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mesocarb
Sign in to saveMesocarb, sold under the brand name Sidnocarb or Sydnocarb and known by the developmental code name MLR-1017, is a psychostimulant medication which has been used in the treatment of psychiatric disorders and for a number of other indications in the Soviet Union and Russia. It is currently under development for the treatment of Parkinson's disease and sleep disorders. It is taken by mouth.
Chemical data
- Formula
- C18H18N4O2
- Molecular weight
- 322.4 g/mol
- IUPAC name
- N-phenyl-N'-[3-(1-phenylpropan-2-yl)oxadiazol-3-ium-5-yl]carbamimidate
- SMILES
- CC(CC1=CC=CC=C1)[N+]2=NOC(=C2)N=C(NC3=CC=CC=C3)[O-]
- InChIKey
- OWFUPROYPKGHMH-UHFFFAOYSA-N
- XLogP
- 4.9
- Polar surface area
- 77.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
108 papers- Metabolism of mesocarb in the rat.Xenobiotica; the fate of foreign compounds in biological systems · 1979
- Inhibition of dopamine uptake by a new psychostimulant mesocarb (Sydnocarb).Polish journal of pharmacology and pharmacy · 1981
- Identification of free and conjugated metabolites of mesocarb in human urine by LC-MS/MS.Analytical and bioanalytical chemistry · 2010
- Identification of an intact sydnonimine ring depending on the reaction substituents of mesocarb by gas chromatography/mass spectrometry.Journal of mass spectrometry : JMS · 1999
- Synthesis and characterization of hydroxylated mesocarb metabolites for doping control.Archiv der Pharmazie · 2009
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 322.142975816
- Has use
- medication
Show 3 more facts
- chemical formula
- C₁₈H₁₈N₄O₂
- canonical SMILES
- CC(CC1=CC=CC=C1)[N+]2=NOC(=C2)N=C(NC3=CC=CC=C3)[O-]
- subject has role
- antidepressant
Sources (2)
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Encyclopedic overview
15 sectionsContents
- Medical uses
- Available forms
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- Synthesis
- History
- Society and culture
- Names
- Status
- Research
- Parkinson's disease
- See also
- References
Mesocarb, sold under the brand name Sidnocarb or Sydnocarb and known by the developmental code name MLR-1017, is a psychostimulant medication which has been used in the treatment of psychiatric disorders and for a number of other indications in the Soviet Union and Russia. It is currently under development for the treatment of Parkinson's disease and sleep disorders. It is taken by mouth.
The drug is a selective dopamine reuptake inhibitor (DRI). It is an unusual and unique DRI, acting as a negative allosteric modulator and non-competitive inhibitor of the dopamine transporter (DAT). Chemically, mesocarb contains amphetamine within its structure but has been modified and extended at the amine with a sydnone imine-containing moiety.
Excerpted from Wikipedia’s “mesocarb” article, available under the CC BY-SA 4.0 licence.
Gallery (2)
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