D-méthamphétamine

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

Drug data · ChEMBL

Max clinical phase

Approved

Molecule type

Small molecule

First approval

1943

Admin. routes

oral

Indications

attention deficit hyperactivity disorder, methamphetamine dependence, obsessive-compulsive disorder, social behavior

via ChEMBL · EBI

• 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

via Wikidata · CC0