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2-Ethyl-3-hydroxy-6-methylpyridine

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Name

2-Ethyl-3-hydroxy-6-methylpyridine

EINECS 502-841-3
CAS No. 2364-75-2 Density 1.053 g/cm3
PSA 33.12000 LogP 1.65800
Solubility N/A Melting Point 136-138 °C
Formula C8H11NO Boiling Point 280.6 °C at 760 mmHg
Molecular Weight 137.181 Flash Point 123.5 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2364-75-2 (2-Ethyl-3-hydroxy-6-methylpyridine) Hazard Symbols IrritantXi
Synonyms

2-Ethyl-6-methyl-3-hydroxypyridine;2-Ethyl-6-methyl-3-pyridinol;6-Methyl-2-ethyl-3-hydroxypyridine;Emoxipin;Emoxipine;Emoxypine;Epigid;Epygid;3-Pyridinol,2-ethyl-6-methyl-;

Article Data 5

2-Ethyl-3-hydroxy-6-methylpyridine Synthetic route

10599-69-6

5-methyl-2-propionylfuran

2364-75-2

emoxypine

Conditions
ConditionsYield
With ammonia; toluene-4-sulfonic acid at 170℃; under 10501.1 Torr; for 5h; Temperature; Pressure; Autoclave;96.2%
With ethanol; ammonia at 170℃;
Multi-step reaction with 3 steps
1: NH2OH*HCl, NaOH / ethanol; H2O / 0.33 h / Heating
2: Raney Ni alloy, 2 N aq. NaOH / ethanol / 1 h / Ambient temperature
3: 1.) oxygen, tetraphenylporphine, 2.) triphenylphosphine / 1.) CH2Cl2, -70 deg C, irradiation, 2 h, 2.) -70 deg C, 10 min
View Scheme
1344663-48-4

2-ethyl-6-methylpyridin-3-amine

2364-75-2

emoxypine

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water at 0℃; Reflux;90%
64271-00-7

1-(5-methyl-2-furyl)propylamine

2364-75-2

emoxypine

Conditions
ConditionsYield
With oxygen; 5,15,10,20-tetraphenylporphyrin; triphenylphosphine 1.) CH2Cl2, -70 deg C, irradiation, 2 h, 2.) -70 deg C, 10 min; Yield given. Multistep reaction;
534-22-5

2-methylfuran

2364-75-2

emoxypine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: FeCl3*6H2O / 1,2-dichloro-ethane / 1 h / Heating
2: NH2OH*HCl, NaOH / ethanol; H2O / 0.33 h / Heating
3: Raney Ni alloy, 2 N aq. NaOH / ethanol / 1 h / Ambient temperature
4: 1.) oxygen, tetraphenylporphine, 2.) triphenylphosphine / 1.) CH2Cl2, -70 deg C, irradiation, 2 h, 2.) -70 deg C, 10 min
View Scheme
Multi-step reaction with 2 steps
1: water containing phosphoric acid
2: ethanol; ammonia / 170 °C
View Scheme
133712-93-3

1-(5-methyl-[2]furyl)-propan-1-one oxime

2364-75-2

emoxypine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Raney Ni alloy, 2 N aq. NaOH / ethanol / 1 h / Ambient temperature
2: 1.) oxygen, tetraphenylporphine, 2.) triphenylphosphine / 1.) CH2Cl2, -70 deg C, irradiation, 2 h, 2.) -70 deg C, 10 min
View Scheme
21203-68-9

2-methyl-5-nitropyridine

2364-75-2

emoxypine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: carbamide peroxide; trifluoroacetic anhydride / dichloromethane / 0 - 20 °C
2.1: tetrahydrofuran / -60 °C / Inert atmosphere
2.2: -60 - 20 °C / Inert atmosphere
3.1: iron; acetic acid / 5 h / 110 °C
4.1: sulfuric acid; sodium nitrite / water / 0 °C / Reflux
View Scheme
1344663-51-9

2-ethyl-6-methyl-3-nitropyridine-1-oxide

2364-75-2

emoxypine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron; acetic acid / 5 h / 110 °C
2: sulfuric acid; sodium nitrite / water / 0 °C / Reflux
View Scheme
36625-50-0

