25245-29-8

Basic information

• Product Name: 5-IODO-1,2,3-TRIMETHOXYBENZENE
• Synonyms: 5-IODO-1,2,3-TRIMETHOXYBENZENE;3,4,5-Trimethoxyiodobenzene;1-Iodo-3,4,5-Trimethoxybenzene;1-jodo-3,4,5-trimetoxibensen;5-IODO-1,2,3-TRIMETHOXYBENZENE, 98+%
• CAS NO: 25245-29-8
• Molecular Formula: C₉H₁₁IO₃
• Molecular Weight: 294.09
• EINECS: -0
• Product Categories: Aromatic Halides (substituted)
• Mol File: 25245-29-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 85-87°C
• Boiling Point: 312.6 °C at 760 mmHg
• Flash Point: 142.9 °C
• Appearance: /
• Density: 1.602 g/cm³
• Vapor Pressure: 0.00096mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 1529690
• CAS DataBase Reference: 5-IODO-1,2,3-TRIMETHOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-IODO-1,2,3-TRIMETHOXYBENZENE(25245-29-8)
• EPA Substance Registry System: 5-IODO-1,2,3-TRIMETHOXYBENZENE(25245-29-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 24/25-36/37-26
• WGK Germany: 3
• Hazardous Substances Data: 25245-29-8(Hazardous Substances Data)

Usage

Description

5-IODO-1,2,3-TRIMETHOXYBENZENE is an organic compound characterized by the presence of an iodine atom at the 5-position on a benzene ring, with three methoxy groups attached to the 1, 2, and 3 positions. This unique structure endows it with specific chemical properties that make it a valuable component in various applications.

Uses

Used in Organic Synthesis:
5-IODO-1,2,3-TRIMETHOXYBENZENE is used as a primary and secondary intermediate in organic synthesis for the development of various chemical compounds. Its iodine atom and methoxy groups provide opportunities for further chemical reactions, making it a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
In the pharmaceutical industry, 5-IODO-1,2,3-TRIMETHOXYBENZENE can be used as a key intermediate for the synthesis of drugs with specific therapeutic properties. Its unique structure allows for the creation of novel compounds that can target various biological pathways and diseases.
In the agrochemical industry, 5-IODO-1,2,3-TRIMETHOXYBENZENE can be utilized as an intermediate in the synthesis of pesticides, herbicides, and other crop protection agents. Its chemical properties can contribute to the development of more effective and environmentally friendly products.
In the field of specialty chemicals, 5-IODO-1,2,3-TRIMETHOXYBENZENE can be employed as an intermediate for the production of dyes, pigments, and other colorants. Its structural features can lead to the creation of new compounds with unique color properties and improved performance characteristics.
Overall, 5-IODO-1,2,3-TRIMETHOXYBENZENE is a valuable intermediate in organic synthesis, with applications spanning across various industries, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure and chemical properties make it an essential component in the development of innovative and effective products.

InChI:InChI=1/C9H11IO3/c1-11-7-4-6(10)5-8(12-2)9(7)13-3/h4-5H,1-3H3

Upstream product

• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 
• 182163-96-8 3,4,5-trimethoxyphenylboronic Acid 
• 1017601-55-6 potassium (3,4,5-trimethoxyphenyl)trifluoroborate 
• 634-36-6 1,2,3-trimethoxybenzene 
• 6307-90-0 3,4,5-trimethoxy-1-nitrobenzene 
• 118-41-2 Eudesmic acid 
• 24313-88-0 3,4,5-Trimethoxyaniline 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 

Downstream Products

• 117528-77-5 2-(3,4,5-Trimethoxy-phenyl)-2,3-dihydro-furan 
• 135755-24-7 5-{(E)-3-[3-(3,4,5-Trimethoxy-phenyl)-prop-2-ynyloxy]-propenyl}-benzo[1,3]dioxole 
• 634-36-6 1,2,3-trimethoxybenzene 
• 56772-00-0 3,3’,4,4’,5,5’-hexamethoxy-1,1’-biphenyl 
• 4891-62-7 4,5,6,4',5',6'-Hexamethoxy-biphenyl-2,2'-dicarboxylic acid dimethyl ester 
• 80141-09-9 methyl 3',4,4',5,5',6-hexamethoxybiphenyl-2-carboxylate 
• 143815-07-0 5-(cyclopent-1-en-1-yl)-1,2,3-trimethoxybenzene 
• 186837-42-3 4-Bromo-1-triisopropylsilanyl-3-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester 
• 334708-25-7 2-(3'-isopropoxy-4'-methoxyphenyl)-6-methoxy-3-(3'',4'',5''-trimethoxyphenyl)benzo[b]thiophene 
• 71953-00-9 (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)propionic acid tert-butyl ester 
• 381222-48-6 (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(3',4',5'-trimethoxyphenyl)propionic acid tert-butyl ester 
• 497108-30-2 (E)-3-methylene-2-(3,4,5-trimethoxybenzylidene)cyclohexane-1,1-dicarboxylic acid dimethyl ester 
• 182163-96-8 3,4,5-trimethoxyphenylboronic Acid 
• 900152-52-5 methyl 1-(4-methoxybenzyl)-4-bromo-5-(3,4,5-trimethoxyphenyl)-1H-pyrrole-2-carboxylate 

Relevant articles and documents

Efficient Synthesis and Bioevaluation of Novel Dual Tubulin/Histone Deacetylase 3 Inhibitors as Potential Anticancer Agents

Novel dual HDAC3/tubulin inhibitors were designed and efficiently synthesized by combining the pharmacophores of SMART (tubulin inhibitor) and MS-275 (HDAC inhibitor), among which compound 15cwas found to be the most potent and balanced HDAC3/tubulin dual inhibitor with high HDAC3 activity (IC50= 30 nM) and selectivity (SI > 1000) as well as excellent antiproliferative potency against various cancer cell lines, including an HDAC-resistant gastric cancer cell line (YCC3/7) with IC50values in the range of 30-144 nM. Compound 15cinhibited B16-F10 cancer cell migration and colony formation. In addition, 15cdemonstrated significantin vivoantitumor efficacy in a B16-F10 melanoma tumor model with a better TGI (70.00%, 10 mg/kg) than that of the combination of MS-275 and SMART. Finally, 15cpresented a safe cardiotoxicity profile and did not cause nephro-/hepatotoxicity. Collectively, this work shows that compound 15crepresents a novel tubulin/HDAC3 dual-targeting agent deserving further investigation as a potential anticancer agent.

Mechanism of Cu-catalyzed aryl boronic acid halodeboronation using electrophilic halogen: Development of a base-catalyzed iododeboronation for radiolabeling applications

An investigation into the mechanism of Cu-catalyzed aryl boronic acid halodeboronation using electrophilic halogen reagents is reported. Evidence is provided to show that this takes place via a boronate-driven ipso-substitution pathway and that Cu is not required for these processes to operate: General Lewis base catalysis is operational. This in turn allows the rational development of a general, simple, and effective base-catalyzed halodeboronation that is amenable to the preparation of 125I-labeled products for SPECT applications.

A one-pot radioiodination of aryl amines: Via stable diazonium salts: Preparation of 125I-imaging agents

An operationally simple, one-pot, two-step tandem procedure that allows the incorporation of radioactive iodine into aryl amines via stable diazonium salts is described. The mild conditions are tolerant of various functional groups and substitution patterns, allowing late-stage, rapid access to a wide range of 125I-labelled aryl compounds and SPECT radiotracers.