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Tramadol N-oxide

CAT: 0804-HY-105389Size: 1 EachDry Ice: NoHazardous: No
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Description
Tramadol N-oxide (T-N-O) (RWJ 38705) is an analgesic. Tramadol N-oxide sproduces dose-related, long-lasting antinociception in the mouse abdominal irritant, 48 °C hot-plate, 55 °C hot-plate, and tail-flick tests. Tramadol N-oxide has negligible affinity for opioid mu (Ki = 38.5 μM) and delta or kappa receptors (Ki > 100 μM) . Tramadol N-oxide can be used for the study of analgesic effect[1].
CAS Number
147441-56-3
Product Name Alternative
RWJ-38705
UNSPSC
12352005
Target
Opioid Receptor
Related Pathways
GPCR/G Protein; Neuronal Signaling
Field of Research
Neurological Disease
Smiles
O[C@@]1(C2=CC(OC)=CC=C2)[C@H](CCCC1)CN(C)(C)=O
Molecular Formula
C16H25NO3
Molecular Weight
279.37
References & Citations
[1]Raffa RB, et al. Unexpected antinociceptive effect of the N-oxide (RWJ 38705) of tramadol hydrochloride. J Pharmacol Exp Ther. 1996 Sep;278 (3) :1098-104.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
μ Opioid Receptor/MOR

Chemical Information

[(1S,2S)-2-Hydroxy-2-(3-methoxyphenyl)cyclohexyl]-N,N-dimethylmethanamine N-oxide
CAS Number147441-56-3
PubChem CID25271934
IUPAC Name1-[(1S,2S)-2-hydroxy-2-(3-methoxyphenyl)cyclohexyl]-N,N-dimethylmethanamine oxide
Molecular FormulaC16H25NO3
Molecular Weight279.37
XLogP2.1
Topological Polar Surface Area47.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Heavy Atom Count20
Formal Charge0
Complexity321
SMILES
C[N+](C)(C[C@@H]1CCCC[C@]1(C2=CC(=CC=C2)OC)O)[O-]
InChI
InChI=1S/C16H25NO3/c1-17(2,19)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)20-3/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3/t14-,16+/m0/s1
InChIKey
HBXKSXMNNGHBEA-GOEBONIOSA-N
Chemical Structure
2D Structure
2D structure of [(1S,2S)-2-Hydroxy-2-(3-methoxyphenyl)cyclohexyl]-N,N-dimethylmethanamine N-oxide
CAS: 147441-56-3
CID: 25271934
Formula: C16H25NO3
MW: 279.37
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight279.37
XLogP32.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass279.18344366
Monoisotopic Mass279.18344366
Topological Polar Surface Area47.5 Ų
Heavy Atom Count20
Formal Charge0
Complexity321
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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