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Merck

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:
1353867-91-0
Molecular Weight:
335.33
NACRES:
NA.77
PubChem Substance ID:
329825177
UNSPSC Code:
12352200
MDL number:
MFCD20527323
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

Longdaysin, ≥98% (HPLC)

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)

SMILES string

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

InChI key

REKSFCCYDQMSIN-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥15 mg/mL

storage temp.

2-8°C

Quality Level

100

Related Categories

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

SML0127-25MG: + SML0127-5MG: + SML0127-BULK: + SML0127-VAR:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
0000474423
0000474423
0000199350
081M4622V
0000199350

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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)
M Abdulhadi Alagha et al.
Cartilage, 13(2_suppl), 53S-67S (2020-02-16)
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
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
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