3731-53-1

Basic information

• Product Name: 4-Pyridinemethaneamine
• Synonyms: 4-Pyridylmethylamine, 95+%;4-PICOLYLAMINE 98+%;4-AMINOMETHYL PYRIDINE C-PYRIDIN-4-YL-METHYLAMINE;4-(AMINOMETHYL)PYRIDINE (4-PICOLYLAMINE);(Pyridin-4-yl)methylamine;4-(Aminomethyl)pyridine, 97+%;4-(Aminomethyl)pyridine, 98+%;4-Pyridylmethanamine
• CAS NO: 3731-53-1
• Molecular Formula: C₆H₈N₂
• Molecular Weight: 108.14
• EINECS: 223-092-6
• Product Categories: API intermediates;C6;Heterocyclic Building Blocks;Pyridines;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Others
• Mol File: 3731-53-1.mol
• Article Data: 42

Chemical Properties

• Melting Point: −8 °C(lit.)
• Boiling Point: 230 °C(lit.)
• Flash Point: 227 °F
• Appearance: /
• Density: 1.065 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0674mmHg at 25°C
• Refractive Index: n20/D 1.552(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform, Ethyl Acetate
• PKA: 7.81±0.29(Predicted)
• Water Solubility: 1000g/L at 20℃
• Sensitive: Air Sensitive
• BRN: 108057
• CAS DataBase Reference: 4-Pyridinemethaneamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridinemethaneamine(3731-53-1)
• EPA Substance Registry System: 4-Pyridinemethaneamine(3731-53-1)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-37-36/37/38
• Safety Statements: 26-36/37/39-45-36
• RIDADR: UN 2735 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 3731-53-1(Hazardous Substances Data)

Usage

Description

4-Pyridinemethaneamine, also known as 4-(Aminomethyl)pyridine, is an organic compound with the chemical formula C6H8N2. It is a clear light brown oil at room temperature and is known for its derivatives that act as reversible inhibitors of various copper amine oxidases (CAOs). These properties make it a versatile compound with potential applications in different industries.

Uses

Used in Pharmaceutical Industry:
4-Pyridinemethaneamine is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its derivatives have the ability to inhibit copper amine oxidases, which are enzymes involved in the metabolism of biogenic amines. This makes it a promising candidate for the development of drugs targeting these enzymes, potentially leading to treatments for various diseases and conditions.
Used in Chemical Research:
As a clear light brown oil, 4-Pyridinemethaneamine serves as a valuable compound in chemical research and development. Its unique chemical properties allow it to be used in the synthesis of new molecules and the study of various chemical reactions. This contributes to the advancement of knowledge in the field of chemistry and the potential discovery of new applications for this compound.
Used in Material Science:
The chemical properties of 4-Pyridinemethaneamine, such as its ability to act as a reversible inhibitor of copper amine oxidases, make it a candidate for use in the development of new materials with specific properties. These materials could have applications in various industries, including electronics, coatings, and adhesives, where their unique properties can be harnessed for improved performance.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 21, p. 1927, 1973 DOI: 10.1248/cpb.21.1927

InChI:InChI=1/C6H8N2/c7-5-6-1-3-8-4-2-6/h1-4H,5,7H2/p+1

Upstream product

• 100-48-1 pyridine-4-carbonitrile 
• 2196-13-6 pyridine-4-carbothioamide 
• 696-54-8 pyridine-4-aldoxime 
• 87344-98-7 1-nitroso-1-phenyl-3-(4-pyridylmethyl)-urea 
• 71-43-2 benzene 
• 76809-17-1 2,2-dimethyl-3-(4-pyridylmethyl)-4-oxo-4H-1,3-benzoxazine 
• 22260-71-5 5-Hydroxy-2-phenyl-4-(4-pyridyl)oxazole 
• 39178-35-3 isonicotinoyl chloride hydrochloride 
• 1453-82-3 isonicotinamide 
• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 22260-72-6 4-(1-Acetyl-4(1H)-pyridylidene)-2-phenyl-2-oxazolin-5-one 
• 671781-49-0 N-[(4-pyridyl)methylene]-α-phenylbenzenemethanamine 
• 872-85-5 pyridine-4-carbaldehyde 
• 54751-01-8 4-(bromomethyl)pyridine 

