915412-19-0

Basic information

• Product Name: 1-bromo-3-iodo-5-(4-methoxybenzyloxy)benzene
• Synonyms: 1-bromo-3-iodo-5-(4-methoxybenzyloxy)benzene
• CAS NO: 915412-19-0
• Molecular Weight: 419.057
• Mol File: 915412-19-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-bromo-3-iodo-5-(4-methoxybenzyloxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-3-iodo-5-(4-methoxybenzyloxy)benzene(915412-19-0)
• EPA Substance Registry System: 1-bromo-3-iodo-5-(4-methoxybenzyloxy)benzene(915412-19-0)

Safety Data

• Hazardous Substances Data: 915412-19-0(Hazardous Substances Data)

Upstream product

• 6311-60-0 3,5-dibromonitrobenzene 
• 827-94-1 2,6-dibromo-4-nitroaniline 
• 74137-36-3 3,5-dibromoanisole 
• 915412-18-9 1-bromo-3-iodo-5-methoxybenzene 
• 570391-20-7 3-bromo-5-iodophenol 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 1260030-02-1 (3-(4-methoxybenzyloxy)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenyl)(pyridin-3-yl)methanol 
• 1260029-93-3 3-(hydroxy(pyridin-3-yl)methyl)-5-(1H-indol-4-yl)phenol 
• 915412-21-4 [3-(4-methoxy-benzyloxy)-5-(1-triisopropylsilanyl-1H-indol-4-yl)-phenyl]-phenyl-amine 
• 915412-20-3 4-(3-bromo-5-(4-methoxybenzyloxy)phenyl)-1-(triisopropylsilyl)-1H-indole 

Relevant articles and documents

Synthesis and pharmacological evaluation of N -(3-(1 H -Indol-4-yl)-5-(2- methoxyisonicotinoyl)phenyl)methanesulfonamide (LP-261), a potent antimitotic agent

The synthesis and optimization of a series of orally bioavailable 1-(1H-indol-4-yl)-3,5-disubstituted benzene analogues as antimitotic agents are described. A functionalized dibromobenzene intermediate was used as a key scaffold, which when modified by sequential Suzuki coupling and Buchwald-Hartwig amination provided a flexible entry to 1,3,5-trisubstituted phenyl compounds. A 1H-indol-4-yl moiety at the 1-position was determined to be a critical feature for optimal potency. The compounds have been shown to induce cell cycle arrest at the G2/M phase and demonstrate efficacy in both cell viability and cell proliferation assays. The primary site of action for these agents is revealed by their colchicine competitive inhibition of tubulin polymerization, and a computational model has been developed for the association of these compounds to tubulin. An optimized lead LP-261 significantly inhibits growth of a human non-small-cell lung tumor (NCI-H522) in a mouse xenograft model.

ANTI-CANCER AGENTS ANS USES THEREOF

The present invention is in the area of novel compounds and salts thereof, their syntheses, and their use as anti-cancer agents. The compounds include compounds of Formula (I): and solvates, hydrates and pharmaceutically-acceptable salts thereof, wherein A1 is N or CR1; A3 is N or CR3; A5 is N or CR5; R1, R3 R6 and L are defined in the specification; n is 0 or 1; and X is an optionally-substituted aryl group having 6- 10 carbons in the ring portion, an optionally-substituted 6- membered heteroaryl group having 1- 3 nitrogen atoms in the ring portion, an optionally-substituted 5- membered heteroaryl group having 0- 4 nitrogen atoms in the ring portion and optionally having 1 sulfur atom or 1 oxygen atom in the ring portion, or an optionally-substituted heteroaryl group in which a 6- membered ring is fused either to a 5- membered ring or to a 6- membered ring, wherein in each case 1, 2, 3 or 4 ring atoms are heteroatoms independently selected from nitrogen, oxygen and sulfur. They are effective against a broad range of cancers, especially leukemia, prostate, non-small cell lung and colon. They are additionally useful in the treatment of proliferative retinopathies such as diabetic neuropathy and macular degeneration.