Eipa
Grundinformationen
- CAS
1154-25-2- Standard-SMILES
CCN(c1nc(N)c(C(=O)N=C(N)N)nc1Cl)C(C)C- InChIKey
QDERNBXNXJCIQK-UHFFFAOYSA-N- Summenformel
- C11H18ClN7O
- Durchschnittliche Molmasse
- 299,76 g/mol
- Monoisotopische Masse
- 299,1261359
Überblick
Ethylisopropylamiloride is a member of the class of pyrazines that is amiloride in which the amino substitutent of the pyrazine ring that is adjacent to the chloro substituent has been substituted by an ethyl group and by an isopropyl group. It has a role as an anti-arrhythmia drug, a sodium channel blocker and a neuroprotective agent. It is a member of guanidines, a monocarboxylic acid amide, an aromatic amine, an organochlorine compound, a member of pyrazines and a tertiary amino compound. It is functionally related to an amiloride.
Namen und Bezeichner
- Bevorzugter Name
- Eipa
- IUPAC
- 3-amino-6-chloro-N-(diaminomethylidene)-5-[ethyl(propan-2-yl)amino]pyrazine-2-carboxamide
- Englischer Name
- EIPA
- Summenformel
- C11H18ClN7O
- Molmasse
- 299.76
Namen und Synonyme
EIPA1154-25-2Ethylisopropylamiloride5-(Ethylisopropyl)amilorideEthyl isopropyl amilorideDTXSID80151084VW50CE070T3-amino-6-chloro-N-(diaminomethylidene)-5-[ethyl(propan-2-yl)amino]pyrazine-2-carboxamideN-Amidino-3-amino-5-ethylisopropylamino-6-chloropyrazine carboxamide3-Amino-N-(aminoiminomethyl)-6-chloro-5-(ethyl(1-methylethyl)amino)pyrazinecarboxamideMH-12-43CHEBI:136538
Weitere Namen anzeigen
MH 12-43L 593754EIPA (L593754)EIPA, 10 mM in DMSOEthylisopropylamiloride (EIPA)AMILORIDE, 5-(N-ETHYL-N-ISOPROPYL)-Amiloride,5-(N-Ethyl-N-isopropyl)-[5-(N-Ethyl-N-isopropyl)amiloride
L-593754Pyrazinecarboxamide, 3-amino-N-(aminoiminomethyl)-6-chloro-5-(ethyl(1-methylethyl)amino)-3-amino-6-chloro-N-(diaminomethylidene)-5-(ethyl(propan-2-yl)amino)pyrazine-2-carboxamideRefChem:596785DTXCID10735755-(N-Ethyl-N-isopropyl)amiloride5-(N-ethyl-N-isopropyl)-Amiloride3-Amino-N-carbamimidoyl-6-chloro-5-(ethyl(isopropyl)amino)pyrazine-2-carboxamide
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,3
- Polarare Oberfläche (TPSA)
- 137 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 20
- Formalladung
- 0
- Komplexität
- 372
Physikochemische Eigenschaften
- Schmelzpunkt
- 202 · 202-205 °C(lit.)
- Dichte
- 1.49 · 1.49±0.1 g/cm3(Predicted)
- storage temp.
- 2 · Keep in dark place,Sealed in dry,2-8°C
- Löslichkeit
- Acetonitrile (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
- Aggregatzustand
- Off-white to yellow solid.
- pka
- 8.67 · 8.67±0.46(Predicted)
- Farbe
- Pale Yellow to Green
- Biologische Quelle
- synthetic
- Stabilität
- Unstable in methanol
- InChI
- InChI=1S/C11H18ClN7O/c1-4-19(5(2)3)9-7(12)16-6(8(13)17-9)10(20)18-11(14)15/h5H,4H2,1-3H3,(H2,13,17)(H4,14,15,18,20)
- InChIKey
- QDERNBXNXJCIQK-UHFFFAOYSA-N
- SMILES
- C1(C(NC(N)=N)=O)=NC(Cl)=C(N(CC)C(C)C)N=C1N
- CAS Datenbank
- 1154 · 1154-25-2
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
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)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- wgk
- 3
- ridadr
- 2811
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-37/39
- hazard_class
- 6.1(b)
- packing_group
- III
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
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.
Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.
A subclass of sodium channel blockers that are specific for ACID-SENSING SODIUM CHANNELS.
A subclass of sodium channel blockers that are specific for EPITHELIAL SODIUM CHANNELS.
Anwendungen
BeschreibungSodium-hydrogen exchangers (NHE) are involved in maintaining sodium and pH balance in a variety of tissues. They are also known as sodium-hydrogen antiporters and solute carrier family 9 members. 5-(N-ethyl-N-isopropyl)-Amiloride (EIPA) is a potent inhibitor of several NHE isoforms, inhibiting NHE1, NHE2, NHE3, and NHE5 with Ki values of 0.02, 0.5, 2.4, and 0.42 μM, respectively. It less effectively inhibits NHE4 (IC50 ≥10 μM). EIPA is commonly used at a concentration of 5-10 μM to inhibit cellular HNE activity.
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