AA92593, Antagonist of Melanopsin-mediated Photo-transduction

AA92593 is a potent and selective small molecule antagonist of melanopsin-mediated photo-transduction (IC50~160 nM). It inhibits melanopsin (opsinamides) by competing with retinal binding to melanopsin, and inhibits its function without affecting rod- and cone-mediated responses. In vivo administration of AA92593 to mice specifically and reversibly modified melanopsin-dependent light responses, including the pupillary light reflex and light aversion. Melanopsin, expressed in a subset of retinal ganglion cells, mediates behavioral adaptation to ambient light and other non-image-forming photic responses. The discovery of AA92593 raises the prospect of therapeutic control of the melanopsin photo-transduction system to regulate light-dependent behavior and remediate pathological conditions.

Product information

CAS Number: 457961-34-1

Molecular Weight: 269.36

Formula: C13H19NO3S

Chemical Name: 1-((4-methoxy-3-methylphenyl)sulfonyl)piperidine

Smiles: CC1=CC(=CC=C1OC)S(=O)(=O)N1CCCCC1

InChiKey: HDTKLZINZGEPFG-UHFFFAOYSA-N

InChi: 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

Technical Data

Appearance: Solid Power.

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO up to 100 mM

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined.

HS Tariff Code: 382200

How to use

In Vitro:

AA92593 was used at 10 µM final concentration in various in vitro assays.

In Vivo:

AA92593 was dosed intraperitoneally 30 mg/kg 20 min before PLR measurement attenuated pupil constriction in response to light (1013 ph cm-2 s-1) by ~50% in adult rd mice.

References:

1. Jones KA, et al. Small-molecule antagonists of melanopsin-mediated phototransduction. (2013) Nat Chem Biol. 9(10):630-5.

Products are for research use only. Not for human use.