ChemicalBook > CAS DataBase List > NNC 55-0396 dihydrochloride

NNC 55-0396 dihydrochloride

Product Name: NNC 55-0396 dihydrochloride
CAS No.: 357400-13-6
Chemical Name: NNC 55-0396 dihydrochloride
Synonyms: NNC 55-0396 2HCl;NNC 55-0396, 10 mM in DMSO;NNC 55-0396 DIHYDROCHLORIDE;NNC 55-0396 (Racemic Mixture);NNC 55-0396,inhibit,Ca2+ channels,Inhibitor,NNC 550396,NNC 55 0396,Calcium Channel,Ca channels;(1S,2S)-2-(2-{[3-(1H-Benzimidazol-2-Yl)Propyl](Methyl)Amino}Ethyl)-6-Fluoro-1-Isopropyl-1,2,3,4-Tetrahydro-2-Naphthalenyl Cyclopropa necarboxylate 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 dihydrochloride;(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 DIHYDROCHLORIDE
CBNumber: CB6824356
Molecular Formula: C30H39ClFN3O2
Formula Weight: 528.11
MOL File: 357400-13-6.mol

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NNC 55-0396 dihydrochloride Property

Melting point:: 174 - 179°C
storage temp.: Desiccate at RT
solubility: DMSO (Slightly), Water (Slightly)
form: Solid
color: White to Off-White
Water Solubility: Soluble to 25 mM in water
Stability:: Hygroscopic

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 17216
Product name: NNC 55-0396
Purity: ≥98%
Packaging: 1mg
Price: $50
Updated: 2024/03/01

Cayman Chemical

Product number: 17216
Product name: NNC 55-0396
Purity: ≥98%
Packaging: 5mg
Price: $184
Updated: 2024/03/01

Cayman Chemical

Product number: 17216
Product name: NNC 55-0396
Purity: ≥98%
Packaging: 10mg
Price: $308
Updated: 2024/03/01

Cayman Chemical

Product number: 17216
Product name: NNC 55-0396
Packaging: 25mg
Price: $669
Updated: 2024/03/01

Tocris

Product number: 2268
Product name: NNC55-0396dihydrochloride
Purity: ≥98%(HPLC)
Packaging: 10
Price: $298
Updated: 2021/12/16

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NNC 55-0396 dihydrochloride Chemical Properties,Usage,Production

Description

NNC 55-0396 is a selective inhibitor of T-type calcium channels that blocks Ca_v3.1 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 GABA_A 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.

Uses

NNC 55-0396 is a calcium channel protein inhibitor.

Definition

ChEBI: NNC 55-0396 dihydrochloride is t-type calcium channel blocker It has a role as a calcium channel blocker.

Biological Activity

Highly selective T-type calcium channel blocker. Displays IC 50 values of 6.8 and > 100 μ M for inhibition of Cav3.1 T-type channels and HVA currents respectively in INS-1 cells.

in vitro

nnc 55-0396 showed no effect against high voltage calcium channels at 100 μm, but inhibited t-type channels in hek293 cells with a potency comparable to that of mibefradil (ic50 6.8 versus 10.1 μm) [1].

in vivo

nnc 55-0396 was better tolerated than mibefradil in the horizontalwire test. to assess for a potential interaction with harmaline in the inverted wire grid test, mice was given nnc 55-0396, followed by harmaline or vehicle. nnc 55-0396 ameliorated harmaline-induced test deficits. in the gabaa α1-null model, nnc 55-0396 at 12.5 mg/kg suppressed harmaline-induced tremor by half by 20–100 min, whereas mibefradil at the same dose did not significantly affect tremor. in contrast to mibefradil, nnc 55-0396 was well tolerated and suppresses tremor, and exerts less cytochrome p450 inhibition [1].

IC 50

6.8 μm for cav3.1 t-type channel

storage

Desiccate at RT

References

[1] quesada a,bui ph,homanics ge,hankinson o,handforth a. comparison of mibefradil and derivative nnc 55-0396 effects on behavior, cytochrome p450 activity, and tremor in mouse models of essential tremor. eur j pharmacol.2011 may 20;659(1):30-6.

NNC 55-0396 dihydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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357400-13-6, NNC 55-0396 dihydrochlorideRelated Search:

(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 DIHYDROCHLORIDE

NNC 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 dihydrochloride

NNC 55-0396 (Racemic Mixture)

NNC 55-0396,inhibit,Ca2+ channels,Inhibitor,NNC 550396,NNC 55 0396,Calcium Channel,Ca channels

NNC 55-0396 2HCl

NNC 55-0396, 10 mM in DMSO

(1S,2S)-2-(2-{[3-(1H-Benzimidazol-2-Yl)Propyl](Methyl)Amino}Ethyl)-6-Fluoro-1-Isopropyl-1,2,3,4-Tetrahydro-2-Naphthalenyl Cyclopropa necarboxylate Dihydrochloride

357400-13-6

35700-13-6

C30H38FN3O22HCl