186584-73-6

Basic information

• Product Name: 2-FLUORO-5-IODOBENZOYL CHLORIDE
• Synonyms: 2-FLUORO-5-IODOBENZOYL CHLORIDE
• CAS NO: 186584-73-6
• Molecular Formula: C₇H₃ClFIO
• Molecular Weight: 284.45
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 186584-73-6.mol
• Article Data: 21

Chemical Properties

• Melting Point: 30-34 °C(lit.)
• Boiling Point: 269.1 °C at 760 mmHg
• Flash Point: 139 °F
• Appearance: /
• Density: 2.001 g/cm³
• Vapor Pressure: 0.00738mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive: Moisture & Light Sensitive
• CAS DataBase Reference: 2-FLUORO-5-IODOBENZOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUORO-5-IODOBENZOYL CHLORIDE(186584-73-6)
• EPA Substance Registry System: 2-FLUORO-5-IODOBENZOYL CHLORIDE(186584-73-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 186584-73-6(Hazardous Substances Data)

Usage

Description

2-FLUORO-5-IODOBENZOYL CHLORIDE is an organic compound characterized by the presence of a fluorine atom at the 2nd position and an iodine atom at the 5th position on a benzoyl chloride structure. It is a versatile reagent in organic synthesis and has potential applications in the development of biologically and pharmacologically active molecules.

Uses

Used in Pharmaceutical Industry:
2-FLUORO-5-IODOBENZOYL CHLORIDE is used as a reactant for the preparation of biologically and pharmacologically active molecules. Its unique structure allows for the synthesis of various compounds with potential therapeutic properties.
Used in Organic Synthesis:
2-FLUORO-5-IODOBENZOYL CHLORIDE is used as a reactant in microwave-assisted boron trichloride mediated coupling reactions. This method enhances the efficiency and speed of the synthesis process, making it a valuable tool in the development of new organic compounds.

InChI:InChI=1/C7H3ClFIO/c8-7(11)5-3-4(10)1-2-6(5)9/h1-3H

Upstream product

• 445-29-4 o-fluoro-benzoic acid 
• 124700-41-0 2-fluoro-5-iodobenzoic acid 

Downstream Products

• 1016544-66-3 (2-fluoro-5-iodophenyl)(3,4,5-trimethoxyphenyl)methanone 
• 1258214-04-8 6-(4-(4-((R)-1-(benzyloxycarbonylamino)-2-methylpropyl)thiazol-2-yl)-6-(3-ethylureido)pyridin-3-yl)-1-((S)-1-hydroxy-3,3-dimethylbutan-2-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1616491-32-7 N,1-dibenzyl-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide 
• 1616491-29-2 1-cyclopropyl-N-(4-fluorobenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide 
• 1616491-28-1 N-benzyl-1-cyclopropyl-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxamide 
• 1616491-34-9 benzyl 1,6-dibenzyl-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 1616491-22-5 cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1616491-21-4 6-benzyl-1-cyclopropyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1393354-87-4 1-Benzyl-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1616491-57-6 ethyl 1-cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 1616491-27-0 4-fluorobenzyl-1-cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 1616491-56-5 ethyl 6-benzyl-1-cyclopropyl-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 1616491-26-9 benzyl 1-cyclopropyl-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 1253591-44-4 ethyl 3-(cyclopropylamino)-2-[(2-fluoro-5-iodophenyl)-carbonyl]-2-propenoate 

Relevant articles and documents

Initial Scale-Up and Process Improvements for the Preparation of a Lead Antibacterial Macrolone Compound

Macrolones are a novel class of potent antimicrobial agents that consist of a macrolide scaffold to which a quinolone unit is tethered by various linkers to the 4 -O-position of the cladinose sugar. In this paper is described a modified 13-step route to a

Erythromycin derivative and preparing method thereof

The invention provides an erythromycin derivative. The erythromycin derivative is characterized by comprising a compound in a general formula I or comprising pharmaceutically-acceptable salt formed with the compound in the general formula I and inorganic

4-Quinolone-3-carboxylic acids as cell-permeable inhibitors of protein tyrosine phosphatase 1B

Protein tyrosine phosphatase 1B is a negative regulator in the insulin and leptin signaling pathways, and has emerged as an attractive target for the treatment of type 2 diabetes and obesity. However, the essential pharmacophore of charged phosphotyrosine or its mimetic confer low selectivity and poor cell permeability. Starting from our previously reported aryl diketoacid-based PTP1B inhibitors, a drug-like scaffold of 4-quinolone-3-carboxylic acid was introduced for the first time as a novel surrogate of phosphotyrosine. An optimal combination of hydrophobic groups installed at C-6, N-1 and C-3 positions of the quinolone motif afforded potent PTP1B inhibitors with low micromolar IC 50 values. These 4-quinolone-3-carboxylate based PTP1B inhibitors displayed a 2-10 fold selectivity over a panel of PTP's. Furthermore, the bidentate inhibitors of 4-quinolone-3-carboxylic acids conjugated with aryl diketoacid or salicylic acid were cell permeable and enhanced insulin signaling in CHO/hIR cells. The kinetic studies and molecular modeling suggest that the 4-quinolone-3-carboxylates act as competitive inhibitors by binding to the PTP1B active site in the WPD loop closed conformation. Taken together, our study shows that the 4-quinolone-3-carboxylic acid derivatives exhibit improved pharmacological properties over previously described PTB1B inhibitors and warrant further preclinical studies.