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Details

Stereochemistry ACHIRAL
Molecular Formula C14H17N3O2S
Molecular Weight 291.3703
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FASUDIL

SMILES

c1cc2cnccc2c(c1)S(=O)(=O)N3CCCNCC3

InChI

InChIKey=NGOGFTYYXHNFQH-UHFFFAOYSA-N
InChI=1S/C14H17N3O2S/c18-20(19,17-9-2-6-15-8-10-17)14-4-1-3-12-11-16-7-5-13(12)14/h1,3-5,7,11,15H,2,6,8-10H2

HIDE SMILES / InChI
Fasudil is a potent Rho kinase inhibitor, which was developed by Asahi Kasei. The drug is used in Asia for the prevention of cerebral vasospasm in patients with subarachnoid hemorrhage.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.4 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
ERIL

Approved Use

Improvement of cerebral vasospasm and cerebral ischemic symptoms associated with cerebral vasospasm after subarachnoid hemorrhage.
PubMed

PubMed

TitleDatePubMed
Investigation of the inhibitory effects of HA-1077 and Y-32885 on the translocation of PKCbetaI, PKCbetaII and PKCzeta in human neutrophils.
2001 Dec
Protein kinases--the major drug targets of the twenty-first century?
2002 Apr
[Involvement of Rho-kinase in hypertensive vascular disease--a novel therapeutic target in hypertension].
2002 Aug
The novel and specific Rho-kinase inhibitor (S)-(+)-2-methyl-1-[(4-methyl-5-isoquinoline)sulfonyl]-homopiperazine as a probing molecule for Rho-kinase-involved pathway.
2002 Feb-Mar
Anti-anginal effect of fasudil, a Rho-kinase inhibitor, in patients with stable effort angina: a multicenter study.
2002 Nov
Effects of Rho-kinase inhibitor on vasopressin-induced chronic myocardial damage in rats.
2002 Nov 22
Fasudil attenuates interstitial fibrosis in rat kidneys with unilateral ureteral obstruction.
2002 Nov 29
The mechanism of excitation-contraction coupling in phenylephrine-stimulated human saphenous vein.
2002 Oct
Occupation of the prostaglandin E2-type 1 receptor increases rat atrial contractility via a Y-27632-sensitive pathway.
2002 Sep
Nitric oxide-induced motility in aortic smooth muscle cells: role of protein tyrosine phosphatase SHP-2 and GTP-binding protein Rho.
2002 Sep 6
Hypoxia and Rho/Rho-kinase signaling. Lung development versus hypoxic pulmonary hypertension.
2003
Synthesis and pharmacological study of Rho-kinase inhibitors: pharmacomodulations on the lead compound Fasudil.
2003 Apr
Effect of fasudil on Rho-kinase and nephropathy in subtotally nephrectomized spontaneously hypertensive rats.
2003 Dec
Rho kinase inhibitors block activation of pancreatic stellate cells.
2003 Dec
Comparison of signalling mechanisms involved in rat mesenteric microvessel contraction by noradrenaline and sphingosylphosphorylcholine.
2003 Jan
Expression of Rho-kinase and its functional role in the contractile activity of the mouse vas deferens.
2003 Oct
Long-term inhibition of Rho-kinase suppresses angiotensin II-induced cardiovascular hypertrophy in rats in vivo: effect on endothelial NAD(P)H oxidase system.
2003 Oct 17
Regulation of osteoblast differentiation by Pasteurella multocida toxin (PMT): a role for Rho GTPase in bone formation.
2004 Apr
[Development of drug delivery system for intrathecal administration and its therapeutic effect on cerebral vasospasm and ischemia].
2004 Aug
Involvement of Rho-kinase in cold ischemia-reperfusion injury after liver transplantation in rats.
2004 Aug 15
Involvement of RhoA and possible neuroprotective effect of fasudil, a Rho kinase inhibitor, in NMDA-induced neurotoxicity in the rat retina.
2004 Aug 20
[Rho-kinase inhibitor].
2004 Feb
Rho-kinase expression and its contribution to the control of perfusion pressure in the isolated rat mesenteric vascular bed.
2004 Feb 6
Differential effects of Rho-kinase inhibition on artery wall mass and remodeling.
2004 Jan
Long-term inhibition of Rho-kinase suppresses neointimal formation after stent implantation in porcine coronary arteries: involvement of multiple mechanisms.
2004 Jan
The Rho-ROCK system as a new therapeutic target for preventing interstitial fibrosis.
2004 Jan-Feb
[Involvement of small GTPase Rho and Rho-kinase in the pathogenesis of hypertension and hypertensive target organ damage].
2004 Mar
Long-term inhibition of Rho-kinase suppresses left ventricular remodeling after myocardial infarction in mice.
2004 May 11
Rho kinase mediates cold-induced constriction of cutaneous arteries: role of alpha2C-adrenoceptor translocation.
2004 May 28
Role of the Rhoa/Rho kinase system in flow-related remodeling of rat mesenteric small arteries in vivo.
2004 May-Jun
Inhibition of protein kinase C-mediated contraction by Rho kinase inhibitor fasudil in rabbit aorta.
2004 Nov
Expression of Rho-kinase (ROCK-1 and ROCK-2) and its substantial role in the contractile activity of the sheep ureter.
2004 Oct
Inhibition of Rho-kinase leads to rapid activation of phosphatidylinositol 3-kinase/protein kinase Akt and cardiovascular protection.
2004 Oct
Fasudil, a Rho-kinase inhibitor, attenuates glomerulosclerosis in Dahl salt-sensitive rats.
2004 Sep
Mechanisms underlying postjunctional synergism between responses of the vas deferens to noradrenaline and ATP.
2004 Sep 13
Therapeutic potential of rho-kinase inhibitors in cardiovascular diseases.
2005
Role of Rho-kinase and p27 in angiotensin II-induced vascular injury.
2005 Apr
Long term Rho-kinase inhibition ameliorates endothelial dysfunction in LDL-Receptor deficient mice.
2005 Apr 11
Inhibition of Rho-kinase by fasudil attenuated angiotensin II-induced cardiac hypertrophy in apolipoprotein E deficient mice.
2005 Apr 11
Rho-kinase and myosin II activities are required for cell type and environment specific migration.
2005 Feb
Prostacyclin does not inhibit rho-kinase: an implication for the treatment of pulmonary hypertension.
2005 Feb
[Role of calcium desensitization in vascular hyporeactivity in hemorrhagic shock].
2005 Jan
Statins decrease Toll-like receptor 4 expression and downstream signaling in human CD14+ monocytes.
2005 Jul
Fasudil prevents KATP channel-induced improvement in postischemic functional recovery.
2005 Jun
Activation of Rho-associated kinase during augmented contraction of the basilar artery to serotonin after subarachnoid hemorrhage.
2005 Jun
High-throughput screening for kinase inhibitors.
2005 Mar
Small guanine nucleotide-binding protein Rho and myocardial function.
2005 Mar
Acute vasodilator effects of a Rho-kinase inhibitor, fasudil, in patients with severe pulmonary hypertension.
2005 Mar
Negative regulation of RhoA/Rho kinase by angiotensin II type 2 receptor in vascular smooth muscle cells: role in angiotensin II-induced vasodilation in stroke-prone spontaneously hypertensive rats.
2005 May
Fasudil, a Rho-kinase inhibitor, attenuates angiotensin II-induced abdominal aortic aneurysm in apolipoprotein E-deficient mice by inhibiting apoptosis and proteolysis.
2005 May 3
Patents

