kinase inhibitor for the treatment of glaucoma and ocular hypertension being developed by Aerie Pharmaceuticals in the US. Verosudil was in phase II/III clinical trials for the treatment of glaucoma and in phase II clinical trials for the treatment of ocular hypertension.

Approval Year

PubMed

PubMed

TitleDatePubMed
Ocular hypotensive effect of the Rho kinase inhibitor AR-12286 in patients with glaucoma and ocular hypertension.
2011 Nov
Efficacy of Topically Administered Rho-Kinase Inhibitor AR-12286 in Patients With Exfoliation Syndrome and Ocular Hypertension or Glaucoma.
2016 Sep
Patents

Sample Use Guides

0.05%, 0.1% and 0.25% Verosudil (AR-12286) ophthalmic solutions in patients diagnosed with ocular hypertension or glaucoma. All 3 concentrations of AR-12286 produced statistically and clinically significant reductions in mean IOP that were dose dependent, with peak effects occurring 2 to 4 hours after dosing. Mean IOP at peak effect ranged from 17.6 to 18.7 mm Hg (-6.8 to -4.4 mm Hg) for the 3 concentrations. The largest IOP reductions were produced by 0.25% AR-12286 after twice daily dosing (up to -6.8 mm Hg; 28%). The 0.25% concentration dosed once-daily in the evening produced highly significant IOP reductions throughout the following day (-5.4 to -4.2 mm Hg).
Route of Administration: Topical
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:17:48 GMT 2023
Edited
by admin
on Fri Dec 15 19:17:48 GMT 2023
Record UNII
S47W900F0N
Record Status Validated (UNII)
Record Version
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Name Type Language
VEROSUDIL HYDROCHLORIDE
USAN   WHO-DD  
USAN  
Official Name English
3-THIOPHENEACETAMIDE, N-(1,2-DIHYDRO-1-OXO-6-ISOQUINOLINYL)-.ALPHA.-(DIMETHYLAMINO)-, HYDROCHLORIDE (1:1)
Systematic Name English
VEROSUDIL HYDROCHLORIDE [USAN]
Common Name English
AR-12286
Code English
Verosudil hydrochloride [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29705
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
NCI_THESAURUS C1404
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C152867
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID501336681
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
PRIMARY
PUBCHEM
66906050
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
PRIMARY
CAS
1384128-30-6
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
NO STRUCTURE GIVEN
USAN
AB-103
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
PRIMARY
FDA UNII
S47W900F0N
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
PRIMARY
ChEMBL
CHEMBL3545065
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
PRIMARY
SMS_ID
300000044565
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
PRIMARY
CAS
1414854-44-6
Created by admin on Fri Dec 15 19:17:48 GMT 2023 , Edited by admin on Fri Dec 15 19:17:48 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY