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4'-Methoxy-2,2':6',2''-terpyridine is an organic compound with the molecular formula C18H15N3O. It is a derivative of terpyridine, a heterocyclic aromatic compound consisting of three pyridine rings connected at their 2 and 6 positions. The 4' position in 4'-METHOXY-2,2':6',2''-TERPYRIDINE is substituted with a methoxy group (-OCH3), which introduces an additional oxygen atom and a methyl group to the molecule. This modification can significantly alter the chemical and physical properties of the terpyridine core, potentially affecting its reactivity, solubility, and interaction with other molecules. 4'-Methoxy-2,2':6',2''-terpyridine is often used in coordination chemistry, particularly in the formation of metal complexes, due to its ability to act as a tridentate ligand, coordinating to metal ions through its three nitrogen atoms.

181866-50-2

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181866-50-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 181866-50-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,1,8,6 and 6 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 181866-50:
(8*1)+(7*8)+(6*1)+(5*8)+(4*6)+(3*6)+(2*5)+(1*0)=162
162 % 10 = 2
So 181866-50-2 is a valid CAS Registry Number.

181866-50-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 4'-METHOXY-2,2':6',2''-TERPYRIDINE

1.2 Other means of identification

Product number -
Other names 4-(Methoxymethylene)tetrahydro-4H-pyran

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:181866-50-2 SDS

181866-50-2Relevant articles and documents

Cytotoxicity of (2,2':6',2-terpyridine)platinum(II) complexes to Leishmania donovani, Trypanosoma cruzi, and Trypanosoma brucei

Lowe, Gordon,Droz, Anne Sophie,Vilaivan, Tirayut,Weaver, George W.,Tweedale, Lindsay,Pratt, Jonathan M.,Rock, Peter,Yardley, Vanessa,Croft, Simon L.

, p. 999 - 1006 (1999)

A range of (2,2':6',2''-terpyridine)platinum(II) complexes are shown to possess antiprotozoal activity in vitro against Leishmania donovani, Trypanosoma cruzi, and Trypanosoma brucei, the causative organisms of tropical diseases leishmaniasis and trypanosomiasis. The best compounds caused 100% and 78% inhibition of growth of the intracellular amastigote forms of L. donovani and T. cruzi, respectively, at a concentration of 1 μM and 100% inhibition of growth of the bloodstream trypomastigote forms of T. brucei at a concentration of 0.03 μM. The results obtained with complexes in which the fourth ligand to platinum(II) is capable of being substituted with a substitution inert hydroxyethanethiolate complex are compared. The amine complexes show high antiprotozoal activity suggesting that the trans influence of the 2,2':6',2''-terpyridine ligand has a profound effect on the ease of displacement of the fourth ligand in (2,2':6',2''- terpyridine)platinum(II) complexes, although nonbonded interaction between the amine ligand and the 6 and 6'' hydrogens probably also weakens the ligation to Pt(II).

Highly cytotoxic copper(II) terpyridine complexes as anticancer drug candidates

Karges, Johannes,Xiong, Kai,Blacque, Olivier,Chao, Hui,Gasser, Gilles

, (2020/11/26)

Cancer is one of the deadliest diseases worldwide. Chemotherapy remains one of the frequently applied treatment modalities in the clinics. However, as the currently applied agents are associated with severe side effects, scientists are searching for novel chemotherapeutic drugs. Within the last decades, Cu(II) polypyridine complexes have received increasing attention as potential anticancer drug candidates. Herein, the biological activity of terminally functionalised mono- and bis-coordinated Cu(II)-2,2′:6′,2″-terpyridine complexes have been investigated. The bis-coordinated compounds were found to have a cytotoxic effect in the nanomolar range in human adenocarcinomic alveolar basal epithelial cells. Promisingly, the complexes were equally active in the corresponding cisplatin resistant cell line, indicating that they could potentially be useful for the treatment of drug resistant tumours.

The synthesis of 4′-aryl substituted terpyridines by Suzuki cross-coupling reactions: Substituent effects on ligand fluorescence

Goodall, Wendy,Wild, Kerstin,Arm, Kathryn J.,Williams, J.A. Gareth

, p. 1669 - 1681 (2007/10/03)

Several 4′-aryl-substituted 2,2′:6′,2″-terpyridines (tpy-C6H4R) have been prepared by palladium-catalysed cross-coupling of 4′-bromoterpyridine or 4′-triflate-terpyridine (triflate = trifluoromethylsulfonyloxy) with aryl boronic acids or esters, RC6H4B(OR′)2 (R = H, m-NH2, p-CHO, -NO2, -CN, -NMe2, -NPh2). The new ligand 4′-mesityl-terpyridine (mesityl = 2,4,6-trimethylphenyl) was prepared in the same way. Similarly, 4′-bromophenylterpyridine (tpy-φ-Br) has been cross-coupled with aryl halides to generate several new biaryl-substituted terpyridines (tpy-φ-C6H4R where R = H, p-CN, NMe2, NPh2), together with two related compounds with pendent 3- or 4-pyridyl groups (tpy-φ-C6H4-py). For selected compounds, the alternative coupling strategy of reaction of a terpyridine-4-boronate or terpyridine-4-phenylboronate with the appropriate aryl halide has also been investigated (e.g. to prepare tpy-φ-C6H4NO2), but was generally found to be less satisfactory. All of the compounds are fluorescent in the UV region of the spectrum, the biaryl-substituted compounds being only slightly red-shifted compared to the monoaryl systems, but with the further red-shift that accompanies protonation being more significant for the former. Fluorescence lifetimes in solution are in the range 1-5 ns. The emission spectra of the aminobiphenyl-substituted compounds (tpy-φ-C6H4NR″2, where R″ = Me or Ph) display a large red-shift with increasing solvent polarity, suggesting the involvement of an intramolecular charge transfer state, as found previously for the two analogues omitting the phenyl ring (tpy-C6H4NR″2). In contrast to the latter, however, protonation or binding of a Lewis acidic metal ion to the aminobiphenyl compounds serves to quench almost completely their emission.

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