Product Name

  • Name

    Pyridoxal phosphate

  • EINECS 200-208-3
  • CAS No. 54-47-7
  • Article Data44
  • CAS DataBase
  • Density 1.638 g/cm3
  • Solubility
  • Melting Point 140-143 °C
  • Formula C8H10NO6P
  • Boiling Point 565.746 °C at 760 mmHg
  • Molecular Weight 247.144
  • Flash Point 295.952 °C
  • Transport Information
  • Appearance Light yellow powder.
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 54-47-7 (Pyridoxal phosphate)
  • Hazard Symbols
  • Synonyms Pyridoxalphosphate (6CI);Pyridoxal, 5-(dihydrogen phosphate) (8CI);2-Methyl-3-hydroxy-4-formyl-5-pyridylmethylphosphoricacid;3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-phosphate;Apolon B6;Biosechs;Codecarboxylase;Coenzyme B6;Hairoxal;Hexermin P;Hi-Pyridoxin;Hiadelon;NSC 82388;PAL-P;
  • PSA 126.76000
  • LogP 0.51740

Synthetic route

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
Stage #1: pyridoxal hydrochloride With N,N-dimethylethylenediamine In 5,5-dimethyl-1,3-cyclohexadiene at 90℃; for 8h;
Stage #2: With polyphosphoric acid at 70℃; for 12h; Solvent;
76%
With water; trichlorophosphate In tetrahydrofuran at 0 - 20℃; for 5h; Reagent/catalyst; Solvent; Temperature;
Phosphoric acid mono-(4-{[(Z)-4-ethoxy-phenylimino]-methyl}-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester
15847-87-7

Phosphoric acid mono-(4-{[(Z)-4-ethoxy-phenylimino]-methyl}-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With sodium hydroxide at 35℃; for 2h;68.4%
pyridoxamine-5'-phosphate
529-96-4

pyridoxamine-5'-phosphate

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With manganese(IV) oxide; Celite in schwach saurer wss.Loesung;
With manganese(IV) oxide; sulfuric acid; water at 70℃;
With copper(II) sulfate; 2-oxo-propionic acid in wss.Loesung;
With copper diacetate; 2-oxo-propionic acid in wss.Loesung;
5-hydroxy-4-(hydroxymethyl)-6-methyl-3-pyridylmethyl dihydrogen phosphate
447-05-2

5-hydroxy-4-(hydroxymethyl)-6-methyl-3-pyridylmethyl dihydrogen phosphate

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With manganese(IV) oxide; sulfuric acid; water at 70℃;
pyridoxal
66-72-8

pyridoxal

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With water; trichlorophosphate
triphosphoric acid-1-(4-{[(N,N-dimethyl-glycyl)-hydrazono]-methyl}-5-hydroxy-6-methyl-[3]pyridylmethyl ester)

triphosphoric acid-1-(4-{[(N,N-dimethyl-glycyl)-hydrazono]-methyl}-5-hydroxy-6-methyl-[3]pyridylmethyl ester)

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With hydrogenchloride; silver(I) nitrite; water at 100℃;
pyridoxalphosphate
1499-44-1

pyridoxalphosphate

A

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

B

glycine
56-40-6

glycine

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant; Mechanism; over a wide pH range;
at 19.99℃; pH=7.35; Equilibrium constant; aq. phosphate buffer;
C14H23N2O5P
10524-83-1

C14H23N2O5P

A

hexan-1-amine
111-26-2

hexan-1-amine

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With water at 25℃; Rate constant; also in var. H2O-dioxane solutions; var. pH's;
6-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(Z)-ylidene]-amino}-hexanoic acid
96594-16-0

6-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(Z)-ylidene]-amino}-hexanoic acid

A

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

B

6-aminohexanoic acid
60-32-2

6-aminohexanoic acid

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant; Mechanism; over a wide pH range;
2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(Z)-ylidene]-amino}-4-methyl-pentanoic acid
133156-44-2

2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(Z)-ylidene]-amino}-4-methyl-pentanoic acid

A

L-leucine
61-90-5

L-leucine

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant; Mechanism; over a wide pH range;
(2S,3S)-2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(Z)-ylidene]-amino}-3-methyl-pentanoic acid
80995-96-6

(2S,3S)-2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(Z)-ylidene]-amino}-3-methyl-pentanoic acid

A

L-isoleucine
73-32-5

L-isoleucine

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant; Mechanism; over a wide pH range;
With phosphate buffer; Carbonate buffer at 25℃; Equilibrium constant; var. pH;
Phosphoric acid mono-{4-[(Z)-hexyliminomethyl]-5-hydroxy-6-methyl-pyridin-3-ylmethyl} ester
10524-83-1

Phosphoric acid mono-{4-[(Z)-hexyliminomethyl]-5-hydroxy-6-methyl-pyridin-3-ylmethyl} ester

A

hexan-1-amine
111-26-2

hexan-1-amine

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With pH = 3.6, I = 0.1 In water at 25℃; Equilibrium constant;
(S)-2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(Z)-ylidene]-amino}-4-methyl-pentanoic acid
133156-44-2

(S)-2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(Z)-ylidene]-amino}-4-methyl-pentanoic acid

A

L-leucine
61-90-5

L-leucine

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With water Rate constant; Equilibrium constant; dependence on pH, also in the presence of cetyltrimethylammonium bromide;
With phosphate buffer; Carbonate buffer at 25℃; Equilibrium constant; var. pH;
Phosphoric acid mono-(4-{[(Z)-(S)-1-dodecylcarbamoyl-ethylimino]-methyl}-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester
83825-03-0

Phosphoric acid mono-(4-{[(Z)-(S)-1-dodecylcarbamoyl-ethylimino]-methyl}-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester

A

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

B

N-Dodecyl-(S)-alaninamide
110139-25-8

N-Dodecyl-(S)-alaninamide

Conditions
ConditionsYield
With phosphate buffer; ethanol; potassium chloride In 1,4-dioxane; water at 30℃; Equilibrium constant; also in the presence of CTAB, N,N-ditetradecyl-Nα-(6-trimethylammoniohexanoyl)-L-histidinamide bromide and N,N-ditetradecyl-Nα-(6-trimethyammoniohexanoyl)-L-alaninamide bromide;
(S)-2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-propionic acid

(S)-2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-propionic acid

A

L-alanin
56-41-7

L-alanin

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With phosphate buffer; Carbonate buffer at 25℃; Equilibrium constant; var. pH;
at 19.99℃; pH=7.35; Equilibrium constant; aq. phosphate buffer;
{3-hydroxy-4-[(E)-(isonicotinoylhydrazono)methyl]-2-methylpyridin-5-yl}methylphosphate
53-91-8

{3-hydroxy-4-[(E)-(isonicotinoylhydrazono)methyl]-2-methylpyridin-5-yl}methylphosphate

A

isoniazid
54-85-3

isoniazid

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
at 25℃; Equilibrium constant; Rate constant; depending on pH;
Phosphoric acid mono-[5-hydroxy-6-methyl-4-(phthalazin-1-yl-hydrazonomethyl)-pyridin-3-ylmethyl] ester

Phosphoric acid mono-[5-hydroxy-6-methyl-4-(phthalazin-1-yl-hydrazonomethyl)-pyridin-3-ylmethyl] ester

A

1-hydrazinophthalazine
1044569-46-1

1-hydrazinophthalazine

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
at 25℃; Equilibrium constant; Rate constant; depending on pH;
(S)-3-(3,4-Dihydroxy-phenyl)-2-{N'-[1-(3-hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-hydrazino}-2-methyl-propionic acid

(S)-3-(3,4-Dihydroxy-phenyl)-2-{N'-[1-(3-hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-hydrazino}-2-methyl-propionic acid

A

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
at 25℃; Equilibrium constant; Rate constant; depending on pH;
(E)-N'-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)benzohydrazide
72343-06-7

(E)-N'-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)benzohydrazide

metaphosphoric acid

metaphosphoric acid

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
at 60℃; und Erwaermen des Reaktionsprodukts mit wss.Salzsaeure und Silbernitrit auf 100grad;
D-Fructose
57-48-7

D-Fructose

L-leucine
61-90-5

L-leucine

A

pyridoxamine-5'-phosphate
529-96-4

pyridoxamine-5'-phosphate

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

C

pyridoxal
66-72-8

pyridoxal

D

pyridoxamine
85-87-0

pyridoxamine

Conditions
ConditionsYield
With air; ATCC 38399 h- leu1-32 In various solvent(s) at 30℃; for 36h; pH=4.5; Product distribution; Further Variations:; Reagents; reaction times; Microbiological reaction;
D-Glucose
2280-44-6

