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SML1551 Sigma-Aldrich

GV-58

≥97% (HPLC)

Synonym: (2R)-2-[[6-[[(5-Methyl-2-thienyl)methyl]amino]-9-propyl-9H-purin-2-yl]amino]-1-butanol

  • CAS Number 1402821-41-3

  • Empirical Formula (Hill Notation) C18H26N6OS

  • Molecular Weight 374.50

  •  MDL number MFCD28385865

  •  PubChem Substance ID 329825959

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Calcium Channel Modulators, Cell Biology, Cell Signaling and Neuroscience,
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

Packaging

1, 5 mg in glass bottle

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 & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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