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59-92-7

59-92-7 structural image
Product Name: Levodopa
Formula: C9H11NO4
Synonyms: L-3-Hydroxytyrosine;L-DOPA;3-(3,4-Dihydroxyphenyl)-L-alanine;3,4-Dihydroxy-L-phenylalanine;Levodopa
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CHEMICAL AND PHYSICAL PROPERTIES

Physical Description Colorless to white odorless solid; [Merck Index] White crystalline solid; [Sigma-Aldrich MSDS]
Color/Form Colorless to white crystals or crystalline powder; needles from water
Odor Odorless
Taste Tasteless
Boiling Point 448.4
Melting Point 295
Solubility 5mM
LogP 0.05
Stability/Shelf Life IN PRESENCE OF MOISTURE RAPIDLY OXIDIZED BY ATMOSPHERIC OXYGEN & DARKENS
Optical Rotation Specific optical rotation: -13.1 deg @ 13 °C/D (c= 5.12 in 1 N HCl); max absorption (0.001 N HCl): 220.5 nm (log e= 3.79); 280 nm (log e= 3.42)
Decomposition When heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Dissociation Constants pKa = 2.32
Collision Cross Section 148.7 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]
Chemical Classes Biological Agents -> Amino Acids and Derivatives

SAFETY INFORMATION

Signal word Warning
Pictogram(s)

Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

COMPUTED DESCRIPTORS

Molecular Weight 197.19 g/mol
XLogP3 -2.7
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 3
Exact Mass 197.06880783 g/mol
Monoisotopic Mass 197.06880783 g/mol
Topological Polar Surface Area 104 Ų
Heavy Atom Count 14
Formal Charge 0
Complexity 209
Isotope Atom Count 0
Defined Atom Stereocenter Count 1
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

PRODUCT INTRODUCTION

description

L-dopa is an optically active form of dopa having L-configuration. Used to treat the stiffness, tremors, spasms, and poor muscle control of Parkinson's disease It has a role as a prodrug, a hapten, a neurotoxin, an antiparkinson drug, a dopaminergic agent, an antidyskinesia agent, an allelochemical, a plant growth retardant, a human metabolite, a mouse metabolite and a plant metabolite. It is a dopa, a L-tyrosine derivative and a non-proteinogenic L-alpha-amino acid. It is a conjugate acid of a L-dopa(1-). It is an enantiomer of a D-dopa. It is a tautomer of a L-dopa zwitterion.

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