2-methyl-5-nitropyridine 1-oxide

2364-75-2

emoxypine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tetrahydrofuran / -60 °C / Inert atmosphere
1.2: -60 - 20 °C / Inert atmosphere
2.1: iron; acetic acid / 5 h / 110 °C
3.1: sulfuric acid; sodium nitrite / water / 0 °C / Reflux
View Scheme
60891-70-5

1,3-diethyl 2-(5-nitropyridin-2-yl)propanedioate

2364-75-2

emoxypine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sulfuric acid / Heating
2.1: carbamide peroxide; trifluoroacetic anhydride / dichloromethane / 0 - 20 °C
3.1: tetrahydrofuran / -60 °C / Inert atmosphere
3.2: -60 - 20 °C / Inert atmosphere
4.1: iron; acetic acid / 5 h / 110 °C
5.1: sulfuric acid; sodium nitrite / water / 0 °C / Reflux
View Scheme
2364-75-2

emoxypine

105-36-2

ethyl bromoacetate

125756-87-8

ethyl (2-ethyl-6-methylpyridyl)-3-oxyacetate

Conditions
ConditionsYield
With potassium carbonate In acetone for 8h; Heating;87%
With potassium carbonate 1.) acetone, reflux, 2 h, 2.) acetone, reflux, 8 h; Yield given. Multistep reaction;

2-Ethyl-3-hydroxy-6-methylpyridine Chemical Properties

Molecular Structure of 2-Ethyl-3-hydroxy-6-methylpyridine (CAS NO.2364-75-2):

IUPAC Name: 2-Ethyl-6-methylpyridin-3-ol
Canonical SMILES: CCC1=C(C=CC(=N1)C)O
InChI: InChI=1S/C8H11NO/c1-3-7-8(10)5-4-6(2)9-7/h4-5,10H,3H2,1-2H3
InChIKey: JPGDYIGSCHWQCC-UHFFFAOYSA-N
Molecular Weight: 137.17904 [g/mol]
Molecular Formula: C8H11NO
XLogP3-AA: 1.7
H-Bond Donor: 1
H-Bond Acceptor: 2 
Product Categories: pharmacetical; Pyridines 
Index of Refraction: 1.536
Molar Refractivity: 40.59 cm3
Molar Volume: 130.1 cm3
Surface Tension: 41.6 dyne/cm
Density: 1.053 g/cm3
Flash Point: 123.5 °C
Enthalpy of Vaporization: 54.03 kJ/mol
Boiling Point: 280.6 °C at 760 mmHg
Vapour Pressure: 0.0022 mmHg at 25 °C
Melting Point: 136-138 °C
Classification Code: Anti-arrhythmia agents; Antioxidants; Cardiovascular Agents; Central Nervous System Agents; Drug / Therapeutic Agent; Hematologic Agents; Mutagens; Noxae; Platelet aggregation inhibitors; Protective Agents; Psychotropic drugs; Radiation-protective agents

2-Ethyl-3-hydroxy-6-methylpyridine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 unreported 620mg/kg (620mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Pharmaceutical Chemistry Journal Vol. 16, Pg. 259, 1982.
rat LD50 unreported 900mg/kg (900mg/kg)   Toxicology and Applied Pharmacology. Vol. 85, Pg. 342, 1986.

2-Ethyl-3-hydroxy-6-methylpyridine Safety Profile

Safety Information of 2-Ethyl-3-hydroxy-6-methylpyridine (CAS NO.2364-75-2):
Hazard Codes: IrritantXi 
Hazard Note: Irritant

2-Ethyl-3-hydroxy-6-methylpyridine Specification

 2-Ethyl-3-hydroxy-6-methylpyridine (CAS NO.2364-75-2), its Synonyms are 2-Ethyl-6-methyl-3-hydroxypyridine ; 2-Ethyl-6-methyl-3-oxypyridine ; 2-Ethyl-6-methyl-3-pyridinol ; Emoxipin ; Emoxipine ; Emoxypine ; Epigid ; Epygid ; 6-Methyl-2-ethyl-3-hydroxypyridine ; 3-Pyridinol, 2-ethyl-6-methyl- .

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