AR-13324 (hydrochloride)
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Basic information
- CAS
1253952-02-1- Standard SMILES
Cc1ccc(C(=O)OCc2ccc([C@@H](CN)C(=O)Nc3ccc4cnccc4c3)cc2)c(C)c1.Cl.Cl- InChIKey
LDKTYVXXYUJVJM-FBHGDYMESA-N- Molecular formula
- C28H29Cl2N3O3
- Average molar mass
- 526.4542 g/mol
Names & identifiers
- Preferred name
- AR-13324 (hydrochloride)
- English name
- AR-13324 (hydrochloride)
- Molecular formula
- C28H29Cl2N3O3
- Molecular weight
- 526.45416
Names & synonyms
NetarsudilNetarsudil hydrochlorideAR-13324AR13324 HClAR-13324 HClNetarsudil (AR-13324)AR-13324 (hydrochloride)AR-13324 dihydrochlorideNetarsudil (AR-13324) 2HClNetarsudil dihydrochloride
Database identifiers
- CAS
1253952-02-1- PubChem CID
- 66599892
- ChEMBL
CHEMBL4796289- UNII
- SE030PF6VE
Properties
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 26.3 mg/mL · ≥26.3 mg/mL in H2O with gentle warming and ultrasonic; insoluble in EtOH; ≥7.783 mg/mL in DMSO
- form
- solid
- color
- White to off-white
- FDA UNII
- 30 PF6VE · SE030PF6VE
- ATC code
- 1 EX05 · S01EX05
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
DescriptionNetarsudil is a member of the aminoisoquinoline amide class of Rho-associated kinase (ROCK) inhibitors, binding reversibly to the ATP-binding sites of both ROCK1 and ROCK2 isoforms with low nanomolar affinity. As a 2,4-dimethylbenzoate ester prodrug of AR-13503, netarsudil offers enhanced permeability through the eye compared to the active drug. Upon ocular administration, it is absorbed through the cornea and metabolized by corneal esterases to release the more potent metabolite AR-13503, which has five times greater ROCK inhibitory activity than netarsudil itself.
UsesNetarsudil is the first trabecular outflow drug approved in 2017 for lowering elevated intraocular pressure (IOP) in patients with open-angle glaucoma (OAG) or ocular hypertension.
General DescriptionClass: serine/threonine kinase; Treatment: glaucoma; Other name: AR-13324; Protein binding = >97%
Related reactions
2 records
Compound notes
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