D-Glucose

L-leucine
61-90-5

L-leucine

A

pyridoxamine-5'-phosphate
529-96-4

pyridoxamine-5'-phosphate

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

C

pyridoxal
66-72-8

pyridoxal

D

pyridoxamine
85-87-0

pyridoxamine

Conditions
ConditionsYield
With air; ATCC 38399 h- leu1-32 In various solvent(s) at 30℃; for 36h; pH=4.5; Product distribution; Further Variations:; Reagents; reaction times; Microbiological reaction;
D-Mannose
3458-28-4

D-Mannose

L-leucine
61-90-5

L-leucine

A

pyridoxamine-5'-phosphate
529-96-4

pyridoxamine-5'-phosphate

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

C

pyridoxal
66-72-8

pyridoxal

D

pyridoxamine
85-87-0

pyridoxamine

Conditions
ConditionsYield
With air; ATCC 38399 h- leu1-32 In various solvent(s) at 30℃; for 36h; pH=4.5; Product distribution; Further Variations:; Reagents; reaction times; Microbiological reaction;
L-leucine
61-90-5

L-leucine

Sucrose
57-50-1

Sucrose

A

pyridoxamine-5'-phosphate
529-96-4

pyridoxamine-5'-phosphate

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

C

pyridoxal
66-72-8

pyridoxal

D

pyridoxamine
85-87-0

pyridoxamine

Conditions
ConditionsYield
With air; ATCC 38399 h- leu1-32 In various solvent(s) at 30℃; for 36h; pH=4.5; Product distribution; Further Variations:; Reagents; reaction times; Microbiological reaction;
N-(3-hydroxy-2-methyl-5-phosphonooxymethyl-[4]pyridylmethylen)-alanine
98969-65-4

N-(3-hydroxy-2-methyl-5-phosphonooxymethyl-[4]pyridylmethylen)-alanine

A

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With potassium chloride; potassium acetate at 25℃; pH=5; Equilibrium constant; Further Variations:; pH-values;
pyridoxal phosphate adduct of ethylamine

pyridoxal phosphate adduct of ethylamine

A

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

B

ethylamine
75-04-7

ethylamine

Conditions
ConditionsYield
With potassium chloride; potassium acetate at 25℃; pH=5; Equilibrium constant;
2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-2-methyl-propionic acid

2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-2-methyl-propionic acid

A

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

B

2-Aminoisobutyric acid
62-57-7

2-Aminoisobutyric acid

Conditions
ConditionsYield
With potassium chloride; potassium acetate at 25℃; pH=5; Equilibrium constant; Further Variations:; pH-values;
2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-2-methyl-malonic acid

2-{[1-(3-Hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-2-methyl-malonic acid

A

α-amino-α-methylmalonic acid
26767-88-4

α-amino-α-methylmalonic acid

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
With potassium chloride; potassium acetate at 25℃; pH=5; Equilibrium constant;
(S)-3-(3,4-Dihydroxy-phenyl)-2-{[1-(3-hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-propionic acid

(S)-3-(3,4-Dihydroxy-phenyl)-2-{[1-(3-hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-yl)-meth-(E)-ylidene]-amino}-propionic acid

A

levodopa
59-92-7

levodopa

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
In water at 25℃; pH=7; Kinetics; Further Variations:; pH-values;
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

3-(aminooxy)-2-fluoropropanamine dihydrochloride
130545-04-9, 139526-94-6

3-(aminooxy)-2-fluoropropanamine dihydrochloride

2-fluoro-3-<<<<3-hydroxy-2-methyl-5-<(phosphonooxy)methyl>-4-pyridyl>methylidene>amino>oxy>propanamine hydrochloride
130545-69-6, 139527-03-0

2-fluoro-3-<<<<3-hydroxy-2-methyl-5-<(phosphonooxy)methyl>-4-pyridyl>methylidene>amino>oxy>propanamine hydrochloride

Conditions
ConditionsYield
With sodium hydroxide for 1h; Ambient temperature;99%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

