Product Name

  • Name

    Pyridoxal hydrochloride

  • EINECS 200-602-5
  • CAS No. 65-22-5
  • Article Data5
  • CAS DataBase
  • Density
  • Solubility Soluble in water and ethanol.
  • Melting Point 173 °C (dec.)(lit.)
  • Formula C8H9NO3.HCl
  • Boiling Point 412.8 °C at 760 mmHg
  • Molecular Weight 203.625
  • Flash Point 203.5 °C
  • Transport Information
  • Appearance White to off-white crystalline powder
  • Safety 24/25-22-36-26
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 65-22-5 (Pyridoxal hydrochloride)
  • Hazard Symbols IrritantXi
  • Synonyms 4-Pyridinecarboxaldehyde,3-hydroxy-5-(hydroxymethyl)-2-methyl-, hydrochloride (9CI);Pyridoxal,hydrochloride (7CI,8CI);2-Methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridinehydrochloride;3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehydehydrochloride;3-Hydroxy-5-hydroxymethyl-2-methylisonicotinaldehyde hydrochloride;
  • PSA 70.42000
  • LogP 1.20240

Synthetic route

Nα-(3-hydroxy-5-hydroxymethyl-2-methyl-pyridin-4-ylmethylene)-histidine
14029-59-5

Nα-(3-hydroxy-5-hydroxymethyl-2-methyl-pyridin-4-ylmethylene)-histidine

A

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

B

L-histidine
71-00-1

L-histidine

Conditions
ConditionsYield
With buffer solution In various solvent(s) at 25℃; Rate constant;
pyridoxal
66-72-8

pyridoxal

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 72h;
pyridoxal hydrochloride
58-56-0

pyridoxal hydrochloride

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; manganese(IV) oxide In water at 55℃; for 28h; Temperature;88 g
With acetic acid; sodium nitrite In water at 5 - 20℃; for 2h; Reagent/catalyst; Solvent;
With hydrogenchloride; manganese(IV) oxide In water at 20℃; for 6h;
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

edaravone
89-25-8

edaravone

1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-methyl-1,3-dihydro-furo[3,4-c]pyridin-7-ol
854010-13-2

1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-methyl-1,3-dihydro-furo[3,4-c]pyridin-7-ol

Conditions
ConditionsYield
With sodium carbonate In water at 10 - 20℃; pH=2.04; Reagent/catalyst; pH-value;99%
With sodium hydroxide In water at 20℃; for 0.5h;6.8%
With sodium hydroxide In water at 20 - 30℃; for 2h; pH=6.3 - 12.1; Time;
ethanol
64-17-5

ethanol

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

1-ethoxy-7-hydroxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride
6151-12-8

1-ethoxy-7-hydroxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride

Conditions
ConditionsYield
at 60℃; for 2h;99%
at 60℃; for 2h;99%
for 1.5h; Reflux;93%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

isopropyl alcohol
67-63-0

isopropyl alcohol

7-hydroxy-1-isopropoxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride

7-hydroxy-1-isopropoxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride

Conditions
ConditionsYield
at 60℃; for 2h;99%
methanol
67-56-1

methanol

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

7-hydroxy-1-methoxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride

7-hydroxy-1-methoxy-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride

Conditions
ConditionsYield
for 2h; Reflux;98%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

ethylenediamine
107-15-3

ethylenediamine

C18H22N4O4

C18H22N4O4

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 1h; pH=6.5; Heating;97%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

ethylenediamine
107-15-3

ethylenediamine

N,N′-ethylenebis-(pyridoxylideneiminato)
88969-07-7

N,N′-ethylenebis-(pyridoxylideneiminato)

Conditions
ConditionsYield
Stage #1: pyridoxal hydrochloride With triethylamine In methanol
Stage #2: ethylenediamine In methanol for 5h;		96.5%
1-benzyl-1H-pyrrole-2,5-dione
1631-26-1

