SML0865
AA92593
≥98% (HPLC)
别名:
1-(4-Methoxy-3-methyl-benzenesulfonyl)-piperidine, 1-[(4-Methoxy-3-methylphenyl)sulfonyl]-piperidine, Cy1001
产品名称
AA92593, ≥98% (HPLC)
SMILES string
[S](=O)(=O)(N2CCCCC2)c1cc(c(cc1)OC)C
InChI
1S/C13H19NO3S/c1-11-10-12(6-7-13(11)17-2)18(15,16)14-8-4-3-5-9-14/h6-7,10H,3-5,8-9H2,1-2H3
InChI key
HDTKLZINZGEPFG-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 10 mg/mL, clear
storage temp.
−20°C
Quality Level
Application
AA92593 has been used as a selective melanopsin inhibitor.
Biochem/physiol Actions
AA92593 blocks melanopsin activity and stimulates α-melanocyte-stimulating hormone (α-MSH) expression and induces melanin distribution in the melanophores, which darkens the embryo.
AA92593 is an opsinamide, a potent antagonist of melanopsin-mediated phototransduction with an IC50 of 665 nM in a Ca2+ flux assay in CHO cells expressing melanopsin (Opn4) and selectivity > 10 μM at 74 common biological targets. AA41612 is believed to act by competing for binding to melanopsin. AA41612 inhibited mouse pupillary light reflex and light aversion in vivo. AA92593 and similar compounds might be useful in alleviating the photophobia associated with migraine.
AA92593 is an opsinamide, a potent antagonist of melanopsin-mediated phototransduction.
Features and Benefits
This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Melanopsin photoreception in the eye regulates light?induced skin colour changes through the production of α?MSH in the pituitary gland.
Bertolesi G E
Pigment Cell & Melanoma Research, 28(8), 559-571 (2015)
Presence of melanopsin in human crystalline lens epithelial cells and its role in melatonin synthesis.
Alkozi H A, et al.
Experimental Eye Research, 154, 168-176 (2017)
Wei Zheng et al.
Optometry and vision science : official publication of the American Academy of Optometry, 97(7), 489-495 (2020-07-23)
Investigation of the mechanism and the role of melanopsin in lens-induced myopia is necessary to find out potential targets in the prevention of myopia development. We aimed to study the effect and mechanism of retinal melanopsin on lens-induced myopia in
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