Pyridoxamine, dihydrochloride
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Pyridoxamine, dihydrochloride
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CAS No:
524-36-7
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Formula:
C8H12N2O2.2ClH
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Chemical Name:
Pyridoxamine, dihydrochloride
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Synonyms:
3-Pyridinemethanol,4-(aminomethyl)-5-hydroxy-6-methyl-,hydrochloride (1:2);Pyridoxamine,dihydrochloride;3-Pyridinemethanol,4-(aminomethyl)-5-hydroxy-6-methyl-,dihydrochloride;4-(Aminomethyl)-5-hydroxy-6-methyl-3-pyridinemethanol dihydrochloride;2-Methyl-3-hydroxy-4-aminomethyl-5-hydroxymethylpyridine dihydrochloride;Pyridoxamine dichlorohydrate;Pyridoxylamine dihydrochloride;Pyridorin;4-(Aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol dihydrochloride;1801874-02-1
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Categories:
Active Pharmaceutical Ingredients > Vitamins and Minerals Medicines
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CAS No:
Description
White crystalline powder
Pyridoxamine dihydrochloride is a hydrochloride obtained by combining pyridoxamine with two molar equivalents of hydrochloric acid. Used for treatment of diabetic nephropathy. It has a role as an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite, a human metabolite, a mouse metabolite, a plant metabolite, an iron chelator and a nephroprotective agent. It is a hydrochloride and a vitamin B6. It contains a pyridoxamine(2+).
Pyridoxamine, dihydrochloride Basic Attributes
241.11
240.043228
208-357-6
YQ8NCR7V0O
DTXSID6045088
2933399090
Characteristics
79.4
2.35090
White to off-white to pale brown Powder or Solid
1.282g/cm3
226.5 °C (decomp)
460.1°C at 760 mmHg
232.1ºC
Soluble in DMSO, water, or methanol /n
−20°C
Safety Information
IRRITANT
NONH for all modes of transport
2
36/37/38
26-36
UV1230000
Xi
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
Pyridoxamine, dihydrochloride Use and Manufacturing
Production of 2-methyl-3-hydroxy-4-aminomethyl-5-hydroxymethyl-pyridine (pyridoxamine) dihydrochloride; 214 mg (1.04 mmol) of 2-methyl-3-hydroxy-4-cyano-5-acetyloxymethyl-pyridine were dissolved in 12 mol of methanol containing 300 μl of 30percent hydrochloric acid at room temperature. 40 mg of 5 w/wpercent palladium on charcoal was added to the solution, and the mixture was hydrogenated under atmospheric pressure and at room temperature. The catalyst was then removed by filtration and the solvent of the filtrate removed under reduced pressure. The residue was recystallized from ethanol to afford 208 mg (0.86 mmol) of pyridoxamine dihydrochloride as an off-white solid; the amount obtained represented a 83percent yield. The analytical data (Step- 5: Synthesi s of compound 9: 8 rt 9 001.04] 214 nig ( 1.04 mniol) of 2-methyl-3-hydroxy-4-cyano-5-acetyloxymethyl- pyridine 8 were dissolved in 12 mo of methanol containing 300 ul of 30percent hydrochloric acid at room temperature. 40 mg of 5 w/wpercent palladium on charcoal was added to the solution, and the mixture was hydrogenated under atmospheric pressure and at room temperature. The catalyst was then removed by filtration and the solvent of the filtrate removed under reduced pressure. The residue was recy stall ized from ethanol to afford 208 mg (0.86 mmol) of pyridoxami.nedi.hydroch1o.ride(it is the commercial name of ) as an off-white solid; the amount obtained represented a 83percent yield. The analytical data ( and °C N R, LC, LC MS and UV) obtained for the product confirmed through comparison of such dat with those of a sample of commercially available pyridoxamine dihydrochloride.214mg (1.04 mmol) of 2-methyl-3-hydroxy-4-cy- ano-5-acetyloxymethyl-pyridine 8 were dissolved in 12 mol of methanol containing 300 tl of 30percent hydrochloric acid at room temperature. 40 mg of 5 w/w percent palladium on charcoal was added to the solution, and the mixture was hydrogenated under atmospheric pressure and at room temperature. The catalyst was then removed by filtration and the solvent of the filtrate removed under reduced pressure. The residue was recystallized from ethanol to afford 208 mg (0.86 mmol) of pyridoxaminedihydrochloride (it is the commercial name of) 9 as an off-white solid; the amount obtained represented a83percent yield. The analytical data (1H and ‘3C NMR, LC, LC/MS and UV) obtained for the product confirmed through comparison of such data with those of a sample of commercially available pyridoxamine dihydrochloride.
Biochemical research, pharmacological effects are the same as vitamin B6.
Computed Properties
Molecular Weight:241.11
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:240.0432331
Monoisotopic Mass:240.0432331
Topological Polar Surface Area:79.4
Heavy Atom Count:14
Complexity:143
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Extract from the above information
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