Description
SEP-174559, also known as (S)-Desmethylzopiclone and (S)-DMZ, is a gamma-aminobutyric acid (GABA) receptor agonist potentially for the treatment of anxiety and muscle spasticity. Micromolar concentrations of SEP-174559 potentiated GABA(A) receptor currents evoked by subsaturating concentrations of GABA. The potentiation was related to a leftward shift in the GABA dose-response curves, suggesting the drug acts to increase GABA binding affinity. SEP-174559 and its parent compound, racemic zopiclone, were not selective between alpha1-, alpha2-, or alpha3-bearing GABA(A) receptors. SEP-174559 did not affect serotonin type-3 receptor function but was found to inhibit nicotinic acetylcholine (nACh) receptors. SEP-174559 inhibited N-methyl-D-aspartate (NMDA) receptor currents but did not affect non-NMDA receptors.
Chemical Formula
C16H15ClN6O3
Elemental Analysis
C, 51.28; H, 4.03; Cl, 9.46; N, 22.42; O, 12.81
Synonym
SEP-174559; SEP 174559; SEP174559; (S)-DMZ; (S) DMZ; (S)DMZ; (S)-Desmethylzopiclone; (S) Desmethylzopiclone; (S)Desmethylzopiclone
IUPAC/Chemical Name
(S)-6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl piperazine-1-carboxylate
InChi Key
CGSFZSTXVVJLIX-HNNXBMFYSA-N
InChi Code
InChI=1S/C16H15ClN6O3/c17-10-1-2-11(21-9-10)23-14(24)12-13(20-4-3-19-12)15(23)26-16(25)22-7-5-18-6-8-22/h1-4,9,15,18H,5-8H2/t15-/m0/s1
SMILES Code
O=C(N1CCNCC1)O[C@@H]2N(C3=NC=C(Cl)C=C3)C(C4=NC=CN=C42)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4℃ for short term (days to weeks), or -20℃ for long term (months).
HS Tariff Code
2934.99.9001