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59-92-7

Basic Information
CAS No.: 59-92-7
Name: Levodopa
Molecular Structure:
Molecular Structure of 59-92-7 (Levodopa)
Formula: C9H11NO4
Molecular Weight: 197.19
Synonyms: Syndopa;(-)-3-(3,4-Dihydroxyphenyl)-L-alanine;L-(o-Dihydroxyphenyl)alanine;Bendopa;Dopaston;Dopar (TN);Deadopa;Prodopa;.Beta.-(3,4-Dihydroxyphenyl)-L-alanine;Brocadopa;3-Hydroxy-L-tyrosine;Dopasol;3, 4-Dihydroxy-L-phenylalanine;Pardopa;Maipedopa;L-3,4-Dihydrophenylalanine;3-(3,4-Dithydroxyphenyl)-L-alanine;Dopal-Fher;L-o-Hydroxytyrosine;Component of Sinemet;Larodopa;Alanine, 3-(3, 4-dihydroxyphenyl)-, (-)-;Dopaflex;Levopa;L-dopa;L-.Beta.-(3,4-Dihydroxyphenyl)alanine;3,4-Dihydroxy-L-phenylalanine;Insulamina;L(-)-Dopa;Eldopal;L-Tyrosine,3-hydroxy-;Eldopar;Alanine, 3-(3,4-dihydroxyphenyl)-;Dopaston SE;Helfo-Dopa;Dopalina;L-DOPA LEVODOPA;
EINECS: 200-445-2
Density: 1.468 g/cm3
Melting Point: 276-278 °C(lit.)
Boiling Point: 448.4 °C at 760 mmHg
Flash Point: 225 °C
Solubility: Slightly soluble in water, dilute hydrochloric acid and formic acid. Insoluble in ethanol.
Appearance: colorless crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 36/37/38-20/21/22
Safety: 26-36-24/25
Transport Information:
PSA: 103.78000
LogP: 0.75250
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Reported in EPA TSCA Inventory.

Specification

1. Introduction of Levodopa

Levodopa, with the IUPAC Name of (2S)-2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid, is one kind of colorless crystalline powder. This product belongs to the Product Category which include Pharmaceutical; Amino Acids; Biochemistry; Biological-modified Amino Acids; Nutritional Supplements; Natural Plant Extract. Besides, Levodopa could be stable under normal temperatures and pressures. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.

2. Properties of Levodopa

Levodopa has the following datas: (1)Index of Refraction: 1.654; (2)Molar Refractivity: 49.25 cm3; (3)Molar Volume: 134.2 cm3 ; (4)Surface Tension: 80.2 dyne/cm; (5)Density: 1.468 g/cm3; (6)Flash Point: 225 °C; (7)Enthalpy of Vaporization: 74.5 kJ/mol; (8)Boiling Point: 448.4 °C at 760 mmHg; (9)Vapour Pressure: 7.97E-09 mmHg at 25 °C; (10) Melting point: 276-278 °C(lit.); (11)Storage tempreture: 2-8 °C.

3. Structure Descriptors of Levodopa

You could convert the following datas into the molecular structure:
(1).Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)O)O
(2).Isomeric SMILES: C1=CC(=C(C=C1C[C@@H](C(=O)O)N)O)O
(3).InChI: InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1
(4).InChIKey: WTDRDQBEARUVNC-LURJTMIESA-N

4. Safety information of Levodopa

Poison by ingestion. Moderately toxic by intravenous and intraperitoneal routes. Human systemic effects by ingestion: somnolence, hallucinations and distorted perceptions, toxic psychosis, motor activity changes, ataxia, dyspnea. Experimental teratogenic and reproductive effects. Questionable human carcinogen producing skin tumors. Human mutation data reported. An anticholinergic agent used as an anti-Parkinsonian drug. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:  Xi
The Risk Statements information of  D-glucose :
41:  Risk of serious damage to eyes 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Risk Statements information of  D-glucose :
22:  Do not breathe dust 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing
24/25:  Avoid contact with skin and eyes  
WGK Germany: 1
Hazard Note: Irritant/Light Sensitive

5. Toxicity of Levodopa

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 100mg/kg (100mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
 
human TDLo oral 13gm/kg/1Y (13000mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Neurology, Neurosurgery and Psychiatry. Vol. 34, Pg. 668, 1971.
 
human TDLo oral 156gm/kg/10Y (156000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TOXIC PSYCHOSIS

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Journal of Neurology, Neurosurgery and Psychiatry. Vol. 34, Pg. 502, 1971.
 
mouse LD50 intraperitoneal 588mg/kg (588mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.
 
mouse LD50 intravenous 450mg/kg (450mg/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.
 
mouse LD50 oral 2363mg/kg (2363mg/kg) BEHAVIORAL: EXCITEMENT Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.
 
mouse LD50 subcutaneous 4449mg/kg (4449mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

PERIPHERAL NERVE AND SENSATION: LOCAL ANESTHETIC
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 3, Pg. 186, 1972.
mouse LDLo unreported 3500mg/kg (3500mg/kg) AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETIC Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 153, Pg. 161, 1930.
rabbit LD50 oral 609mg/kg (609mg/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.
 
rat LD50 intraperitoneal 624mg/kg (624mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: EXCITEMENT

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.
 
rat LD50 intravenous > 100mg/kg (100mg/kg)   Drugs in Japan Vol. 6, Pg. 905, 1982.
rat LD50 oral 1780mg/kg (1780mg/kg) BEHAVIORAL: AGGRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: EXCITEMENT
Toxicology and Applied Pharmacology. Vol. 28, Pg. 1, 1974.
 
rat LD50 subcutaneous 2gm/kg (2000mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 3, Pg. 186, 1972.
women TDLo oral 320mg/kg/4D-I (320mg/kg) BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: NAUSEA OR VOMITING
American Heart Journal. Vol. 110, Pg. 488, 1985.