Cariporide
Grundinformationen
- CAS
159138-80-4- Standard-SMILES
CC(C)c1ccc(C(=O)N=C(N)N)cc1S(C)(=O)=O- InChIKey
IWXNYAIICFKCTM-UHFFFAOYSA-N- Summenformel
- C12H17N3O3S
- Durchschnittliche Molmasse
- 283,35 g/mol
- Monoisotopische Masse
- 283,0990624
Überblick
a selective sodium-hydrogen exchange subtype 1 inhibitor; structure in first source
Namen und Bezeichner
- Bevorzugter Name
- Cariporide
- IUPAC
- N-(diaminomethylidene)-3-methylsulfonyl-4-propan-2-ylbenzamide
- Englischer Name
- CARIPORIDE
- Summenformel
- C12H17N3O3S
- Molmasse
- 283.35
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
159138-80-4- PubChem CID
- 151172
- DTXSID
DTXSID8047345- ChEMBL
CHEMBL436559- UNII
- 7E3392891K
- Nikkaji
- J812.746H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,2
- Polarare Oberfläche (TPSA)
- 124 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 19
- Formalladung
- 0
- Komplexität
- 461
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 90 · 90-94° (dec)
- Dichte
- 1.34 · 1.34
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 2 O; · insoluble in H2O; ≥12.05 mg/mL in DMSO; ≥2.675 mg/mL in EtOH with gentle warming and ultrasonic
- Aggregatzustand
- powder
- Farbe
- white to beige
- InChI
- InChI=1S/C12H17N3O3S/c1-7(2)9-5-4-8(11(16)15-12(13)14)6-10(9)19(3,17)18/h4-7H,1-3H3,(H4,13,14,15,16)
- InChIKey
- IWXNYAIICFKCTM-UHFFFAOYSA-N
- SMILES
- C1(S(=O)(=O)C)=CC(=CC=C1C(C)C)C(=O)/N=C(\N)/N
Sicherheit und Regulatorisches
Sicherheitsdaten
- wgk
- WGK 3
- RTECS-Nr.
- CV2310560
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Mechanism of Action
Cariporide is a selective sodium-hydrogen antiporter inhibitor. The sodium-hydrogen exchanger is an importatn player in the pathophysiology of myocardial ischemia-referfusion injury. The accumulation of hydrogen ions in the myocyte cytoso; during ischemia creates a proton gradiant that promote the efflux of hydrogen ions in exchange for the influx of sodium ions. This sodium buildup can secondary activates the sodium-calcium exchanger to operate in the reverse mode, resulting in a net calcium accumulation in myocyte cytosol, which leads to dysfunction and cell death. By inhibiting sodium-hydrogen exchange, Cariporide can prevent the accumulation of calcium in cytosol, therefore reduce the infarct size.
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
Anwendungen
VerwendenCariporide is an Na+/H+ exchange inhibitor that functions to improve cellular integrity following events of cardiac ischemia and reperfusion (most commonly seen in non-heart beating donor organs). Cariporide is also used to prevent heart attacks in high-risk ischemic patients.
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