71987-67-2

Basic information

• Product Name: (5-FLUORO-2-METHYL-1H-INDOL-3-YL)-ACETIC ACID
• Synonyms: (5-fluoro-2-methyl-1H-indol-3-yl)acetic acid(SALTDATA: FREE);2-(5-fluoro-2-methyl-1H-indol-3-yl)ethanoic acid;1H-Indole-3-aceticacid, 5-fluoro-2-methyl-;(5-Fluoro-2-methyl-3-indolyl)acetic acid;TIMTEC-BB SBB011169;(5-FLUORO-2-METHYL-1H-INDOL-3-YL)-ACETIC ACID;CHEMBRDG-BB 4006288
• CAS NO: 71987-67-2
• Molecular Formula: C₁₁H₁₀FNO₂
• Molecular Weight: 207.2
• Mol File: 71987-67-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 179-182 °C(Solv: acetonitrile (75-05-8))
• Boiling Point: 421.1 °C at 760 mmHg
• Flash Point: 208.5 °C
• Appearance: /Solid
• Density: 1.383 g/cm³
• Vapor Pressure: 7.62E-08mmHg at 25°C
• Refractive Index: 1.647
• Storage Temp.: 2-8°C(protect from light)
• PKA: 4.11±0.30(Predicted)
• CAS DataBase Reference: (5-FLUORO-2-METHYL-1H-INDOL-3-YL)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (5-FLUORO-2-METHYL-1H-INDOL-3-YL)-ACETIC ACID(71987-67-2)
• EPA Substance Registry System: (5-FLUORO-2-METHYL-1H-INDOL-3-YL)-ACETIC ACID(71987-67-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 71987-67-2(Hazardous Substances Data)

Usage

Uses

(5-Fluoro-2-methyl-1H-indol-3-yl)acetic acid

InChI:InChI=1/C11H10FNO2/c1-6-8(5-11(14)15)9-4-7(12)2-3-10(9)13-6/h2-4,13H,5H2,1H3,(H,14,15)

Upstream product

• 624-45-3 levulinic acid methyl ester 
• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 123-76-2 levulinic acid 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 371-14-2 4-fluorophenylhydrazine 
• 17536-39-9 5-fluoro-2-methyl-1H-indole-3-acetic acid ethyl ester 

Relevant articles and documents

Synthesis, cytotoxic, antibacterial and free radical scavenging activities of new 1,2,4-triazole schiff bases

Twelve new 1,2,4-triazole Schiff bases bearing a fluorinated indole ring were successfully synthesized. The 1,2,4-triazole Schiff bases were synthesized from the condensation reaction of 4-amino-5-mercapto-3-[(5-fluoro-2-methyl-1H-indol-3-yl)methyl]-1,2,4-triazole with a series of ben-zaldehyde derivatives in the presence of (+)-tartaric acid as the catalyst. The structures of Schiff bases were elucidated by FTIR, NMR and mass spectral data. All newly synthesized Schiff bases were screened for their cytotoxic, antibacterial and free radical scavenging activities. Schiff bases 6b, 6c, 6i and 6j with hydroxyl group at ortho or meta position of the phenyl ring demonstrated higher cytotoxic activity against COLO-205 cell lines with IC50 94.0-144.3 μmol/mL. Schiff base bearing 2-OH and 5-Cl groups showed moderate antibacterial activity against Bacillus cereus at MIC 151 μmol/mL. On the other hand, compounds 6b (IC50 150.4 μmol/mL), 6e (IC50 146.4 μmol/mL), 6f (IC50 120.9 μmol/mL) and 6g (IC50 146.2 μmol/mL) displayed a better free radical scavenging activity than the standard BHT.

Discovery of selective indole-based prostaglandin D2 receptor antagonist

A series of N-benzoyl-2-methylindole-3-acetic acids were synthesized and biologically evaluated as prostaglandin (PG) D2 receptor antagonists. Some of the selected compounds significantly inhibited OVA-induced vascular permeability in guinea pig conjunctiva after oral dosing. Structure-activity relationship study is presented.

Indole-3-acetic acid derivatives

Compounds of formula (I), or physiologically functional derivatives thereof, wherein: R1, R2, R3 and R′3 are independently selected from H or lower alkyl; and R4, R5, R6 and R7 are independently selected from H, electron withdrawing groups (such as F, Cl, Br, I, OCF3, carboxyl groups, acetal groups, electron deficient aryl groups), lower alkyl groups, lower alkoxy groups, aryl groups or aryloxy groups, wherein at least one of R4, R5, R6 and R7 is selected from an electron withdrawing group, may be used in methods of therapy, particular in treating neoplastic diseases in methods of GDEPT, ADPET, PDEPT and PDT.