Record Information |
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Version | 1.0 |
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Creation Date | 2016-05-22 05:31:37 UTC |
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Update Date | 2016-11-09 01:15:52 UTC |
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Accession Number | CHEM018773 |
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Identification |
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Common Name | Dimetamfetamine |
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Class | Small Molecule |
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Description | Dimethylamphetamine (Metrotonin), also known as dimetamfetamine (INN), dimephenopan and N,N-dimethylamphetamine, is a stimulant drug of the phenethylamine and amphetamine chemical classes. Dimethylamphetamine has weaker stimulant effects than amphetamine or methamphetamine and is considerably less addictive and less neurotoxic compared to methamphetamine. However, it still retains some mild stimulant effects and abuse potential, and is a Schedule I controlled drug.
Dimethylamphetamine has occasionally been found in illicit methamphetamine laboratories, but is usually an impurity rather than the desired product. It may be produced by accident when methamphetamine is synthesised by methylation of amphetamine if the reaction temperature is too high or an excess of methylating agent is used.It is said to be a prodrug of amphetamine/methamphetamine. |
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Contaminant Sources | - ToxCast & Tox21 Chemicals
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Contaminant Type | Not Available |
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Chemical Structure | |
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Synonyms | Value | Source |
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N-Methyl-methamphetamine | MeSH | N,N,alpha-Trimethylphenethylamine | MeSH | Dimethylamphetamine, (+-)-isomer | MeSH | N,N-Dimethylamphetamine | MeSH | Perneurin | MeSH | (S)-N,N,alpha-Trimethylbenzeneethanamine | MeSH | Dimethylamphetamine hydrochloride | MeSH | Dimethylamphetamine | MeSH | Dimethylamphetamine, (R)-isomer | MeSH | Dimethylamphetamine hydrochloride, (S)-isomer | MeSH | Dimethylamphetamine, (S)-isomer | MeSH | Metrotonin | MeSH | Dimethylamphetamine hydrochloride, (+-)-isomer | MeSH | Dimephenopan | MeSH |
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Chemical Formula | C11H17N |
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Average Molecular Mass | 163.264 g/mol |
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Monoisotopic Mass | 163.136 g/mol |
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CAS Registry Number | 17279-39-9 |
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IUPAC Name | dimethyl[(2S)-1-phenylpropan-2-yl]amine |
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Traditional Name | dimethyl[(2S)-1-phenylpropan-2-yl]amine |
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SMILES | [H][C@](C)(CC1=CC=CC=C1)N(C)C |
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InChI Identifier | InChI=1S/C11H17N/c1-10(12(2)3)9-11-7-5-4-6-8-11/h4-8,10H,9H2,1-3H3/t10-/m0/s1 |
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InChI Key | OBDSVYOSYSKVMX-JTQLQIEISA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Phenethylamines |
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Direct Parent | Amphetamines and derivatives |
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Alternative Parents | |
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Substituents | - Amphetamine or derivatives
- Phenylpropane
- Aralkylamine
- Tertiary aliphatic amine
- Tertiary amine
- Organic nitrogen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Amine
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Biological Properties |
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Status | Detected and Not Quantified |
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Origin | Not Available |
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Cellular Locations | Not Available |
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Biofluid Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | Not Available |
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Applications | Not Available |
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Biological Roles | Not Available |
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Chemical Roles | Not Available |
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Physical Properties |
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State | Not Available |
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Appearance | Not Available |
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Experimental Properties | Property | Value |
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Melting Point | Not Available | Boiling Point | Not Available | Solubility | Not Available |
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Predicted Properties | |
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Spectra |
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Spectra | Spectrum Type | Description | Splash Key | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-0900000000-76f4ec25b622e111c7a0 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-02mi-7900000000-3721e81d389fbbc5114f | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-006x-9200000000-20963464c146f6752f92 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03di-0900000000-3be95f8dc53fff7bbb8e | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03di-0900000000-8013f5769e9ddd4044b9 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-01bc-9500000000-a77ebddb7ac77c230e52 | Spectrum |
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Toxicity Profile |
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Route of Exposure | Not Available |
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Mechanism of Toxicity | Not Available |
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Metabolism | Not Available |
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Toxicity Values | Not Available |
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Lethal Dose | Not Available |
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Carcinogenicity (IARC Classification) | Not Available |
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Uses/Sources | Not Available |
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Minimum Risk Level | Not Available |
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Health Effects | Not Available |
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Symptoms | Not Available |
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Treatment | Not Available |
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Concentrations |
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| Not Available |
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External Links |
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DrugBank ID | Not Available |
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HMDB ID | Not Available |
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FooDB ID | Not Available |
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Phenol Explorer ID | Not Available |
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KNApSAcK ID | Not Available |
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BiGG ID | Not Available |
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BioCyc ID | Not Available |
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METLIN ID | Not Available |
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PDB ID | Not Available |
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Wikipedia Link | Dimethylamphetamine |
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Chemspider ID | Not Available |
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ChEBI ID | Not Available |
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PubChem Compound ID | 65682 |
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Kegg Compound ID | Not Available |
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YMDB ID | Not Available |
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ECMDB ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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MSDS | Not Available |
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General References | Not Available |
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