4-methyl-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine

• ChemBase ID: 1253
• Molecular Formular: C10H12N2O
• Molecular Mass: 176.21508
• Monoisotopic Mass: 176.09496301
• SMILES: O1C(C(N=C1N)C)c1ccccc1
• Canonical SMILES: CC1N=C(OC1c1ccccc1)N
• InChI: InChI=1S/C10H12N2O/c1-7-9(13-10(11)12-7)8-5-3-2-4-6-8/h2-7,9H,1H3,(H2,11,12)
• InChIKey: LJQBMYDFWFGESC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine
• IUPAC Traditional name: 4-methylaminorex; @4-methylaminorex
• Synonyms: 4,5-Dihydro-4-methyl-5-phenyl-2-oxazolamine; 2-Amino-4-methyl-5-phenyl-2-oxazoline; McN 822; 4-Methyl Aminorex; 4-Methylaminorex

Database IDs

• CAS Number: 3568-94-3
• PubChem SID: 160964713; 46508135
• PubChem CID: 92196

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.2132686
• LogD (pH = 7.4): 1.651114
• Log P: 1.8787307
• Molar Refractivity: 50.1669 cm^3
• Polarizability: 19.51288 Å^3
• Polar Surface Area: 47.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.47
• LOG S: -2.58
• Solubility (Water): 4.68e-01 g/l

DETAILS

DrugBank - DB01447

• Drug Groups: illicit; experimental
• References: Bunker CF, Johnson M, Gibb JW, Bush LG, Hanson GR: Neurochemical effects of an acute treatment with 4-methylaminorex: a new stimulant of abuse. Eur J Pharmacol. 1990 May 3;180(1):103-11. [Pubmed] ; Hanson GR, Bunker CF, Johnson M, Bush L, Gibb JW: Response of monoaminergic and neuropeptide systems to 4-methylaminorex: a new stimulant of abuse. Eur J Pharmacol. 1992 Aug 6;218(2-3):287-93. [Pubmed] ; Zheng Y, Russell B, Schmierer D, Laverty R: The effects of aminorex and related compounds on brain monoamines and metabolites in CBA mice. J Pharm Pharmacol. 1997 Jan;49(1):89-96. [Pubmed]
• External Links: Wikipedia

Toronto Research Chemicals - M287225

4-Methylaminorex is a stimulant drug of the 2-amino-5-aryloxazoline class. 4-Methylaminorex has effects similar to Methamphetamine (M258795) but with much longer duration. Studies show that effects of 4-Methylaminorex are stimulant in nature, producing eu

REFERENCES

• Bunker CF, Johnson M, Gibb JW, Bush LG, Hanson GR: Neurochemical effects of an acute treatment with 4-methylaminorex: a new stimulant of abuse. Eur J Pharmacol. 1990 May 3;180(1):103-11. Pubmed
• Hanson GR, Bunker CF, Johnson M, Bush L, Gibb JW: Response of monoaminergic and neuropeptide systems to 4-methylaminorex: a new stimulant of abuse. Eur J Pharmacol. 1992 Aug 6;218(2-3):287-93. Pubmed
• Zheng Y, Russell B, Schmierer D, Laverty R: The effects of aminorex and related compounds on brain monoamines and metabolites in CBA mice. J Pharm Pharmacol. 1997 Jan;49(1):89-96. Pubmed
• Young, R. et al.: Pharmacol. Biochem. Behav., 42 , 175 (1992)
• Glennon, R.A. et al.: Pharmacol. Biochem. Behav., 35, 517 (1992)
• Kankaanpaa, A. et al.: J. Pharmacol. Exp. Therap., 300, 450 (1992)