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SML0127

Sigma-Aldrich

Longdaysin

≥98% (HPLC)

Synonyma:

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

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen
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About This Item

Empirický vzorec (Hillův zápis):
C16H16F3N5
Číslo CAS:
1353867-91-0
Molekulová hmotnost:
335.33
MDL number:
MFCD20527323
UNSPSC Code:
12352200
PubChem Substance ID:
329825177
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥15 mg/mL

storage temp.

2-8°C

SMILES string

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)

Inchi Key

REKSFCCYDQMSIN-UHFFFAOYSA-N

Application

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

Biochem/physiol Actions

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.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Osvědčení o analýze (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
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Handbook of experimental pharmacology, (217)(217), 227-239 (2013-04-23)
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Circadian rhythms in cartilage homeostasis are hypothesized to temporally segregate and synchronize the activities of chondrocytes to different times of the day, and thus may provide an efficient mechanism by which articular cartilage can recover following physical activity. While the
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