Fasudil

HCID 3547CAS 103745-39-7

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Grundinformationen

Standard-SMILES: O=S(=O)(c1cccc2cnccc12)N1CCCNCC1
InChIKey: NGOGFTYYXHNFQH-UHFFFAOYSA-N
Summenformel: C14H17N3O2S
Durchschnittliche Molmasse: 291,37 g/mol
Monoisotopische Masse: 291,10414778

Überblick

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+).

Namen und Bezeichner

Bevorzugter Name: Fasudil
IUPAC: 5-(1,4-diazepan-1-ylsulfonyl)isoquinoline
Englischer Name: FASUDIL
Summenformel: C14H17N3O2S
Molmasse: 291.37

Namen und Synonyme

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

Weitere Namen anzeigen

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1
Polarare Oberfläche (TPSA): 70,7 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 2
Schwere Atome: 20
Formalladung: 0
Komplexität: 421

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

Physikochemische Eigenschaften

Siedepunkt: 506.2 · 506.2±60.0 °C(Predicted)
Dichte: 1.289 · 1.289±0.06 g/cm3(Predicted)
storage temp.: Store at RT
Löslichkeit: 2 O: · H2O: >200 mg/mL
Aggregatzustand: solid
pka: 9.73 · 9.73±0.20(Predicted)
Farbe: white
Wasserlöslichkeit: Soluble in water or DMSO
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 Datenbank: 103745 · 103745-39-7(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29334900
RTECS-Nr.: HM4031166
Toxizität: mouse,LD50,unreported,73500ug/kg (73.5mg/kg),United States Patent Document. Vol. #4678783,
Speicherklasse: 11 - Combustible Solids