Panamesine (EMD 57445) is a high-affinity sigma receptor ligand with IC50 of 6 nM and may be used in atypical antipsychotic research.

Physicochemical Properties

Molecular Formula	C23H26N2O6
Molecular Weight	426.46
Exact Mass	426.179
CAS #	139225-22-2
PubChem CID	3047810
Appearance	Off-white to light yellow solid powder
Density	1.343g/cm3
Boiling Point	614.1ºC at 760 mmHg
Flash Point	325.2ºC
Vapour Pressure	6.17E-16mmHg at 25°C
Index of Refraction	1.621
LogP	2.735
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	5
Heavy Atom Count	31
Complexity	632
Defined Atom Stereocenter Count	1
SMILES	COC1=CC=C(C=C1)N2C[C@@H](OC2=O)CN3CCC(CC3)(C4=CC5=C(C=C4)OCO5)O
InChi Key	NINYZUDVKTUKIA-IBGZPJMESA-N
InChi Code	InChI=1S/C23H26N2O6/c1-28-18-5-3-17(4-6-18)25-14-19(31-22(25)26)13-24-10-8-23(27,9-11-24)16-2-7-20-21(12-16)30-15-29-20/h2-7,12,19,27H,8-11,13-15H2,1H3/t19-/m0/s1
Chemical Name	(5S)-5-[[4-(1,3-benzodioxol-5-yl)-4-hydroxypiperidin-1-yl]methyl]-3-(4-methoxyphenyl)-1,3-oxazolidin-2-one
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

Targets	IC50: 6 nM (sigma receptor)[1]
ln Vivo	A dose-dependent increase in c-fos expression is induced by panamesine (EMD 57445; 0.3, 1, 3, 30 mg/kg) in multiple cortical locations, with the piriform cortex exhibiting the greatest signals[1].
Animal Protocol	Animal/Disease Models: Female Sprague Dawley rats aged 2 months with a body weights of 200-250 g[1] Doses: 0.3, 1, 3, 30 mg/kg Route of Administration: Subcutanous injections Experimental Results: Specific c-fos gene expression was detected at all concentrations (0.3 mg/kg, 1 mg/kg, 3 mg/kg, 30 mg/kg) tested in frontal, parietal, perirhinal, temppo (oral gavage) piriform, insular, limbic, cingulate and occipital cortex.
References	[1]. Induction of C-Fos Gene Expression by the Selective Sigma Receptor Ligand EMD 57445 in Rat Brain. Eur Neuropsychopharmacol. 1996 Aug;6(3):237-43.

Solubility Data

Solubility (In Vitro)

DMSO: 125 mg/mL (293.11 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 3.79 mg/mL (8.89 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), suspension solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 37.9 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: ≥ 2.08 mg/mL (4.88 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	2.3449 mL	11.7244 mL	23.4489 mL
	5 mM	0.4690 mL	2.3449 mL	4.6898 mL
	10 mM	0.2345 mL	1.1724 mL	2.3449 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.