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alpha-Methyldopa sesquihydrate

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alpha-Methyldopa sesquihydrate Basic information

Product Name:
alpha-Methyldopa sesquihydrate
Synonyms:
  • (-)-3-(3,4-Dihydroxyphenyl)-2-Methyl-L-alanine sesquihydrate 99%
  • BPBio1_000365
  • BSPBio_000331
  • C07194
  • IDI1_000142
  • KBio2_001417
  • KBio2_003985
  • KBio2_006553
CAS:
41372-08-1
MF:
C10H15NO5
MW:
229.23
EINECS:
609-918-1
Product Categories:
  • Pharmaceutical intermediates
  • Amino Acids & Derivatives
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Neurochemicals
  • Pharmaceuticals
  • L-Aromatic Amino Acid Decarboxylase
Mol File:
41372-08-1.mol
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alpha-Methyldopa sesquihydrate Chemical Properties

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.
color 
White to Off-White
optical activity
[α]25/D 13°, c = 1 in H2O
Water Solubility 
0.1-1 g/100 mL at 23 ºC
Sensitive 
Air & Light Sensitive
Merck 
13,6080
BRN 
2417244
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.
CAS DataBase Reference
41372-08-1(CAS DataBase Reference)
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Safety Information

Risk Statements 
20/21-36/37/38-42/43-65
Safety Statements 
24/25
WGK Germany 
3
RTECS 
YP2860000
10-23
HS Code 
2922504500

MSDS

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alpha-Methyldopa sesquihydrate Usage And Synthesis

Chemical Properties

White Solid

Uses

Potent inhibitor of invertase and glucosidase inhibitor with a different specificity of action to DNJ and castanospermine. Inhibits glucosidase I.

Uses

Antihypertensive agent.

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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