SML1551

GV-58

≥97% (HPLC)

• Synonym(s): (2R)-2-[[6-[[(5-Methyl-2-thienyl)methyl]amino]-9-propyl-9H-purin-2-yl]amino]-1-butanol
• Empirical Formula (Hill Notation): C₁₈H₂₆N₆OS
• CAS Number: 1402821-41-3
• Molecular Weight: 374.50
• MDL number: MFCD28385865
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825959
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥97% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: 20 mg/mL, clear
• storage temp.: −20°C
• SMILES string: CCCN1C2=NC(N[C@H](CC)CO)=NC(NCC3=CC=C(C)S3)=C2N=C1
• InChI: 1S/C18H26N6OS/c1-4-8-24-11-20-15-16(19-9-14-7-6-12(3)26-14)22-18(23-17(15)24)21-13(5-2)10-25/h6-7,11,13,25H,4-5,8-10H2,1-3H3,(H2,19,21,22,23)/t13-/m1/s1
• InChI key: DPTXJOUVBMUSGY-CYBMUJFWSA-N

Description

Biochem/physiol Actions

GV-58 is a roscovitine analog that retains the ability to prolong the open state of calcium channels, but unlike roscovitine, is inactive against Cdk activity. GV-58 is a selective agonist of N-type and P/Q type calcium channels, which are critical to the triggering of neurotransmitter release at the neuromuscular junction. GV-58 has been studied as a possible therapeutic agent in a mouse model of Lambert-Eaton myasthenic syndrome (LEMS). The EC₅₀ values for activation of N-, P/Q- and L- type calcium channels are 6.8, 9.9 and >100 μM, respectively.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable