Rasagiline (CHEM022297)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:27:12 UTC
Update Date2016-11-09 01:17:28 UTC
Accession NumberCHEM022297
Identification
Common NameRasagiline
ClassSmall Molecule
DescriptionRasagiline is an irreversible inhibitor of monoamine oxidase and is used as a monotherapy in early Parkinson's disease or as an adjunct therapy in more advanced cases.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(1R)-N-Propargylindan-1-amineChEBI
(R)-Indan-1-yl-prop-2-ynyl-amineChEBI
(R)-N-2-Propynyl-1-indanamineChEBI
RASChEBI
AzilectKegg
2,3-Dihydro-N-2-propynyl-1H-inden-1-amine-(1R)-hydrochlorideHMDB
N-2-Propynyl-1-indanamineHMDB
N-Propargyl-1-aminoindan mesylateHMDB
TVP 101HMDB
TVP-101HMDB
Rasagiline hydrochlorideHMDB
Chemical FormulaC12H13N
Average Molecular Mass171.238 g/mol
Monoisotopic Mass171.105 g/mol
CAS Registry Number136236-51-6
IUPAC Name(1R)-N-(prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine
Traditional Namerasagiline
SMILESC#CCN[C@@H]1CCC2=CC=CC=C12
InChI IdentifierInChI=1S/C12H13N/c1-2-9-13-12-8-7-10-5-3-4-6-11(10)12/h1,3-6,12-13H,7-9H2/t12-/m1/s1
InChI KeyRUOKEQAAGRXIBM-GFCCVEGCSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassIndanes
Sub ClassNot Available
Direct ParentIndanes
Alternative Parents
Substituents
  • Indane
  • Aralkylamine
  • Acetylide
  • Secondary amine
  • Secondary aliphatic amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.025 g/LALOGPS
logP2.26ALOGPS
logP2.3ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)8.69ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area12.03 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity54.47 m³·mol⁻¹ChemAxon
Polarizability20.25 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-2900000000-dbab21c92cfad0a2ad81Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-bfc14f766c80568f4dadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00xr-1900000000-3f0164be3683c15d6ad7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-6900000000-5fec88fbd60af5d19c27Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-12d5b712c3b9fed38bfcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-1900000000-41bf3edb6e2e4ffe36e3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-9400000000-b6459f6f4228c902516eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01b9-0900000000-eb00c42ba63b4672a60eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014l-2900000000-6babe278cbb9510eb551Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-9400000000-eebf913854197187a5e0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-2900000000-84302f309d95873f62f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0v4i-5900000000-9671b1f95762e81388a8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-6900000000-6a17bf25152fba764412Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB01367
HMDB IDHMDB0015454
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkRasagiline
Chemspider ID2314553
ChEBI ID63620
PubChem Compound ID3052776
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Chen JJ, Swope DM, Dashtipour K: Comprehensive review of rasagiline, a second-generation monoamine oxidase inhibitor, for the treatment of Parkinson's disease. Clin Ther. 2007 Sep;29(9):1825-49.
2. Leegwater-Kim J, Bortan E: The role of rasagiline in the treatment of Parkinson's disease. Clin Interv Aging. 2010 May 25;5:149-56.
3. Weinreb O, Amit T, Bar-Am O, Youdim MB: Rasagiline: a novel anti-Parkinsonian monoamine oxidase-B inhibitor with neuroprotective activity. Prog Neurobiol. 2010 Nov;92(3):330-44. doi: 10.1016/j.pneurobio.2010.06.008. Epub 2010 Jun 19.
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20577110
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21482191
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21500280
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21628600
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21671840
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21819487
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=21864207
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=21878836
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=21895884
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=21946113
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=21953831
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=21971006
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=21971007
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=22045282
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=22065207