147591-46-6

Basic information

• Product Name: 1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol
• Synonyms: 1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol;ID 8;1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol ID8
• CAS NO: 147591-46-6
• Molecular Formula: C₁₆H₁₄N₂O₄
• Molecular Weight: 298.29336
• Product Categories: Inhibitors
• Mol File: 147591-46-6.mol

Chemical Properties

• Melting Point: 266 °C(dec.)
• Appearance: yellow/
• Storage Temp.: Store at +4°C
• Solubility: DMSO: ≥10mg/mL
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
• CAS DataBase Reference: 1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol(147591-46-6)
• EPA Substance Registry System: 1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol(147591-46-6)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61
• WGK Germany: 3
• Hazardous Substances Data: 147591-46-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol is used as a pharmaceutical compound for its ability to enhance stem cell proliferation and protect pluripotency in culture. This makes it a valuable asset in the development of treatments and therapies involving stem cell research and regenerative medicine.
Used in Research and Development:
In the field of research and development, 1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol is used as a key compound in studying the mechanisms of stem cell self-renewal and differentiation. Its role in inhibiting DYRK1A provides insights into the regulation of cellular processes and potential applications in various therapeutic areas.
Used in Drug Delivery Systems:
Similar to gallotannin, 1-(4-Methoxyphenyl)-2-methyl-3-nitro-1H-indol-6-ol could potentially be employed in novel drug delivery systems to improve its bioavailability and therapeutic outcomes. This application would be particularly relevant in the development of targeted treatments for various diseases and conditions.

Biochem/physiol Actions

ID-8 sustains self-renewal and pluripotency of mouse embryonic stem cells (ESCs) in vitro. Stimulates proliferation at a steady rate (observed in serum-free media supplemented with 10 μM over a 30 day period).

References

1) Miyabayashi?et al. (2008),?Indole derivatives sustain embryonic stem cell self-renewal in long term culture; Biosci. Biotechnol. Biochem.,?72?1242 2) Hasegawa?et al. (2012),?Wnt signaling orchestration with a small molecule DYRK inhibitor provides long-term xeno-free human pluripotent cell expansion?; Stem Cells Translat. Med., 1?18

Upstream product

• 147591-40-0 (4-Methoxy-phenyl)-((Z)-1-methyl-2-nitro-vinyl)-amine 
• 106-51-4 p-benzoquinone 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 147591-49-9 Acetic acid 1-(4-methoxy-phenyl)-2-methyl-3-nitro-1H-indol-6-yl ester 

Relevant articles and documents

LACTAM AND ACID AMIDE ACETALS. 71. NEW SYNTHESIS OF 3-NITRO-6-HYDROXYINDOLE DERIVATIVES

Previously unknown 3-nitro-6-hydroxyindole derivatives were synthesized by condensation of p-benzoquinone with secondary β-nitro enamines.