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ethyl 5-((1-methyl-4-nitro-1H-imidazol-5-yl)oxy)-2-phenylbenzofuran-3-carboxylate

Basic information Safety Supplier Related

ethyl 5-((1-methyl-4-nitro-1H-imidazol-5-yl)oxy)-2-phenylbenzofuran-3-carboxylate Basic information

Product Name:
ethyl 5-((1-methyl-4-nitro-1H-imidazol-5-yl)oxy)-2-phenylbenzofuran-3-carboxylate
Synonyms:
  • ethyl 5-((1-methyl-4-nitro-1H-imidazol-5-yl)oxy)-2-phenylbenzofuran-3-carboxylate
  • 3-Benzofurancarboxylic acid, 5-[(1-methyl-4-nitro-1H-imidazol-5-yl)oxy]-2-phenyl-, ethyl ester
  • STOML3 inhibitor OB-1
CAS:
300803-69-4
MF:
C21H17N3O6
MW:
407.38
Mol File:
300803-69-4.mol
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ethyl 5-((1-methyl-4-nitro-1H-imidazol-5-yl)oxy)-2-phenylbenzofuran-3-carboxylate Chemical Properties

storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
A solid
color 
White to off-white
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ethyl 5-((1-methyl-4-nitro-1H-imidazol-5-yl)oxy)-2-phenylbenzofuran-3-carboxylate Usage And Synthesis

Uses

OB-1 is a stomatin-like protein-3 (STOML3) oligomerization blocker. OB-1 is an effective inhibitor of the self-association of Stomatin, STOML1 and STOML2, but not podocin[1].

Biological Activity

OB-1 is an inhibitor of the oligomerization of Stomatin-like protein-3 (STOML3), which is a modulator of the mechanosensitive ion channel Piezo2. STOML3 requires oligomerization for its role as an endogenous regulator of the sensitivity of mechanosensitive Piezo ion channels in sensory neurons. By inhibiting this activity, OB-1 has been shown to reduce touch-evoked pain behavior in two mouse models of neuropathic pain.

in vivo

OB-1 (250-500 pmol per paw; s.c.; once) reversibly reduces the sensitivity of mechanically gated currents in sensory neurons and silence mechanoreceptors in mice[1].
OB-1 (250 pmol per paw; s.c.; once) alleviates painful diabetic neuropathy in mice[1].

Animal Model:C57Bl/6N mice[1]
Dosage:250-500 pmol per paw
Administration:Subcutaneous injection, once
Result:Over 40% of Aβ fibers (19/44) lacked a mechanosensitive receptive field, which was significantly different from that in vehicle-injected controls, where less than 7% (5/69 fibers) were found to be insensitive to mechanical stimuli. Reduced touch perception. Reversed tactile allodynia.
Animal Model:Eight-week-old C57Bl/6 mice, Streptozotocin (HY-13753) model[1]
Dosage:250 pmol per paw
Administration:Subcutaneous injection, once
Result:Substantially reversed the mechanical hypersensitivity 4 h after treatment.

storage

Store at RT

References

[1] Wetzel C, et al. Small-molecule inhibition of STOML3 oligomerization reverses pathological mechanical hypersensitivity. Nat Neurosci. 2017 Feb;20(2):209-218. DOI:10.1038/nn.4454

ethyl 5-((1-methyl-4-nitro-1H-imidazol-5-yl)oxy)-2-phenylbenzofuran-3-carboxylateSupplier

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ethyl 5-((1-methyl-4-nitro-1H-imidazol-5-yl)oxy)-2-phenylbenzofuran-3-carboxylate(300803-69-4)Related Product Information