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

Details

Stereochemistry RACEMIC
Molecular Formula C17H17N3O2S
Molecular Weight 327.401
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VEROSUDIL

SMILES

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

InChI

InChIKey=VDYRZXYYQMMFJW-UHFFFAOYSA-N
InChI=1S/C17H17N3O2S/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)

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 ( + / - )

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 Sat Dec 16 10:04:42 UTC 2023
Edited
by admin
on Sat Dec 16 10:04:42 UTC 2023
Record UNII
MAF34143WM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VEROSUDIL
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
3-THIOPHENEACETAMIDE, N-(1,2-DIHYDRO-1-OXO-6-ISOQUINOLINYL)-.ALPHA.-(DIMETHYLAMINO)-
Systematic Name English
AR-12286 FREE BASE
Code English
verosudil [INN]
Common Name English
VEROSUDIL [USAN]
Common Name English
Verosudil [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29705
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
NCI_THESAURUS C1404
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID801336680
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
WIKIPEDIA
Verosudil
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
INN
10008
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
FDA UNII
MAF34143WM
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
USAN
AB-102
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
NCI_THESAURUS
C152866
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
PUBCHEM
66906051
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
SMS_ID
300000034456
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
ChEMBL
CHEMBL3545065
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
CAS
1414854-42-4
Created by admin on Sat Dec 16 10:04:42 UTC 2023 , Edited by admin on Sat Dec 16 10:04:42 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY