File:Methamphetamine_structure.svg · Wikimedia Commons · See Wikimedia Commons
متآمفتامین
Sign in to saveAlso known as N-methylamphetamine pito-1342, (S)-N,α-dimethylbenzeneethanamine, pure, d-1-phenyl-2-methylaminopropane, base, ice, chalk, S-methamphetamine
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OverviewAI-generated
D-methamphetamine, also referred to as dextromethamphetamine, is a chemical compound with the formula C₁₀H₁₅N. Its IUPAC name is (2S)-N-methyl-1-phenylpropan-2-amine. The substance has a mass of 149.12 and a defined daily dose of 15.
Chemical properties include an xlogp of 2.1 and a topological polar surface area of 12. The molecule contains one hydrogen bond donor and one hydrogen bond acceptor, with a charge of 0. It is associated with 180 PubMed entries and is referenced by 4,349 other encyclopedia articles.
Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.verifiedrevid
- 589084691
- Drug.INN
- Metamfetamine
- Drug.image
- Methamphetamine structure.svg
- Drug.image_class
- skin-invert
- Drug.width
- 200px
- Drug.caption
- Skeletal formula of methamphetamine
- Drug.imageL
- D-Methamphetamine MV.png
- Drug.image_classL
- bg-transparent
- Drug.widthL
- 125px
- Drug.imageR
- L-Methamphetamine MV.png
- Drug.image_classR
- bg-transparent
- Drug.widthR
- 125px
- Drug.captionLR
- Ball-and-stick models of methamphetamine enantiomers
- Drug.chirality
- Racemic mixture
- Drug.pronounce
- (), (), ()
- Drug.tradename
- Desoxyn, others
- Drug.pregnancy_AU
- X
- Drug.pregnancy_AU_comment
- The system is developed for medicine that can be prescribed, but the equivalent is category X.
via Wikipedia infobox
Chemical data
- Formula
- C10H15N
- Molecular weight
- 149.23 g/mol
- IUPAC name
- (2S)-N-methyl-1-phenylpropan-2-amine
- SMILES
- C[C@@H](CC1=CC=CC=C1)NC
- InChIKey
- MYWUZJCMWCOHBA-VIFPVBQESA-N
- XLogP
- 2.1
- Polar surface area
- 12 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
180 papers- Effects of methamphetamine isomers on d-methamphetamine self-administration and food-maintained responding in male rats.Psychopharmacology · 2019Bardo MT, Denehy ED, Hammerslag LR et al.DOI: 10.1007/s00213-019-05327-8
- Further pharmacological comparison of D-methamphetamine and L-methamphetamine in rats: abuse-related behavioral and physiological indices.Behavioural pharmacology · 2019Xue Z, Siemian JN, Zhu Q et al.DOI: 10.1097/FBP.0000000000000453
- Ventilatory Effects of Fentanyl, Heroin, and d-Methamphetamine, Alone and in Mixtures in Male Rats Breathing Normal Air .The Journal of pharmacology and experimental therapeutics · 2024Hiranita T, Ho NP, France CPDOI: 10.1124/jpet.123.001653
- PET studies of d-methamphetamine pharmacokinetics in primates: comparison with l-methamphetamine and ( --)-cocaine.Journal of nuclear medicine : official publication, Society of Nuclear Medicine · 2007Fowler JS, Kroll C, Ferrieri R et al.DOI: 10.2967/jnumed.107.040279
- The acute effects of d-amphetamine and methamphetamine on attention and psychomotor performance.Psychopharmacology · 2006Silber BY, Croft RJ, Papafotiou K et al.DOI: 10.1007/s00213-006-0410-7
- Role of d-amphetamine and d-methamphetamine as active metabolites of benzphetamine: Evidence from drug discrimination and pharmacokinetic studies in male rhesus monkeys.Pharmacology, biochemistry, and behavior · 2017Banks ML, Snyder RW, Fennell TR et al.DOI: 10.1016/j.pbb.2017.03.008
- Lobeline attenuates d-methamphetamine self-administration in rats.The Journal of pharmacology and experimental therapeutics · 2001Harrod SB, Dwoskin LP, Crooks PA et al.
- The effect of d-methamphetamine on simulated driving performance.Human psychopharmacology · 2012Silber BY, Croft RJ, Downey LA et al.DOI: 10.1002/hup.1238
via PubMed
Wikidata facts
- Has part
- nitrogen
- Mass
- 149.12
- Image
- Crystal Meth.jpg
- Has use
- medication
Show 15 more facts
- different from
- mephedrone
- Commons category
- Dextromethamphetamine
- topic's main category
- Category:Methamphetamine
- chemical formula
- C₁₀H₁₅N
- significant drug interaction
- tranylcypromine
- medical condition treated
- narcolepsy
- canonical SMILES
- CC(CC1=CC=CC=C1)NC
- isomeric SMILES
- C[C@@H](CC1=CC=CC=C1)NC
- subject has role
- neurotoxin
- World Health Organisation international non-proprietary name
- metamfetamine
- defined daily dose
- 15
- stereoisomer of
- L-methamphetamine
- found in taxon
- Vachellia rigidula
- nickname
- polboron
- NCI Thesaurus ID
- C61840
Sources (10)
via Wikidata · CC0
Gallery (21)
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