3,5-Dichloroaniline
626-43-7

3,5-Dichloroaniline

C14H13Cl2N2O5P

C14H13Cl2N2O5P

Conditions
ConditionsYield
In methanol at 20℃; for 24h;98%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

C16H19N2O5P

C16H19N2O5P

Conditions
ConditionsYield
In methanol at 20℃; for 24h;98%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

4-nitro-aniline
100-01-6

4-nitro-aniline

C14H14N3O7P

C14H14N3O7P

Conditions
ConditionsYield
In methanol at 20℃; for 24h;96%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

diethyltin(IV) oxide
3682-12-0

diethyltin(IV) oxide

Sn(4+)*2CH3CH2(1-)*CH3C5HNH(O)(CHO)CH2OPO3(2-)*0.5H2O=[Sn(CH2CH3)2(CH3C5HN(OH)(CHO)CH2OPO3)]*0.5H2O

Sn(4+)*2CH3CH2(1-)*CH3C5HNH(O)(CHO)CH2OPO3(2-)*0.5H2O=[Sn(CH2CH3)2(CH3C5HN(OH)(CHO)CH2OPO3)]*0.5H2O

Conditions
ConditionsYield
In ethanol; toluene Et2SnO added to soln. of pyridoxal 5-phosphate, refluxed for 10 h; distn., filtration, vac. drying, elem. anal.;95%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

di(n-butyl)tin oxide
818-08-6

di(n-butyl)tin oxide

Sn(4+)*2CH3(CH2)3(1-)*CH3C5HNH(O)(CHO)CH2OPO3(2-)=[Sn((CH2)3CH3)2(CH3C5HN(OH)(CHO)CH2OPO3)]

Sn(4+)*2CH3(CH2)3(1-)*CH3C5HNH(O)(CHO)CH2OPO3(2-)=[Sn((CH2)3CH3)2(CH3C5HN(OH)(CHO)CH2OPO3)]

Conditions
ConditionsYield
In ethanol; toluene Bu2SnO added to soln. of pyridoxal 5-phosphate, refluxed for 10 h; distn., filtration, vac. drying, elem. anal.;95%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

dimethyltin oxide
2273-45-2

dimethyltin oxide

Sn(4+)*2CH3(1-)*CH3C5HNH(O)(CHO)CH2OPO3(2-)=[Sn(CH3)2(CH3C5HN(OH)(CHO)CH2OPO3)]

Sn(4+)*2CH3(1-)*CH3C5HNH(O)(CHO)CH2OPO3(2-)=[Sn(CH3)2(CH3C5HN(OH)(CHO)CH2OPO3)]

Conditions
ConditionsYield
In ethanol; toluene (CH3)2SnO added to soln. of pyridoxal 5-phosphate, refluxed for 10 h; distn., filtration, vac. drying, elem. anal.;95%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

4-chloro-aniline
106-47-8

4-chloro-aniline

Phosphoric acid mono-(4-{[(Z)-4-chloro-phenylimino]-methyl}-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester
5371-85-7

Phosphoric acid mono-(4-{[(Z)-4-chloro-phenylimino]-methyl}-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester

Conditions
ConditionsYield
In methanol at 20℃; for 24h;93%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

4-methoxy-aniline
104-94-9

4-methoxy-aniline

C15H17N2O6P

C15H17N2O6P

Conditions
ConditionsYield
In methanol at 20℃; for 24h;92%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

1-amino-3-(aminooxy)-2-propanol dihydrochloride
67435-03-4, 130545-48-1, 139526-70-8, 139526-72-0, 139627-59-1

1-amino-3-(aminooxy)-2-propanol dihydrochloride

C11H18N3O7P*2ClH*ClNa
130545-70-9, 139527-01-8

C11H18N3O7P*2ClH*ClNa

Conditions
ConditionsYield
With sodium hydroxide for 1h; Ambient temperature;91%
dimethyltin-diacetate

dimethyltin-diacetate

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

water
7732-18-5

water

Sn(4+)*2CH3(1-)*CH3C5HNH(O)(CHO)CH2OPO3(2-)*1.5H2O=[Sn(CH3)2(CH3C5HN(OH)(CHO)CH2OPO3)]*1.5H2O

Sn(4+)*2CH3(1-)*CH3C5HNH(O)(CHO)CH2OPO3(2-)*1.5H2O=[Sn(CH3)2(CH3C5HN(OH)(CHO)CH2OPO3)]*1.5H2O

Conditions
ConditionsYield
With valine In methanol; water valine added to pyridoxal 5-phosphate in methanol-water (3:1), SnMe2(OAc)2 added and stirred for 12 h; filtration, washing (abs. methanol), vac. drying, elem. anal.;89%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

