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524-36-7

Basic Information
CAS No.: 524-36-7
Name: Pyridoxamine dihydrochloride
Article Data: 6
Molecular Structure:
Molecular Structure of 524-36-7 (Pyridoxamine dihydrochloride)
Formula: C8H14Cl2N2O2
Molecular Weight: 241.117
Synonyms: 3-Pyridinemethanol,4-(aminomethyl)-5-hydroxy-6-methyl-, dihydrochloride (9CI);Pyridoxamine,dihydrochloride (8CI);2-Methyl-3-hydroxy-4-aminomethyl-5-hydroxymethylpyridinedihydrochloride;4-(Aminomethyl)-5-hydroxy-6-methyl-3-pyridinemethanoldihydrochloride;Pyridorin;Pyridoxylaminedihydrochloride;3-Pyridinemethanol, 4- (aminomethyl)-5-hydroxy-6-methyl-, dihydrochloride;3-Pyridinemethanol, 4-(aminomethyl)-5-hydroxy-6-methyl-, dihydrochloride (9CI);3-pyridinemethanol, 4-(aminomethyl)-5-hydroxy-6-methyl-, hydrochloride (1:2);
EINECS: 208-357-6
Density: 1.282g/cm3
Melting Point: 224-226°C (dec.)(lit.)
Boiling Point: 460.1 °C at 760 mmHg
Flash Point: 232.1 °C
Solubility: Soluble in DMSO, water, or methanol /n
Appearance: White crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 79.37000
LogP: 2.35090
Synthetic route
20905-66-2

2-Methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridine oxime

524-36-7

pyridoxamine dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol for 0.916667h;95.2%

N-acetylpyridoxamine hydrochloride

524-36-7

pyridoxamine dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol at 39 - 48℃; for 10 - 16h; Heating / reflux; Industry scale;91%
408335-89-7

2-methyl-3-hydroxy-4-cyano-5-acetyloxymethyl-pyridine

524-36-7

pyridoxamine dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; 5%-palladium/activated carbon In methanol; water at 20℃; under 760.051 Torr;83%
With hydrogenchloride; 5%-palladium/activated carbon; hydrogen In methanol; water at 20℃;83%
With hydrogenchloride; 5%-palladium/activated carbon; hydrogen In methanol; water at 20℃; under 760.051 Torr;83%
58-56-0

pyridoxal hydrochloride

524-36-7

pyridoxamine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) MnO2, 0.3 M H2SO4, 2.) NH2OH*HCl / 1.) 5 h, 2.) 70 deg C, 10 min
2: 95.2 percent / HCl, H2 / 5percent Pd/C / methanol / 0.92 h
View Scheme
863030-57-3

C20H18N2O6

524-36-7

pyridoxamine dihydrochloride

Conditions
ConditionsYield
Stage #1: C20H18N2O6 With propylamine In tetrahydrofuran at 50 - 70℃; for 18 - 20h; Gabriel Synthesis;
Stage #2: With hydrogenchloride In methanol; isopropyl alcohol at 45 - 65℃; for 5 - 8h;
24424-99-5

di-tert-butyl dicarbonate

524-36-7

pyridoxamine dihydrochloride

176754-73-7

Carbonic acid 4-(tert-butoxycarbonylamino-methyl)-5-hydroxymethyl-2-methyl-pyridin-3-yl ester tert-butyl ester

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 0 - 25℃; for 12h; pH 9.5;100%
524-36-7

pyridoxamine dihydrochloride

85-87-0

pyridoxamine

Conditions
ConditionsYield
With sodium hydroxide In water pH=9;100%
With sodium hydrogencarbonate In water87%
24424-99-5

di-tert-butyl dicarbonate

524-36-7

pyridoxamine dihydrochloride

210034-86-9

(3-hydroxy-5-hydroxymethyl-2-methylpyridin-4-yl)methylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane at 20℃; for 2h;95%
524-36-7

pyridoxamine dihydrochloride

90-02-8

salicylaldehyde

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

Conditions
ConditionsYield
Stage #1: pyridoxamine dihydrochloride With potassium hydroxide In methanol for 0.5h; pH=Ca. 9;
Stage #2: salicylaldehyde In methanol; chloroform at 50℃; for 3h;
91%
524-36-7

pyridoxamine dihydrochloride

1198-25-0

2-methyl-3-hydroxy-4-(aminomethyl)-5-(bromomethyl)pyridine dihydrobromide

Conditions
ConditionsYield
With hydrogen bromide for 0.75h; Heating;87%
With hydrogen bromide for 2h; Heating;81%
With hydrogen bromide
With hydrogen bromide
Raw Materials
58-56-0
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    Pyridoxamine dihydrochloride Mol Download Chemical properties CAS: 524-36-7 MF: C8H14Cl2N2O2 MW: 241.11 EINECS: 208-357-6 MDL No.: MFCD00012808 Properties Melting point: 224-226 °C (dec.)(lit.) Density 1.4025 (rough estimate)

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    Pyridoxamine dihydrochloride Chemical Properties Melting point 224-226 °C (dec.)(lit.) density 1.4025 (rough estimate) refractive index 1.6100 (estimate) storage temp. −20°C form Powder or Solid pka pKa 3.31(H2O t

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    Product name: Pyridoxamine Dihydrochloride CAS No.:524-36-7 Molecule Formula: C8H14Cl2N2O2 Molecule Weight:241.11 Purity: 99.0% Package: 25kg/drum Description:Off-white or pale yellow powder Manufacture Standards:USP

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Specification

The Pyridoxamine dihydrochloride, with the CAS registry number 524-36-7 and EINECS registry number 208-357-6, has the systematic name of 4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol dihydrochloride. And the molecular formula of this chemical is C8H14Cl2N2O2. It is a kind of white crystalline powder, and belongs to the following product categories: Aromatics Compounds; Pyridinium Compounds; Vitamins and derivatives; Aromatics; Bases & Related Reagents; Nucleotides. What's more, it should be stored at -20°C.

The physical properties of Pyridoxamine dihydrochloride are as following: (1)ACD/LogP: -1.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.16; (4)ACD/LogD (pH 7.4): -1.92; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 34.59 Å2; (13)Flash Point: 232.1 °C; (14)Enthalpy of Vaporization: 75.94 kJ/mol; (15)Boiling Point: 460.1 °C at 760 mmHg; (16)Vapour Pressure: 2.92E-09 mmHg at 25°C.

Preparation and uses of Pyridoxamine dihydrochloride: The preparation can start from the oxidation of pyridoxine hydrochloride with manganese dioxide. And then after a series of condensation and reduction you can get the desired product. What's more, it is used in the biochemical study and nutrition research.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl.Cl.Oc1c(c(cnc1C)CO)CN
(2)InChI: InChI=1/C8H12N2O2.2ClH/c1-5-8(12)7(2-9)6(4-11)3-10-5;;/h3,11-12H,2,4,9H2,1H3;2*1H
(3)InChIKey: HNWCOANXZNKMLR-UHFFFAOYAB

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 540mg/kg (540mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.
cat LD50 oral > 1gm/kg (1000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.
mouse LD50 intravenous 590mg/kg (590mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.
mouse LD50 oral 5100mg/kg (5100mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.
mouse LD50 subcutaneous 2950mg/kg (2950mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.
pigeon LD50 intravenous 795mg/kg (795mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.
rabbit LD50 intravenous 700mg/kg (700mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.
rat LD50 intravenous 800mg/kg (800mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.
rat LD50 oral 7500mg/kg (7500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.
rat LD50 subcutaneous 4720mg/kg (4720mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 922, 1961.