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

Uses

5-Iodo-1,2,3-trimethoxybenzene is used as a primary and secondary intermediate in organic synthesis.

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

Upstream product

• 182163-96-8 3,4,5-trimethoxyphenylboronic Acid 
• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 
• 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

• 53104-21-5 N-tert-Butyl-N-(3,4,5-trimethoxy-phenyl)-hydroxylamine 
• 125106-69-6 1,3-bis(3,4,5-trimethoxyphenyl)cyclopentene 
• 125131-57-9 1,4-bis(3,4,5-trimethoxyphenyl)cyclopentene 
• 93653-11-3 4-methoxy-3-(3,4,5-trimethoxyphenyl)-benzoic acid 
• 88037-86-9 3,4,5-trimethoxydiphenyl ether 
• 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 
• 900152-42-3 4-(3-hydroxy-4-methoxy-phenyl)-1-(4-methoxy-benzyl)-5-(3,4,5-trimethoxy-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester 
• 866002-15-5 (4,5-dimethoxy-2-nitrophenyl)(3,4,5-trimethoxyphenyl)methanol 
• 1885-35-4 3,4,5-trimethoxybenzonitrile 

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.