G-130

G-130 (GP-130, 2-Phenyl-5,5-dimethyltetrahydro-1,4-oxazine)[1] is a drug with stimulant and anorectic effects, related to phenmetrazine.[2][3][4]

This article is about the stimulant drug. For the glycoprotein, see Gp130.

G-130

Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: Under Psychoactive Substances Act
Identifiers
IUPAC name 2-phenyl-5,5-dimethylmorpholine
CAS Number	42013-48-9^Y
PubChem CID	97711
ChemSpider	88190
UNII	785F2C727T
CompTox Dashboard (EPA)	DTXSID40963342
Chemical and physical data
Formula	C12H17NO
Molar mass	191.274 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CC1(C)NCC(OC1)C2=CC=CC=C2
InChI InChI=1S/C12H17NO/c1-12(2)9-14-11(8-13-12)10-6-4-3-5-7-10/h3-7,11,13H,8-9H2,1-2H3 Key:KJUOROGOOZJYAI-UHFFFAOYSA-N
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Structural analogs

Compounds related to G-130 and radafaxine were synthesized that behave as combined inhibitors of monoamine uptake and nicotinic acetylcholine receptors.[5]

See also

• 2-Phenyl-3,6-dimethylmorpholine
• 3-Fluorophenmetrazine
• Phendimetrazine
• Manifaxine

References

1. GB 1336732 - Diethanolamine Derivatives.
2. Fanelli O (June 1973). "Pharmacological and toxicological study of a new psychotropic stimulant: the 2-phenyl-5-dimethyl-tetrahydro-1,4-oxazine, in comparison with d,l-amphetamine, phenmetrazine and pemoline-Mg". Arzneimittel-Forschung. 23 (6): 810–6. PMID 4740767.
3. Fanelli O, Mazzoncini V, Ferri S (October 1974). "Toxicological and teratological study of 2-phenyl-5,5-dimethyl-tetrahydro-1,4-oxazine hydrochloride (G 130), a psychostimulant drug". Arzneimittel-Forschung. 24 (10): 1627–32. PMID 4479774.
4. Fanelli O, Mazzoncini V, Trallori L (December 1974). "Antagonism of psychostimulant 2-phenyl-5,5-dimethyl-tetrahydro-1,4-oxazine hydrochloride (G 130) to central nervous system depressing drugs. Monoamine oxidase inhibitory activity and norepinephrine and serotonin induced changes. Comparison with dL-amphetamine". Arzneimittel-Forschung. 24 (12): 2025–9. PMID 4480283.
5. Carroll, F. I.; Muresan, A. Z.; Blough, B. E.; Navarro, H. N. A.; Mascarella, S. W.; Eaton, J. B.; Huang, X.; Damaj, M. I.; Lukas, R. J. (2011). "Synthesis of 2-(Substituted Phenyl)-3,5,5-trimethylmorpholine Analogues and Their Effects on Monoamine Uptake, Nicotinic Acetylcholine Receptor Function, and Behavioral Effects of Nicotine". Journal of Medicinal Chemistry. 54 (5): 1441–1448. doi:10.1021/jm1014555. PMC 3048909. PMID 21319801.