ContaminantDB: Rasagiline mesylate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 06:22:03 UTC

Update Date

2016-11-09 01:16:02 UTC

Accession Number

CHEM019650

Identification

Common Name

Rasagiline mesylate

Class

Small Molecule

Description

Rasagiline (Azilect) is an irreversible inhibitor of monoamine oxidase-B used as a monotherapy to treat symptoms in early Parkinson's disease or as an adjunct therapy in more advanced cases.The racemic form of the drug was invented by Aspro Nicholas in the early 1970s. Moussa B.H. Youdim identified it as a potential drug for Parkinson's disease, and working with collaborators at Technion – Israel Institute of Technology in Israel and the drug company, Teva Pharmaceutical, identified the R-isomer as the active form of the drug. Teva brought it to market in partnership with Lundbeck in Europe and Eisai in the US and elsewhere. It was approved in Europe in 2005 and in the US in 2006.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Rasagiline mesilate	Kegg
Azilect	Kegg
Rasagiline mesilic acid	Generator
Rasagiline mesylic acid	Generator
2,3-Dihydro-N-2-propynyl-1H-inden-1-amine-(1R)-hydrochloride	MeSH
N-2-Propynyl-1-indanamine	MeSH
N-Propargyl-1-aminoindan mesylate	MeSH
TVP 101	MeSH
TVP-101	MeSH
Rasagiline	MeSH
Rasagiline hydrochloride	MeSH
Rasagiline mesylate	KEGG
Methanesulfonate;(1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine	Generator
Methanesulphonate;(1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine	Generator
Methanesulphonic acid;(1R)-N-prop-2-ynyl-2,3-dihydro-1H-inden-1-amine	Generator
(1R)-N-(Prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine
methanesulfonate
methanesulphonate
methanesulphonic acid
(1R)-N-(Prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine; methanesulfonate	Generator
(1R)-N-(Prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine; methanesulphonate	Generator
(1R)-N-(Prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine; methanesulphonic acid	Generator

Chemical Formula

C₁₃H₁₇NO₃S

Average Molecular Mass

267.340 g/mol

Monoisotopic Mass

267.093 g/mol

CAS Registry Number

161735-79-1

IUPAC Name

(1R)-N-(prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine; methanesulfonic acid

Traditional Name

methanesulfonic acid; rasagiline

SMILES

CS(O)(=O)=O.[H][C@]1(CCC2=CC=CC=C12)NCC#C

InChI Identifier

InChI=1S/C12H13N.CH4O3S/c1-2-9-13-12-8-7-10-5-3-4-6-11(10)12;1-5(2,3)4/h1,3-6,12-13H,7-9H2;1H3,(H,2,3,4)/t12-;/m1./s1

InChI Key

JDBJJCWRXSVHOQ-UTONKHPSSA-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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Indanes

Sub Class

Not Available

Direct Parent

Indanes

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 Framework

Not Available

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.025 g/L	ALOGPS
logP	2.26	ALOGPS
logP	2.3	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	8.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	12.03 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.47 m³·mol⁻¹	ChemAxon
Polarizability	20.16 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0090000000-30ac3004ee9dfed07dff	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0090000000-30ac3004ee9dfed07dff	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-0090000000-30ac3004ee9dfed07dff	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-7153ad3be395422615f9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0090000000-7153ad3be395422615f9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-0090000000-7153ad3be395422615f9	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DBSALT001384

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Rasagiline

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

3052775

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Rasagiline mesylate (CHEM019650)

Structure for CHEM019650: Rasagiline mesylate