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Levodopa

CAS 59-92-7C9H11NO4MW 197.07 g/mol

Levodopa (CAS 59-92-7) — formula C9H11NO4, molecular weight 197.07 g/mol.

Specifications

CAS Number59-92-7
Molecular FormulaC9H11NO4
Molecular Weight197.07 g/mol
Melting Point295
Boiling Point448.4
LogP0.05
ApplicationsUses: Natural form of dopa (precursor of the catecholamines), Used to treat Parkinson's disease, [Merck Index], MEDICATION, Use (kg) in Switzerland (2009): >2500, Use (kg, approx.) in Germany (2009): >25000, Use (kg) in USA (2002): 26200, Use (kg) in France (2004): 24996, Consumption (g per capita) in Switzerland (2009): 0.32, Consumption (g per capita, approx.) in Germany (2009): 0.31, Consumption (g per capita) in the USA (2002): 0.093, Consumption (g per capita) in France (2004): 0.41, Excretion rate: 0.5, Calculated removal (%): 75.1, For the treatment of idiopathic Parkinson's disease (Paralysis Agitans), postencephalitic parkinsonism, symptomatic parkinsonism which may follow injury to the nervous system by carbon monoxide intoxication, and manganese intoxication., Use Classification: Pharmaceuticals, Methods of Manufacturing: Derived from several types of beans including vanilla., Preparation from L-tyrosine: Vorbruggen, Krolikiewicz, Ber. 105, 1168 (1972), Bretschneider et al., Helv. Chim. Acta 56, 2857 (1973), from Vicia faba beans: Wysong, US 3253023 (1966 to Dow Chem.), by fermentation of L-tyrosine: Sih et al., J. Am. Chem. Soc. 91, 6204 (1969), Florent, Renaut, DE 2102793 (1971 to Rhone-Poulenc), C.A. 75, 108505f (1971). Separation from racemate: Vogler, Baumgartner, Helv. Chim. Acta 35, 1776 (1952), NL 6514950, US 3405159 (1966, 1968 both to Merck & Co.), Production: glycine + acetic anhydride + vanillin (amide formation, carbonyl condensation, chiral catalytic hydrogenation, hydrolysis. Production: 2, 4-dihydroxybenzaldehyde + hydrogen cyanide + ammonia (Strecker synthesis, racemate separation). Production: catechol + pyruvic acid + ammonia (microbial conversion), Formulations, Preparations: CAPSULES USP: 100, 250, & 500 MG, TABLETS USP: 100, & 500 MG., Levodopa is one of the main ingredients along with carbidopa in the drug Sinemet ... (tablets), Levodopa is one of the main ingredients along with carbidopa in the drug Atamet ... (tablets), General Manufacturing Information: L-Tyrosine, 3-hydroxy-: ACTIVE

Where it is used

Documented applications: Uses: Natural form of dopa (precursor of the catecholamines), Used to treat Parkinson's disease, [Merck Index], MEDICATION, Use (kg) in Switzerland (2009): >2500, Use (kg, approx.) in Germany (2009): >25000, Use (kg) in USA (2002): 26200, Use (kg) in France (2004): 24996, Consumption (g per capita) in Switzerland (2009): 0.32, Consumption (g per capita, approx.) in Germany (2009): 0.31, Consumption (g per capita) in the USA (2002): 0.093, Consumption (g per capita) in France (2004): 0.41, Excretion rate: 0.5, Calculated removal (%): 75.1, For the treatment of idiopathic Parkinson's disease (Paralysis Agitans), postencephalitic parkinsonism, symptomatic parkinsonism which may follow injury to the nervous system by carbon monoxide intoxication, and manganese intoxication., Use Classification: Pharmaceuticals, Methods of Manufacturing: Derived from several types of beans including vanilla., Preparation from L-tyrosine: Vorbruggen, Krolikiewicz, Ber. 105, 1168 (1972), Bretschneider et al., Helv. Chim. Acta 56, 2857 (1973), from Vicia faba beans: Wysong, US 3253023 (1966 to Dow Chem.), by fermentation of L-tyrosine: Sih et al., J. Am. Chem. Soc. 91, 6204 (1969), Florent, Renaut, DE 2102793 (1971 to Rhone-Poulenc), C.A. 75, 108505f (1971). Separation from racemate: Vogler, Baumgartner, Helv. Chim. Acta 35, 1776 (1952), NL 6514950, US 3405159 (1966, 1968 both to Merck & Co.), Production: glycine + acetic anhydride + vanillin (amide formation, carbonyl condensation, chiral catalytic hydrogenation, hydrolysis. Production: 2, 4-dihydroxybenzaldehyde + hydrogen cyanide + ammonia (Strecker synthesis, racemate separation). Production: catechol + pyruvic acid + ammonia (microbial conversion), Formulations, Preparations: CAPSULES USP: 100, 250, & 500 MG, TABLETS USP: 100, & 500 MG., Levodopa is one of the main ingredients along with carbidopa in the drug Sinemet ... (tablets), Levodopa is one of the main ingredients along with carbidopa in the drug Atamet ... (tablets), General Manufacturing Information: L-Tyrosine, 3-hydroxy-: ACTIVE.

