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N0287

Sigma-Aldrich

NNC 55-0396 hydrate

≥98% (HPLC)

Synonym(s):

(1S,2S)-2-(2-(N-[(3-Benzimidazol-2-yl)propyl]-N-methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-isopropyl-2-naphtyl cyclopropanecarboxylate dihydrochloride hydrate, NNC55-0396

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About This Item

Empirical Formula (Hill Notation):
C30H40Cl2FN3O2 · xH2O
Molecular Weight:
564.56 (anhydrous basis)
MDL number:
MFCD12910446
UNSPSC Code:
12352200
PubChem Substance ID:
24278523
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

H2O: >10 mg/mL

originator

Roche

storage temp.

2-8°C

SMILES string

O.Cl.Cl.CC(C)[C@H]1c2ccc(F)cc2CC[C@@]1(CCN(C)CCCc3nc4ccccc4[nH]3)OC(=O)C5CC5

InChI

1S/C30H38FN3O2.2ClH.H2O/c1-20(2)28-24-13-12-23(31)19-22(24)14-15-30(28,36-29(35)21-10-11-21)16-18-34(3)17-6-9-27-32-25-7-4-5-8-26(25)33-27;;;/h4-5,7-8,12-13,19-21,28H,6,9-11,14-18H2,1-3H3,(H,32,33);2*1H;1H2/t28-,30-;;;/m0.../s1

InChI key

ICVIUVXDXJUZRQ-SHQDEPIZSA-N

Biochem/physiol Actions

NNC-55-0396 is a T-type calcium channel antagonists. It is the structural analog of mibefradil. NNC-55-0396 has the ability to block cell proliferation and stimulate cell apoptosis in leukemia cell lines.
Selective T-type calcium channel inhibitor

Features and Benefits

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Luping Huang et al.
The Journal of pharmacology and experimental therapeutics, 309(1), 193-199 (2004-01-14)
Mibefradil is a Ca2+ channel antagonist that inhibits both T-type and high-voltage-activated Ca2+ channels. We previously showed that block of high-voltage-activated channels by mibefradil occurs through the production of an active metabolite by intracellular hydrolysis. In the present study, we
Yuka Terada et al.
Pharmacology, 99(5-6), 281-285 (2017-03-03)
Transient receptor potential vanilloid-1 (TRPV1) expressed in nociceptors is directly phosphorylated and activated by protein kinase C, and involved in the signaling of pancreatic pain. On the other hand, Cav3.2 T-type Ca2+ channels expressed in nociceptors are functionally upregulated by
Xianjie Wen et al.
PloS one, 8(5), e62942-e62942 (2013-05-10)
There is concern regarding neurotoxicity induced by the use of local anesthetics. A previous study showed that an overload of intracellular calcium is involved in the neurotoxic effect of some anesthetics. T-type calcium channels, which lower the threshold of action
Kohei Umezu et al.
PloS one, 15(4), e0232536-e0232536 (2020-05-01)
Sperm migration towards an oocyte in the female reproductive tract is an important step for successful fertilization. Although several sperm-chemotactic factors have been identified in mammals, it is unclear whether these chemoattractants contribute to sperm migration towards an oocyte that
T-type calcium channel antagonists, mibefradil and NNC-55-0396 inhibit cell proliferation and induce cell apoptosis in leukemia cell lines
Huang W, et al.
Journal of Experimental & Clinical Cancer Research, 34(1), 1-1 (2015)
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