3-Butyl-2-[5-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-penta-1,3-dienyl]-1,1-dimethyl-1H-benzo[e]indolium tetrafluoroborate - CAS 172491-72-4
Molecular Formula:
C34H39BF4N2
Molecular Weight:
562.5
COA:
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Application\Fluorophore:
Other Fluorescent Probes
Synonyms:
4,5-Benzo-1-butyl-1',3,3,3',3'-pentamethylindadicarbocyanine tetrafluoroborate
MSDS:
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InChIKey:
AVPYSJFQDNJJBU-UHFFFAOYSA-N
InChI:
InChI=1S/C34H39N2.BF4/c1-7-8-24-36-29-23-22-25-16-12-13-17-26(25)32(29)34(4,5)31(36)21-11-9-10-20-30-33(2,3)27-18-14-15-19-28(27)35(30)6;2-1(3,4)5/h9-23H,7-8,24H2,1-6H3;/q+1;-1
Canonical SMILES:
[B-](F)(F)(F)F.CCCCN1C2=C(C3=CC=CC=C3C=C2)C(C1=CC=CC=CC4=[N+](C5=CC=CC=C5C4(C)C)C)(C)C
1.Synthesis of proanthocyanidins. Part 1. The first oxidative formation of the interflavanyl bond in procyanidins.
Achilonu MC1, Bonnet SL, van der Westhuizen JH. Org Lett. 2008 Sep 4;10(17):3865-8. doi: 10.1021/ol801353u. Epub 2008 Aug 5.
A novel and efficient method for the oxidative condensation of tetra-O-methyl-3-oxocatechin 4 with tetra-O-methylcatechin is described. Treatment of a solution of 3 (2 equiv) and 4 (1 equiv) with silver tetrafluoroborate readily affords the phenolic per-O-methyl ethers of 3-oxocatechin(4-8)-catechin 18 and 19. Subsequent metal hydride reduction provides access to procyanidin B-3 analogues with the 3,4-cis diastereomers predominating.
2.5,5'-Bis-(trinitromethyl)-3,3'-bi-(1,2,4-oxadiazole): a stable ternary CNO-compound with high density.
Kettner MA1, Klapötke TM. Chem Commun (Camb). 2014 Mar 4;50(18):2268-70. doi: 10.1039/c3cc49879d. Epub 2014 Jan 17.
5,5'-Bis-(trinitromethyl)-3,3'-bi-(1,2,4-oxadiazole) is a new ternary CNO-compound. It has been synthesized by nitration of diammonium 5,5'-bis-(dinitromethanide)-3,3'-bi-(1,2,4-oxadiazole) with nitronium tetrafluoroborate. Single crystal X-ray diffraction studies show a remarkable high density. Thermal stability and sensitivities of the new compound were determined by differential scanning calorimetry (DSC) and standardized drop hammer and friction tests.
3.Spectroelectrochemical Studies of Copper(I) Complexes with Binaphthyridine and Biquinoline Ligands. Crystal Structure Determination of Bis(6,7-dihydrodipyrido[2,3-b:3',2'-j][1,10]phenanthroline)copper(I) Tetrafluoroborate.
Scott SM1, Gordon KC, Burrell AK. Inorg Chem. 1996 Apr 24;35(9):2452-2457.
The electrochemical and spectral properties of some copper(I) polypyridyl complexes based on 6,7-dihydrodibenzo[b,j][1,10]phenanthroline, dmbiq, and 6,7-dihydrodipyrido[2,3-b:3',2'-j][1,10]phenanthroline, dmbinap, are reported. These complexes are [Cu(dmbiq)(2)](+), 1; [Cu(dmbiq)(PPh(3))(2)](+), 2; [Cu(dmbinap)(2)](+), 3; and [Cu(dmbinap)(PPh(3))(2)](+), 4. 3 and 4 may be reduced to form ligand-based radical anion species. The resonance Raman spectra of 3(*)()(-)() and 4(*)()(-)() are almost identical and correspond closely to the spectrum of dmbinap(*)()(-)() and the reported spectra of complexes containing 2,2'-biquinoline radical anion moieties. Reduction processes for 1 and 2 are irreversible. For 1 the electronic spectral changes arising from reduction suggest demetallation of the complex. The structure of [Cu(C(18)H(12)N(4))(2)][BF(4)].CH(2)Cl(2) (3[BF(4)].CH(2)Cl(2)) was determined by single-crystal X-ray diffraction. It crystallized in the monoclinic space group P2(1)/c with cell dimensions a = 14.
4.A New Nucleic Acid Prodrug Responsive to High Thiol Concentration: Synthesis of 2'-O-Methyldithiomethyl-Modified Oligonucleotides by Post-Synthetic Modification.
Ochi Y1, Nakagawa O1,2, Hayashi J1, Wada S1, Urata H1,2. Curr Protoc Nucleic Acid Chem. 2015 Sep 1;62:4.63.1-20. doi: 10.1002/0471142700.nc0463s62.
This unit describes the synthesis of 2'-O-methyldithiomethyluridine-containing oligonucleotides, which can be deprotected to yield the parental oligoribonucleotides under high concentrations of glutathione similar in cytoplasm. The 2'-O-methyldithiomethyl group is sensitive to reductive conditions, so that it is incompatible to 3'-O-phosphoramidite modification in nucleosides. Thus, a novel post-synthetic approach to obtain 2'-O-methyldithiomethyluridine-containing oligonucleotides was developed, in which 2'-O-(2,4,6-trimethoxybenzylthiomethyl)uridine-modified oligonucleotides are readily converted by treatment with dimethyl(methylthio)sulfonium tetrafluoroborate to the 2'-O-methyldithiomethyluridine-modified oligonucleotides. The 2'-O-methyldithiomethyluridine-modified oligonucleotides are readily and cleanly converted to the parental oligonucleotides under high thiol conditions, such as 10 mM glutathione and dithiothreitol.
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Chemical Structure

CAS 172491-72-4 3-Butyl-2-[5-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-penta-1,3-dienyl]-1,1-dimethyl-1H-benzo[e]indolium tetrafluoroborate

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