Structure via PubChem · Public domain (PubChem)
右旋安非他命
Sign in to saveAlso known as Dexedrine, Dextrostat, (+)-alpha-Methylphenylethylamine, (S)-(+)-beta-Phenylisopropylamine, (S)-1-Phenyl-2-propylamine, dexamphetamine, (AlphaS)-alpha-methylbenzeneethanamine, (+)-(S)-amphetamine
Dextroamphetamine is a central nervous system (CNS) stimulant and enantiomer of amphetamine that is used in the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy. It is also used illicitly to enhance cognitive and athletic performance, and recreationally as an aphrodisiac and euphoriant. Dextroamphetamine is generally regarded as the prototypical stimulant.
Key facts
- Drug.chirality
- Dextrorotatory enantiomer
- Drug.SMILES
- C[C@@H](Cc1ccccc1)N
- Drug.StdInChI
- 1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1
- Drug.StdInChIKey
- KWTSXDURSIMDCE-QMMMGPOBSA-N
- Drug.density
- 0.913
- Drug.boiling_point
- 201.5
- Drug.solubility
- 20
- Drug.sol_units
- mg per ml
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 596899008
- Drug.INN
- Dexamfetamine
- Drug.image
- Dextroamphetamine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200px
- Drug.imageL
- D-Amphetamine-3D-balls.png
- Drug.image_classL
- bg-transparent
- Drug.widthL
- 125px
via Wikipedia infobox
Chemical data
- Formula
- C9H13N
- Molecular weight
- 135.21 g/mol
- IUPAC name
- (2S)-1-phenylpropan-2-amine
- SMILES
- C[C@@H](CC1=CC=CC=C1)N
- InChIKey
- KWTSXDURSIMDCE-QMMMGPOBSA-N
- XLogP
- 1.8
- Polar surface area
- 26 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
- 1955
- Admin. routes
- oral, topical
- Indications
- attention deficit hyperactivity disorder, cocaine dependence, methamphetamine dependence, stroke
via ChEMBL · EBI
Research
7,600 papers- Modafinil Versus Amphetamine-Dextroamphetamine For Idiopathic Hypersomnia and Narcolepsy Type 2: A Randomized, Blinded, Non-inferiority Trial.CNS drugs · 2024
- Dextroamphetamine-morphine analgesia.The New England journal of medicine · 1977
- Transdermal dextroamphetamine (Xelstrym) for ADHD.The Medical letter on drugs and therapeutics · 2023
- Amphetamine, Dextroamphetamine Mixed Salts-Associated Ischemic Colitis.American journal of therapeutics · 2022
- Dextroamphetamine-sulfate-induced dyskinesias.JAMA · 1968
via PubMed
Wikidata facts
- Subclass of
- DL-amphetamine
- Has part
- hydrogen
- Mass
- 135.104799
- Has use
- medication
Show 13 more facts
- found in taxon
- Vachellia rigidula
- chemical formula
- C₉H₁₃N
- significant drug interaction
- tranylcypromine
- World Health Organisation international non-proprietary name
- dexamfetamine
- medical condition treated
- attention deficit hyperactivity disorder
- canonical SMILES
- CC(CC1=CC=CC=C1)N
- isomeric SMILES
- C[C@@H](CC1=CC=CC=C1)N
- defined daily dose
- 15
- subject has role
- nootropic
- Commons category
- Dextroamphetamine
- physically interacts with
- Solute carrier family 18 member A2
- stereoisomer of
- (R)-amphetamine
- legal status (medicine)
- boxed warning
Sources (9)
via Wikidata · CC0
Article · 中文
右旋安非他命（英語：Dextroamphetamine）是强力中樞神經兴奋剂，也是苯丙胺（“安非他命”） 的对映异构体，是注意力不足過動症（ADHD）和發作性嗜睡病的处方药。此外，它也被用作提升运动员能力的兴奋剂，也是一种益智药，同时人们在享乐时也将其用作春药和产生欣快感的药。此外，空军也将右旋安非他命广泛用作“抗睡丸”，在诸如夜间轰炸之类的容易疲倦的任务中使用。第二次世界大战期间，该药物也被用来治疗疲倦。
Abstract from DBpedia / Wikipedia · CC BY-SA