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185517-74-2

185517-74-2 Structure

185517-74-2 Structure
IdentificationBack Directory
[Name]

(S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE
[CAS]

185517-74-2
[Synonyms]

S-PAI
TV 1022
TVP 1022
(S)-Rasagiline
(S)-RASAGILINE;S-PAI
TVP1022 >=98% (HPLC)
S-(-)-N-Propargyl-1-aminoindan
(S)-N-(2-Propynyl)-2,3-dihydroinden-1-aMine
(1S)-2,3-Dihydro-N-2-propynyl-1H-inden-1-amine
(1S)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine
(1S)-2,3-Dihydro-N-2-propyn-1-yl-1H-inden-1-amine
(S)-N-(prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine
1H-Inden-1-amine, 2,3-dihydro-N-2-propyn-1-yl-, (1S)-
(S)-2,3-DIHYDRO-N-METHYL-N-2-PROPYNYL-1H-INDEN-1-AMINE
[Molecular Formula]

C12H13N
[MDL Number]

MFCD07367856
[MOL File]

185517-74-2.mol
[Molecular Weight]

171.24
Chemical PropertiesBack Directory
[Boiling point ]

305.5±30.0 °C(Predicted)
[density ]

1.05±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥15mg/mL
[form ]

powder
[pka]

6.95±0.20(Predicted)
[color ]

Light yellow to yellow
[InChI]

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-/m0/s1
[InChIKey]

RUOKEQAAGRXIBM-LBPRGKRZSA-N
[SMILES]

C#CCN[C@H]1CCc2ccccc12
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-50
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[RTECS ]

NK8216500
[HS Code ]

2921490090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Hazard InformationBack Directory
[Uses]

(S)-Rasagiline (TVP1022) is the relatively inactive S-enantiomer form of Rasagiline. Rasagiline is a highly potent selective irreversible MAO inhibitor with IC50s of 4.43 nM and 412 nM for rat brain MAO B and A activity, respectively[1]. (S)-Rasagiline is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
[Biological Activity]

TVP1022the S-isomer of rasagilinean anti-Parkinson drugappears to have the same neuroprotective activity as the R-isomerbut is 1000-fold less active as an MAO-B inhibitor. TVP1022 a neuroprotective and cytoprotective moleculeis also cardioprotective in r at models. Its activity is believed to involve stabilization of mitochondrial membrane potentialinduction of Bcl-2 and activation of the PKC signalling pathwayenhancing the phosphorylation of protein kinase C and glycogen synthase kinase-3β.
[storage]

Store at -20°C
[References]

[1] M B Youdim, et al. Rasagiline [N-propargyl-1R(+)-aminoindan], a selective and potent inhibitor of mitochondrial monoamine oxidase B. Br J Pharmacol. 2001 Jan;132(2):500-6. DOI:10.1038/sj.bjp.0703826
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