Conditions | Yield |
---|---|
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
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
With sodium hydroxide at 35℃; for 2h; | 68.4% |
Conditions | Yield |
---|---|
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
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
With manganese(IV) oxide; sulfuric acid; water at 70℃; |
Conditions | Yield |
---|---|
With water; trichlorophosphate |
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
With hydrogenchloride; silver(I) nitrite; water at 100℃; |
Conditions | Yield |
---|---|
In water at 25℃; Equilibrium constant; Mechanism; over a wide pH range; | |
at 19.99℃; pH=7.35; Equilibrium constant; aq. phosphate buffer; |
Conditions | Yield |
---|---|
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
A
pyridoxal 5'-phosphate
B
6-aminohexanoic acid
Conditions | Yield |
---|---|
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
A
L-leucine
B
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
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
A
L-isoleucine
B
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
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
A
hexan-1-amine
B
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
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
A
L-leucine
B
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
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
A
pyridoxal 5'-phosphate
B
N-Dodecyl-(S)-alaninamide
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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
A
isoniazid
B
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
at 25℃; Equilibrium constant; Rate constant; depending on pH; |
Conditions | Yield |
---|---|
at 25℃; Equilibrium constant; Rate constant; depending on pH; |
Conditions | Yield |
---|---|
at 25℃; Equilibrium constant; Rate constant; depending on pH; |
(E)-N'-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)benzohydrazide
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
at 60℃; und Erwaermen des Reaktionsprodukts mit wss.Salzsaeure und Silbernitrit auf 100grad; |
D-Fructose
L-leucine
A
pyridoxamine-5'-phosphate
B
pyridoxal 5'-phosphate
C
pyridoxal
D
pyridoxamine
Conditions | Yield |
---|---|
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
L-leucine
A
pyridoxamine-5'-phosphate
B
pyridoxal 5'-phosphate
C
pyridoxal
D
pyridoxamine
Conditions | Yield |
---|---|
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; |
Maltose
L-leucine
A
pyridoxamine-5'-phosphate
B
pyridoxal 5'-phosphate
C
pyridoxal
D
pyridoxamine
Conditions | Yield |
---|---|
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
L-leucine
A
pyridoxamine-5'-phosphate
B
pyridoxal 5'-phosphate
C
pyridoxal
D
pyridoxamine
Conditions | Yield |
---|---|
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
Sucrose
A
pyridoxamine-5'-phosphate
B
pyridoxal 5'-phosphate
C
pyridoxal
D
pyridoxamine
Conditions | Yield |
---|---|
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
A
pyridoxal 5'-phosphate
B
rac-Ala-OH
Conditions | Yield |
---|---|
With potassium chloride; potassium acetate at 25℃; pH=5; Equilibrium constant; Further Variations:; pH-values; |
Conditions | Yield |
---|---|
With potassium chloride; potassium acetate at 25℃; pH=5; Equilibrium constant; |
Conditions | Yield |
---|---|
With potassium chloride; potassium acetate at 25℃; pH=5; Equilibrium constant; Further Variations:; pH-values; |
Conditions | Yield |
---|---|
With potassium chloride; potassium acetate at 25℃; pH=5; Equilibrium constant; |
Conditions | Yield |
---|---|
In water at 25℃; pH=7; Kinetics; Further Variations:; pH-values; |
pyridoxal 5'-phosphate
3-(aminooxy)-2-fluoropropanamine dihydrochloride
2-fluoro-3-<<<<3-hydroxy-2-methyl-5-<(phosphonooxy)methyl>-4-pyridyl>methylidene>amino>oxy>propanamine hydrochloride
Conditions | Yield |
---|---|
With sodium hydroxide for 1h; Ambient temperature; | 99% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 98% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 98% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 96% |
Conditions | Yield |
---|---|
In ethanol; toluene Et2SnO added to soln. of pyridoxal 5-phosphate, refluxed for 10 h; distn., filtration, vac. drying, elem. anal.; | 95% |
Conditions | Yield |
---|---|
In ethanol; toluene Bu2SnO added to soln. of pyridoxal 5-phosphate, refluxed for 10 h; distn., filtration, vac. drying, elem. anal.; | 95% |
Conditions | Yield |
---|---|
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
4-chloro-aniline
Phosphoric acid mono-(4-{[(Z)-4-chloro-phenylimino]-methyl}-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 93% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 92% |
pyridoxal 5'-phosphate
1-amino-3-(aminooxy)-2-propanol dihydrochloride
C11H18N3O7P*2ClH*ClNa
Conditions | Yield |
---|---|
With sodium hydroxide for 1h; Ambient temperature; | 91% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 89% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 88.5% |
Conditions | Yield |
---|---|
With potassium phosphate buffer at 37℃; | 88.2% |
In water at 50 - 55℃; for 1h; |
Conditions | Yield |
---|---|
In ethanol for 0.333333h; Heating; | 88% |
In ethanol Heating; | 85% |
3-(piperidine-1-sulfonyl)-phenylamine
pyridoxal 5'-phosphate
6-[3-(1-Piperidinesulfonyl)phenylazo]-pyridoxal-5-phosphate
Conditions | Yield |
---|---|
88% |
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; | 88% |
pyridoxal 5'-phosphate
aniline
(5-hydroxy-6-methyl-4-[(phenylimino)methyl]pyridin-3-yl)methyl dihydrogen phosphate
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 88% |
In methanol at 24.84℃; | 70% |
In methanol for 48h; | 44% |
pyridoxal 5'-phosphate
L-Lysine hydrochloride
Conditions | Yield |
---|---|
With potassium hydroxide; sodium tetrahydroborate In methanol at -15℃; for 1h; | A 87% B n/a |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With acetic acid In methanol for 4h; Reflux; | 87% |
Conditions | Yield |
---|---|
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)
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
Conditions | Yield |
---|---|
In methanol at 4 - 25℃; for 4h; | 85% |
pyridoxal 5'-phosphate
3-amino-2-methylbenzoic acid
6-(3-Carboxy-2-methylphenylazo)-pyridoxal-5-phosphate
Conditions | Yield |
---|---|
85% |
Conditions | Yield |
---|---|
In methanol | 85% |
pyridoxal 5'-phosphate
Conditions | Yield |
---|---|
In water at 50℃; pH=7.44; Kinetics; pH-value; | 85% |
pyridoxal 5'-phosphate
3-methyl-1H-pyrazole-5-carbohydrazide
Conditions | Yield |
---|---|
In water at 50℃; pH=7.44; Kinetics; pH-value; | 85% |
pyridoxal 5'-phosphate
1H-pyrazole-3-carbohydrazide
Conditions | Yield |
---|---|
In water at 50℃; | 85% |
Conditions | Yield |
---|---|
In water at 20 - 80℃; for 1h; | 84.6% |
pyridoxal 5'-phosphate
N-adamantan-1-yl-4-aminobenzenesulfonamide
Conditions | Yield |
---|---|
84% |
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
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.
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. |
Reported in EPA TSCA Inventory.
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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