1-benzyl-1H-pyrrole-2,5-dione

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

methyl (1R*,3S*,3aR*,6aS*)-5-benzyl-3-(3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

methyl (1R*,3S*,3aR*,6aS*)-5-benzyl-3-(3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Conditions
ConditionsYield
With silver(I) acetate; triethylamine In ethanol at 70℃; diastereoselective reaction;96%
...Expand
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

4-((E)-(2-amino-4-nitrophenylimino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol

4-((E)-(2-amino-4-nitrophenylimino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol

Conditions
ConditionsYield
Stage #1: pyridoxal hydrochloride With triethylamine In methanol for 0.166667h;
Stage #2: 4-Nitrophenylene-1,2-diamine In methanol for 5h;		96%
aminoguanidine bicarbonate
2582-30-1

aminoguanidine bicarbonate

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

{[(3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridyl)methylene]amino}guanidine
4362-86-1

{[(3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridyl)methylene]amino}guanidine

Conditions
ConditionsYield
With sodium carbonate decahydrate In water95%
In water at 20℃; for 30h;
With sodium carbonate decahydrate In water
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

Trp
54-12-6

Trp

pyridoxylidenetryptophan Schiff base
13311-34-7

pyridoxylidenetryptophan Schiff base

Conditions
ConditionsYield
In ethanol at 5℃;94%
In ethanol; water at 25℃; pH=6.7 - 7.0;75%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

pyridoxal
66-72-8

pyridoxal

Conditions
ConditionsYield
With sodium hydrogencarbonate In water for 1h;94%
With sodium hydrogencarbonate In water80%
oxalamic acid hydrazide
515-96-8

oxalamic acid hydrazide

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

2-[2-[[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methylene]hydrazinyl]-2-oxoacetamide

2-[2-[[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methylene]hydrazinyl]-2-oxoacetamide

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 3h; pH=6.5 - 7;94%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

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

di(n-butyl)tin oxide

2-Amino-5-nitrophenol
121-88-0

2-Amino-5-nitrophenol

C22H29N3O5Sn

C22H29N3O5Sn

Conditions
ConditionsYield
With potassium hydroxide In methanol; toluene for 8h; Reflux;94%
...Expand
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

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

di(n-butyl)tin oxide

2-hydroxy-5-nitroaniline
99-57-0

2-hydroxy-5-nitroaniline

C22H29N3O5Sn

C22H29N3O5Sn

Conditions
ConditionsYield
With potassium hydroxide In methanol; toluene for 8h; Reflux;94%
...Expand
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

1,3-dimethyl-5-pyrazolone
2749-59-9

1,3-dimethyl-5-pyrazolone

4-[bis(5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl)-methyl]-3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-1-ium chloride

4-[bis(5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl)-methyl]-3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-1-ium chloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 6h; Heating;94%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

5-methyl-2-phenyl-2H-pyrazol-3-ol
942-32-5

5-methyl-2-phenyl-2H-pyrazol-3-ol

7-hydroxy-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride

7-hydroxy-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 10h; Reflux;93%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

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

di(n-butyl)tin oxide

2-amino-4-methoxyphenol
20734-76-3

2-amino-4-methoxyphenol

C23H32N2O4Sn

C23H32N2O4Sn

Conditions
ConditionsYield
With potassium hydroxide In methanol; toluene for 8h; Reflux;93%
...Expand
1-(3-sulfoamido)-1 phenyl-3-methyl-5-pyrazolone
89-29-2

1-(3-sulfoamido)-1 phenyl-3-methyl-5-pyrazolone

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

7-hydroxy-1-[5-hydroxy-3-methyl-1-(3-sulfamoylphenyl)-1H-pyrazol-4-yl]-6-methyl-1,3-dihydrofuro-[3,4-c]pyridin-5-ium chloride

7-hydroxy-1-[5-hydroxy-3-methyl-1-(3-sulfamoylphenyl)-1H-pyrazol-4-yl]-6-methyl-1,3-dihydrofuro-[3,4-c]pyridin-5-ium chloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 6h; Reflux;93%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

