General Information
Drug ID
DR00256
Drug Name
Methamphetamine
Synonyms
(+)-(S)-Deoxyephedrine; (+)-(S)-N-alpha-Dimethylphenethylamine; (+)-2-(N-Methylamino)-1-phenylpropane; (+)-Methylamphetamine; (+)-N,alpha-Dimethyl-beta-phenylethylamine; (+)-N,alpha-Dimethylphenethylamine; (+)-N-Methylamphetamine; (+)-methamphetamine; (2S)-N-methyl-1-phenylpropan-2-amine; (S)-(+)-Deoxyephedrine; (S)-(+)-Methamphetamine; (S)-(+)-N,alpha,dimethylphenethylamine; (S)-Methamphetamine; (S)-Methylamphetamine; (S)-N,alpha-Dimethylbenzeneethanamine; (S)-N,alpha-Dimethylbenzeneethanoamine; (alphaS)-N,alpha-dimethylbenzeneethanamine; 1-Phenyl-2-methylamino-propan; 1-Phenyl-2-methylamino-propan [German]; 1-Phenyl-2-methylaminopropane; 2S-(+)-Methamphetamine; Benzeneethanamine, N,alpha-dimethyl-, (S)-(9CI); Benzeneethanamine, N,alpha-dimethyl-, (alphaS)-(9CI); Crank; Crank [Street Name]; Crystal Meth; Crystal Meth [Street Name]; D-(S)-Methamphetamine; D-1-Phenyl-2-methylaminopropan; D-1-Phenyl-2-methylaminopropan [German]; D-1-Phenyl-2-methylaminopropane; D-Deoxyephedrine; D-Desoxyephedrine; D-Methamphetamine; D-Methylamphetamine; D-N,.alpha.-Dimethylphenethylamine; D-N,alpha-dimethylphenethylamine; D-N-Methylamphetamine; D-Phenylisopropylmethylamine;Desoxyn (TN); Desohyephedrine; Desyphed; Desyphed hydrochloride; ICE [Street Name]; L-Methamphetamine; Metamfetamina; Metamfetamina [INN-Spanish]; Metamfetamine; Metamfetamine (INN); Metamfetamine [INN];Metamfetaminum [Latin]; Metamfetamine-m; Metamfetaminum; Metamfetaminum [INN-Latin]; Metamphetamine; Metanfetamina [INN-Spanish]; Metanfetamina [Spanish]; Meth; Meth (Street Name); Methamphetamine, its salts, isomers, and salts of its isomers; Methamphetaminum; Methamphetaminum [INN-Latin]; Methamphetaminum [JP]; Methyl-.beta.-phenylisopropylamine; Methyl-beta-phenylisopropylamine; Methylamphetamine; N-Methyl-1-phenyl-2-propanamine; N-Methyl-beta-phenylisopropylamin; N-Methyl-beta-phenylisopropylamin [German]; N-Methyl-beta-phenylisopropylamine; N-Methylamphetamine; Norodin; Phenethylamine, N,alpha-dimethyl-, (S)-(+)-(8CI); S-(+)-Methamphetamine; Speed; Speed [Street Name]; Stimulex
Drug Type
Small molecular drug
Indication Attention deficit hyperactivity disorder [ICD11:6A05] Approved [1]
Therapeutic Class
Central Nervous System Stimulants
Structure
3D MOL 2D MOL
Formula
C10H15N
Canonical SMILES
CC(CC1=CC=CC=C1)NC
InChI
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
InChIKey
MYWUZJCMWCOHBA-VIFPVBQESA-N
CAS Number
CAS 537-46-2
Pharmaceutical Properties Molecular Weight 149.23 Topological Polar Surface Area 12
Heavy Atom Count 11 Rotatable Bond Count 3
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
XLogP
2.1
PubChem CID
10836
PubChem SID
10318874 ,104234344 ,104324404 ,117516537 ,128667762 ,134337864 ,134338686 ,134977993 ,136963523 ,137001219 ,142148255 ,15194699 ,160964817 ,164187274 ,175268005 ,175269473 ,175443906 ,178101505 ,179252637 ,184547219 ,223856686 ,226427302 ,241092821 ,250138934 ,250231443 ,29229287 ,46508541 ,47217054 ,47365454 ,47515585 ,47960002 ,50004327 ,53789276 ,56311093 ,56312330 ,56313865 ,56314133 ,56314533 ,57288565 ,57326508 ,76939162 ,7979916 ,8157860 ,841176 ,85239987 ,86393 ,9373 ,96024877
ChEBI ID
ChEBI:6809
TTD Drug ID
D0P6UB
DT(s) Transporting This Drug VMAT2 Transporter Info Vesicular amine transporter 2 Substrate [2]
References
1 Methamphetamine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Synthesis and Discovery of Arylpiperidinylquinazolines: New Inhibitors of the Vesicular Monoamine Transporter. J Med Chem. 2018 Oct 25;61(20):9121-9131.

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