N-Hydroxymethamphetamine

N-Hydroxymethamphetamine

Clinical data
Other names	N-HO-MA; N-hydroxy-NMA; N-Hydroxy-N-methylamphetamine
ATC code	None
Identifiers
IUPAC name N-methyl-N-(1-phenylpropan-2-yl)hydroxylamine
CAS Number	52271-36-0
PubChem CID	6452608
ChemSpider	4955034
CompTox Dashboard (EPA)	DTXSID90966646
Chemical and physical data
Formula	C10H15NO
Molar mass	165.236 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=CC=CC=C1)N(C)O
InChI InChI=1S/C10H15NO/c1-9(11(2)12)8-10-6-4-3-5-7-10/h3-7,9,12H,8H2,1-2H3 Key:PCDVFYKROPOLBF-UHFFFAOYSA-N

N-Hydroxymethamphetamine (N-HO-MA or N-hydroxy-NMA) is a known metabolite of the stimulant drug methamphetamine.^[1][2][3]

See also

• Substituted amphetamine
• N-Hydroxyamphetamine
• MDMOH (FLEA)

References

1. Abbruscato TJ, Trippier PC (October 2018). "DARK Classics in Chemical Neuroscience: Methamphetamine". ACS Chem Neurosci. 9 (10): 2373–2378. doi:10.1021/acschemneuro.8b00123. PMID 29602278. Figure 1. Metabolic pathway of methamphetamine in humans.
2. Coutts RT, Kovach SH (June 1977). "Metabolism in vitro of N-methylamphetamine with rat liver homogenates". Biochem Pharmacol. 26 (11): 1043–1049. doi:10.1016/0006-2952(77)90242-8. PMID 18150.
3. Baba T, Yamada H, Oguri K, Yoshimura H (May 1988). "Participation of cytochrome P-450 isozymes in N-demethylation, N-hydroxylation and aromatic hydroxylation of methamphetamine". Xenobiotica. 18 (5): 475–484. doi:10.3109/00498258809041684. PMID 3135673.

External links

• N-HO-MA - Isomer Design