186446-26-4

Basic information

• Product Name: 5-CHLORO-4-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID
• Synonyms: 5-CHLORO-4-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID;4-fluoro-5-chloroindole-2-carboxylic acid
• CAS NO: 186446-26-4
• Molecular Formula: C₉H₅ClFNO₂
• Molecular Weight: 213.5929
• Mol File: 186446-26-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 270-280 °C
• Boiling Point: 455.4 °C at 760 mmHg
• Flash Point: 229.2 °C
• Appearance: /
• Density: 1.635 g/cm³
• Storage Temp.: 2-8°C
• PKA: 4.13±0.30(Predicted)
• CAS DataBase Reference: 5-CHLORO-4-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-4-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID(186446-26-4)
• EPA Substance Registry System: 5-CHLORO-4-FLUORO-1H-INDOLE-2-CARBOXYLIC ACID(186446-26-4)

Safety Data

• Hazardous Substances Data: 186446-26-4(Hazardous Substances Data)

Usage

General Description

5-Chloro-4-fluoro-1H-indole-2-carboxylic acid is a chemical compound with the molecular formula C9H6ClFNO2. It is an indole derivative with a chlorine and fluorine atom attached to the indole ring, and a carboxylic acid group at the 2-position. This chemical is commonly used in organic synthesis for the preparation of pharmaceuticals, agrochemicals, and other biologically active compounds. It can also serve as a building block for the synthesis of various heterocyclic compounds. Additionally, it has been studied for its potential pharmacological properties, including anti-inflammatory and anticancer activities. Overall, 5-chloro-4-fluoro-1H-indole-2-carboxylic acid is an important intermediate in the production of various bioactive compounds with potential therapeutic applications.

Upstream product

• 367-22-6 4-chloro-3-fluoroaniline 
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• 127-17-3 2-oxo-propionic acid 
• 869299-68-3 1,1-dimethylethyl (4-chloro-3-fluorophenyl)carbamate 
• 480450-89-3 methyl 5-chloro-4-fluoro-1H-indole-2-carboxylate 

Downstream Products

• 1394078-66-0 (5-chloro-4-fluoro-1H-indol-2-yl)-(4-methyl-1,4-diazepan-1-yl)methanone 

Relevant articles and documents

PHARMACEUTICAL COMPOUND

Provided is a compound having formula (I): wherein R2 is selected from -C1, -Br and -CN; R1 and R4 are independently selected from H and -F; R631, R632, R641 and R642

Design, synthesis, and SAR of cis-1,2-diaminocyclohexane derivatives as potent factor Xa inhibitors. Part I: Exploration of 5-6 fused rings as alternative S1 moieties

A series of cis-1,2-diaminocyclohexane derivatives were synthesized with the aim of optimizing previously disclosed factor Xa (fXa) inhibitors. The exploration of 5-6 fused rings as alternative S1 moieties resulted in two compounds which demonstrated improved solubility and reduced food effect compared to the clinical candidate, compound A. Herein, we describe the synthesis and structure-activity relationship (SAR), together with the physicochemical properties and pharmacokinetic (PK) profiles of some prospective compounds.

DIAMINE DERIVATIVES

A compound represented by formula (1):Q1-Q2-To-N(R1) -Q3-N(R2)-T1-Q4 [wherein R1 and R2 are hydrogen atoms or the like; Q1 is a saturated or unsaturated, 5- or 6- membered cyclic hydrocarbon group which may be substituted, or the like; Q2 is a single bond or the like; Q3 represents the following group: (wherein Q5 is an alkylene group having 1 to 8 carbon atoms, or the like); and T0 and T1 are carbonyl groups or the like], a salt thereof, a solvate thereof, or an N-oxide thereof. The compound is useful as an agent for preventing and/or treating cerebral infarction, cerebral embolism, myocardial infarction, angina pectoris, pulmonary infarction, pulmonary embolism, Buerger's disease, deep venous thrombosis, disseminated intravascular coagulation syndrome, thrombus formation after artificial valve or joint replacement, thrombus formation and reocclusion after angioplasty, systemic inflammatory response syndrome (SIRS), multiple organ dysfunction syndrome (MODS), thrombus formation during extracorporeal circulation, or blood clotting upon blood drawing.