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SML3325

Sigma-Aldrich

Sob-AM2

≥98% (HPLC)

Synonym(s):

2-[4-[[4-Hydroxy-3-(1-methylethyl)phenyl]methyl]-3,5-dimethylphenoxy]-N-methylacetamide

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About This Item

Empirical Formula (Hill Notation):
C21H27NO3
CAS Number:
2128258-47-7
Molecular Weight:
341.44
UNSPSC Code:
51111800
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(C1=C(C=CC(CC2=C(C=C(C=C2C)OCC(NC)=O)C)=C1)O)C

General description

Sob-AM2 is a methyl amide derivative and a central nervous system (CNS)- selective prodrug of Sobetirome. Even in the absence of monocarboxylate transporter 8 (Mct8), Sob-AM2 can penetrate the brain and exhibit thyromimetic effects. It can promote extensive myelin repair in the brain and spinal cord of mouse models with demyelination. Sob-AM2 and other thyromimetics may also stimulate triggering receptor expressed on myeloid cell-2 (TREM2) expression in macrophages and microglia.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML3325-25MG:
SML3325-VAR:
SML3325-5MG:
SML3325-BULK:

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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Soledad Bárez-López et al.
Thyroid : official journal of the American Thyroid Association, 28(9), 1211-1220 (2018-05-31)
Loss of function mutations in the thyroid hormone (TH)-specific cell membrane transporter, the monocarboxylate transporter 8 (MCT8), lead to profound psychomotor retardation and abnormal TH serum levels, with low thyroxine (T4) and high triiodothyronine (T3). Several studies point to impaired
Selective Thyroid Hormone Receptor-Beta (TR?) Agonists: New Perspectives for the Treatment of Metabolic and Neurodegenerative Disorders
Saponaro F, et al.
Frontiers in medicine (2020)
Skylar J Ferrara et al.
Cell chemical biology, 29(2), 239-248 (2021-08-11)
Triggering receptor expressed on myeloid cells-2 (TREM2) is a cell surface receptor on macrophages and microglia that senses and responds to disease-associated signals to regulate the phenotype of these innate immune cells. The TREM2 signaling pathway has been implicated in
P Chaudhary et al.
Journal of neuroimmunology, 352, 577468-577468 (2021-01-11)
We have previously demonstrated that thyromimetics stimulate oligodendrocyte precursor cell differentiation and promote remyelination in murine demyelination models. We investigated whether a thyroid receptor-beta selective thyromimetic, sobetirome (Sob), and its CNS-targeted prodrug, Sob-AM2, could prevent myelin and axonal degeneration in

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