193882-74-5

Basic information

• Product Name: 2-(2-FLUORO-ETHOXY)-5-IODO-BENZOIC ACID METHYL ESTER
• Synonyms: 2-(2-FLUORO-ETHOXY)-5-IODO-BENZOIC ACID METHYL ESTER
• CAS NO: 193882-74-5
• Molecular Formula: C₁₀H₁₀FIO₃
• Molecular Weight: 324.0874732
• Mol File: 193882-74-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 362.2±42.0 °C(Predicted)
• Appearance: /
• Density: 1.658±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-(2-FLUORO-ETHOXY)-5-IODO-BENZOIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-FLUORO-ETHOXY)-5-IODO-BENZOIC ACID METHYL ESTER(193882-74-5)
• EPA Substance Registry System: 2-(2-FLUORO-ETHOXY)-5-IODO-BENZOIC ACID METHYL ESTER(193882-74-5)

Safety Data

• Hazardous Substances Data: 193882-74-5(Hazardous Substances Data)

Usage

Structure

A benzoic acid backbone with a fluorine and iodine substituents, and a methyl ester group attached to the 2-position.

Type of compound

Organic compound, specifically a methyl ester.

Use

Intermediate in the pharmaceutical industry for the synthesis of various drugs or drug candidates.

Importance

Potential applications in medicinal chemistry and drug discovery, and as a versatile building block for the synthesis of complex molecules.

Other possible applications

Industrial applications as a reagent or intermediate in organic synthesis.

Upstream product

• 119-30-2 2-hydroxy-5-iodobenzoic acid 
• 762-49-2 2-fluoroethyl bromide 
• 4068-75-1 methyl 5-iodosalicylate 

Downstream Products

• 193882-73-4 2-(2-fluoroethoxy)-5-iodobenzoic acid 
• 1269797-39-8 2-(2-fluoroethoxy)-5-iodo-N-(4-(4-(2-methoxyphenyl)piperazin-1-yl)-trans-butyl-2-enyl)benzamide 
• 1609429-18-6 5-azido-N-(4-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-2-(2-fluoroethoxy)benzamide 
• 1609428-83-2 N-(4-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-5-(4-((dimethylamino)methyl)-1H-1,2,3-triazol-1-yl)-2-(2-fluoroethoxy)benzamide 

Relevant articles and documents

Synthesis and structure-activity relationship studies of conformationally flexible tetrahydroisoquinolinyl triazole carboxamide and triazole substituted benzamide analogues as σ2 receptor ligands

Two novel classes of compounds targeting the sigma-2 (σ2) receptor were synthesized, and their bioactivities to binding σ1 and σ2 receptors were measured. Four novel triazole carboxamide analogues, 24d, 24e, 24f, and 39c, demonstrated high affinity and selectivity for the σ2 receptor. These data suggest 11C-labeled versions of these compounds may be potential σ2-selective radiotracers for imaging the proliferative status of solid tumors.

Synthesis and 5-HT-3 receptor binding activity of 5-[125I]iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl]benzamide and its 5-halogen-2-alkoxyl homologues

(S)-5-Iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide (MIZAC) was prepared from 5-iodo-2,3-dimethoxybenzoyl chloride and (S)-3-aminoquinuclidine. [125I]Iodode-stannylation of its corresponding 5-tri-n-butyltin derivative gave [125I]-MIZAC at 1800 Ci/mmol. Binding of [125I]-MIZAC in rat entorhinal cortex revealed a K(D) of 1.37 ± 0.21 nM. A series of racemic 2-O-alkyl derivatives of MIZAC were prepared and 5-HT-3 receptor affinities were determined by inhibition of [125I]-MIZAC binding. Optimal affinity for the receptor was obtained with small, electron-withdrawing substituents in the aromatic 5-position and with bulky substituents in the 3-position. [125I]-MIZAC is a selective radioligand useful for in vitro identification of the 5-HT-3 receptor.