35854-47-8

Basic information

• Product Name: N-(2-Pyridylmethyl)benzamide
• Synonyms: N-(2-Pyridinylmethyl)benzamide;N-(2-Pyridylmethyl)benzamide;N-[(2-Pyridyl)methyl]benzamide
• CAS NO: 35854-47-8
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.2472
• Mol File: 35854-47-8.mol
• Article Data: 37

Chemical Properties

• Melting Point: 69 °C
• Boiling Point: 442.9°Cat760mmHg
• Flash Point: 221.7°C
• Appearance: /
• Density: 1.155g/cm³
• Vapor Pressure: 4.84E-08mmHg at 25°C
• Refractive Index: 1.595
• PKA: 13.43±0.46(Predicted)
• CAS DataBase Reference: N-(2-Pyridylmethyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Pyridylmethyl)benzamide(35854-47-8)
• EPA Substance Registry System: N-(2-Pyridylmethyl)benzamide(35854-47-8)

Safety Data

• Hazardous Substances Data: 35854-47-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H12N2O/c16-13(11-6-2-1-3-7-11)15-10-12-8-4-5-9-14-12/h1-9H,10H2,(H,15,16)

Upstream product

• 3731-51-9 2-(Aminomethyl)pyridine 
• 134-81-6 benzil 
• 98-91-9 thiobenzoic acid 
• 65-85-0 benzoic acid 
• 63412-06-6 N-methyl-N-nitrosobenzamide 
• 88070-48-8 N-methylbenzamide 
• 99802-96-7 2-benzoyl-1,3-dimethyl-1H-imidazol-3-ium iodide 
• 98-88-4 benzoyl chloride 
• 30148-17-5 (1-methyl-1H-imidazol-2-yl)(phenyl)methanone 
• 34403-37-7 (2-methyl-pyridinyl)-2,3-dihydro-3-oxo-1H-isoindol-1-one 
• 85-44-9 phthalic anhydride 
• 614-45-9 tert-Butyl peroxybenzoate 
• 55-21-0 benzamide 
• 93-58-3 benzoic acid methyl ester 

Downstream Products

• 1148123-23-2 N-benzoyl-N-(pyridin-2-ylmethyl)benzamide 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 1173922-98-9 1-chloro-3-phenylimidazo[1,5-a]pyridine 
• 446830-54-2 3-phenylimidazo[1,5-a]pyridine-1-carbaldehyde 

Relevant articles and documents

UV-Light-Induced N-Acylation of Amines with α-Diketones

Herein, we develop a mild method for N-acylation of primary and secondary amines with α-diketones induced by ultraviolet (UV) light. Forty-six examples with various functional groups are explored at room temperature with irradiation by three 26 W UV lamps (350-380 nm). The yield reaches 97%. The gram scale experiment product yield is 76%. Moreover, this system can be applied to the synthesis of several amino acid derivatives. Mechanistic studies show that benzoin is generated in situ from benzil under UV irradiation.

3,6-Di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) catalysed metal-free amide bond formation from thioacids and amines at room temperature

A 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) catalysed efficient, mild and metal-free method has been developed for direct amide bond synthesis from simple thioacids and amines as starting materials. This methodology is useful for aromatic, aliphatic, and heteroaromatic thioacids as well as primary, secondary, heterocyclic, and even functionalized amines. A wide substrates scope, operationally mild conditions, and acylation of amines without affecting other functional groups such as alcohols, esters, carbodithioates, among others make this strategy very attractive and practical.

Synthesis of (Z)-3-(arylamino)-1-(3-phenylimidazo[1,5-a]pyridin-1-yl)prop-2-en-1-ones as potential cytotoxic agents

The new derivatives based on (Z)-3-(arylamino)-1-(3-phenylimidazo[1,5-a]pyridin-1-yl)prop-2-en-1-one scaffold was synthesized and evaluated for their in vitro cytotoxic potential against a panel of cancer cell lines, viz., A549 (human lung cancer), HCT-116 (human colorectal cancer), B16F10 (murine melanoma cancer), BT-474 (human breast cancer), and MDA-MB-231 (human triple-negative breast cancer). Among them, many of the synthesized compounds exhibited promising cytotoxic potential against the panel of tested cancer cell lines with IC50 50 value of 1.21 ± 0.14 μM. Flow cytometric analysis revealed that compound 15i arrested the G0/G1 phase of the cell cycle. Moreover, increased reactive oxygen species (ROS) generation, clonogenic assay, acridine orange staining, DAPI nuclear staining, measurement of mitochondrial membrane potential (ΔΨm), and annexin V-FITC assays revealed that compound 15i promoted cell death through apoptosis.