Compound: Formetamide
SMILES: O=CNC(Cc1ccccc1)C
InChIKey: SGSYPSYCGPLSML-UHFFFAOYSA-N
Synonyms: Formetamide, N-(1-Methyl-2-phenylethyl)formamide, RefChem:141221, Formetorex, N-Formylamphetamine, N-(1-phenylpropan-2-yl)formamide, 22148-75-0, Formetorexum, 15302-18-8, Formetorex [INN], Formamide, N-(1-methyl-2-phenylethyl)-, 1-Phenyl-2-(N-formylamino)propane, N-(1-Methylethyl-2-phenylethyl)formamide, N-(.alpha.-Methylphenethyl)formamide, NSC 511083, NSC-511083, Formamide, N-(.alpha.-methylphenethyl)-, MLS001074351, DTXSID6046135, (1-methyl-2-phenylethyl)formamide, 30555LM9SQ, NCGC00160409-01, rac-N-Formylamphetamine, SMR000673579, N-(alpha-Methylphenethyl)formamide, rac-N-Formylamphetamine (1mg/ml in Acetonitrile), Formetorexum [INN-Latin], (+/-)-n-formylamphetamine, UNII-30555LM9SQ, Formamide,N-(1-methyl-2-phenylethyl)-, Cambridge id 5100429, cid_65614, SCHEMBL1812509, CHEMBL1395071, DTXCID4026135, SCHEMBL10012958, BDBM96793, HMS1577M03, HMS2271J08, 1-Methyl-2-phenylethylformamide #, QAA30218, N-(1-phenylpropan-2-yl)methanamide, Tox21_111794, NSC245648, NSC511083, AKOS006271596, Formamide, N-(alpha-methylphenethyl)-, N-(1-methyl-2-phenyl-ethyl)formamide, NCGC00160409-02, CAS-15302-18-8, DS-002159, NS00067055, Formetorex / Formetamide / N-Formylamphetamine, rac-N-Formylamphetamine (1 mg/ml in Acetonitrile), FORMAMIDE,N-[(1R)-1-METHYL-2-PHENYLETHYL]-, Q15410974
Theoretical properties:
molecular_formula: C10H13NO
molecular_weight: 163.22 g/mol
exact_mass: 163.099714038 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 3
heavy_atom_count: 12
topological_polar_surface_area: 29.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 24.4 [ug/mL] (The mean of the results at pH 7.4)
Descriptions:
chembl: FORMETOREX is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Formetorex (INN), also known as formetamide or N-formylamphetamine, is a substituted amphetamine described as an anorectic which does not appear to have ever been marketed.
Formetorex is also an intermediate in the production of amphetamine by the "Leuckart reaction." It is also commonly found as an impurity in clandestine labs where this synthesis method is used. Due to the simplicity of the Leuckart reaction, it is the most popular synthetic route employed for the illicit manufacture of amphetamines.  The synthesis involves a non-metal reduction that is typically carried out in three steps.  For amphetamine synthesis, a mixture of phenylacetone and formamide (sometimes in the presence of formic acid) or ammonium formate, is heated until a condensation reaction results in the intermediate product, formetamide. In the second step, formetamide is hydrolysed using hydrochloric acid, and the reaction mixture is then basified, isolated, and steam distilled to produce the free base.  The final step, the product is dissolved in an organic solvent and precipitated as the sulphate salt of amphetamine by adding sulfuric acid.

It can in theory also serve as a precursor to methamphetamine, by removing the aldehyde group with a strong reducing agent such as LAH (in PiHKAL, Shulgin describes the analogous synthesis of MDMA by reduction of N-formyl-3,4-methylenedioxyamphetamine).