G-130

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

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]

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)	DTXSID401032153 DTXSID40963342, DTXSID401032153
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
(verify)

Structural analogs

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

Synthesis

Patent:^[1] Spanish Fepradinol patent:^[6]

Ex 1: 2 moles of 2-methyl-2-aminopropanol (aminomethyl propanol) (1) is reacted with 1 moles of styrene oxide (phenyloxirane) [96-09-3] (2) in 0.2 mole water.

Ex 2: Fepradinol [36981-91-6] [63075-47-8] (3) is treated with acid, to cyclize to the morpholine ring.

See also

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