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NAS-181 (free base)

CAT: 0804-HY-135507ASize: 1 EachDry Ice: NoHazardous: No
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Description
NAS181 free base is a potent and selective antagonist of rat 5-HT1B receptor, with a Ki of 47 nM. NAS181 free base shows 13-fold selectivity for r5-HT1B over bovine 5-HT1B receptor (Ki=630 nM) . NAS181 free base increases the 5-HT turnover and the synaptic concentration of 5-HT by inhibiting terminal r5-HT1B autoreceptors[1][2].
CAS Number
205242-61-1
UNSPSC
12352005
Target
5-HT Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/nas-181-free-base.html
Smiles
[C@@H]1(CNCCO1)COC2=C3C(C=C(CO3)CN4CCOCC4)=CC=C2
Molecular Formula
C19H26N2O4
Molecular Weight
346.42
References & Citations
[1]Berg S, et, al. (R) - (+) -2-[[[3- (Morpholinomethyl) -2H-chromen-8-yl]oxy]methyl] morpholine methanesulfonate: a new selective rat 5-hydroxytryptamine1B receptor antagonist. J Med Chem. 1998 May 21;41 (11) :1934-42.|[2]Hu XJ, et, al. Effects of the 5-HT1B receptor antagonist NAS-181 on extracellular levels of acetylcholine, glutamate and GABA in the frontal cortex and ventral hippocampus of awake rats: a microdialysis study. Eur Neuropsychopharmacol. 2007 Sep;17 (9) :580-6.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
5-HT1 Receptor

Chemical Information

NAS-181 free base
CAS Number205242-61-1
PubChem CID9955015
IUPAC Name(2R)-2-[[3-(morpholin-4-ylmethyl)-2H-chromen-8-yl]oxymethyl]morpholine
Molecular FormulaC19H26N2O4
Molecular Weight346.4
XLogP0.5
Topological Polar Surface Area52.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count25
Formal Charge0
Complexity453
SMILES
C1CO[C@H](CN1)COC2=CC=CC3=C2OCC(=C3)CN4CCOCC4
InChI
InChI=1S/C19H26N2O4/c1-2-16-10-15(12-21-5-8-22-9-6-21)13-25-19(16)18(3-1)24-14-17-11-20-4-7-23-17/h1-3,10,17,20H,4-9,11-14H2/t17-/m1/s1
InChIKey
RTKDBEOSPDFLGD-QGZVFWFLSA-N
Chemical Structure
2D Structure
2D structure of NAS-181 free base
CAS: 205242-61-1
CID: 9955015
Formula: C19H26N2O4
MW: 346.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight346.4
XLogP30.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass346.18925731
Monoisotopic Mass346.18925731
Topological Polar Surface Area52.2 Ų
Heavy Atom Count25
Formal Charge0
Complexity453
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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