Sumanirole maleate (U-95666E; PNU-95666), the maleate salt of Sumanirole, is a first-in-class and highly selective D2 receptor full agonist (ED50 = ~46 nM) with antiparkinsonian effects. It might be applied to the management of restless legs syndrome and Parkinson's disease.

Physicochemical Properties

Molecular Formula	C15H17N3O5
Molecular Weight	319.317
Exact Mass	319.116
Elemental Analysis	C, 56.42; H, 5.37; N, 13.16; O, 25.05
CAS #	179386-44-8
Related CAS #	179386-43-7; 179386-44-8
PubChem CID	9818478
Appearance	Solid powder
LogP	0.576
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	3
Heavy Atom Count	23
Complexity	400
Defined Atom Stereocenter Count	1
SMILES	O=C1NC2=C3N1C[C@H](NC)CC3=CC=C2.O=C(/C=C\C(O)=O)O
InChi Key	VOJRMYBBPKNLLI-ORHWHDKWSA-N
InChi Code	InChI=1S/C11H13N3O.C4H4O4/c1-12-8-5-7-3-2-4-9-10(7)14(6-8)11(15)13-9;5-3(6)1-2-4(7)8/h2-4,8,12H,5-6H2,1H3,(H,13,15);1-2H,(H,5,6)(H,7,8)/b;2-1-/t8-;/m1./s1
Chemical Name	(Z)-but-2-enedioic acid;(10R)-10-(methylamino)-1,3-diazatricyclo[6.3.1.04,12]dodeca-4,6,8(12)-trien-2-one
Synonyms	PNU 95666; PNU-95666; U-95666E; U95666E; PNU95666; U 95666E; Sumanirole maleate
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

Targets	D2 Receptor
ln Vitro	Sumanirole is an extremely useful compound for fundamental research aimed at identifying neurobiological mechanisms based on a D2-linked (as opposed to D1, D3, D4, and D5-linked) dopamine mechanism of action.
References	[1]. Synthesis of the Selective D2 Receptor Agonist PNU-95666E from D-Phenylalanine Using a Sequential Oxidative Cyclization Strategy. J. Org. Chem. 1997, 62, 6582-6587.
Additional Infomation	See also: Sumanirole (annotation moved to).

Solubility Data

Solubility (In Vitro)

DMSO: ~50 mg/mL (~156.6 mM) H2O: ~10 mg/mL (~31.32 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (7.83 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 (7.83 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 (7.83 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 (156.59 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	3.1317 mL	15.6583 mL	31.3165 mL
	5 mM	0.6263 mL	3.1317 mL	6.2633 mL
	10 mM	0.3132 mL	1.5658 mL	3.1317 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.