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SML0976

Sigma-Aldrich

Siramesine fumarate salt

≥98% (HPLC)

Synonym(s):

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

Empirical Formula (Hill Notation):
C30H31FN2O · C4H4O4
CAS Number:
163630-79-3
Molecular Weight:
570.65
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

Biochem/physiol Actions

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).

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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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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
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
Monitoring recovery after CNS demyelination, a novel tool to de-risk pro-remyelinating strategies.
Henriet, et al.
Brain, 146, 2453-2463 (2023)
Siramesine triggers cell death through destabilisation of mitochondria, but not lysosomes.
Cesen MH, et al.
Cell Death & Disease, 4(10), e818-e818 (2013)
Madhumita S Manivannan et al.
Cells, 13(12) (2024-06-26)
Venetoclax and obinutuzumab are becoming frontline therapies for chronic lymphocytic leukemia (CLL) patients. Unfortunately, drug resistance still occurs, and the combination could be immunosuppressive. Lysosomes have previously been identified as a target for obinutuzumab cytotoxicity in CLL cells, but the
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