Etilevodopa

Names

[ Name ]:
Etilevodopa

[Synonym ]:
3-hydroxy-L-tyrosine ethyl ester
levodopa ethyl ester
O-Ethyl-DOPA
TV-1203
Etilevodopa
UNII-895X917GYE
3,4-dihydroxy-L-phenylalanine ethyl ester
Etilevodopa [USAN:INN]
L-DOPA ethyl ester

Biological Activity

[Description]:

Etilevodopa (L-Dopa ethyl ester), an ethyl-ester prodrug of Levodopa, is rapidly hydrolyzed to Levodopa and ethanol by nonspecific esterases in the gastrointestinal tract. Etilevodopa is used for the treatment of Parkinson disease (PD). Levodopa is the direct precursor of dopamine and is a suitable prodrug as it facilitates CNS penetration and delivers dopamine[1][2][3].

[Related Catalog]:

Research Areas >> Neurological Disease

[In Vitro]

Etilevodopa (L-Dopa ethyl ester) passes unchanged through the stomach to the duodenum, where it is rapidly hydrolyzed by local esterases to Levodopa and ethanol, and is subsequently absorbed into the blood stream as Levodopa[1]. Compared with standard Levodopa, Etilevodopa has greater solubility in the stomach, faster passage to the small intestine, and a shortened time to maximum Levodopa concentration[2].

[References]

[1]. Djaldetti R, et al. Pharmacokinetics of etilevodopa compared to levodopa in patients with Parkinson's disease: an open-label, randomized, crossover study. Clin Neuropharmacol. 2003 Nov-Dec;26(6):322-6.

[2]. Blindauer K, et al. A randomized controlled trial of etilevodopa in patients with Parkinson disease who have motor fluctuations. Arch Neurol. 2006 Feb;63(2):210-6.

[3]. Haddad F, et al. Dopamine and Levodopa Prodrugs for the Treatment of Parkinson's Disease. Molecules. 2017 Dec 25;23(1). pii: E40.

Chemical & Physical Properties

[ Density]:
1.278g/cm3

[ Boiling Point ]:
394.2ºC at 760 mmHg

[ Molecular Formula ]:
C₁₁H₁₅NO₄

[ Molecular Weight ]:
225.24100

[ Flash Point ]:
192.2ºC

[ Exact Mass ]:
225.10000

[ PSA ]:
92.78000

[ LogP ]:
1.23100

[ Index of Refraction ]:
1.581

[ Storage condition ]:
2-8°C

MSDS

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Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H319

[ Precautionary Statements ]:
P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
22-36

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2922509090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%