4-Methylaminorex

4-Methylaminorex
Clinical data
Other names	4-MAR; 4-MAX; McN-822; McN822
Routes of; administration	Oral, Vaporized, Insufflated, Injected
Legal status
Legal status	AU: S9 (Prohibited substance); BR: Class F2 (Prohibited psychotropics); CA: Schedule III; DE: Anlage I (Authorized scientific use only); UK: Class A; US: Schedule I; UN: Psychotropic Schedule I;
Pharmacokinetic data
Bioavailability	62% oral; 79% nasal; 91 - 93.5% smoked; 100% IV
Metabolism	Hepatic
Elimination half-life	10-19 hours
Excretion	Renal
Identifiers
	IUPAC name 4-Methyl-5-phenyl-4,5-dihydro-1,3-oxazol-2-amine;
CAS Number	3568-94-3 ; (±)-cis: 29493-77-4 ;
PubChem CID	92196;
DrugBank	DB01447 ;
ChemSpider	83237 ;
UNII	7PK6VC94OU; (±)-cis: 2149QZM652 ;
KEGG	C22731;
CompTox Dashboard (EPA)	DTXSID30860432 ;
Chemical and physical data
Formula	C10H12N2O
Molar mass	176.219 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES CC1C(C2=CC=CC=C2)OC(N)=N1;
	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) ; Key:LJQBMYDFWFGESC-UHFFFAOYSA-N ;
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4-Methylaminorex (4-MAR, 4-MAX) is a stimulant drug of the 2-amino-5-aryloxazoline group that was first synthesized in 1960 by McNeil Laboratories.^[2] It is also known by its street name "U4Euh" ("Euphoria"). It is banned in many countries as a stimulant. 4-Methylaminorex has effects comparable to methamphetamine but with a longer duration.

^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
^ US 3278382, "2-amino-5-aryloxazoline compositions and methods of using same"

[1] Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.

[2] US 3278382, "2-amino-5-aryloxazoline compositions and methods of using same"

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