CAS No.59-92-7,Levodopa Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	59-92-7
Name:	Levodopa
Article Data:	100

Formula:	C₉H₁₁NO₄
Molecular Weight:	197.191
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:	Xn
Risk Codes:	36/37/38-20/21/22
Safety:	26-36-24/25
PSA:	103.78000
LogP:	0.75250

Synthetic route

: 7423-93-0
(S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid

: 59-92-7
levodopa

Conditions

Conditions	Yield
Stage #1: (S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid With sodium nitrate; 2-Methylcyclohexanol; N-bromoacetamide at 56℃; for 2.16667h; Stage #2: With nickel dichloride at 25℃; for 4h; Temperature;	98.7%

: 68706-13-8
S,S-m-methoxy-p-acetoxy-N-acetylphenylalanine α-phenylethylamide

: 59-92-7
levodopa

Conditions

Conditions	Yield
With hydrogen bromide	96%

: C17H19NO5

: 59-92-7
levodopa

Conditions

Conditions	Yield
With 10 wt% Pd(OH)2 on carbon; hydrogen In methanol at 45℃; for 7h; Reagent/catalyst; Temperature; Solvent; Green chemistry;	87%

: (S)-4'-(3,4-dihydroxybenzyl)-9λ4-boraspiro[bicyclo[3.3.1]nonane-9,2'-[1,3,2]oxazaborolidin]-5'-one

: 59-92-7
levodopa

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran; water at 20℃; for 2h;	86%

: 57-60-3
piruvate

: 120-80-9
benzene-1,2-diol

: 59-92-7
levodopa

Conditions

Conditions	Yield
With ethylenediaminetetraacetic acid; pyridoxal 5'-phosphate; Ammonium; recombinant wild-type thermophilic tyrosine phenol lyases from thermophilic microorganism Symbiobacterium toebii In aq. phosphate buffer at 37℃; pH=8; Catalytic behavior; Green chemistry; Enzymatic reaction; stereoselective reaction;	65%
With ammonium acetate at 45℃; β-tyrosinase from Symbiobacterium thermophilum, 0.4 mM pyridoxal phosphate, 8 mM EDTA, 0.1 percent dithiothreitol;	90 % Turnov.

: 330455-62-4
(S)-2-Amino-3-(3,4-diacetoxy-phenyl)-propionic acid ethyl ester

: 59-92-7
levodopa

Conditions

Conditions	Yield
With hydrogenchloride In acetone at 90℃; for 20h;	60%

: 60-18-4
L-tyrosine

: 59-92-7
levodopa

Conditions

Conditions	Yield
With phosphate buffer at 37℃; Irradiation; also with m-tyrosine;
With dihydroxyfumaric acid; acetate buffer; oxygen; horse radish peroxidase at 0℃; for 3h; Product distribution; other aromatic compounds, different peroxidases;
With air; mushroom monophenol monooxygenase In water at 23℃; for 0.15h; Rate constant; pH 6.6;

: 63-84-3
dopa

A: 59-92-7
levodopa

B: 5796-17-8
D-Dopa

: 63-91-2
L-phenylalanine

A: 59-92-7
levodopa

B: 7423-92-9
o-hydroxyl-phenylalanine

C: 587-33-7, 775-06-4, 2180-37-2, 32140-49-1
m-tyrosine

D: 60-18-4
L-tyrosine

Conditions

Conditions	Yield
With oxygen; Fe(2+)-EDTA In water at 40℃; for 4h; electrochemical cell, pH 3;
With oxygen; Fe(2+)-EDTA In water at 40℃; for 4h; Product distribution; electrochem. oxidation; pH: 3;
With dihydrogen peroxide; ascorbic acid In water at 37℃; Product distribution; hydroxylation with various reaction systems;
With Tris-HCl buffer; 6,7-dimethyl-5,6,7,8-tetrahydropterin; 2-hydroxyethanethiol; catalase; phenylalanine hydroxylase at 37℃; for 0.5h; Product distribution; further enzyme;

...Expand

: 60-18-4
L-tyrosine

A: 3131-52-0
1H-indole-5,6-diol

B: 59-92-7
levodopa

C: 18766-67-1
leucodopachromene

D: 3571-34-4, 89762-39-0
(2S)-dopachrome

Conditions

Conditions	Yield
With water; mushroom tyrosinase Rate constant; phosphat buffer, ph 6.8;

...Expand

Raw Materials

57-60-3

63-91-2

587-33-7

60470-82-8

Downstream Products

57-48-7

32161-30-1

300-48-1

51-61-6

Total:297 Page 1 of 8 1 2 3 4 5 6 …8 Next>>

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Consensus Reports

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 NO_x.
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.

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