2,4-Xylidine
95-68-1

2,4-Xylidine

C16H19N2O5P

C16H19N2O5P

Conditions
ConditionsYield
In methanol at 20℃; for 24h;89%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

naphthalen-2-ylamine
91-59-8

naphthalen-2-ylamine

(5-hydroxy-6-methyl-4-[(naphthalen-2-ylimino)methyl]pyridin-3-yl)methyl dihydrogen phosphate

(5-hydroxy-6-methyl-4-[(naphthalen-2-ylimino)methyl]pyridin-3-yl)methyl dihydrogen phosphate

Conditions
ConditionsYield
In methanol at 20℃; for 24h;88.5%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

L-Tryptophan
73-22-3

L-Tryptophan

3-carboxy-1-<3-hydroxy-2-methyl-5-<(phosphonooxy)methyl>-4-pyridyl>-1,2,3,4-tetrahydro-β-carboline

3-carboxy-1-<3-hydroxy-2-methyl-5-<(phosphonooxy)methyl>-4-pyridyl>-1,2,3,4-tetrahydro-β-carboline

Conditions
ConditionsYield
With potassium phosphate buffer at 37℃;88.2%
In water at 50 - 55℃; for 1h;
2-thioxo-4-thiazolidinone
141-84-4

2-thioxo-4-thiazolidinone

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

(Z)-5'-O-phosphono-pyridoxylidenerhodanine

(Z)-5'-O-phosphono-pyridoxylidenerhodanine

Conditions
ConditionsYield
In ethanol for 0.333333h; Heating;88%
In ethanol Heating;85%
3-(piperidine-1-sulfonyl)-phenylamine
22184-99-2

3-(piperidine-1-sulfonyl)-phenylamine

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

6-[3-(1-Piperidinesulfonyl)phenylazo]-pyridoxal-5-phosphate
608523-46-2

6-[3-(1-Piperidinesulfonyl)phenylazo]-pyridoxal-5-phosphate

Conditions
ConditionsYield
88%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

6'-amino-3,6-dihydroxyspiro-3'-one
51649-83-3

6'-amino-3,6-dihydroxyspiro-3'-one

C28H21N2O10P

C28H21N2O10P

Conditions
ConditionsYield
In ethanol for 4h; Reflux;88%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

aniline
62-53-3

aniline

(5-hydroxy-6-methyl-4-[(phenylimino)methyl]pyridin-3-yl)methyl dihydrogen phosphate
5371-86-8

(5-hydroxy-6-methyl-4-[(phenylimino)methyl]pyridin-3-yl)methyl dihydrogen phosphate

Conditions
ConditionsYield
In methanol at 20℃; for 24h;88%
In methanol at 24.84℃;70%
In methanol for 48h;44%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

L-Lysine hydrochloride
657-27-2, 10098-89-2

L-Lysine hydrochloride

A

ε-(5-phosphopyridoxinyl)-L-lysine

ε-(5-phosphopyridoxinyl)-L-lysine

B

α,ε-bis(5-phosphopyridoxinyl)-L-lysine

α,ε-bis(5-phosphopyridoxinyl)-L-lysine

Conditions
ConditionsYield
With potassium hydroxide; sodium tetrahydroborate In methanol at -15℃; for 1h;A 87%
B n/a
meta-fluoroaniline
372-19-0

meta-fluoroaniline

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

6-(3-fluorophenylazo)pyridoxal-5'-phosphate

6-(3-fluorophenylazo)pyridoxal-5'-phosphate

Conditions
ConditionsYield
Stage #1: meta-fluoroaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.0833333h; diazotization;
Stage #2: pyridoxal 5'-phosphate With sodium hydroxide In water at 0℃; for 0.5h; pH=9; substitution;
87%
rhodamine hydrazide
932013-08-6

rhodamine hydrazide

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

C34H36N5O7P

C34H36N5O7P

Conditions
ConditionsYield
With acetic acid In methanol for 4h; Reflux;87%
4-Fluoro-3-nitroaniline
364-76-1

