Nnc-55-0396
Grundinformationen
- CAS
357400-13-6- Standard-SMILES
CC(C)[C@H]1c2ccc(F)cc2CC[C@@]1(CCN(C)CCCc1nc2ccccc2[nH]1)OC(=O)C1CC1.Cl.Cl- InChIKey
BCCQNBXHUMKLFW-HNQRYHMESA-N- Summenformel
- C30H40Cl2FN3O2
- Durchschnittliche Molmasse
- 564,6 g/mol
- Monoisotopische Masse
- 563,2481611
Überblick
NNC 55-0396 dihydrochloride is the dihydrochloride salt of NNC 55-0396. It is a stable analogue of mibefradil and a highly selective T-type calcium channel blocker. It has a role as a T-type calcium channel blocker, an antineoplastic agent, an angiogenesis inhibitor, a potassium channel blocker, a neuroprotective agent and an apoptosis inducer. It contains a NNC 55-0396 (free base).
Namen und Bezeichner
- Bevorzugter Name
- Nnc-55-0396
- IUPAC
- [(1S,2S)-2-[2-[3-(1H-benzimidazol-2-yl)propyl-methylamino]ethyl]-6-fluoro-1-propan-2-yl-3,4-dihydro-1H-naphthalen-2-yl] cyclopropanecarboxylate;dihydrochloride
- Englischer Name
- NNC 55-0396 dihydrochloride
- Summenformel
- C30H39ClFN3O2
- Molmasse
- 528.11
Namen und Synonyme
357400-13-6NNC 55-0396NNC-55-03960A7CE46ERMCyclopropanecarboxylic acid, (1S,2S)-2-(2-((3-(1H-benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphthalenyl ester, dihydrochlorideCyclopropanecarboxylic acid, (1S,2S)-2-(2-((3-(1H-benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphthalenyl ester, hydrochloride (1:2)RefChem:927845NNC 55-0396 dihydrochloride(1S,2S)-2-(2-((3-(1H-Benzo[d]imidazol-2-yl)propyl)(methyl)amino)ethyl)-6-fluoro-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-yl cyclopropanecarboxylate dihydrochlorideNNC 55-0396 (Racemic Mixture)(1S,2S)-2-[2-[[3-(1H-BENZIMIDAZOL-2-YL)PROPYL]METHYLAMINO]ETHYL]-6-FLUORO-1,2,3,4-TETRAHYDRO-1-(1-METHYLETHYL)-2-NAPHTHALENYL CYCLOPROPANECARBOXYLATE DIHYDROCHLORIDECHEMBL4227475
Weitere Namen anzeigen
NNC 55-0396 2HClNNC 55-0396, 10 mM in DMSONNC 55-0396,inhibit,Ca2+ channels,Inhibitor,NNC 550396,NNC 55 0396,Calcium Channel,Ca channels
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 58,2 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 11
- Schwere Atome
- 38
- Formalladung
- 0
- Komplexität
- 746
Physikochemische Eigenschaften
- Schmelzpunkt
- 174 · 174 - 179°C
- storage temp.
- Desiccate at RT
- Löslichkeit
- DMSO (Slightly), Water (Slightly)
- Aggregatzustand
- Solid
- Farbe
- White to Off-White
- Wasserlöslichkeit
- 25 mM · Soluble to 25 mM in water
- Stabilität
- Hygroscopic
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological ClassificationA class of drugs that act by selective inhibition of calcium influx through cellular membranes.
Anwendungen
BeschreibungNNC 55-0396 is a selective inhibitor of T-type calcium channels that blocks Cav3.1 in stably expressing HEK293 cells (IC50 = 6.8 μM) with no discernible effect on high voltage-activated (L-type) channels in INS-1 cells up to a concentration of 100 μM. NNC 55-0396 suppresses tremor in two murine models, the GABAA α1-null (20 mg/kg) and harmaline-induced (12.5 mg/kg) tremor models, and was better tolerated than mibefradil . In arterial smooth muscle cells, NCC 55-0396 (IC50 = 80 nM) inhibits voltage-dependent K+ channels but does not affect their voltage sensitivity. NNC 55-0396 (1-5 μM) also suppresses angiogenesis in vitro by inhibiting hypoxia-inducible factor-1α activity, and it slows tumor growth of flank xenografts of U87MG cells in mice when administered at 20 mg/kg.
VerwendenNNC 55-0396 is a calcium channel protein inhibitor.
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