3-methylthio-4-methyl semicarbazide hydroiodide

3-methylthio-4-methyl semicarbazide hydroiodide

3-hydroxy-5-hydroxymethyl-2-methylpyridin-4-ylmethylene(4-methyl-S-methyl)isothiosemicarbazide

3-hydroxy-5-hydroxymethyl-2-methylpyridin-4-ylmethylene(4-methyl-S-methyl)isothiosemicarbazide

Conditions
ConditionsYield
In water at 20℃; for 2h;93%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

2-Amino-2-methylpropane-1,3-diol
115-69-5

2-Amino-2-methylpropane-1,3-diol

2-[(7-hydroxy-6-methyl-1,3-dihydrofuro[3,4-c]-pyridin-1-yl)amino]-2-methylpropane-1,3-diol hydrochloride

2-[(7-hydroxy-6-methyl-1,3-dihydrofuro[3,4-c]-pyridin-1-yl)amino]-2-methylpropane-1,3-diol hydrochloride

Conditions
ConditionsYield
In ethanol at 20℃; for 12h;93%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

4-hydroxybenzoic acid hydrazide
5351-23-5

4-hydroxybenzoic acid hydrazide

C16H17N3O4*ClH

C16H17N3O4*ClH

Conditions
ConditionsYield
In methanol at 50℃; for 2h; Inert atmosphere;93%
2-phenylethanol
60-12-8

2-phenylethanol

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

7-hydroxy-6-methyl-1-phenethoxy-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride

7-hydroxy-6-methyl-1-phenethoxy-1,3-dihydrofuro[3,4-c]pyridin-5-ium chloride

Conditions
ConditionsYield
at 60℃; for 2h;92%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

4-methyl-1,2-diaminobenzene
496-72-0

4-methyl-1,2-diaminobenzene

N,N′-dipyridoxyl(4-methyl-1,2-phenylenediamine)

N,N′-dipyridoxyl(4-methyl-1,2-phenylenediamine)

Conditions
ConditionsYield
Stage #1: pyridoxal hydrochloride With triethylamine In methanol for 0.166667h;
Stage #2: 4-methyl-1,2-diaminobenzene In methanol at 20℃; for 5h;		92%
6-chloro-2-[1-methyl-2-(2-thienylmethylene)hydrazino]quinoxaline-4-oxide
126983-41-3

6-chloro-2-[1-methyl-2-(2-thienylmethylene)hydrazino]quinoxaline-4-oxide

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

6-chloro-2-<2-(3-hydroxy-5-hydroxymethyl-2-methyl-4-pyridylmethylene)-1-methylhydrazino>quinoxaline 4-oxide hydrochloride

6-chloro-2-<2-(3-hydroxy-5-hydroxymethyl-2-methyl-4-pyridylmethylene)-1-methylhydrazino>quinoxaline 4-oxide hydrochloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 160℃; for 0.5h;91%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

2-amino-5-chlorophenol
28443-50-7

2-amino-5-chlorophenol

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

di(n-butyl)tin oxide

C22H29ClN2O3Sn

C22H29ClN2O3Sn

Conditions
ConditionsYield
With potassium hydroxide In methanol; toluene for 8h; Reflux;91%
...Expand
4-(1-benzylpiperidin-4-yl)thiosemicarbazide

4-(1-benzylpiperidin-4-yl)thiosemicarbazide

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

C21H27N5O2S*ClH

C21H27N5O2S*ClH

Conditions
ConditionsYield
With acetic acid In ethanol for 2h; Schiff Reaction; Reflux;91%
C5H12N4O
31106-56-6

C5H12N4O

pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

3-hydroxy-5-hydroxymethyl-2-methylpyridin-4-ylmethylene(3-morpholino) semicarbazide

3-hydroxy-5-hydroxymethyl-2-methylpyridin-4-ylmethylene(3-morpholino) semicarbazide

Conditions
ConditionsYield
In water at 20℃; for 1h;91%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

