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
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About This Item
Empirical Formula (Hill Notation):
C18H26N6OS
CAS Number:
Molecular Weight:
374.50
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
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
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.
GV-58 is a selective agonist of N-type and P/Q type calcium channels.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Brett J Hilton et al.
Neuron, 110(1), 51-69 (2021-10-28)
Axons in the adult mammalian central nervous system fail to regenerate after spinal cord injury. Neurons lose their capacity to regenerate during development, but the intracellular processes underlying this loss are unclear. We found that critical components of the presynaptic
Bryan J Black et al.
Frontiers in cellular neuroscience, 11, 304-304 (2017-10-17)
Motor neurons are the site of action for several neurological disorders and paralytic toxins, with cell bodies located in the ventral horn (VH) of the spinal cord along with interneurons and support cells. Microelectrode arrays (MEAs) have emerged as a
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML1551-5MG | 04061832964096 |
| SML1551-1MG | 04061826694336 |