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Product Name: AA92593
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457961-34-1

457961-34-1 structure

457961-34-1 structure

Name: AA92593
Chemical Name: 1-[(4-Methoxy-3-methylphenyl)sulfonyl]piperidine
CAS Number: 457961-34-1
Molecular Formula: C₁₃H₁₉NO₃S
Molecular Weight: 269.36000
Catalog: Research Areas Cancer
Create Date: 2017-11-30 14:04:15
Modify Date: 2025-08-26 07:20:36
AA92593 is a selective and competitive OPN4 (melanopsin) antagonist[1][2].

Name	1-[(4-Methoxy-3-methylphenyl)sulfonyl]piperidine
Synonyms	AA92593

Description	AA92593 is a selective and competitive OPN4 (melanopsin) antagonist[1][2].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease
In Vitro	AA92593 is a competitive melanopsin antagonist, its presence in the retinal-binding pocket of melanopsin leads to the displacement of retinal, which could trigger a downstream signaling that would ultimately result in Per1 increased expression[1]. AA92593 is shown to be specific because it competes with retinaldehyde for the melanopsin retinal binding site which is very distinct from other opsins[1]. Inhibition of melanopsin activity with AA92593 increases a-MSH expression and induces melanin dispersion in the melanophores, which darkens the embryo[3]. AA92593 exhibits an IC50 of 665 nM in CHOOpn4 cells[4]. Cell Viability Assay[1] Cell Line: Melan-a melanocytes and B16-F10 melanoma cells[1]. Concentration: 10 μM. Incubation Time: 1 hour (heat 39.5 °C). Result: Pharmacologically inhibited melanopsin.
In Vivo	AA92593 is able to decrease IOP in rabbits living under normal light condition[2]. AA92593 produces an increment in melatonin levels resulting in a drop of IOP[2]. Animal Model: Wild type (WT) mice[4]. Dosage: 30 mg/kg. Administration: IP 20 min prior to PLR measurement. Result: Attenuated pupil constriction in response to light (1013 ph.cm−2.s−1) by ~50%.
References	[1]. Maria Nathália Moraes, et al. Melanopsin, a Canonical Light Receptor, Mediates Thermal Activation of Clock Genes. Sci Rep. 2017 Oct 25;7(1):13977. [2]. Victoria Eugenia Lledó, et al. Yellow Filter Effect on Melatonin Secretion in the Eye: Role in IOP Regulation. Curr Eye Res. 2019 Jun;44(6):614-618. [3]. Gabriel E Bertolesi, et al. Melanopsin photoreception in the eye regulates light-induced skin colour changes through the production of α-MSH in the pituitary gland. Pigment Cell Melanoma Res. 2015 Sep;28(5):559-71. [4]. Kenneth A Jones, et al. Small-molecule antagonists of melanopsin-mediated phototransduction. Nat Chem Biol. 2013 Oct;9(10):630-5.

Molecular Formula	C₁₃H₁₉NO₃S
Molecular Weight	269.36000
Exact Mass	269.10900
PSA	54.99000
LogP	3.19690
Storage condition	-20℃

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Hazard Codes	Xn
Risk Phrases	36-37-38
RIDADR	NONH for all modes of transport

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