RIPASUDIL

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H18FN3O2S
Molecular Weight	323.386
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H]1CNCCCN1S(=O)(=O)C2=CC=CC3=C2C(F)=CN=C3

InChI

InChIKey=QSKQVZWVLOIIEV-NSHDSACASA-N

InChI=1S/C15H18FN3O2S/c1-11-8-17-6-3-7-19(11)22(20,21)14-5-2-4-12-9-18-10-13(16)15(12)14/h2,4-5,9-11,17H,3,6-8H2,1H3/t11-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C15H18FN3O2S
Molecular Weight	323.386
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24502505
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/25414122 | http://dwti.co.jp/english/business-outline/product-pipeline/glanatec

Ripasudil (K-115) is a selective Rho-associated coiled coil-containing protein kinase (ROCK) inhibitor. This compound, which was originally discovered by D. Western Therapeutics Institute, Inc., reduces intraocular pressure (IOP) by directly acting on the trabecular meshwork, thereby increasing conventional outflow through the Schlemm's canal. As a result of this mechanism of action, ripasudil may offer additive effects in the treatment of glaucoma and ocular hypertension when used in combination with agents such as prostaglandin analogues (which increase uveoscleral outflow) and β blockers (which reduce aqueous production). GLANATEC® (Ripasudil hydrochloride hydrate) ophthalmic solution 0.4% is launched in Japan for the treatment of glaucoma and ocular hypertension.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Rho-associated protein kinase 1 20 Target ID: CHEMBL3231 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24502505	Inhibitor 8297		51.0 nM [IC50]
Rho-associated protein kinase 2 25 Target ID: CHEMBL2973 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24502505	Inhibitor 8297		19.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Glaucoma 57 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25414122	Primary		Approved 8429	GLANATEC Approved Use GLANATEC® (Ripasudil hydrochloride hydrate) ophthalmic solution 0.4% inhibits Rho kinase and promotes drainage of aqueous humor from main outflow. It consequently decreases intraocular pressure. It is usually used to treat glaucoma and ocular hypertension when other medicines for glaucoma have insufficient effect or can not be used. Launch Date 2014
Ocular hypertension 50 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25414122	Primary		Approved 8429	GLANATEC Approved Use GLANATEC® (Ripasudil hydrochloride hydrate) ophthalmic solution 0.4% inhibits Rho kinase and promotes drainage of aqueous humor from main outflow. It consequently decreases intraocular pressure. It is usually used to treat glaucoma and ocular hypertension when other medicines for glaucoma have insufficient effect or can not be used. Launch Date 2014

PubMed

Title	Date	PubMed
Effects of K-115, a rho-kinase inhibitor, on aqueous humor dynamics in rabbits.	2014 Aug	24502505
Time Course of Conjunctival Hyperemia Induced by a Rho-kinase Inhibitor Anti-glaucoma Eye Drop: Ripasudil 0.4.	2017 May	27911106

Patents

Sample Use Guides

In Vivo Use Guide

GLANATEC® (Ripasudil hydrochloride hydrate) ophthalmic solution 0.4% one drop twice daily

Route of Administration: Topical

In Vitro Use Guide

Ripasudil but not fasudil significantly reduced VEGF-induced MYPT-1 phosphorylation in human retinal microvascular endothelial cells (HRMECs) at 30 μmol/L. Ripasudil significantly inhibited VEGF-induced HRMECs migration and proliferation.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:42:42 GMT 2023` Edited by `admin` on `Sat Dec 16 10:42:42 GMT 2023`
Record UNII	11978226XX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RIPASUDIL

Official Name

English

1H-1,4-DIAZEPINE, 1-((4-FLUORO-5-ISOQUINOLINYL)SULFONYL)HEXAHYDRO-2-METHYL-, (2S)-

Systematic Name

English

ripasudil [INN]

Common Name

English

ISOQUINOLINE, 4-FLUORO-5-(((2S)-HEXAHYDRO-2-METHYL-1H-1,4-DIAZEPIN-1-YL)SULFONYL)-

Systematic Name

English

Ripasudil [WHO-DD]

Common Name

English

RIPASUDIL [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1404