Levomethamphetamine

Levomethamphetamine
INN: Levmetamfetamine
Clinical data
Routes of; administration	Medical: Inhalation (nasal); Recreational: Oral, intravenous, insufflation, inhalation, suppository
Legal status
Legal status	AU: S8 (Controlled drug); BR: Class A3 (Psychoactive drugs); CA: Schedule I; DE: Anlage II (Authorized trade only, not prescriptible); UK: Class A; US: Schedule II and for specific formulations OTC; UN: Psychotropic Schedule II;
Pharmacokinetic data
Metabolism	Hepatic
Elimination half-life	13 - 15 hours
Excretion	Renal
Identifiers
	IUPAC name (R)-N-methyl-1-phenyl-propan-2-amine;
CAS Number	33817-09-3 ;
PubChem CID	36604;
ChemSpider	33634 ;
UNII	Y24T9BT2Q2;
KEGG	D02291 ;
CompTox Dashboard (EPA)	DTXSID30187474 ;
ECHA InfoCard	100.046.974
Chemical and physical data
Formula	C10H15N
Molar mass	149.237 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES N([C@@H](Cc1ccccc1)C)C;
	InChI InChI=1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t9-/m1/s1 ; Key:MYWUZJCMWCOHBA-SECBINFHSA-N ;
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Levomethamphetamine^{[note 1]} is the levorotatory (L-enantiomer) form of methamphetamine. Levomethamphetamine is a sympathomimetic vasoconstrictor that is the active ingredient in some over-the-counter (OTC) nasal decongestant inhalers in the United States.

^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
^ Cite error: The named reference pmid17015058 was invoked but never defined (see the help page).

Cite error: There are <ref group=note> tags on this page, but the references will not show without a {{reflist|group=note}} template (see the help page).

[1] Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.

[pmid17015058-2] Cite error: The named reference pmid17015058 was invoked but never defined (see the help page).

[1]

[2]

[note 1]

Clinical data


Routes of administration	Medical: Inhalation (nasal) Recreational: Oral, intravenous, insufflation, inhalation, suppository
Legal status
Legal status	AU: S8 (Controlled drug) BR: Class A3 (Psychoactive drugs)^[1] CA: Schedule I DE: Anlage II (Authorized trade only, not prescriptible) UK: Class A US: Schedule II and for specific formulations OTC UN: Psychotropic Schedule II
Pharmacokinetic data
Metabolism	Hepatic
Elimination half-life	13 - 15 hours^[2]
Excretion	Renal
Identifiers
IUPAC name (R)-N-methyl-1-phenyl-propan-2-amine
CAS Number	33817-09-3^Y
PubChem CID	36604
ChemSpider	33634^Y
UNII	Y24T9BT2Q2
KEGG	D02291^Y
CompTox Dashboard (EPA)	DTXSID30187474
ECHA InfoCard	100.046.974
Chemical and physical data
Formula	C₁₀H₁₅N
Molar mass	149.237 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES N([C@@H](Cc1ccccc1)C)C
InChI InChI=1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t9-/m1/s1^Y Key:MYWUZJCMWCOHBA-SECBINFHSA-N^Y
^NY (what is this?) (verify)