Grundinformationen
- Standard-SMILES
Cl.O=S(=O)(c1cccc2cnccc12)N1CCCNCC1- InChIKey
LFVPBERIVUNMGV-UHFFFAOYSA-N- Summenformel
- C14H18ClN3O2S
- Durchschnittliche Molmasse
- 327,8 g/mol
- Monoisotopische Masse
- 327,0808255
Überblick
Fasudil hydrochloride is a hydrochloride obtained by reaction of fasudil with one equivalent of hydrochloric acid. It has a role as 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 contains a fasudil(1+).
Namen und Bezeichner
- Bevorzugter Name
- Fasudil Hydrochloride
- IUPAC
- 5-(1,4-diazepan-1-ylsulfonyl)isoquinoline;hydrochloride
- Englischer Name
- Fasudil hydrochloride
- Summenformel
- C14H18ClN3O2S
- Molmasse
- 327.83
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
105628-07-7- PubChem CID
- 163751
- DTXSID
DTXSID1045615- ChEMBL
CHEMBL541388- ChEBI
CHEBI:31593- UNII
- SQ04N8S7BR
- EC Number
- 805-833-0
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 70,7 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 21
- Formalladung
- 0
- Komplexität
- 421
Physikochemische Eigenschaften
- Schmelzpunkt
- 220.5 °; · 220.5°; mp 219.3° (Shirotani)
- storage temp.
- -20 °C · Inert atmosphere,Store in freezer, under -20°C
- Löslichkeit
- 2 O: · H2O: >200 mg/mL
- Aggregatzustand
- solid
- Farbe
- white
- Wasserlöslichkeit
- Soluble in water and dimethyl sulfoxide. Insoluble in ethanol.
- Merck
- 14 · 14,3942
- Stabilität
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 1 month.
- InChI
- InChI=1S/C14H17N3O2S.2ClH/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;2*1H
- InChIKey
- LFVPBERIVUNMGV-UHFFFAOYSA-N
- SMILES
- N1(S(C2=CC=CC3=C2C=CN=C3)(=O)=O)CCCNCC1.[H]Cl.[H]Cl
- CAS Datenbank
- 105628 · 105628-07-7(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29339900
- RTECS-Nr.
- HM4031166
- risk_code
- 22
- Toxizität
- LD50 in mice, rats (mg/kg): 67.5, 59.9 i.v.; 124.5, 123.2 s.c.; 273.9, 335.0 orally (Koga)
- safety_code
- 36-60
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
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.
Anwendungen
BeschreibungFasudil hydrochloride, a novel calcium antagonistic vasodilator, was marketed for the treatment of cerebral vasospasm following subarachnoid hemorrhage (SAH). Fasudil is also a potent inhibitor of myosin light chain kinase and protein kinase C. In contrast to other calcium channel blockers, which regulate the influx of calcium ions through the cell membrane but not involved in the intracellular regulatory mechanism of the calcium, fasudil was suggested to have an intracellular mode of action in relaxing vascular smooth muscle. In patients with neurological deficits due to vasospasm, fasudil decreased the occurrence of angiographic severe and symptomatic vasospasm and cerebral infarction without decreasing systemic blood pressure. Fasudil is reportedly in clinical trials for acute ischemic stroke, sequelae of cerebral vascular diseases and angina pectoris.
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