Drug Information
| Drug General Information | Top | |||
|---|---|---|---|---|
| Drug ID |
D0P6UB
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| Former ID |
DAP000573
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| Drug Name |
Methamphetamine
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| Synonyms |
METHAMPHETAMINE; Metamfetamine; d-Deoxyephedrine; d-Desoxyephedrine; d-Methamphetamine; d-N-Methylamphetamine; Metamphetamine; L-Methamphetamine; d-Methylamphetamine; Methylamphetamine; d-Phenylisopropylmethylamine; N-Methylamphetamine; (S)-Methamphetamine; Norodin; (+)-Methylamphetamine; d-(S)-Methamphetamine; D-1-Phenyl-2-methylaminopropane; Metamfetaminum; Desyphed; (+)-N-Methylamphetamine; (S)-Methylamphetamine; (+)-(S)-Deoxyephedrine; Methyl-beta-phenylisopropylamine; 1-Phenyl-2-methylaminopropane; (S)-(+)-Deoxyephedrine; Crank; Desohyephedrine; Metamfetamina; Meth; Methamphetaminum; Speed; Stimulex; Crank [Street Name]; Crystal Meth; Crystal Meth [Street Name]; Desyphed hydrochloride; ICE [Street Name]; Metamfetamine [INN];Metamfetaminum [Latin]; Metanfetamina [Spanish]; Methamphetaminum [JP]; Speed [Street Name]; D-Deoxyephedrine; D-Desoxyephedrine; D-Methamphetamine; D-Methylamphetamine; D-Phenylisopropylmethylamine;Desoxyn (TN); Metamfetamina [INN-Spanish]; Metamfetamine (INN); Metamfetamine-m; Metamfetaminum [INN-Latin]; Metanfetamina [INN-Spanish]; Meth (Street Name); Methamphetaminum [INN-Latin]; D-N-Methylamphetamine; D-(S)-Methamphetamine; D-N,alpha-dimethylphenethylamine; Methamphetamine, its salts, isomers, and salts of its isomers; N-Methyl-beta-phenylisopropylamin; N-Methyl-beta-phenylisopropylamin [German]; N-Methyl-beta-phenylisopropylamine; D-1-Phenyl-2-methylaminopropan; D-1-Phenyl-2-methylaminopropan [German]; S-(+)-Methamphetamine; D-N,alpha-Dimethylphenethylamine; N-Methyl-1-phenyl-2-propanamine; Benzeneethanamine, N,alpha-dimethyl-, (S)-(9CI); Benzeneethanamine, N,alpha-dimethyl-, (alphaS)-(9CI); Phenethylamine, N,alpha-dimethyl-, (S)-(+)-(8CI); (+)-(S)-N-alpha-Dimethylphenethylamine; (+)-2-(N-Methylamino)-1-phenylpropane; (+)-N,alpha-Dimethyl-beta-phenylethylamine; (+)-N,alpha-Dimethylphenethylamine; (+)-methamphetamine; (2S)-N-methyl-1-phenylpropan-2-amine; (S)-(+)-Methamphetamine; (S)-(+)-N,alpha,dimethylphenethylamine; (S)-N,alpha-Dimethylbenzeneethanamine; (S)-N,alpha-Dimethylbenzeneethanoamine; (alphaS)-N,alpha-dimethylbenzeneethanamine; 1-Phenyl-2-methylamino-propan; 1-Phenyl-2-methylamino-propan [German]; 2S-(+)-Methamphetamine; Methamfetamine
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| Drug Type |
Small molecular drug
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| Indication | Attention deficit hyperactivity disorder [ICD-11: 6A05.Z; ICD-9: 314] | Approved | [1], [2] | |
| Pain [ICD-11: MG30-MG3Z; ICD-9: 338,780] | Approved | [3] | ||
| Therapeutic Class |
Central Nervous System Stimulants
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| Company |
Ovation Pharma
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| Structure |
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Download2D MOL |
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| Formula |
C10H15N
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| Canonical SMILES |
CC(CC1=CC=CC=C1)NC
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| InChI |
1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t9-/m0/s1
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| InChIKey |
MYWUZJCMWCOHBA-VIFPVBQESA-N
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| CAS Number |
CAS 537-46-2
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| PubChem Compound ID | ||||
| PubChem Substance ID |