Sample Use Guides

The recommended dosage is 30 mg fasudil hydrochloride should be diluted in 50-100 mL solution and administered by intravenous infusion over 30 minutes 2-3 times daily.
Route of Administration: Intravenous
The rat aortic rings were contracted by KCl; when the contraction reached a plateau, fasudil was added at concentrations from 10(-9) to 10(-5) M. The relaxation IC50 was 0.74 uM. When rabbit aortic rings were used, IC50 values were 37,15 uM and 27,54 uM for KCl and Methoxamine-induced contraction, respectively.
Name Type Language
FASUDIL
INN   MI   WHO-DD  
INN  
Official Name English
AT-877
Code English
FASUDIL [WHO-DD]
Common Name English
HA 1077
Code English
1-(5-ISOQUINOLINESULFONYL)HOMOPIPERAZINE
Systematic Name English
HA-1077
Code English
HEXAHYDRO-1-(5-ISOQUINOLYLSULFONYL)-1H-1,4-DIAZEPINE
Systematic Name English
ZK-258594
Code English
N-(5-ISOQUINOLINESULFONYL)-1,4-PERHYDRODIAZEPINE
Common Name English
FASUDIL [INN]
Common Name English
ISOQUINOLINE, 5-((HEXAHYDRO-1H-1,4-DIAZEPIN-1-YL)SULFONYL)-
Systematic Name English
FASUDIL [MI]
Common Name English
AT 877
Code English
NSC-759827
Code English
5-((HEXAHYDRO-1H-1,4-DIAZEPIN-1-YL)SULFONYL)ISOQUINOLINE
Systematic Name English
Classification Tree Code System Code
WHO-ATC C04AX32
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
FDA ORPHAN DRUG 787220
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
NCI_THESAURUS C1404
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
FDA ORPHAN DRUG 719119
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
WHO-VATC QC04AX32
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
FDA ORPHAN DRUG 700019
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
FDA ORPHAN DRUG 761320
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
Code System Code Type Description
EPA CompTox
103745-39-7
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
IUPHAR
5181
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
MERCK INDEX
M5249
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY Merck Index
DRUG CENTRAL
1132
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
EVMPD
SUB07515MIG
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
PUBCHEM
3547
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
WIKIPEDIA
FASUDIL
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
ChEMBL
CHEMBL38380
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
DRUG BANK
DB08162
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
INN
6696
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
NCI_THESAURUS
C65624
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
FDA UNII
Q0CH43PGXS
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY
CAS
103745-39-7
Created by admin on Fri Jun 25 21:31:46 UTC 2021 , Edited by admin on Fri Jun 25 21:31:46 UTC 2021
PRIMARY