G-130

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G-130
Legal status
Legal status
Identifiers
  • 2-phenyl-5,5-dimethylmorpholine
CAS Number
PubChem CID
ChemSpider
UNII
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC12H17NO
Molar mass191.274 g·mol−1
3D model (JSmol)
  • CC1(C)NCC(OC1)C2=CC=CC=C2
  • 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)

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]

Structural analogs

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

Synthesis

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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

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References

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  1. ^ a b GB 1336732, "Diethanolamine derivatives", published Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value)., assigned to Instituto Gentili SPA 
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  6. ^ ES508287 (application number) idem ES 8300676  (1983 to Elmu Sa).