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Merck

678937

Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine

97%, solid

Synonym(s):

TBTA

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About This Item

Empirical Formula (Hill Notation):
C30H30N10
CAS Number:
510758-28-8
Molecular Weight:
530.63
UNSPSC Code:
12161600
PubChem Substance ID:
24884865
NACRES:
NA.22
MDL number:
MFCD09265124

Product Name

Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine, 97%

SMILES string

C(N(Cc1cn(Cc2ccccc2)nn1)Cc3cn(Cc4ccccc4)nn3)c5cn(Cc6ccccc6)nn5

InChI

1S/C30H30N10/c1-4-10-25(11-5-1)16-38-22-28(31-34-38)19-37(20-29-23-39(35-32-29)17-26-12-6-2-7-13-26)21-30-24-40(36-33-30)18-27-14-8-3-9-15-27/h1-15,22-24H,16-21H2

InChI key

WKGZJBVXZWCZQC-UHFFFAOYSA-N

assay

97%

form

solid

reaction suitability

reagent type: ligand
reaction type: click chemistry

mp

132-143 °C

storage temp.

−20°C

Quality Level

200

Related Categories

Application

A polytriazolylamine ligand which stabilizes Cu(I) towards disproportionation and oxidation thus enhancing its catalytic effect in the azide-acetylene cycloaddition.

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7592V
WXBF2914V
WXBF4908V
WXBF0600V
WXBD8776V

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Brent R Martin et al.
Nature methods, 9(1), 84-89 (2011-11-08)
The reversible thioester linkage of palmitic acid on cysteines, known as protein S-palmitoylation, facilitates the membrane association and proper subcellular localization of proteins. Here we report the metabolic incorporation of the palmitic acid analog 17-octadecynoic acid (17-ODYA) in combination with
Timothy R Chan et al.
Organic letters, 6(17), 2853-2855 (2004-08-28)
Polytriazolylamines were synthesized by the copper(I)-catalyzed ligation of azides and alkynes. The C3-symmetric derivative, TBTA, was shown to be a powerful stabilizing ligand for copper(I), protecting it from oxidation and disproportionation, while enhancing its catalytic activity.
Xiangyu Zhang et al.
Therapeutic advances in medical oncology, 12, 1758835920947976-1758835920947976 (2020-10-01)
Aspirin has recently emerged as an anticancer drug, but its therapeutic effect on lung cancer has been rarely reported, and the mechanism of action is still unclear. Long-term use of celecoxib in large doses causes serious side effects, and it
Laurie D Cohen et al.
PloS one, 8(5), e63191-e63191 (2013-05-10)
Chemical synapses contain multitudes of proteins, which in common with all proteins, have finite lifetimes and therefore need to be continuously replaced. Given the huge numbers of synaptic connections typical neurons form, the demand to maintain the protein contents of
Qian Wang et al.
Journal of the American Chemical Society, 125(11), 3192-3193 (2003-03-13)
The copper-catalyzed cycloaddition reaction between azides and alkynes functions efficiently in aqueous solution in the presence of a tris(triazolyl)amine ligand. The process has been employed to make rapid and reliable covalent connections to micromolar concentrations of protein decorated with either
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