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SML0865

Sigma-Aldrich

AA92593

≥98% (HPLC)

Sinônimo(s):

1-(4-Methoxy-3-methyl-benzenesulfonyl)-piperidine, 1-[(4-Methoxy-3-methylphenyl)sulfonyl]-piperidine, Cy1001

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About This Item

Fórmula empírica (Notação de Hill):
C13H19NO3S
Número CAS:
Peso molecular:
269.36
Código UNSPSC:
12352200
NACRES:
NA.77

Ensaio

≥98% (HPLC)

forma

powder

cor

white to beige

solubilidade

DMSO: 10 mg/mL, clear

temperatura de armazenamento

−20°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

chave InChI

HDTKLZINZGEPFG-UHFFFAOYSA-N

Aplicação

AA92593 has been used as a selective melanopsin inhibitor.

Ações bioquímicas/fisiológicas

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.

Características e benefícios

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.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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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)

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