(10R)-10-(methylamino)-1,3-diazatricyclo[6.3.1.0^{4,12}]dodeca-4,6,8(12)-trien-2-one; (2Z)-but-2-enedioic acid

• ChemBase ID: 72884
• Molecular Formular: C15H17N3O5
• Molecular Mass: 319.31258
• Monoisotopic Mass: 319.11682066
• SMILES: c1ccc2c3c1[nH]c(=O)n3C[C@@H](C2)NC.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.CN[C@@H]1Cc2cccc3c2n(C1)c(=O)[nH]3
• InChI: 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
• InChIKey: VOJRMYBBPKNLLI-ORHWHDKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10R)-10-(methylamino)-1,3-diazatricyclo[6.3.1.0^{4,12}]dodeca-4,6,8(12)-trien-2-one; (2Z)-but-2-enedioic acid
• IUPAC Traditional name: (10R)-10-(methylamino)-1,3-diazatricyclo[6.3.1.0^{4,12}]dodeca-4,6,8(12)-trien-2-one; maleic acid
• Synonyms: Sumanirole maleate; PNU 95666; U95666E; U 95666E(Sumanirole maleate)

Database IDs

• CAS Number: 179386-44-8
• PubChem SID: 162037805
• PubChem CID: 9818478

CALCULATED PROPERTIES

• Acid pKa: 12.884821
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.1628203
• LogD (pH = 7.4): -0.7841525
• Log P: 0.9256609
• Molar Refractivity: 58.8149 cm^3
• Polarizability: 21.919672 Å^3
• Polar Surface Area: 44.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Pharmacology Properties

• Target: Dopamine Receptor

Product Information

• Salt Data: maleate

DETAILS

Selleck Chemicals - S2191

Research Area: Neurological Disease
Biological Activity:
Sumanirole maleate is a highly selective D2 receptor full agonist with an ED50 of about 46 nM. It has greater than 200-fold selectivity for the D2 receptor subtype versus the other dopamine receptor subtypes in radioligand binding assays. In cell-based assays, sumanirole is a fully efficacious agonist, with EC50 values between 17 and 75 nM. In animals, sumanirole elicits many physiological responses attributed to D2-like receptor function. In rats, sumanirole is a full agonist for elevation of striatal acetylcholine levels (ED50 = 12.1 μmol/kg i.p.). Sumanirole s.c. dose dependently decreased plasma prolactin levels and depressed dopamine neuron firing rates in the substantia nigra pars compacta with an ED50 of 2.3 μmol/kg i.v. [1][2]References on U 95666E(Sumanirole maleate)[1] http://en.wikipedia.org/wiki/Sumanirole, , [2] J Pharmacol Exp Ther., 2005 Sep, 314(3):1248-56.

REFERENCES

• McCall RB et al. J Pharmacol Exp Ther. 2005 Sep;314(3):1248-56