SML2311

BAY 60-7550

≥95% (HPLC)

• Synonym(s): 2-(3,4-Dimethoxybenzyl)-7-{(1R)-1-[(1R)-1-hydroxyethyl]-4-phenylbutyl}-5-methyllimidazo[5,1-f][1,2,4]triazin-4(3H)-one, BAY-60−7550, BAY60-7550
• Empirical Formula (Hill Notation): C₂₇H₃₂N₄O₄
• CAS Number: 439083-90-6
• Molecular Weight: 476.57
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD08702694
• Assay: ≥95% (HPLC)
• Form: powder

Properties

• assay: ≥95% (HPLC)
• form: powder
• color: white to light brown
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: [n]21[nH]c(n[c](c2c(nc1[C@H]([C@H](O)C)CCCc4ccccc4)C)=O)Cc3cc(c(cc3)OC)OC
• InChI: 1S/C27H32N4O4/c1-17-25-27(33)29-24(16-20-13-14-22(34-3)23(15-20)35-4)30-31(25)26(28-17)21(18(2)32)12-8-11-19-9-6-5-7-10-19/h5-7,9-10,13-15,18,21,32H,8,11-12,16H2,1-4H3,(H,29,30,33)/t18-,21+/m1/s1
• InChI key: MYTWFJKBZGMYCS-NQIIRXRSSA-N

Description

Biochem/physiol Actions

BAY 60-7550 is an orally active, potent and selective cGMP-dependent phosphodiesterase PDE2 (PDE2A) inhibitor (human/bovine PDE2 IC50 = 4.7/2.0 nM; bovine PDE1 IC50 = 108 nM, human PDE5/5A/10A/4B IC50 = 240/580/704/940/1830 nM, human PDE3B/7B/8A/9A/11A IC50 >4 μM) with little activity (IC50 >10 μM) toward acetylcholinesterase, mAO-A/B, adenosine deaminase, and many receptor subtypes tested. Bay 60-7550 effectively upregulates cGMP and cAMP level in cultured rat and murine neurons (1 nM-1 μM) exposed to guanylyl cyclase (GC) or adenylyl cyclase (AC) stimulator (1 μM Bay 41-8543 or 2 μM forskolin), respectively, as well as exhibits learning and memory-improving efficacy in rats (0.6-3 mg/kg p.o.) and mice (0.3-1 mg/kg p.o.) in vivo.

Orally active, potent and selective cGMP-dependent phosphodiesterase PDE2 (PDE2A) inhibitor with learning and memory-improving efficacy in vivo.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable