Methylhexanamine
| 1,3-DMAA | |
|---|---|
| Molecular structure via molpic based on CDK |
| Rotamer [] | |
|---|---|
| Conformer structure via 3Dmol.js |
| Physical properties [] | |
|---|---|
| Molecular mass | 115.22 g/mol [1] |
| Density | 0.7655 g/cu cm at 20 °C g/cm3 [1] |
| Appearance | Liquid [1] |
| Odor | Amine odor [1] |
| Boiling point | 132.5 °C [1] |
| Solubility | Slightly soluble in water; very soluble in ethanol, ether, chloroform and dilute acid [1] |
| Predicted LogP | 1.9 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C7H17N [1] |
| IUPAC name | 4-methylhexan-2-amine [1] |
| SMILES | CCC(C)CC(C)N [1] |
| InChI | InChI=1S/C7H17N/c1-4-6(2)5-7(3)8/h6-7H,4-5,8H2,1-3H3 [1] |
| InChIKey | YAHRDLICUYEDAU-UHFFFAOYSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | ~8.5 hours |
Methylhexanamine (also known as 1,3-Dimethylamylamine, 1,3-Dimethylpentylamine, Methylhexaneamine, Forthane, 2-Amino-4-methylhexane, 4-Methyl-2-hexanamine, Forthan, 4-Methyl-2-hexylamine, Dimethylamylamine or Geranamine)
Chemistry
Stereochemistry []
Methylhexanamine is a racemic mixture of the diastereomers.
| Stereoisomerism |
|---|
| Stereoisomer enumberation with rdkit |
Subjective effects []
Experience reports []
There are currently 3 experience reports involving methylhexanamine on Erowid:
Legal status []
- Australia: Methylhexanamine is a S10 substance.
- Brazil: Methylhexanamine is a F2 substance.[3]
- United States: Methylhexanamine is a Unapproved drug; use in dietary supplements, food, or medicine is unlawful.{-{Efn|The N.D.A (New Drug Application) for methylhexanamine was withdrawn in 1983. Consequently, any product containing methylhexanamine cannot be marketed in the United States until a new application is approved.|group=note}-} substance.[4][5][6][7]
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 7753, 1,3-Dimethylamylamine. Accessed May 5, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/7753
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Methylhexanamine. UNII: X49C572YQO. Global Substance Registration System. Accessed May 5, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/X49C572YQO
Anvisa. RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. July 24, 2023. Accessed May 5, 2026. https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451
DMAA: A prohibited stimulant. DoD. October 12, 2022. Accessed May 5, 2026. https://www.opss.org/article/dmaa-prohibited-stimulant
DMAA in Products Marketed as Dietary Supplements. February 22, 2023. Accessed May 5, 2026. https://www.fda.gov/food/information-select-dietary-supplement-ingredients-and-other-substances/dmaa-products-marketed-dietary-supplements?ref=smartchoicelist.com
United States v. Hi-Tech Pharmaceuticals, Inc., No. 17-13376 (11th Cir. 2019). August 30, 2019. Accessed May 5, 2026. https://law.justia.com/cases/federal/appellate-courts/ca11/17-13376/17-13376-2019-08-30.html
Meyer H. E. R. Squibb & Sons, inc. et al.; Withdrawal of Approval of New Drug Applications. Food and Drug Administration. November 9, 1983. Accessed May 5, 2026. https://www.govinfo.gov/content/pkg/FR-1983-11-09/pdf/FR-1983-11-09.pdf