4-Fluoro-3-nitroaniline

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

6-(4-fluoro-3-nitrophenylazo)pyridoxal-5'-phosphate

6-(4-fluoro-3-nitrophenylazo)pyridoxal-5'-phosphate

Conditions
ConditionsYield
Stage #1: 4-Fluoro-3-nitroaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.0833333h; diazotization;
Stage #2: pyridoxal 5'-phosphate With sodium hydroxide In water at 0℃; for 0.5h; pH=9; substitution;
86%
1-(2-aminoethyl)-1,4,7,10-tetraazacyclododecane-4,7,10-triacetic acid tri(1,1-dimethylethyl ester)
824984-75-0

1-(2-aminoethyl)-1,4,7,10-tetraazacyclododecane-4,7,10-triacetic acid tri(1,1-dimethylethyl ester)

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

1,4,7-tris(tert-butoxycarbonylmethyl)-10-{2-[(3-hydroxy-2-methyl-5-phosphonooxy-methyl-pyridin-4-ylmethylene)-amino]-ethyl}-1,4,7,10-tetraazacyclododecane
879999-83-4

1,4,7-tris(tert-butoxycarbonylmethyl)-10-{2-[(3-hydroxy-2-methyl-5-phosphonooxy-methyl-pyridin-4-ylmethylene)-amino]-ethyl}-1,4,7,10-tetraazacyclododecane

Conditions
ConditionsYield
In methanol at 4 - 25℃; for 4h;85%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

3-amino-2-methylbenzoic acid
52130-17-3

3-amino-2-methylbenzoic acid

6-(3-Carboxy-2-methylphenylazo)-pyridoxal-5-phosphate
608523-41-7

6-(3-Carboxy-2-methylphenylazo)-pyridoxal-5-phosphate

Conditions
ConditionsYield
85%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

C14H15N2O5PS

C14H15N2O5PS

Conditions
ConditionsYield
In methanol85%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

2-(3,5-dimethyl-1H-pyrazol-4-yl)acetohydrazide

2-(3,5-dimethyl-1H-pyrazol-4-yl)acetohydrazide

{4-[(Z)-{[(3,5-dimethyl-1H-pyrazol-4-yl)acetyl]-hydrazono}methyl]-3-hydroxy-2-methylpyridin-5-yl}methyl phosphate

{4-[(Z)-{[(3,5-dimethyl-1H-pyrazol-4-yl)acetyl]-hydrazono}methyl]-3-hydroxy-2-methylpyridin-5-yl}methyl phosphate

Conditions
ConditionsYield
In water at 50℃; pH=7.44; Kinetics; pH-value;85%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

3-methyl-1H-pyrazole-5-carbohydrazide
40535-14-6

3-methyl-1H-pyrazole-5-carbohydrazide

{3-hydroxy-2-methyl-4-[(Z)-{[(5-methyl-1H-pyrazol-3-yl)carbonyl]hydrazono}methyl]pyridin-5-yl}methyl phosphate

{3-hydroxy-2-methyl-4-[(Z)-{[(5-methyl-1H-pyrazol-3-yl)carbonyl]hydrazono}methyl]pyridin-5-yl}methyl phosphate

Conditions
ConditionsYield
In water at 50℃; pH=7.44; Kinetics; pH-value;85%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

1H-pyrazole-3-carbohydrazide
26275-64-9

1H-pyrazole-3-carbohydrazide

(3-hydroxy-2-methyl-4-{(Z)-[(1H-pyrazol-3-ylcarbonyl)hydrazono]methyl}pyridin-5-yl)methyl phosphate

(3-hydroxy-2-methyl-4-{(Z)-[(1H-pyrazol-3-ylcarbonyl)hydrazono]methyl}pyridin-5-yl)methyl phosphate

Conditions
ConditionsYield
In water at 50℃;85%
pyrazine-2-carbohydrazide
768-05-8

pyrazine-2-carbohydrazide

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

(5-hydroxy-6-methyl-4-{(E)-[2-oxo-2-(pyrazin-2-yl)ethyl]hydrazinylidenemethyl}pyridin-3-yl)methylphosphate

(5-hydroxy-6-methyl-4-{(E)-[2-oxo-2-(pyrazin-2-yl)ethyl]hydrazinylidenemethyl}pyridin-3-yl)methylphosphate

