| | Identification | More |  | [Name] 
 alpha-Methyldopa sesquihydrate
 |  | [CAS] 
 41372-08-1
 |  | [Synonyms] 
 (-)-3-(3,4-DIHYDROXYPHENYL)-2-METHYL-L-ALANINE SESQUIHYDRATE
 3-(3,4-DIHYDROXYPHENYL)-2-METHYL-L-ALANINE SESQUIHYDRATE
 3-HYDROXY-ALPHA-METHYL-L-TYROSINE SESQUIHYDRATE
 3-hydroxy-b-methyl-l-tyrosine hydrate
 ALPHA-METHYL-DOPA SESQUIHYDRATE
 (-)-ALPHA-METHYL-L-DOPA SESQUIHYDRATE
 ALPHA-METHYL-L-DOPA SESQUIHYDRATE
 methyl dopa sesquihydrate
 (S)-2-AMINO-3-(3,4-DIHYDROXYPHENYL)-2-METHYLPROPIONIC ACID SESQUIHYDRATE
 3-hydroxy-alpha-methyl-l-tyrosinhydrate(2:3)
 hyperpax
 L-METHYL DOPA USP24
 L-Methyldopa sesquihydrate
 3-(3,4-DIHYDROXYPHENYL)-2-METHYL-
 MethyldopaUsp25
 (-)-3-(3,4-Dihydroxyphenyl)-2-methyl-L-alaninesesquihydrate,99%
 -METHYL-L-DOPA SESQUIHYDRATE
 L-Tyrosine, 3-hydroxy-.alpha.-methyl-, hydrate (2:3)
 à-methyl-l-dopa
 L-(-)-ALPHA-METHYLDOPA ((-)-3-(3,4-DIHYDROXYPHENYL)-2-METHYL-L-ALANINE SESQUIHYDRATE)
 |  | [EINECS(EC#)] 
 209-089-2
 |  | [Molecular Formula] 
 C10H15NO5
 |  | [MDL Number] 
 MFCD00149280
 |  | [Molecular Weight] 
 229.23
 |  | [MOL File] 
 41372-08-1.mol
 | 
 | Chemical Properties | Back Directory |  | [Appearance] 
 White Solid
 |  | [Melting point ] 
 >300 °C(lit.)
 
 |  | [storage temp. ] 
 2-8°C
 |  | [solubility ] 
 Slightly soluble in water, very slightly soluble in ethanol (96 per cent). It is freely  soluble in dilute mineral acids.
 |  | [form ] 
 neat
 |  | [color ] 
 White to Off-White
 |  | [Stability:] 
 Stable, but may be light sensitive. Very hygroscopic. Undergoes catalytic oxygenation in the presence of magnesium, cupric, cobalt, nickel and ferric ions. Store under a dry atmosphere.
 |  | [Optical Rotation] 
 [α]25/D 13°, c = 1 in H2O
 |  | [Water Solubility ] 
 0.1-1 g/100 mL at 23 ºC
 |  | [Sensitive ] 
 Air & Light Sensitive
 |  | [Usage] 
 Antihypertensive agent
 |  | [Merck ] 
 13,6080
 |  | [BRN ] 
 2417244
 |  | [CAS DataBase Reference] 
 41372-08-1(CAS DataBase Reference)
 | 
 | Safety Data | Back Directory |  | [Risk Statements ] 
 R20/21:Harmful by inhalation and in contact with skin .
 R36/37/38:Irritating to eyes, respiratory system and skin .
 R42/43:May cause sensitization by inhalation and skin contact .
 R65:Harmful: May cause lung damage if swallowed.
 |  | [Safety Statements ] 
 S24/25:Avoid contact with skin and eyes .
 |  | [WGK Germany ] 
 3
 
 |  | [RTECS ] 
 YP2860000
 
 |  | [F ] 
 10-23
 |  | [HS Code ] 
 2922504500
 | 
 | Hazard Information | Back Directory |  | [Chemical Properties] 
 White Solid
 |  | [Uses] 
 Antihypertensive agent
 |  | [Uses] 
 Antihypertensive agent.
 |  | [Uses] 
 Potent inhibitor of invertase and glucosidase inhibitor with a different specificity of action to DNJ and castanospermine. Inhibits glucosidase I.?
 |  | [reaction suitability] 
 reaction type: solution phase peptide synthesis
 |  | [Biological Activity] 
 l-(-)-α-methyldopa (hydrate) is an alpha-adrenergic agonist (selective for α2-adrenergic receptors) psychoactive drug used as a sympatholytic or antihypertensive.
 |  | [Purification Methods] 
 Recrystallise methyldopa from H2O. [Reinhold et al. J Org Chem 33 1209 1968.] The L-isomer forms a sesquihydrate from H2O m 302-304o (dec), and the anhydrous crystals are hygroscopic,[] 23D -4.0o (c 1, 0.1N HCl), []546 +154.5o (c 5, CuSO4 solution). It has max at 281nm ( 2780). Its solubility in H2O at 25o is ~10mg/mL and the pH of an aqueous solution is ~5.0. It is insoluble in most organic solvents. [Stein et al. J Am Chem Soc 77 700 1955, Beilstein 4 IV 2505.]
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