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(S) -Norzopiclone

CAT: 0804-HY-U00199ASize: 1 EachDry Ice: NoHazardous: No
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Description
(S) -Norzopiclone ((S) -N-Desmethyl zopiclone; SEP-174559) is a metabolite of Zopiclone with anxiolytic and anticonvulsant effects. (S) -Norzopiclone has benzodiazepine-like actions at γ2-bearing subtypes of the GABAA receptor and inhibits nACh and NMDA receptors[1].
CAS Number
151776-26-0
Product Name Alternative
(S) -N-Desmethyl zopiclone; SEP-174559
UNSPSC
12352005
Target
GABA Receptor; iGluR; nAChR
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/s-norzopiclone.html
Solubility
10 mM in DMSO
Smiles
O=C(O[C@@H]1N(C(C2=NC=CN=C21)=O)C3=NC=C(C=C3)Cl)N4CCNCC4
Molecular Formula
C16H15ClN6O3
Molecular Weight
374.78
References & Citations
[1]Mark W Fleck. Molecular actions of (S) -desmethylzopiclone (SEP-174559), an anxiolytic metabolite of zopiclone. J Pharmacol Exp Ther. 2002 Aug;302 (2) :612-8.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Sep-174559

N-Desmethylzopiclone is a gamma-lactam.

CAS Number151776-26-0
PubChem CID9864389
IUPAC Name[(7S)-6-(5-chloro-2-pyridinyl)-5-oxo-7H-pyrrolo[3,4-b]pyrazin-7-yl] piperazine-1-carboxylate
Molecular FormulaC16H15ClN6O3
Molecular Weight374.78
XLogP0
Topological Polar Surface Area101
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Heavy Atom Count26
Formal Charge0
Complexity546
SMILES
C1CN(CCN1)C(=O)O[C@H]2C3=NC=CN=C3C(=O)N2C4=NC=C(C=C4)Cl
InChI
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
InChIKey
CGSFZSTXVVJLIX-HNNXBMFYSA-N
Chemical Structure
2D Structure
2D structure of Sep-174559
CAS: 151776-26-0
CID: 9864389
Formula: C16H15ClN6O3
MW: 374.78
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight374.78
XLogP30
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass374.0894161
Monoisotopic Mass374.0894161
Topological Polar Surface Area101 Ų
Heavy Atom Count26
Formal Charge0
Complexity546
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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