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Merck

SML0976

Sigma-Aldrich

Siramesine fumarate salt

≥98% (HPLC)

Synonym(e):

1′-[4-[1-(4-Fluorophenyl)indol-3-yl]butyl]spiro[1H-2-benzofuran-3,4′-piperidine] fumarate salt, Lu 28-179

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About This Item

Empirische Formel (Hill-System):
C30H31FN2O · C4H4O4
CAS-Nummer:
Molekulargewicht:
570.65
UNSPSC-Code:
12352200
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 20 mg/mL, clear

Lagertemp.

2-8°C

Biochem./physiol. Wirkung

Siramesine is a blood-brain barrier penetrant, selective and potent sigma-2 receptor agonist, which exhibits potent and very long-lasting anxiolytic effects in rodents. Also, siramesine is a lysosome-destabilizing agent that causes lysosomal cell death in varies immortalized and cancer cell lines.
Siramesine or Lu 28-179 (1′-[4-[1-(4-fluorophenyl)-1H-indol-3-yl]-1-butyl]-spiro[isobenzofuran-1(3H),4′-piperidine]) is considered as a drug for depression and anxiety. This lysosomotropic agent stimulates mitochondrial membrane potential (MMP) reduction and the production of ROS (reactive oxygen species).

Leistungsmerkmale und Vorteile

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Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Z H Zhang et al.
Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi, 42(5), 407-414 (2021-07-05)
Objective: To clarify the effects of bortezomib combined with or without siramesine on the proliferation of multiple myeloma cell lines, the expression changes of transcription factor EBC (TFEB) nuclear translocation and the level of autophagy, and to provide basis for
Siramesine triggers cell death through destabilisation of mitochondria, but not lysosomes.
Cesen MH, et al.
Cell Death & Disease, 4(10), e818-e818 (2013)
Monitoring recovery after CNS demyelination, a novel tool to de-risk pro-remyelinating strategies.
Henriet, et al.
Brain, 146, 2453-2463 (2023)
Ferroptosis is induced following siramesine and lapatinib treatment of breast cancer cells.
Ma S, et al.
Cell Death & Disease, 7(7), e2307-e2307 (2016)
Damir Bojadzic et al.
Frontiers in pharmacology, 11, 600372-600372 (2021-02-02)
Due to our interest in the chemical space of organic dyes to identify potential small-molecule inhibitors (SMIs) for protein-protein interactions (PPIs), we initiated a screen of such compounds to assess their inhibitory activity against the interaction between SARS-CoV-2 spike protein

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