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37178-37-3

37178-37-3 Structure

37178-37-3 Structure
IdentificationBack Directory
[Name]

ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate
[CAS]

37178-37-3
[Synonyms]

TV-1203
L-Dopa-Et
O-Ethyl-DOPA
L-DOPA Ethyl Ester
Levodopa ethyl ester
L-Dopa ethyl ester >=98% (HPLC)
3-Hydroxy-L-tyrosine ethyl ester
L-Tyrosine, 3-hydroxy-, ethyl ester
3,4-Dihydroxy-L-phenylalanine ethyl ester
ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate
2(S)-Amino-3-(3,4-dihydroxyphenyl)propionic acid ethyl ester
[Molecular Formula]

C11H15NO4
[MDL Number]

MFCD00871210
[MOL File]

37178-37-3.mol
[Molecular Weight]

225.24
Chemical PropertiesBack Directory
[Boiling point ]

394.2±37.0 °C(Predicted)
[density ]

1.278±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

H2O: ≥12mg/mL at warmed to 60°C
[form ]

powder
[pka]

9.67±0.20(Predicted)
[color ]

white to tan
[Optical Rotation]

[α]/D +15 to +19°, c =1 in methanol ([α]/D)
[Water Solubility ]

H2O: ≥12mg/mL atwarmed to 60°C
[InChI]

1S/C11H15NO4/c1-2-16-11(15)8(12)5-7-3-4-9(13)10(14)6-7/h3-4,6,8,13-14H,2,5,12H2,1H3/t8-/m0/s1
[InChIKey]

NULMGOSOSZBEQL-QMMMGPOBSA-N
[SMILES]

CCOC(=O)[C@@H](N)Cc1ccc(O)c(O)c1
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-36
[Safety Statements ]

26
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Hazard InformationBack Directory
[Uses]

Antiparkisonian.
[Definition]

ChEBI: Etilevodopa is a tyrosine derivative.
[Biochem/physiol Actions]

L-Dopa ethyl ester is a prodrug of levodopa that has greater gastric solubility. The drug is rapidly hydrolyzed to levodopa by nonspecific esterases in the gastrointestinal tract. L-Dopa ethyl ester (etilevodopa)-carbidopa treatment was well tolerated but did not demonstrate better efficacy compared with standard levodopa-carbidopa treatment. L-Dopa ethyl ester should have a significant brain penetration following an administration by injection.
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