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Ripasudil Hydrochloride

HCID 11625386
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Basic information

CAS
887375-67-9
Standard SMILES
C[C@H]1CNCCCN1S(=O)(=O)c1cccc2cncc(F)c12.Cl.O.O
InChIKey
CMDJNMACGABCKQ-XVSRHIFFSA-N
Molecular formula
C15H23ClFN3O4S
Average molar mass
395.9 g/mol
Monoisotopic mass
395.1081833

Names & identifiers

Preferred name
Ripasudil Hydrochloride
IUPAC
4-fluoro-5-[[(2S)-2-methyl-1,4-diazepan-1-yl]sulfonyl]isoquinoline;dihydrate;hydrochloride
English name
Ripasudil hydrochloride dihydrate
Molecular formula
C15H21ClFN3O3S
Molecular weight
377.86

Names & synonyms

887375-67-9Ripasudil hydrochloride dihydrateK-115glanatecRipasudil hydrochloride hydrateripasudil hydrochloride016TTR32QFK-115-R1H-1,4-Diazepine, 1-((4-fluoro-5-isoquinolinyl)sulfonyl)hexahydro-2-methyl-, monohydrochloride, dihydrate, (2S)-K-321Isoquinoline, 4-fluoro-5-(((2S)-hexahydro-2-methyl-1H-1,4-diazepin-1-yl)sulfonyl)-, hydrochloride, hydrate (1:1:2)1H-1,4-Diazepine, 1-[(4-fluoro-5-isoquinolinyl)sulfonyl]hexahydro-2-methyl-, monohydrochloride, dihydrate, (2S)-
Show more names
K-115 HCLK 115K115 HCL 2H2OK-115 (HCl H2O)Ripasudil (K-115)K115 HCl DihydrateRipasudil free baseK 155 HCl dihydrateRipasudilHCl Hydrate
Isoquinoline, 4-fluoro-5-[[(2S)-hexahydro-2-methyl-1H-1,4-diazepin-1-yl]sulfonyl]-, hydrochloride, hydrate (1:1:2)K115 compoundRefChem:179485Ripasudil HCl dihydrateK115Ripasudil (K-115) hydrochloride dihydrate(S)-4-Fluoro-5-((2-methyl-1,4-diazepan-1-yl)sulfonyl)isoquinoline hydrochloride dihydrateRipasudil(K-115)

Database identifiers

CAS
887375-67-9
PubChem CID
11625386
DTXSID
DTXSID401366231
ChEMBL
CHEMBL4594454
UNII
016TTR32QF

Properties

Computed structural properties

Topological polar surface area
72.7 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
8
Rotatable bonds
2
Heavy atoms
25
Formal charge
0
Complexity
482

Physicochemical properties

storage temp.
-20 °C · Store at -20°C
solubility
123.2 mg/mL · insoluble in EtOH; ≥123.2 mg/mL in DMSO; ≥41.7 mg/mL in H2O
form
solid
color
White to off-white
Stability
Hygroscopic
FDA UNII
16 TTR32QF · 016TTR32QF
Risk Statements
24 · 24/25-26-28
Safety Statements
28 · 28-38-41-48
HS Code
29339900 · 29339900

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

hs_code
29339900
risk_code
24/25-26-28
safety_code
28-38-41-48

Chemistry & industry

Applications · 3 items

DescriptionRipasudil hydrochloride hydrate (Glanatec®) was approved in Japan in 2014 for the treatment of glaucoma and ocular hypertension. Originally discovered by D. Western Therapeutics Institute, Inc. and licensed by the Kowa Company, Ltd, ripasudil functions as a selective Rho-kinase inhibitor and reduces intraocular pressure by stimulation of aqueous humour drainage of the trabecular meshwork. While this recent approval allows for use of ripasudil as a twice-daily monotherapy treatment when other drugs cannot be used or are not effective, clinical trials using ripasudil as a combination therapy with other glaucoma drugs have shown promising results in the treatment of primary open-angle glaucoma or ocular hypertension. Currently, the Kowa Company is also pursuing trials focused on the use of ripasudil for the treatment of diabetic retinopathy and diabetic macular edema.

UsesRipasudil Hydrochloride Dihydrate is a derivative of fasudil and a rho kinase inhibitor (1,2). It is used for the treatment of glaucoma and ocular hypertension.

UsesRipasudil (Glanatec TM, Kowa Pharmaceutical), a close derivative of fasudil, is another Rho kinase inhibitor approved in Japan at the end of 2014 for the treatment of glaucoma and ocular hypertensionwhen other therapeutic agents are not effective or cannot be administered. Additionally, ripasudil has been tested in diabetic retinopathy clinical trials and shown to promote corneal endothelial cell proliferation, endothelium regeneration, and wound healing.

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