53750-66-6

Basic information

• Product Name: 4-Chloro-pyridine-2-carbonyl chloride
• Synonyms: 4-Chloro-pyridine-2-carbonyl chloride;4-CHLOROPHCOLINOYL CHLORIDE;4-chloro-picolinic acid chloride;4-Chloro-2-(chlorocarbonyl)pyridine, 4-Chloro-2-picolinoyl chloride;(4-chloropyridin-2-yl)(forMyl)chloranuide;4-chloropicolinoyl chloride;2-Pyridinecarbonyl chloride, 4-chloro-;4-Chloropyridine-2-carbonyl chlorid
• CAS NO: 53750-66-6
• Molecular Formula: C₆H₃Cl₂NO
• Molecular Weight: 176.00012
• Product Categories: Carbonyl Chlorides;Pyridines;Carbonyl Chlorides
• Mol File: 53750-66-6.mol
• Article Data: 95

Chemical Properties

• Boiling Point: 227.2ºC at 760 mmHg
• Flash Point: 91.2ºC
• Appearance: /
• Density: 1.454 g/cm³
• Vapor Pressure: 0.078mmHg at 25°C
• Refractive Index: 1.566
• PKA: -1.45±0.10(Predicted)
• CAS DataBase Reference: 4-Chloro-pyridine-2-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-pyridine-2-carbonyl chloride(53750-66-6)
• EPA Substance Registry System: 4-Chloro-pyridine-2-carbonyl chloride(53750-66-6)

Safety Data

• Hazardous Substances Data: 53750-66-6(Hazardous Substances Data)

Usage

General Description

4-Chloro-pyridine-2-carbonyl chloride is a chemical compound that is commonly used in organic synthesis and pharmaceutical research. It is a chlorinated derivative of pyridine, which is a heterocyclic aromatic compound. The carbonyl chloride group makes this compound reactive and useful as a building block for creating various organic compounds. It is often used as an intermediate in the manufacturing of pharmaceuticals and agrochemicals. This chemical has a wide range of applications in the research and development of new drugs and agricultural products. However, it is important to handle 4-Chloro-pyridine-2-carbonyl chloride with care due to its reactivity and potential hazards.

InChI:InChI=1/C6H3Cl2NO/c7-4-1-2-9-5(3-4)6(8)10/h1-3H

Upstream product

• 98-98-6 2-Picolinic acid 
• 59-67-6 nicotinic acid 
• 14933-78-9 2-carboxy-4-nitropyridine-1-oxide 
• 35895-54-6 2-carboxy-4-chloropyridine-1-oxide 
• 5470-22-4 4-chloropicolinic acid 

Downstream Products

• 168428-76-0 4-chloro-2-pyridine carboxylic acid N,N-diisopropylamide 
• 1431470-21-1 4-[3-(3-chlorophenyl)propylamino]pyridine-2-carboxylic acid methyl ester 
• 71469-93-7 methyl 4-amino-2-pyridinecarboxylate 
• 1431470-29-9 4-(diphenylmethanesulfonylamino)pyridine-2-carboxylic acid methyl ester 
• 1431470-31-3 4-benzoylaminopyridine-2-carboxylic acid methyl ester 
• 1431468-97-1 4-benzoylaminopyridine-2-carboxylic acid hydroxyamide 
• 220000-86-2 tert-butyl 4-chloropyridine-2-carboxylate 
• 64064-56-8 ethyl 4-chloropyridine-2-carboxylate 
• 73771-11-6 4-chloro-pyridine-2-carboxylic acid hydrazide 
• 133929-13-2 7-chloro-1-(p-methoxyphenyl)-furo<3,4-b>pyridine-3(1H)-one 
• 133928-70-8 7-chloro-1-hydroxy-2-phenyl-pyrrolo<3,4-b>pyridine-3(1H)-one 
• 133928-65-1 4-chloro-3-trimethylsilylpicolinanilide 
• 133928-66-2 C₁₂H₈⁽²⁾HClN₂O 
• 63071-10-3 (4-chloropyridin-2-yl)methanol 

Relevant articles and documents

METHODS OF USING REBASTINIB IN THE TREATMENT OF DISORDERS

Described herein are methods of treating various disorders in patients in need thereof, comprising administering to the patient the compound of Formula (I) or a pharmaceutically acceptable salt thereof. Exemplary disorders that can be treated by the methods described herein include gynecologic carcinosarcomas, endometrial adenocarcinomas, mesotheliomas, ovarian cancers, pancreatic ductal adenocarcinomas, and lung cancers.

Synthesis of N-trifluoromethyl amides from carboxylic acids

Found in biomolecules, pharmaceuticals, and agrochemicals, amide-containing molecules are ubiquitous in nature, and their derivatization represents a significant methodological goal in fluorine chemistry. Trifluoromethyl amides have emerged as important functional groups frequently found in pharmaceutical compounds. To date, there is no strategy for synthesizing N-trifluoromethyl amides from abundant organic carboxylic acid derivatives, which are ideal starting materials in amide synthesis. Here, we report the synthesis of N-trifluoromethyl amides from carboxylic acid halides and esters under mild conditions via isothiocyanates in the presence of silver fluoride at room temperature. Through this strategy, isothiocyanates are desulfurized with AgF, and then the formed derivative is acylated to afford N-trifluoromethyl amides, including previously inaccessible structures. This method shows broad scope, provides a platform for rapidly generating N-trifluoromethyl amides by virtue of the diversity and availability of both reaction partners, and should find application in the modification of advanced intermediates.

Synthesis and evaluation of new thiourea derivatives as antitumor and antiangiogenic agents

A series of novel thiourea derivatives were synthesized and evaluated by biological activities. Among them, compound 10e containing 3,5-bis(trifluoromethyl)phenyl moiety (R1) at the terminal thiourea and phenylamino (R2) at the terminal acyl position showed the best cytotoxic activities against seven cancer cell lines (NCI-H460, Colo-205, HCT116, MDA-MB-231, MCF-7, HepG2, PLC/PRF/5) and HUVECs. Moreover, compound 10e moderately inhibited various RTKs such as VEGFR2, VEGFR3, and PDGFRβ. Notably, 10e exhibited much better inhibitory effect of tumor formation and antiangiogenic activities than Sorafenib and Regorafenib at the same concentration. Further docking studies suggested that 10e could serve as potential candidate for cancer therapy.