File:Methamphetamine_structure.svg · Wikimedia Commons · See Wikimedia Commons
metanfetamina
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
composto químico
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
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
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
Article · Português
A metanfetamina (N-metilanfetamina), popularmente conhecida como cristal quando produzida clandestinamente, é uma droga sintética estimulante cujos efeitos se manifestam no sistema nervoso central e periférico. A metanfetamina tem-se popularizado como droga de abuso devido aos seus efeitos agradáveis, intensos e de longa duração tais como a euforia, aumento do estado de alerta, da auto-estima, do apetite sexual, da percepção das sensações e pela intensificação de emoções. Por outro lado, diminui o apetite, a fadiga e a necessidade de dormir. Atualmente, a metanfetamina consta da lista A3 de substâncias psicotrópicas da ANVISA, ao lado de outros estimulantes como o metilfenidato e a anfetamina, sendo ilegal a sua posse ou utilização sem uma receita médica adequada. Por suas propriedades, a metanfetamina já foi prescrita por médicos para auxiliar no tratamento de transtornos psiquiátricos como transtorno do déficit de atenção com hiperatividade, transtorno da compulsão alimentar periódica, depressão, bem como da obesidade mórbida e da narcolepsia. Seu uso como medicamento, contudo, é extremamente incomum na atualidade, sendo reservado para pacientes que não responderam aos tratamentos de primeira ou segunda linha. A metanfetamina, mais do que outros psicoestimulantes, possui um grande potencial de dependência, e a sua utilização crônica pode conduzir ao aparecimento de comportamentos psicóticos, além de outros transtornos mentais como depressão, e principalmente, dependência química de difícil tratamento.
Abstract from DBpedia / Wikipedia · CC BY-SA
Gallery (21)
Available in 77 languages
- Español
- Français
- Deutsch
- 中文
- 日本語
- Русский
- Português
- Italiano
- العربية
- Afrikaans
- Albanian
- Armenian
- azb
- Azerbaijani
- Bahasa Indonesia
- Bangla
- Basque
- be_x_old
Show 58 more
- Bikol
- Bosnian
- Bulgarian
- Burmese
- Catalan
- Cheyenne
- Croatian
- Czech
- Danish
- eml
- Esperanto
- Estonian
- Finnish
- Galician
- Georgian
- gpe
- Greek
- Hebrew
- Hungarian
- hyw
- Igbo
- Irish
- Latin
- Latvian
- Limburgish
- Lithuanian
- Macedonian
- Malagasy
- Malay
- Malayalam
- Nederlands
- Norwegian
- Odia
- Polski
- Punjabi
- Romanian
- Scots
- Serbian
- Serbian (Latin)
- simple
- Slovak
- Slovenian
- Svenska
- Swahili
- Telugu
- Tiếng Việt
- Toki Pona
- Türkçe
- Ukrainian
- Urdu
- Waray
- Welsh
- zh_classical
- zh_yue
- Zhuang
- فارسی
- ไทย
- 한국어
via Wikidata sitelinks · CC0