SML0865

AA92593

≥98% (HPLC)

• Synonym(s): 1-(4-Methoxy-3-methyl-benzenesulfonyl)-piperidine, 1-[(4-Methoxy-3-methylphenyl)sulfonyl]-piperidine, Cy1001
• Empirical Formula (Hill Notation): C₁₃H₁₉NO₃S
• CAS Number: 457961-34-1
• Molecular Weight: 269.36
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 10 mg/mL, clear
• storage temp.: −20°C
• 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

Description

Application

AA92593 has been used as a selective melanopsin inhibitor.

Biochem/physiol Actions

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.

AA92593 blocks melanopsin activity and stimulates α-melanocyte-stimulating hormone (α-MSH) expression and induces melanin distribution in the melanophores, which darkens the embryo.

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable