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37178-37-3

37178-37-3 structure
37178-37-3 structure
  • Name: Etilevodopa
  • Chemical Name: ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate
  • CAS Number: 37178-37-3
  • Molecular Formula: C11H15NO4
  • Molecular Weight: 225.24100
  • Catalog: Research Areas Neurological Disease
  • Create Date: 2016-07-07 17:16:58
  • Modify Date: 2024-01-07 13:01:39
  • 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].

Name ethyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate
Synonyms 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
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
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.

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
Symbol GHS07
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

~89%

37178-37-3 structure

37178-37-3

Literature: Yissum Research Development Company of the Hebrew University of Jerusalem; Teva Pharmaceutical Industries Ltd. Patent: US5607969 A1, 1997 ;

~99%

37178-37-3 structure

37178-37-3

Literature: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; SATYAMURTHY, Nagichettiar; BARRIO, Jorge, R. Patent: WO2010/117435 A2, 2010 ; Location in patent: Page/Page column 18 ;
Precursor  3

DownStream  1

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%