SML0127
Longdaysin
≥98% (HPLC)
Synonym(s):
9-isopropyl-N-(3-(trifluoromethyl)benzyl)-9H-purin-6-amine
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About This Item
Empirical Formula (Hill Notation):
C16H16F3N5
CAS Number:
Molecular Weight:
335.33
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
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.
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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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
Cyclic uniaxial mechanical load enhances chondrogenesis through entraining the molecular circadian clock.
V?!g??, et al.
Journal of Pineal Research, 73, e12827-e12827 (2022)