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SML3753

Sigma-Aldrich

TH301

≥98% (HPLC)

Synonym(s):

1-​(4-​Chlorophenyl)​-​N-​[2,​6-​dihydro-​2-​(4-​methoxyphenyl)​-​5,​5-​dioxido-​4H-​thieno[3,​4-​c]​pyrazol-​3-​yl]​-cyclopentanecarboxam​ide

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About This Item

Empirical Formula (Hill Notation):
C24H24ClN3O4S
CAS Number:
450338-32-6
Molecular Weight:
485.98
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1(CCCC1)C2=CC=C(Cl)C=C2)NC3=C(CS(C4)(=O)=O)C4=NN3C5=CC=C(OC)C=C5

Biochem/physiol Actions

TH301 is a circadian clock modulator that lengthens a circadian period in cells and tissues. It selectively stabilizes CRY2 through interaction with FAD-binding pocket. TH301 strongly enhanced brown adipocyte differentiation in culture. TH301 showed no or only minor effects on CKIδ, CKIα and CK2 activities in vitro.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effects of cryptochrome-modulating compounds on circadian behavioural rhythms in zebrafish
Journal of Biochemistry, 171(5), 501-507 (2022)
Structural differences in the FAD-binding pockets and lid loops of mammalian CRY1 and CRY2 for isoform-selective regulation.
Proceedings of the National Academy of Sciences of the USA, 118(26), e2026191118-e2026191118 (2021)
Simon Miller et al.
Nature chemical biology, 16(6), 676-685 (2020-04-02)
CRY1 and CRY2 are essential components of the circadian clock controlling daily physiological rhythms. Accumulating evidences indicate distinct roles of these highly homologous proteins, in addition to redundant functions. Therefore, the development of isoform-selective compounds represents an effective approach towards

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