KL201 is a circadian rhythm modulator and an isoform-selective cryptochrome 1 (CRY1) stabilizer. KL201 has no stabilizing effect on CRY2. KL201 lengthens circadian cycles in cells and tissues.

Physicochemical Properties

Molecular Formula	C17H14BRN3OS
Molecular Weight	388.281561374664
Exact Mass	387.004
CAS #	302939-48-6
PubChem CID	1330855
Appearance	White to yellow solid powder
LogP	4.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Heavy Atom Count	23
Complexity	452
Defined Atom Stereocenter Count	0
SMILES	BrC1C=CC=CC=1C(NC1=C2C(=NC=N1)SC1CCCCC=12)=O
InChi Key	KFSLRFWIPVMBNT-UHFFFAOYSA-N
InChi Code	InChI=1S/C17H14BrN3OS/c18-12-7-3-1-5-10(12)16(22)21-15-14-11-6-2-4-8-13(11)23-17(14)20-9-19-15/h1,3,5,7,9H,2,4,6,8H2,(H,19,20,21,22)
Chemical Name	2-bromo-N-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl)benzamide
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro

In cells containing the circadian reporter Bmal1-dLuc as well as the other circadian reporter Per2-dLuc, KL201 results in a dose-dependent prolongation of the circadian period. KL201 significantly reduces Per2-dLuc reporter intensity compared to Bmal1-dLuc, all while maintaining cellular viability[1]. KL201 binds to CRY1 in an overlap with FBXL3, a ubiquitin ligase complex subunit, and FBXL3 knockdown attenuates KL201's effect[1]. In mouse lung primary explants, KL201 prolonged the circadian period and reduced the intensity of the Per2::Luc knockin reporter[1].

References

[1]. An Isoform-Selective Modulator of Cryptochrome 1 Regulates Circadian Rhythms in Mammals. Cell Chem Biol. 2020 Sep 17;27(9):1192-1198.e5.

Solubility Data

Solubility (In Vitro)

DMSO: 250 mg/mL (643.87 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (5.36 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.5755 mL	12.8773 mL	25.7546 mL
	5 mM	0.5151 mL	2.5755 mL	5.1509 mL
	10 mM	0.2575 mL	1.2877 mL	2.5755 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.