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Naratriptan-d3 (hydrochloride)

CAT: 0804-HY-B0197ASSize: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0197ASSize:1 mg
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Description
Naratriptan-d3 (GR-85548A-d3) is the deuterium labeled Naratriptan hydrochloride. Naratriptan hydrochloride is a selective 5-HT1B/1D receptor agonist. Naratriptan hydrochloride is peripherally active and has good oral bioavailability, inducing cranial artery vasoconstriction by activating 5-HT1B/1D receptors (EC50=0.11 μM for dog basilar artery). Naratriptan hydrochloride also inhibits trigeminal nerve-mediated dural neurogenic plasma extravasation and reduces sterile inflammation. Naratriptan hydrochloride is mainly used in the research of acute migraine, targeting cranial vascular and neuroinflammatory mechanisms[1][2][3][4][5].
CAS Number
1190021-64-7
Product Name Alternative
GR-85548A D3
UNSPSC
12352005
Target
5-HT Receptor
Type
Isotope-Labeled Compounds
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Inflammation/Immunology; Neurological Disease; Cardiovascular Disease
Purity
0.9965
Solubility
10 mM in DMSO
Smiles
CNS(CCC1=CC=C(NC=C2C3CCN(C([2H])([2H])[2H])CC3)C2=C1)(=O)=O.[H]Cl
Molecular Formula
C17H23D3ClN3O2S
Molecular Weight
374.94
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53 (2) :211-216.|[2]Rhoden E, et al. Anti-poliovirus activity of protease inhibitor AG-7404, and assessment of in vitro activity in combination with antiviral capsid inhibitor compounds. Antiviral Res. 2013 May;98 (2) :186-91.|[3]Hoskin KL, et al. The 5-hydroxytryptamine1B/1D/1F receptor agonists eletriptan and naratriptan inhibit trigeminovascular input to the nucleus tractus solitarius in the cat. Brain Res. 2004 Feb 13;998 (1) :91-9.|[4]Connor HE, et al. Naratriptan: biological profile in animal models relevant to migraine. Cephalalgia. 1997 May;17 (3) :145-52.|[5]Donaldson C, et al. The role of 5-HT1B and 5-HT1D receptors in the selective inhibitory effect of naratriptan on trigeminovascular neurons. Neuropharmacology. 2002 Mar;42 (3) :374-85.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported
Isoform
5-HT1 Receptor

Chemical Information

Naratriptan-d3 Hydrochloride
CAS Number1190021-64-7
PubChem CID45040002
IUPAC NameN-methyl-2-[3-[1-(trideuteriomethyl)piperidin-4-yl]-1H-indol-5-yl]ethanesulfonamide;hydrochloride
Molecular FormulaC17H26ClN3O2S
Molecular Weight374.9
Topological Polar Surface Area73.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Heavy Atom Count24
Formal Charge0
Complexity483
SMILES
[2H]C([2H])([2H])N1CCC(CC1)C2=CNC3=C2C=C(C=C3)CCS(=O)(=O)NC.Cl
InChI
InChI=1S/C17H25N3O2S.ClH/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14;/h3-4,11-12,14,18-19H,5-10H2,1-2H3;1H/i2D3;
InChIKey
AWEZYKMQFAUBTD-MUTAZJQDSA-N
Chemical Structure
2D Structure
2D structure of Naratriptan-d3 Hydrochloride
CAS: 1190021-64-7
CID: 45040002
Formula: C17H26ClN3O2S
MW: 374.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight374.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass374.1622562
Monoisotopic Mass374.1622562
Topological Polar Surface Area73.6 Ų
Heavy Atom Count24
Formal Charge0
Complexity483
Isotope Atom Count3
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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