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Weight234.343 g/mol
FormulaC14H22N2O
Hydrogen Acceptors2
Hydrogen Donors1
Aromatic Rings1
Rotatable Bonds5

Lidocaine (137-58-6)

Xylocaine  ·  Lignocaine  ·  Lidocaine Hydrochloride

Score: #5 in Neuroscience , #36 in Biology , #37 in Chemistry
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Safety

  • H302: Harmful if swallowed
    Warning Acute toxicity, oral - Category 4
  • H362: May cause harm to breast-fed children
    Reproductive toxicity, effects on or via lactation - Additional category
  • H372: Causes damage to organs through prolonged or repeated exposure
    Danger Specific target organ toxicity, repeated exposure - Category 1

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Alternate Names

  • Xylocaine
  • Lignocaine
  • Lidocaine Hydrochloride
  • Octocaine
  • Lidocaine Hydrocarbonate
  • Xyloneural
  • 2-2EtN-2MePhAcN
  • Dalcaine
  • Xylocitin
  • Lidocaine Sulfate (1:1)
  • Lidocaine Monoacetate
  • Lidocaine Carbonate
  • 2-(Diethylamino)-N-(2,6-Dimethylphenyl)Acetamide
  • Lidocaine Monohydrochloride, Monohydrate
  • Lidocaine Monohydrochloride
  • Lidocaine Carbonate (2:1)
  • Xylesthesin
  • SMILES
    CCN(CC)CC(=O)NC1=C(C=CC=C1C)C
  • InChIKey
    NNJVILVZKWQKPM-UHFFFAOYSA-N

Estimated Properties

Boiling Point 304.15 C EPA T.E.S.T.
Density 1.01 g/cm3 EPA T.E.S.T.
Flash Point 186.64 C EPA T.E.S.T.
Water Solubility 2653.48 mg/L EPA T.E.S.T.

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Synthesis

Ethylboronic acid  +  Monoethylglycinexylidide (Chan-Lam coupling reaction)
Acetyl chloride, (diethylamino)-  +  2,6-Dimethylaniline (Schotten-Baumann amide from acid)
Synthesis of Lidocaine ›

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