5-Fluoroindole-3-acetic acid

Base Information

• Chemical Name: 5-Fluoroindole-3-acetic acid
• CAS No.: 443-73-2
• Molecular Formula: C10H8FNO2
• Molecular Weight: 193.177
• Hs Code.: 29339980
• European Community (EC) Number: 207-138-2
• NSC Number: 88616
• UNII: 8H8LQD3LPY
• DSSTox Substance ID: DTXSID90196108
• Nikkaji Number: J196.130F
• Wikidata: Q72480155
• ChEMBL ID: CHEMBL82870
• Mol file: 443-73-2.mol

Synonyms:5-FI-AA;5-Fluoroindole-3-acetic acid

Chemical Property of 5-Fluoroindole-3-acetic acid

Chemical Property:

• Appearance/Colour: Off-white to pink powder
• Vapor Pressure: 9.91E-08mmHg at 25°C
• Melting Point: 139-143°C
• Refractive Index: 1.665
• Boiling Point: 417.9 °C at 760 mmHg
• PKA: 4.41±0.30(Predicted)
• Flash Point: 206.5 °C
• PSA: 53.09000
• Density: 1.446 g/cm³
• LogP: 1.93410
• Storage Temp.: −20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 193.05390666
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

5-Fluoroindole-3-acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1F)C(=CN2)CC(=O)O
• Uses: 5-Fluoroindole-3-acetic Acid can be used as reactant/reagent for design, synthesis, and biol. evaluation of novel tetrahydroprotoberberine derivatives as selective α1A-adrenoceptor antagonists.

Technology Process of 5-Fluoroindole-3-acetic acid

There total 14 articles about 5-Fluoroindole-3-acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

→ (5-fluoroindol-3-yl)acetic acid (443-73-2)

Guidance literature:

With morpholine; sulfur; at 120 ℃; for 6h;

With sodium hydroxide; In ethanol; for 4h; Reflux;

Reference yield:

α-ketoglutaric acid (328-50-7) + 4-fluorophenyhydrazine hydrochloride (823-85-8) → (5-fluoroindol-3-yl)acetic acid (443-73-2)

Guidance literature:

With hydrogenchloride; phosphoric acid; In pyridine; water; at 10 ℃; for 4h; Reflux;

Reference yield:

(5-fluoro-1H-indol-3-yl)acetic acid ethyl ester (319-69-7) → (5-fluoroindol-3-yl)acetic acid (443-73-2)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h; Heating;

DOI:10.1021/jm981079+

upstream raw materials:

3-dimethylaminomethyl-5-fluoroindole

potassium cyanide

ethyl 4,4-dimethoxybutyrate

4-fluorophenyhydrazine hydrochloride

Downstream raw materials:

N-benzyl-2-(5-fluoro-1-methyl-1H-indol-3-yl)acetamide

C₁₇H₁₅FN₂O

methyl 2-(5-fluoro-1H-indol-3-yl)acetate

2-(5-fluoro-1H-indol-3-yl)ethanol

Refernces

• 1、 -. "COMPOUNDS FOR THE TREATMENT OF HIV". Page/Page column 208; 209. . Retrieved 2013/03/26.
• 2、 Morales-Rios, Martha S.,Santos-Sanchez, Norma F.,Suarez-Castillo, Oscar R.,Joseph-Nathan, Pedro. "Aromatic bromination versus oxidation of indolylmalonates by bromine". . p. 305 - 311. Retrieved 2007/10/03.