Fasudil

Title: Fasudil
CAS Registry Number: 103745-39-7
CAS Name: Hexahydro-1-(5-isoquinolinylsulfonyl)-1H-1,4-diazepine
Additional Names: N-(5-isoquinolinesulfonyl)-1,4-perhydrodiazepine; 1-(5-isoquinolinesulfonyl)homopiperazine
Molecular Formula: C14H17N3O2S
Molecular Weight: 291.37
Percent Composition: C 57.71%, H 5.88%, N 14.42%, O 10.98%, S 11.00%
Literature References: Intracellular calcium antagonist. Prepn: H. Hidaka, T. Sone, EP 187371; eidem, US 4678783 (1986, 1987 both to Asahi); A. Morikawa et al., Chem. Pharm. Bull. 40, 770 (1992). Pharmacology: T. Asano et al., Br. J. Pharmacol. 98, 1091 (1989). Mechanism of action: idem et al., J. Pharmacol. Exp. Ther. 241, 1033 (1987). Clinical trials: M. Shibuya et al., J. Neurosurg. 76, 571 (1992). Acute toxicity: H. Koga et al., Yakuri to Chiryo 20, S1433 (1992), C.A. 117, 226005b (1992). Review of pharmacology and clinical evaluation: M. Shirotani et al., Cardiovasc. Drug Rev. 10, 333-357 (1992).
Derivative Type: Hydrochloride
CAS Registry Number: 105628-07-7
Manufacturers' Codes: AT-877; HA-1077
Trademarks: Eril (Asahi)
Molecular Formula: C14H17N3O2S.HCl
Molecular Weight: 327.83
Percent Composition: C 51.29%, H 5.53%, N 12.82%, O 9.76%, S 9.78%, Cl 10.81%
Properties: Crystals from water, mp 220.5°. Also reported as white crystalline powder, mp 219.3° (Shirotani). Sol in water up to 2 ´ 10-2M at pH 5.0-7.0. LD50 in mice, rats (mg/kg): 67.5, 59.9 i.v.; 124.5, 123.2 s.c.; 273.9, 335.0 orally (Koga).
Melting point: mp 220.5°; mp 219.3° (Shirotani)
Toxicity data: LD50 in mice, rats (mg/kg): 67.5, 59.9 i.v.; 124.5, 123.2 s.c.; 273.9, 335.0 orally (Koga)
Therap-Cat: Vasodilator (cerebral).
Keywords: Vasodilator (Cerebral).
Fazadinium Bromide Febantel Febarbamate Febrifugine Febuprol

Fasudil
Fasudil.png
Systematic (IUPAC) name
5-(1,4-diazepane-1-sulfonyl)isoquinoline
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Pharmacokinetic data
Bioavailability well absorbed
Metabolism metabolized quickly to hydroxyfasudil
Half-life 0.76 hours. Active metabolite (hydroxyfasudil) 4.66 hours.
Identifiers
CAS number 103745-39-7
ATC code C04AX32
PubChem CID 3547
UNII Q0CH43PGXS YesY
KEGG D07941 YesY
ChEMBL CHEMBL38380 YesY
Chemical data
Formula C14H17N3O2S 
Mol. mass 291.36 g/mol
 YesY (what is this?)  (verify)

Fasudil Hydrochloride (INN) is a potent Rho-kinase inhibitor and vasodilator.[1] Since it was discovered, it has been used for the treatment of cerebral vasospasm, which is often due to subarachnoid hemorrhage,[2] as well as to improve the cognitive decline seen in stroke victims. It has been found to be effective for the treatment of pulmonary hypertension.[3] It was demonstrated in February 2009 that fasudil could also be used to enhance memory and improve the prognosis of Alzheimers patients.[4]