21909-54-6

Basic information

• Product Name: 5-METHOXY-2-METHYLINDOLE-3-ACETIC ACID HYDRAZIDE
• Synonyms: 5-METHOXY-2-METHYLINDOLE-3-ACETIC ACID HYDRAZIDE
• CAS NO: 21909-54-6
• Molecular Formula: C₁₂H₁₅N₃O₂
• Molecular Weight: 233.27
• Mol File: 21909-54-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 539.3°Cat760mmHg
• Flash Point: 279.9°C
• Appearance: /
• Density: 1.263g/cm³
• Vapor Pressure: 1.07E-11mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 5-METHOXY-2-METHYLINDOLE-3-ACETIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXY-2-METHYLINDOLE-3-ACETIC ACID HYDRAZIDE(21909-54-6)
• EPA Substance Registry System: 5-METHOXY-2-METHYLINDOLE-3-ACETIC ACID HYDRAZIDE(21909-54-6)

Safety Data

• Hazardous Substances Data: 21909-54-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H15N3O2/c1-7-9(6-12(16)15-13)10-5-8(17-2)3-4-11(10)14-7/h3-5,14H,6,13H2,1-2H3,(H,15,16)

Upstream product

• 53-86-1 [1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid 
• 1601-18-9 indomethacin methyl ester 

Relevant articles and documents

Indole derivatives as cyclooxygenase inhibitors: Synthesis, biological evaluation and docking studies

A new series of 2-(5-methoxy-2-methyl-1H-indol-3-yl)-N-[(E)-(substituted phenyl) methylidene] acetohydrazide derivatives (S1–S18) were synthesized and evaluated for their anti-inflammatory activity, analgesic activity, ulcerogenic activity, lipid peroxidation, ulcer index and cyclooxygenase expression activities. All the synthesized compounds were in good agreement with spectral and elemental analysis. Three synthesized compounds (S3, S7 and S14) have shown significant anti-inflammatory activity as compared to the reference drug indomethacin. Compound S3 was further tested for ulcerogenic index and cyclooxygenase (COX) expression activity. It was selectively inhibiting COX-2 expression and providing the gastric sparing activity. Docking studies have revealed the potential of these compounds to bind with COX-2 enzyme. Compound S3 formed a hydrogen bond between OH of Tyr 355 and NH2 of Arg 120 with carbonyl group and this hydrogen bond was similar to that formed by indomethacin. This study provides insight for compound S3, as a new lead compound as anti-inflammatory agent and selective COX-2 inhibitor.

New amidine derivatives of indole

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