653-47 HCl is an enhancer that significantly enhances the cAMP response element binding protein (CREB) inhibitory activity of 666-15. 653-47 HCl is also a very weak inhibitor (antagonist) with IC50 of 26.3 μM.

Physicochemical Properties

Molecular Formula	C20H20CL2N2O3
Molecular Weight	407.2904
Exact Mass	406.085
CAS #	1224567-46-7
Related CAS #	653-47;1224678-75-4
PubChem CID	46187341
Appearance	Pale purple to purple solid powder
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Heavy Atom Count	27
Complexity	464
Defined Atom Stereocenter Count	0
SMILES	ClC1C([H])=C([H])C(=C(C=1[H])O[H])N([H])C(C1=C([H])C2=C([H])C([H])=C([H])C([H])=C2C([H])=C1OC([H])([H])C([H])([H])C([H])([H])N([H])[H])=O.Cl[H]
InChi Key	HESNWSHDEFHION-UHFFFAOYSA-N
InChi Code	InChI=1S/C20H19ClN2O3.ClH/c21-15-6-7-17(18(24)12-15)23-20(25)16-10-13-4-1-2-5-14(13)11-19(16)26-9-3-8-22;/h1-2,4-7,10-12,24H,3,8-9,22H2,(H,23,25);1H
Chemical Name	3-(3-aminopropoxy)-N-(4-chloro-2-hydroxyphenyl)naphthalene-2-carboxamide;hydrochloride
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 Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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 synergy with 666-15, 653-47 (5-10 μM) suppresses CREB-mediated gene transcription[1].
References	[1]. Discovery of a Synergistic Inhibitor of cAMP-Response Element Binding Protein (CREB)-Mediated Gene Transcription with 666-15. J Med Chem. 2019;62(24):11423-11429.

Solubility Data

Solubility (In Vitro)

DMSO : 250 mg/mL (613.81 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (5.11 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.4553 mL	12.2763 mL	24.5525 mL
	5 mM	0.4911 mL	2.4553 mL	4.9105 mL
	10 mM	0.2455 mL	1.2276 mL	2.4553 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.