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Fasudil

Fasudil structure

CAS No:
103745-39-7
Formula:
C14H17N3O2S
Chemical Name:
Fasudil
Synonyms:
Isoquinoline,5-[(hexahydro-1H-1,4-diazepin-1-yl)sulfonyl]-;1H-1,4-Diazepine,hexahydro-1-(5-isoquinolinylsulfonyl)-;5-[(Hexahydro-1H-1,4-diazepin-1-yl)sulfonyl]isoquinoline;HA 1077;1-(5-Isoquinolinesulfonyl)homopiperazine;AT 877;Fasudil;Hexahydro-1-(5-isoquinolinesulfonyl)-1H-1,4-diazepine
Categories:
Active Pharmaceutical Ingredients > Circulatory System Drugs

Description

White Crystalline Solid

Fasudil is an isoquinoline substituted by a (1,4-diazepan-1-yl)sulfonyl group at position 5. It is a Rho-kinase inhibitor and its hydrochloride hydrate form is approved for the treatment of cerebral vasospasm and cerebral ischemia. It has a role as a geroprotector, an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor, a vasodilator agent, a nootropic agent, a neuroprotective agent, an antihypertensive agent and a calcium channel blocker. It is a N-sulfonyldiazepane and a member of isoquinolines. It is a conjugate base of a fasudil(1+).|Fasudil has been investigated in Carotid Stenosis.

Fasudil Basic Attributes

Molecular Weight：

291.37

Exact Mass：

291.37

EC Number：

1308068-626-2

UNII：

Q0CH43PGXS

NSC Number：

759827

DSSTox ID：

DTXSID4048569

ATC Code：

C - Cardiovascular system

HScode：

29334900

Characteristics

PSA：

70.7

XLogP3：

1.19

Appearance：

white solid

Density：

1.289±0.06 g/cm3(Predicted)

Boiling Point：

506.2±60.0 °C(Predicted)

Flash Point：

259.9±32.9 °C

Refractive Index：

1.622

Water Solubility：

soluble in water or DMSO

Storage Conditions：

Store at RT

Vapor Pressure：

2.55E-12mmHg at 25°C

Safety Information

wgk germany：

RTECS Number：

HM4031166

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH：

A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)|Agents that inhibit PROTEIN KINASES. (See all compounds classified as Protein Kinase Inhibitors.)|Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

MeSH Entry Terms：

1-(5-isoquinolinesulfonyl)homopiperazine

Fasudil Use and Manufacturing

A potent calcium antagonist vasodilator which is considered to act by employing differentmechanisms from the usual calcium channel blockers since it inhibits (1) calciumionophore A23187 induced contraction in arterial strips and (2) phenylephrine induced contraction in calcium free media suggesting that its site of action is in the intracellularspace. Also reported to potently inhibit Rho-associated Kinase (ROCK IC50= 10.7 uM).

Computed Properties

Molecular Weight:291.37
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:291.10414797
Monoisotopic Mass:291.10414797
Topological Polar Surface Area:70.7
Heavy Atom Count:20
Complexity:421
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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