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4-Methylpyridin-2-amine

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4-Methylpyridin-2-amine Basic information
Product Name:4-Methylpyridin-2-amine
Synonyms:2-amino-4-methyl-pyridin;2-amino-4-picolin;2-Amino-gamma-picoline;2-Aminop-4-picoline;2-Pyridinamine,4-methyl-;w45;w45raschig;4-METHYL-2-PYRIDYLAMINE
CAS:695-34-1
MF:C6H8N2
MW:108.14
EINECS:211-780-9
Product Categories:amine;Amines;Aromatics;Heterocycles;Miscellaneous Reagents;Pyridines derivates;Pyridines;Pyridines, Pyrimidines, Purines and Pteredines;VARIOUSAMINE;FINE Chemical & INTERMEDIATES;Pyridine;bc0001
Mol File:695-34-1.mol
4-Methylpyridin-2-amine Structure
4-Methylpyridin-2-amine Chemical Properties
Melting point 96-99 °C (lit.)
Boiling point 230 °C (lit.)
density 1.0275 (estimate)
vapor pressure 3.71Pa at 25℃
refractive index 1.5560 (estimate)
Fp 118 °C
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMF: freely soluble
pkapK1: 7.48(+1) (25°C)
form Flakes
color Slightly yellow to beige or brown
Water Solubility SOLUBLE
Sensitive Hygroscopic
Merck 14,466
BRN 107066
InChI1S/C6H8N2/c1-5-2-3-8-6(7)4-5/h2-4H,1H3,(H2,7,8)
InChIKeyORLGLBZRQYOWNA-UHFFFAOYSA-N
SMILESCc1ccnc(N)c1
LogP0.56-1.08
CAS DataBase Reference695-34-1(CAS DataBase Reference)
NIST Chemistry Reference2-Pyridinamine, 4-methyl-(695-34-1)
EPA Substance Registry System2-Pyridinamine, 4-methyl- (695-34-1)
Safety Information
Hazard Codes T
Risk Statements 45-46-60-61-8-21-25-26-34-42/43-48/23-50/53-36/37/38-33-23/24/25
Safety Statements 53-45-60-61-37/39-28A-26-36/37/39
RIDADR UN 3086 6.1/PG 1
WGK Germany 3
RTECS TJ5150000
TSCA TSCA listed
HazardClass 6.1
PackingGroup II
HS Code 29333999
Storage Class6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Aquatic Chronic 3
Eye Dam. 1
Skin Corr. 1B
ToxicityLD50 oral in rat: 200mg/kg
MSDS Information
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4-Methylpyridin-2-amine Usage And Synthesis
Chemical PropertiesLight yellow to brown flakes
UsesIntermediate, medicine.
Uses4-Methylpyridin-2-amine has been used in the synthesis of 2-amino-4-methyl-pyridinium 2-hy-droxy-benzoate. It is potent inhibitor of NOS2 (iNOS) in vitro. It is used as pharmaceutical intermediate.
Synthesis Reference(s)The Journal of Organic Chemistry, 72, p. 4554, 2007 DOI: 10.1021/jo070189y
General Description4-Methylpyridin-2-amine acts as ligand and forms methoxo-bridged copper(II) complexes.
Biochem/physiol Actions4-Methylpyridin-2-amine inhibits the activity of inducible NO synthase isolated from mouse RAW 264.7 cells in vitro.
Synthesis A mixture of 2-amino-3-chloro-4-methylpyridine 0.96 g (0. 0067πο1) and benzoic acid, 1.83 g (0.015 mol) was added, the copper powder was added, reacted at 150 ° C for 1 h, and the reaction solution was added to water, Adding the decolorizer, adjusting the pH of the filtered solution to pH 9, filtering and drying the filter cake to obtain 0.65 g of crude 4-Methylpyridin-2-amine as a yellow solid, the yield was 89.3percent. The crude 0.65g dissolved in dilute hydrochloric acid solution to the crude product completely dissolved to obtain a salt solution, adding ethyl acetate to the salt solution to extract the water phase, slowly adding sodium bicarbonate to the aqueous phase Solution to pH 9, the solid was completely precipitated, filtered, and the filtrate was washed with distilled water and dried in vacuo to give 0.53 g of 4-Methylpyridin-2-amine as a pale yellow solid.
Purification MethodsCrystallise it from EtOH or a 2:1 *benzene/acetone mixture, and dry it under vacuum as in the prevous entry. [Beilstein 22/9 V 325.]
References[1] Patent: CN107011254, 2017, A. Location in patent: Paragraph 0022; 0042; 0043; 0046; 0047
Tag:4-Methylpyridin-2-amine(695-34-1) Related Product Information
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