SML3325
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:
Molecular Weight:
341.44
UNSPSC Code:
51111800
NACRES:
NA.77
Product Name
Sob-AM2, ≥98% (HPLC)
InChI
1S/C21H27NO3/c1-13(2)18-10-16(6-7-20(18)23)11-19-14(3)8-17(9-15(19)4)25-12-21(24)22-5/h6-10,13,23H,11-12H2,1-5H3,(H,22,24)
InChI key
UWVFEENBJKSTRD-UHFFFAOYSA-N
SMILES string
CC(C1=C(C=CC(CC2=C(C=C(C=C2C)OCC(NC)=O)C)=C1)O)C
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
Quality Level
Related Categories
Biochem/physiol Actions
CNS-penetrating thyromimetic
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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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