9373, 86393, 841176, 7979916, 8157860, 10318874, 15194699, 29229287, 46508541, 47217054, 47365454, 47515585, 47960002, 50004327, 53789276, 56311093, 56312330, 56313865, 56314133, 56314533, 57288565, 57326508, 76939162, 85239987, 96024877, 104234344, 104324404, 117516537, 128667762, 134337864, 134338686, 134977993, 136963523, 137001219, 142148255, 160964817, 164187274, 175268005, 175269473, 175443906, 178101505, 179252637, 184547219, 223856686, 226427302, 241092821, 250138934, 250231443
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| ChEBI ID |
CHEBI:6809
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| ADReCS Drug ID | BADD_D01407 ; BADD_D01408 ; BADD_D02444 | |||
| SuperDrug ATC ID |
N06BA03
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| SuperDrug CAS ID |
cas=000537462
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Eubacteriales | ||||
|
Studied Microbe: Clostridium
Show/Hide Hierarchy
|
[4] | |||
| Hierarchy | ||||
| Resulting Metabolite | Amphetamine; norephedrine | |||
| Metabolic Effect | Decrease activity | |||
| Description | Methamphetamine can be metabolized to Amphetamine and norephedrine by Clostridium, which results in the decrease of the drug's activity. | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Lactobacillales | ||||
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Studied Microbe: Enterococcus
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|
[4], [5] | |||
| Hierarchy | ||||
| Metabolic Reaction | Demethylation | |||
| Resulting Metabolite | Amphetamine; norephedrine | |||
| Metabolic Effect | Decrease activity | |||
| Description | Methamphetamine can be metabolized to Amphetamine and norephedrine by Enterococcus through demethylation, which results in the decrease of the drug's activity. | |||
|
Studied Microbe: Lactobacillus
Show/Hide Hierarchy
|
[4], [5] | |||
| Hierarchy | ||||
| Metabolic Reaction | Demethylation | |||
| Resulting Metabolite | Amphetamine; norephedrine | |||
| Metabolic Effect | Decrease activity | |||
| Description | Methamphetamine can be metabolized to Amphetamine and norephedrine by Lactobacillus through demethylation, which results in the decrease of the drug's activity. | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Gut microbiota | ||||
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Studied Microbe: Clostridia
Show/Hide Hierarchy
|
[5] | |||
| Hierarchy | ||||
| Metabolic Reaction | Demethylation | |||
| Resulting Metabolite | Amphetamine; norephedrine | |||
| Metabolic Effect | Decrease activity | |||
| Description | Methamphetamine can be metabolized to Amphetamine and norephedrine by Clostridia through demethylation, which results in the decrease of the drug's activity. | |||
| Studied Microbe: Gut microbiota unspecific | [6], [7] | |||
| Metabolic Reaction | N-demethylation | |||
| Metabolic Effect | Decrease activity | |||
| Description | Metamfetamine can be metabolized by gut microbiota through N-demethylation, which results in the decrease of the drug's activity. | |||
| References | Top | |||
|---|---|---|---|---|
| REF 1 | URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4803). | |||
| REF 2 | FDA Approved Drug Products from FDA Official Website. 2009. Application Number: (ANDA) 040529. | |||
| REF 3 | Pharmacotherapy for obesity. Drugs. 2005;65(10):1391-418. | |||
| REF 4 | Gut microbiota: what is its place in pharmacology?. Expert Rev Clin Pharmacol. 2019 Oct;12(10):921-930. | |||
| REF 5 | The influence of gut microbiota on drug metabolism and toxicity. Expert Opin Drug Metab Toxicol. 2016;12(1):31-40. | |||
| REF 6 | Gut microbiota modulates drug pharmacokinetics. Drug Metab Rev. 2018 Aug;50(3):357-368. | |||
| REF 7 | Predicting and Understanding the Human Microbiome's Impact on Pharmacology. Trends Pharmacol Sci. 2019 Jul;40(7):495-505. | |||
| REF 8 | Mirtazapine treatment after conditioning with methamphetamine alters subsequent expression of place preference. Drug Alcohol Depend. 2009 Jan 1;99(1-3):231-9. | |||
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