27783-55-7

Basic information

• Product Name: 5-Iodo-2-nitrophenol
• Synonyms: 5-Iodo-2-nitrophenol
• CAS NO: 27783-55-7
• Molecular Formula: C₆H₄INO₃
• Molecular Weight: 265
• Mol File: 27783-55-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 96 °C
• Boiling Point: 312.9±32.0 °C(Predicted)
• Appearance: /
• Density: 2.176±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 6.16±0.13(Predicted)
• CAS DataBase Reference: 5-Iodo-2-nitrophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Iodo-2-nitrophenol(27783-55-7)
• EPA Substance Registry System: 5-Iodo-2-nitrophenol(27783-55-7)

Safety Data

• Hazardous Substances Data: 27783-55-7(Hazardous Substances Data)

Usage

General Description

5-Iodo-2-nitrophenol is a chemical compound with the molecular formula C6H4I NO3. It is a pale yellow crystalline solid that is used in the synthesis of pharmaceuticals, dyes, and other organic compounds. It is also used in the manufacturing of pesticides and as a reagent in organic chemistry reactions. 5-Iodo-2-nitrophenol is a potent inhibitor of tyrosine kinase enzymes, which makes it a valuable tool for studying cell signaling pathways. Additionally, it is a known pollutant in the environment and can have harmful effects on aquatic organisms, making its use and disposal regulated in some regions.

Upstream product

• 7664-93-9 sulfuric acid 
• 626-02-8 3-Iodophenol 
• 873388-13-7 (5-iodo-2-nitro-phenyl)-arsonic acid 
• 636-98-6 p-nitrobenzene iodide 

Downstream Products

• 4840-88-4 3-iodo-2,4,6-trinitro-phenol 
• 99968-80-6 5-iodo-2-aminophenol 
• 53398-97-3 5-iodo-2,4-dinitro-phenol 
• 1057340-17-6 2-benzyloxy-4-iodo-1-nitrobenzene 
• 941594-27-0 5-[2-benzyloxy-4-(4-ethylpyridin-2-ylmethyl)-phenyl]-1,1-dioxo-2-(2-trimethylsilanyl-ethyl)-1,2,5-thiadiazolidin-3-one 
• 1132677-86-1 5-(4-benzyl-2-benzyloxyphenyl)-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one 
• 941594-26-9 5-(2-benzyloxy-4-iodomethylphenyl)-1,1-dioxo-2-(2-trimethylsilanyl-ethyl)-1,2,5-thiadiazolidin-3-one 
• 941594-25-8 5-(2-benzyloxy-4-hydroxymethylphenyl)-1,1-dioxo-2-(2-trimethylsilanyl-ethyl)-1,2,5-thiadiazolidin-3-one 
• 941594-23-6 3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanyl-ethyl)-1,2,5-thiadiazolidin-2-yl]-benzaldehyde 
• 1132677-90-7 5-(4-benzyl-2-benzyloxyphenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one 
• 1233374-58-7 5-[4-(3-aminopropyl)-2-benzyloxyphenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one trifluoroacetate 
• 1057340-40-5 (3-(3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl)-propyl)-carbamic acid tert-butyl ester 
• 952339-18-3 5-[2-benzyloxy-4-((S)-5-oxopyrrolidin-2-ylmethyl)-phenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one 
• 1057340-52-9 N-(3-(3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl)-propyl)-acetamide 

Relevant articles and documents

Protein-specific localization of a rhodamine-based calcium-sensor in living cells

A small synthetic calcium sensor that can be site-specifically coupled to proteins in living cells by utilizing the bio-orthogonal HaloTag labeling strategy is presented. We synthesized an iodo-derivatized BAPTA chelator with a tetramethyl rhodamine fluorophore that allows further modification by Sonogashira cross-coupling. The presented calcium sensitive dye shows a 200-fold increase in fluorescence upon calcium binding. The derivatization with an aliphatic linker bearing a terminal haloalkane-function by Sonogashira cross-coupling allows the localization of the calcium sensor to Halo fusion proteins which we successfully demonstrate in in vitro and in vivo experiments. The herein reported highly sensitive tetramethyl rhodamine based calcium indicator, which can be selectively localized to proteins, is a powerful tool to determine changes in calcium levels inside living cells with spatiotemporal resolution.

A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields. The reductive cyclization of such products, as well as N-acyl derivatives 3k, l, and m, has been investigated and provided the C-3 mono-substituted oxindoles 5a-d, f, g, k, and m, the direct reduction products 4i and j or indole 5l.

GELDANAMYCIN AND DERIVATIVES INHIBIT CANCER INVASION AND IDENTIFY NOVEL TARGETS

Geldanamycin derivatives that block the uPA-plasmin network and inhibit growth and invasion by glioblastoma cells and other tumors at femtomolar concentrations are potentially highly active anti-cancer drugs. GA and various 17-amino-17-demethoxygelddanamycin derivatives are disclosed that block HGF/SF-mediated Met tyrosine kinase receptor-dependent uPA activation at fM levels. Other ansamycins (macbecins I and II), GA derivatives, and radicicol required concentrations several logs higher (≥nM) to achieve such inhibition. The inhibitory activity of tested compounds was discordant with the known ability of drugs of this class to bind to hsp90, indicating the existence of a novel target(s) for HGF/SF -mediated events in tumor development. Methods of using such compounds to inhibit cancer cell activities and to treat tumors are disclosed. Such treatment with low doses of these highly active compounds provide an option for treating various Met-expressing tumors, in particular invasive brain cancers, either alone or in combination with conventional surgery, chemotherapy, or radiotherapy.