Purchase Profile

What this product is

Levodopa is a chemical compound with CAS registry number 59-92-7 and molecular formula C9H11NO4 (molecular weight 197.07 g/mol).

Identification

CAS number: 59-92-7

Its molecular formula C9H11NO4 comprises 9 C, 11 H, 1 N, 4 O atoms.

Also known as: Levodopa · L-DOPA

Frequently Asked Questions

What is the CAS number of Levodopa?

The CAS registry number of Levodopa is 59-92-7.

What is the molecular formula and molecular weight of Levodopa?

Molecular formula C9H11NO4, molecular weight 197.07 g/mol.

What other names is Levodopa known by?

It is also registered under: Levodopa, L-DOPA.

What are the documented applications of Levodopa?

Recorded applications: Uses: Natural form of dopa (precursor of the catecholamines), Used to treat Parkinson's disease, [Merck Index], MEDICATION, Use (kg) in Switzerland (2009): >2500, Use (kg, approx.) in Germany (2009): >25000, Use (kg) in USA (2002): 26200, Use (kg) in France (2004): 24996, Consumption (g per capita) in Switzerland (2009): 0.32, Consumption (g per capita, approx.) in Germany (2009): 0.31, Consumption (g per capita) in the USA (2002): 0.093, Consumption (g per capita) in France (2004): 0.41, Excretion rate: 0.5, Calculated removal (%): 75.1, For the treatment of idiopathic Parkinson's disease (Paralysis Agitans), postencephalitic parkinsonism, symptomatic parkinsonism which may follow injury to the nervous system by carbon monoxide intoxication, and manganese intoxication., Use Classification: Pharmaceuticals, Methods of Manufacturing: Derived from several types of beans including vanilla., Preparation from L-tyrosine: Vorbruggen, Krolikiewicz, Ber. 105, 1168 (1972), Bretschneider et al., Helv. Chim. Acta 56, 2857 (1973), from Vicia faba beans: Wysong, US 3253023 (1966 to Dow Chem.), by fermentation of L-tyrosine: Sih et al., J. Am. Chem. Soc. 91, 6204 (1969), Florent, Renaut, DE 2102793 (1971 to Rhone-Poulenc), C.A. 75, 108505f (1971). Separation from racemate: Vogler, Baumgartner, Helv. Chim. Acta 35, 1776 (1952), NL 6514950, US 3405159 (1966, 1968 both to Merck & Co.), Production: glycine + acetic anhydride + vanillin (amide formation, carbonyl condensation, chiral catalytic hydrogenation, hydrolysis. Production: 2, 4-dihydroxybenzaldehyde + hydrogen cyanide + ammonia (Strecker synthesis, racemate separation). Production: catechol + pyruvic acid + ammonia (microbial conversion), Formulations, Preparations: CAPSULES USP: 100, 250, & 500 MG, TABLETS USP: 100, & 500 MG., Levodopa is one of the main ingredients along with carbidopa in the drug Sinemet ... (tablets), Levodopa is one of the main ingredients along with carbidopa in the drug Atamet ... (tablets), General Manufacturing Information: L-Tyrosine, 3-hydroxy-: ACTIVE.

PubChem Public Data

Public-database records for Levodopa (CAS 59-92-7), reproduced here for independent cross-checking.

Safety classification and hazard statements

已通报的危害声明H302 (100%), H315 (32.2%), H319 (52.9%), H335 (30.8%), H361 (30.3%), H372 (14.4%), H411 (26.9%), H412 (15.9%)

Reported physical properties

沸点448.4
熔点295
熔点284-286 °C
熔点285 °C
溶解度5mM
溶解度In water, 5,000 mg/l @ 20 °C
溶解度5.0 mg/mL
LogP0.05
LogPlog Kow = -2.39
LogP-2.39

How this substance is indexed

CAS 号59-92-7
PubChem CID6047
分子式C9H11NO4
分子量197.07 g/mol
IUPAC 名称(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
InChIKeyWTDRDQBEARUVNC-LURJTMIESA-N
UNII(FDA)46627O600J
ChEBI 编号CHEBI:15765
ATC 编码(WHO)N04BA01

Names this substance appears under

levodopa; L-dopa; 59-92-7; 3,4-dihydroxy-L-phenylalanine; Dopar; 3-Hydroxy-L-tyrosine; Larodopa; Bendopa; 3-(3,4-Dihydroxyphenyl)-L-alanine; Levopa; Brocadopa; Dopaidan; Dopalina; Dopasol; Eldopal; Insulamina

Computed molecular descriptors

分子量197.19
XLogP3-2.7
氢键供体数4
氢键受体数5
可旋转键数3
精确质量197.06880783
单同位素质量197.06880783
拓扑极性表面积104
重原子数14
形式电荷0

Database abstract

L-DOPA 的 CAS 号为 59-92-7,分子式 C9H11NO4,分子量 197.07 g/mol。 UNII 46627O600J; ChEBI 15765; InChIKey WTDRDQBEARUVNC-LURJTMIESA-N. 沸点: 448.4; 熔点: 295; 熔点: 284-286 °C.

Source: PubChem / Wikidata; the batch COA governs where values differ.

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