Conditions
ConditionsYield
In water at 20 - 80℃; for 1h;84.6%
pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

N-adamantan-1-yl-4-aminobenzenesulfonamide
24224-95-1

N-adamantan-1-yl-4-aminobenzenesulfonamide

6-[4-(N-(1-Adamantyl)sulfamoyl)phenylazo]-pyridoxal-5-phosphate Hydrochloride

6-[4-(N-(1-Adamantyl)sulfamoyl)phenylazo]-pyridoxal-5-phosphate Hydrochloride

Conditions
ConditionsYield
84%

Pyridoxal phosphate Chemical Properties

IUPAC Name: (4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate
Synonyms of Piodel (CAS NO.54-47-7): 2-Methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridine-5-calcium phosphate trihydrate ; 4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-((phosphonooxy)methyl)- ; Apolon B(sub 6) ; Apolon B6 ; Biosechs ; Codecarboxylase ; Coenzyme B6 ; EINECS 200-208-3 ; HI-Pyridoxin ; Hairoxal ; Hexermin P ; Hiadelon ; Himitan ; NSC 82388 ; PLP ; Pal-P ; Phosphopyridoxal ; Phosphopyridoxal coenzyme ; Phosphoridoxal coenzyme ; Pidopidon ; Piodel ; Pydoxal ; Pyridoxal 5-phosphate ; Pyridoxal P ; Pyridoxal monophosphate ; Pyridoxal phosphate ; Pyridoxal-5'-phosphate ; Pyridoxaldehyde phosphate ; Pyridoxyl phosphate ; Pyromijin ; Sechvitan ; UNII-F06SGE49M6 ; Vitahexin P ; Vitazechs ; Pyridoxal 5'-(dihydrogen phosphate)
CAS NO: 54-47-7
Classification Code: Drug / Therapeutic Agent ; Growth Substances ; Micronutrients ; Mutation data ; Vitamin B Complex ; Vitamins
Molecular Formula of Piodel (CAS NO.54-47-7): C8H10NO6P
Molecular Weight: 247.1419
Molecular Structure:

Melting Point: 140-143 °C 
Polar Surface Area: 93.76 Å2
Index of Refraction: 1.64
Molar Refractivity: 54.4 cm3
Molar Volume: 150.8 cm3
Surface Tension: 87.3 dyne/cm
Density of Piodel (CAS NO.54-47-7): 1.638 g/cm3
Flash Point: 296 °C
Enthalpy of Vaporization: 89.39 kJ/mol
Boiling Point: 565.7 °C at 760 mmHg
Vapour Pressure: 1.23E-13 mmHg at 25°C 

Pyridoxal phosphate Uses

 Piode (CAS NO.54-47-7) is an active form of vitamin b6 serving as a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid.

Pyridoxal phosphate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 oral > 3gm/kg (3000mg/kg)   British Patent Document. Vol. #1172800,
mammal (species unspecified) LD50 subcutaneous 550mg/kg (550mg/kg)   British Patent Document. Vol. #1172800,
mouse LD50 intramuscular 1150mg/kg (1150mg/kg) BEHAVIORAL: ANTIPSYCHOTIC Pharmaceutical Chemistry Journal Vol. 15, Pg. 303, 1981.
mouse LD50 intravenous 530mg/kg (530mg/kg)   Drugs in Japan Vol. 6, Pg. 643, 1982.
mouse LD50 oral 4640mg/kg (4640mg/kg)   Drugs in Japan Vol. 6, Pg. 643, 1982.
mouse LD50 subcutaneous 870mg/kg (870mg/kg)   Drugs in Japan Vol. 6, Pg. 643, 1982.
rat LD50 oral 5900mg/kg (5900mg/kg)   Drugs in Japan Vol. 6, Pg. 643, 1982.
rat LD50 subcutaneous 850mg/kg (850mg/kg)   Drugs in Japan Vol. 6, Pg. 643, 1982.

Pyridoxal phosphate Consensus Reports

Reported in EPA TSCA Inventory.

Pyridoxal phosphate Safety Profile

Moderately toxic subcutaneous, intravenous, and intramuscular routes. Mildly toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx and POx.
Safety Statements: 22-24/25 
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes.
WGK Germany: 3
F: 8-10-23

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