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Key Documents

SML0127

Sigma-Aldrich

Longdaysin

≥98% (HPLC)

Sinônimo(s):

9-isopropyl-N-(3-(trifluoromethyl)benzyl)-9H-purin-6-amine

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About This Item

Fórmula empírica (Notação de Hill):
C16H16F3N5
Número CAS:
Peso molecular:
335.33
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

Ensaio

≥98% (HPLC)

forma

powder

cor

white to tan

solubilidade

DMSO: ≥15 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CC(C)N(C=N1)C2=C1C(NCC3=CC(C(F)(F)F)=CC=C3)=NC=N2

InChI

1S/C16H16F3N5/c1-10(2)24-9-23-13-14(21-8-22-15(13)24)20-7-11-4-3-5-12(6-11)16(17,18)19/h3-6,8-10H,7H2,1-2H3,(H,20,21,22)

chave InChI

REKSFCCYDQMSIN-UHFFFAOYSA-N

Aplicação

Longdaysin may be used to study cell signaling that regulate the circadian clock and behavior.

Ações bioquímicas/fisiológicas

Longdaysin inhibits CK1, ERK2, and CDK7 kinases in low mM concentrations. The activity of longdaysin results in a lengthening of circadian periods in cell based and in vivo systems. Transgenic zebrafish harboring a per3-luc reporter gene displayed a 10 hour lengthening of circadian period when treated with longdaysin. Longdaysin reduces the phosphorylation of PER1 the regulator of molecular clock function and manipulates the circadian clock.

Pictogramas

Skull and crossbonesHealth hazard

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 3 Oral - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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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Tsuyoshi Hirota et al.
Science (New York, N.Y.), 337(6098), 1094-1097 (2012-07-17)
Impairment of the circadian clock has been associated with numerous disorders, including metabolic disease. Although small molecules that modulate clock function might offer therapeutic approaches to such diseases, only a few compounds have been identified that selectively target core clock
Urs Albrecht
Handbook of experimental pharmacology, (217)(217), 227-239 (2013-04-23)
Circadian clocks are present in nearly all tissues of an organism, including the brain. The brain is not only the site of the master coordinator of circadian rhythms located in the suprachiasmatic nuclei (SCN) but also contains SCN-independent oscillators that
Tsuyoshi Hirota et al.
PLoS biology, 8(12), e1000559-e1000559 (2010-12-24)
The circadian clock underlies daily rhythms of diverse physiological processes, and alterations in clock function have been linked to numerous pathologies. To apply chemical biology methods to modulate and dissect the clock mechanism with new chemical probes, we performed a
Sandipan Ray et al.
Life science alliance, 2(6) (2019-12-04)
Determining the exact targets and mechanisms of action of drug molecules that modulate circadian rhythms is critical to develop novel compounds to treat clock-related disorders. Here, we have used phenotypic proteomic profiling (PPP) to systematically determine molecular targets of four

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