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SML1947

Sigma-Aldrich

ITH12575

≥98% (HPLC)

Synonym(s):

4,1-Benzothiazepin-2(3H)-one, 7-chloro-1,5-dihydro-5-[2-(1-methylethyl)phenyl]-, 7-Chloro-5-(2′-isopropylphenyl)-3,5-dihydro-4,1-benzothiazepin-2-(1H)-one

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About This Item

Empirical Formula (Hill Notation):
C18H18ClNOS
CAS Number:
1802013-08-6
Molecular Weight:
331.86
MDL number:
MFCD30720887
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC(C)C1=C(C2C(C=C(Cl)C=C3)=C3NC(CS2)=O)C=CC=C1

Biochem/physiol Actions

ITH12575 is apotent and selective inhibitor of mitochondrial Na+/Ca2+ exchanger mNCX with neuroprotective activity. It was shown to reduce Ca2+ efflux from the mitochondria to the cytosol with an EC50 value of 690 nM and was shown to protect against Ca2+ overload and mitigated the neuronal damage in a model of oxidative stress. At higher concentrations ITH12575 also reduced Ca2+ influx through CALHM1, a Ca2+ channel that plays a key role in the neuronal electrical activity.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Francisco J Martínez-Sanz et al.
European journal of medicinal chemistry, 109, 114-123 (2016-01-17)
The mitochondrial Na(+)/Ca(2+) exchanger plays an important role in the control of cytosolic Ca(2+) cycling in excitable cells, essential for the regulation of a plethora of Ca(2+)-dependent physio-pathological events, such as apoptosis in the presence of a Ca(2+) overload. There
Francisco J Martínez-Sanz et al.
ACS chemical neuroscience, 6(9), 1626-1636 (2015-07-21)
Mitochondria regulate cellular Ca(2+) oscillations, taking up Ca(2+) through its uniporter and releasing it through the mitochondrial sodium/calcium exchanger. The role of mitochondria in the regulation of Ca(2+) cycle has received much attention recently, as it is a central stage
Ana J Moreno-Ortega et al.
Neuropharmacology, 95, 503-510 (2015-04-25)
CALHM1 is a Ca(2+) channel discovered in 2008, which plays a key role in the neuronal electrical activity, among other functions. However, there are no known efficient blockers able to modulate its Ca(2+) handling ability. We herein describe that benzothiazepine

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