Fasudil (HCID 3547)

概要

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, a vasodilator agent, an antihypertensive agent, a calcium channel blocker, an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor, a neuroprotective agent and a nootropic agent. It is a member of isoquinolines and a N-sulfonyldiazepane. It is a conjugate base of a fasudil(1+).

名称と識別子

優先名称: Fasudil
IUPAC: 5-(1,4-diazepan-1-ylsulfonyl)isoquinoline
現地名: ファスジル
英語名: FASUDIL
分子式: C14H17N3O2S
分子量: 291.37

名称と別名

Fasudil103745-39-7ha-1077HA1077AT-877Fasudilum1H-1,4-Diazepine, hexahydro-1-(5-isoquinolinylsulfonyl)-HA 1077AT 8771-(5-Isoquinolinesulfonyl)homopiperazineQ0CH43PGXSHexahydro-1-(5-isoquinolinylsulfonyl)-1H-1,4-diazepine

名称をさらに表示

ファスジルヘキサヒドロ-1-[(5-イソキノリル)スルホニル]-1H-1,4-ジアゼピン2,3,4,5,6,7-ヘキサヒドロ-1-(イソキノリン-5-イルスルホニル)-1H-1,4-ジアゼピン5-(1,4-ジアゼパン-1-イルスルホニル)イソキノリン5-(ヘキサヒドロ-1H-1,4-ジアゼピン-1-イルスルホニル)イソキノリン塩酸ファスジル1-(5-イソキノリンスルホニル)ホモピペラジン二塩酸塩5-(1,4-ジアゼパン-1-スルホニル)イソキノリン(5-イソキノリニル)(ヘキサヒドロ-1H-1,4-ジアゼピン-1-イル)スルホンFasudil HCIHA-1077：ErilFASUDIL USP/EP/BPFasudil HydrchlorideFasudil hydrochloridFasudilum [inn-latin]H-1077 dihydrochloride

NSC-759827ZK-258594AT8775-[(Hexahydro-1H-1,4-diazepin-1-yl)sulfonyl]isoquinolineDTXSID4048569CHEBI:438715-((HEXAHYDRO-1H-1,4-DIAZEPIN-1-YL)SULFONYL)ISOQUINOLINERefChem:597170

データベース識別子

CAS: 103745-39-7
PubChem CID: 3547
DTXSID: DTXSID4048569
ChEMBL: CHEMBL38380
ChEBI: CHEBI:43871
UNII: Q0CH43PGXS
EC Number: 816-154-4
Nikkaji: J227.600C

物性

構造計算による物性

XLogP: 1
極性表面積: 70.7 Å²
水素結合供与体数: 1
水素結合受容体数: 5
回転可能結合数: 2
重原子数: 20
形式電荷: 0
複雑度: 421

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

物理化学的性質

沸点: 506.2 · 506.2±60.0 °C(Predicted)
比重(密度): 1.289 · 1.289±0.06 g/cm3(Predicted)
貯蔵温度: Store at RT
溶解性: 2 O: · H2O: >200 mg/mL
外見: 個体
酸解離定数(Pka): 9.73 · 9.73±0.20(Predicted)
色: 白い
水溶解度: 水またはDMSOに可溶
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
InChIKey: NGOGFTYYXHNFQH-UHFFFAOYSA-N
SMILES: [S](=O)(=O)(N3CCNCCC3)c1c2c(cncc2)ccc1
CAS データベース: 103745 · 103745-39-7(CAS DataBase Reference)

化学的性質

化学的特性White Crystalline Solid

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: 3
rtecs: HM4031166
毒性: mouse,LD50,unreported,73500ug/kg (73.5mg/kg),United States Patent Document. Vol. #4678783,
hs_code: 29334900
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

ATC Code · 2 件

C - Cardiovascular system

QC - Cardiovascular system

MeSH Pharmacological Classification · 3 件

A class of drugs that act by selective inhibition of calcium influx through cellular membranes.

Drugs used to cause dilation of the blood vessels.

Agents that inhibit PROTEIN KINASES.

応用分野 · 2 件

使用Fasudil is a protein kinase A inhibitor and may be used in medicinal combinations for hepatitis treatment.

一般的な説明A cell-permeable, reversible, and ATP-competitive Ca2+ antagonist with anti-vasospastic properties. Inhibits protein kinase A (Ki = 1.6 μM), protein kinase G (Ki = 1.6 μM), and myosin light chain kinase (Ki = 3.6 μM). Also reported to potently inhibit Rho-associated kinase (ROCK; IC50 = 10.7 μM). Prevents apoptosis and enhances the survival and cloning efficiency of dissociated hES cells without affecting their pluripotency.