(S)-UFR2709 ( HCl) is a competitive nAChR antagonist and shows stronger affinity for α4β2 nAChR than for α7 nAChR. (S)-UFR2709 ( HCl) reduces anxiety and reduces alcohol intake and alcohol preference in alcohol-preferring rats. (S)-UFR2709 ( HCl) is an anxiolytic agent that may be utilized to study nicotine addiction.

Physicochemical Properties

Molecular Formula	C13H18CLNO2
Molecular Weight	255.740522861481
Exact Mass	255.102
CAS #	2934318-93-9
Related CAS #	(S)-UFR2709;1431628-22-6
PubChem CID	162642465
Appearance	Off-white to light yellow solid powder
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Heavy Atom Count	17
Complexity	236
Defined Atom Stereocenter Count	1
SMILES	CN1CCC[C@H]1COC(=O)C2=CC=CC=C2.Cl
InChi Key	IJJHQEXZNVTJHI-YDALLXLXSA-N
InChi Code	InChI=1S/C13H17NO2.ClH/c1-14-9-5-8-12(14)10-16-13(15)11-6-3-2-4-7-11;/h2-4,6-7,12H,5,8-10H2,1H3;1H/t12-;/m0./s1
Chemical Name	[(2S)-1-methylpyrrolidin-2-yl]methyl benzoate;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 (e.g. under nitrogen), 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	One biological target for the treatment of alcohol misuse and dependence is the brain's nicotinic acetylcholine receptors (nAChRs), a diverse family of pentameric acetylcholine-gated cation channels[1].
ln Vivo	UFR2709 significantly and dose-dependently reduces bottom dwelling time to 52.9 and 87.0 s, respectively, at 50 and 100 μg/ml. (S)-UFR2709 (hydrochloride) (50-100 μg/ml; 3 min and then maintained for another 5 min in a holding tank before testing the swimming behavior in the test tank for a period of 5 min[2]). (S)-UFR2709 (hydrochloride) (50-100 μg/ml) reduces the α4 nACh receptor subunit's nicotine-evoked mRNA expression, although UFR2709 has less of an impact on the subunit in the adult zebrafish brain[2]. In a dose-dependent manner, intraperitoneal injection of (S)-UFR2709 (hydrochloride; 1- 10 mg/kg; daily; 17 days) increases water consumption while decreasing ethanol consumption and preference. UFR2709's most potent dosage is 2.5 mg/kg, which results in a 56% decrease in alcohol intake. (S)-UFR2709 (hydrochloride) has no effect on the rats' body weight or level of locomotor activity[1].
Animal Protocol	Animal/Disease Models: High-alcohol-drinking UChB rats[1] Doses: 10 mg/kg, 5 mg/kg, 2.5 mg/ kg, or 1 mg/kg Route of Administration: intraperitoneal (ip) injection; 1-10 mg/kg; daily; 17 days Experimental Results: Did not affect the weight or locomotor activity and decreased ethanol consumption and preference.
References	[1]. UFR2709, a Nicotinic Acetylcholine Receptor Antagonist, Decreases Ethanol Intake in Alcohol-Preferring Rats. Front Pharmacol. 2019 Dec 3;10:1429. [2]. Nicotinic Antagonist UFR2709 Inhibits Nicotine Reward and Decreases Anxiety in Zebrafish. Molecules. 2020 Jun 30;25(13):2998.

Solubility Data

Solubility (In Vitro)

H2O: 100 mg/mL (391.02 mM) DMSO: 50 mg/mL (195.51 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (9.78 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% 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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (9.78 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 25.0 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. Solubility in Formulation 3: ≥ 2.5 mg/mL (9.78 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 4: 50 mg/mL (195.51 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.9102 mL	19.5511 mL	39.1022 mL
	5 mM	0.7820 mL	3.9102 mL	7.8204 mL
	10 mM	0.3910 mL	1.9551 mL	3.9102 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.