Rasagiline

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Rasagiline are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Rasagiline?

The molecule Rasagiline presents a molecular formula of C10H14N2O and its IUPAC name is (1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine.

Rasagiline (Azilect) is an MAO-B inhibitor used as an adjunct in the treatment of Parkinson's disease (PD). Rasagiline has been shown to be neuroprotective and to delay the progression of PD..

The precise mechanism of action of rasagiline is unknown. Rasagiline is thought to increase levels of dopamine by inhibiting the breakdown of dopamine by MAO-B. Rasagiline may also have direct antioxidant and anti-inflammatory effects..

Rasagiline is generally well-tolerated. The most common side effects are headache, nausea, vomiting, constipation, and insomnia. Rasagiline can interact with other medications, including antidepressants, antihistamines, and certain antipsychotics..

Rasagiline is a promising new treatment for PD that offers both neuroprotection and disease-modifying effects. Further research is needed to determine the long-term efficacy and safety of rasagiline in PD..

3D structure

Cartesian coordinates

Geometry of Rasagiline in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Rasagiline RWFBQHICRCUQJJ-CMPLNLGQSA-N chemical compound 2D structure molecule svg
Rasagiline

 

Molecule descriptors

 
IUPAC name(1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine
InChI codeInChI=1S/C10H14N2O/c1-12(13)7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-,12+/m0/s1
InChI KeyRWFBQHICRCUQJJ-CMPLNLGQSA-N
SMILESC[N@@+]1([O-])CCC[C@H]1c1cccnc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (1R)-2,3-DIHYDRO-N-2-PROPYN-1-YL-1H-INDEN-1-AMINE
  • (1R)-N-(prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine
  • (1R)-N-(prop-2-yn-1-yl)indan-1-amine
  • (1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine
  • (1R)-N-prop-2-ynylindan-1-amine
  • (1R)-N-propargylindan-1-amine
  • (R)-(+)-Rasagiline
  • (R)-2,3-dihydro-N-2-propynyl-1H-inden-1-amine
  • (R)-Indan-1-yl-prop-2-ynyl-amine
  • (R)-N-(2-Propynyl)-2,3-dihydroinden-1-amine
  • (R)-N-(prop-2-ynyl)-2,3-dihydro-1H-inden-1-amine
  • (R)-N-(prop-2-ynyl)-2,3-dihydro-1H-inden-1-amine;(R)-N-(2-Propynyl)-2,3-dihydroinden-1-amine
  • (R)-N-2-Propynyl-1-indanamine
  • 003N66TS6T
  • 1-Indanamine, N-2-propynyl-, (R)-
  • 1204184-69-9
  • 136236-51-6
  • 1H-INDEN-1-AMINE, 2,3-DIHYDRO-N-2-PROPYN-1-YL-, (1R)-
  • 1H-INDEN-1-AMINE, 2,3-DIHYDRO-N-2-PROPYNYL-, (R)-
  • 1H-Inden-1-amine, 2,3-dihydro-N-2-propynyl-, (1R)
  • 1H-Inden-1-amine, 2,3-dihydro-N-2-propynyl-, (1R)-
  • A2916
  • AB01562963_01
  • AB01562963_02
  • AC-723
  • AM84542
  • Azilect
  • BDBM10989
  • CCG-213034
  • D08469
  • DB-001111
  • DB01367
  • FS-3130
  • GTPL6641
  • HMS3264K12
  • HMS3715L12
  • HMS3886N03
  • HSDB 7699
  • HY-14605A
  • MFCD00866571
  • MLS006012042
  • N-propargyl-1-(R)aminoindan
  • NSC 759639
  • NSC-759639
  • NSC-789038
  • NSC759639
  • NSC789038
  • Pharmakon1600-01502333
  • Q420685
  • RAS
  • Rasagiline
  • Rasagiline (USAN/INN)
  • SMR002533187
  • SR-00000006359
  • SR-00000006359-3
  • TV 1030
  • TV-1030
  • TVP1012
  • rasagiline
  • s5795

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC19875504
  • UNII-003N66TS6T
  • AKOS006271452
  • AKOS015837675
  • DTXSID3041112
  • CHEMBL887
  • CHEBI:63620
  • SCHEMBL74699
  • SCHEMBL2029054

Physico-Chemical properties

IUPAC name(1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine
Molecular formulaC10H14N2O
Molecular weight178.231
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity56.50
LogP1.8
Topological polar surface area42.3

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.