4-Aminomethylpiperidine
7144-05-0

4-Aminomethylpiperidine

3-hydroxy-5-(hydroxymethyl)-2-methyl-4-{[(piperidin-4-ylmethyl)imino]methyl}pyridin-1-ium chloride

3-hydroxy-5-(hydroxymethyl)-2-methyl-4-{[(piperidin-4-ylmethyl)imino]methyl}pyridin-1-ium chloride

Conditions
ConditionsYield
In ethanol for 8h;91%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

4-aminobenzohydrazide
5351-17-7

4-aminobenzohydrazide

C15H16N4O3

C15H16N4O3

Conditions
ConditionsYield
In methanol at 50℃; for 3h; Inert atmosphere;91%
pyridoxal hydrochloride
65-22-5

pyridoxal hydrochloride

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

5-Hydroxymethyl-4-{[(E)-2-mercapto-phenylimino]-methyl}-2-methyl-pyridin-3-ol

5-Hydroxymethyl-4-{[(E)-2-mercapto-phenylimino]-methyl}-2-methyl-pyridin-3-ol

Conditions
ConditionsYield
With potassium hydroxide In methanol90%
With sodium acetate 1.) EtOH, 5 min, 2.) reflux, 30 min; Yield given. Multistep reaction;
In ethanol Reflux;

Pyridoxal hydrochloride Chemical Properties

IUPAC Name: 3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4 carbaldehyde hydrochloride
The MF of 3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4 carbaldehyde hydrochloride (65-22-5) is C8H10ClNO3.

                                         
The MW of 3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4 carbaldehyde hydrochloride (65-22-5) is 203.62.
Synonyms of 3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4 carbaldehyde hydrochloride (65-22-5): 4-Pyridinecarboxaldehyde, 3-hydroxy-5- (hydroxymethyl)-2-methyl-, hydrochloride ; Pyridoxal, hydrochloride ; 2-Methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridine hydrochloride ; 3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehyde hydrochloride ; 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde, hydrochloride 
Product Categories: Biochemistry;Vitamin Derivatives;Vitamins
Form: White to off-white crystalline powder
Flash Point: 203.5 °C
Boiling Point: 412.8 °C
Melting Point: 172-174 °C
Storage temp: -20 °C
Sensitive: Hygroscopic
EINECS: 200-602-5
Merck: 14,7978
BRN: 3656994

Pyridoxal hydrochloride Uses

   3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4 carbaldehyde hydrochloride (65-22-5) is used as biochemical research and drug research, as a nutritional agent.

Pyridoxal hydrochloride Production

Pyridoxal oxime derived from vitamin B6 reacted with hydroxylamine hydrochloride,then  reacted with the silver with reaction of nitrite.

Pyridoxal hydrochloride Toxicity Data With Reference

1.    

orl-rat LD50:2150 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),922.
2.    

scu-rat LD50:530 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),922.
3.    

ivn-rat LD50:320 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),922.
4.    

orl-mus LD50:1800 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),922.
5.    

ipr-mus LD50:400 mg/kg

     NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 .
6.    

scu-mus LD50:530 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),922.
7.    

ivn-mus LD50:390 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),922.
8.    

ivn-cat LD50:160 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),922.
9.    

ims-cat LD50:152 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),922.
10.    

ivn-rbt LD50:465 mg/kg

     ARZNAD    Arzneimittel-Forschung. Drug Research.

Pyridoxal hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

Pyridoxal hydrochloride Safety Profile

Poison by intramuscular, intravenous, and intraperitoneal routes. Moderately toxic by ingestion and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx and HCl. See also ALDEHYDES.
Safety information of 3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4 carbaldehyde hydrochloride (65-22-5):
Hazard Codes  Xi
Risk Statements 
20/21/22  Harmful by inhalation, in contact with skin and if swallowed
36/37/38  Irritating to eyes, respiratory system and skin
Safety Statements 
24/25  Avoid contact with skin and eyes
22  Do not breathe dust
36  Wear suitable protective clothing
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany  2
RTECS  UV1225000
F  8

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