Downstream Products

• 163040-30-0 (2,4,4,6,6-Pentaphenoxy-2λ⁵,4λ⁵,6λ⁵-[1,3,5,2,4,6]triazatriphosphinin-2-yl)-pyridin-4-ylmethyl-amine 
• 34403-39-9 2-(4-pyridinylmethyl)-1H-isoindole-1,3(2H)-dione 
• 34151-51-4 N,N’-bis(4-pyridylmethyl)-1,4,5,8-naphthalenetetra-carboxydiimide 
• 263272-25-9 carbonic acid 2-bromo-benzyl ester 4-{2-tert-butoxycarbonylamino-2-[(pyridin-4-ylmethyl)-carbamoyl]-ethyl}-phenyl ester 
• 304859-15-2 5-oxo-1-(4-pyridylmethyl)-3-pyrrolidinecarboxylic acid 
• 56542-89-3 N-(diphenylmethylene)-(1-pyridin-4-yl)methanamine 

Relevant articles and documents

A mild and selective Cu(II) salts-catalyzed reduction of nitro, azo, azoxy, N-aryl hydroxylamine, nitroso, acid halide, ester, and azide compounds using hydrogen surrogacy of sodium borohydride

The first mild, in situ, single-pot, high-yielding well-screened copper (II) salt-based catalyst system utilizing the hydrogen surrogacy of sodium borohydride for selective hydrogenation of a broad range of nitro substrates into the corresponding amine under habitancy of water or methanol like green solvents have been described. Moreover, this catalytic system can also activate various functional groups for hydride reduction within prompted time, with low catalyst-loading, without any requirement of high pressure or molecular hydrogen supply. Notably, this system explores a great potential to substitute expensive traditional hydrogenation methodologies and thus offers a greener and simple hydrogenative strategy in the field of organic synthesis.

Chemoselective reduction of nitro and nitrile compounds using an Fe3O4-MWCNTs?PEI-Ag nanocomposite as a reusable catalyst

Multi-walled carbon nanotubes (MWNTs) were modified with carboxylic acid functional groups (MWCNTs-(COOH)n) prior to decoration with Fe3O4 nanoparticles. A further modification step by polyethyleneimine (PEI) resulted in Fe3O4-MWCNTs?PEI which provided a suitable platform for coordination and in situ reduction of silver ions to obtain an Fe3O4-MWCNTs?PEI-Ag nanocomposite with highly dispersed Ag nanoparticles. The Fe3O4-MWCNTs?PEI-Ag hybrid material was characterized by various techniques such as Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), transmission electron microscopy (TEM), vibrating sample magnetometry (VSM), X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis (TGA), and was used as an efficient catalyst for chemoselective reduction of nitroaromatic and nitrile compounds to their corresponding amines in aqueous solution at ambient temperature. Nitrofurazone, a cytotoxic antibiotic, as a non-aromatic example was also reduced selectively at the nitro group without reduction of the other functionalities in the presence of Fe3O4-MWCNTs?PEI-Ag. The catalyst was magnetically recoverable and maintained its activity for at least six cycles without considerable loss of efficiency.

Method for synthesizing methylaminopyridine compound by one-step method

The invention discloses a method for synthesizing a methylaminopyridine compound by a one-step method. The method comprises the following steps: with cyanopyridine as a raw material, methanol as a reaction solvent and a palladium-carbon catalyst as a catalyst, performing nitrogen replacement, and carrying out a reaction for 4-10 hours in an ammonia atmosphere under the conditions that the hydrogenpressure is 0.5-2.0 MPa and the temperature is 15-30 DEG C; cooling the reaction product to room temperature, filtering the reaction product, recovering filter residues for later use, and performingreduced pressure distillation on the filtrate, thereby obtaining the product methylaminopyridine compound. The method provided by the invention has the advantages of mild reaction conditions, simple steps, convenient product separation and purification, few side reactions, high yield and the like, the purity of the final product is higher than 99.9%, and the catalyst filtered and recovered after the reaction and the distilled reaction solvent can be recycled, so that the problems of low yield, high cost and the like in the prior art are solved.