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PyridiniuM, 1-[2-oxo-2-(2-pyridinyl)ethyl]-, iodide, also known as Pyridacylpyridinium Iodide, is a chemical compound that serves as an intermediate in the synthesis of genetic incorporation of metal-ion chelating amino acids into proteins. This makes it a valuable biophysical probe for studying protein structures and functions.

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  • 26482-00-8 Structure
  • Basic information

    1. Product Name: PyridiniuM, 1-[2-oxo-2-(2-pyridinyl)ethyl]-, iodide
    2. Synonyms: PyridiniuM, 1-[2-oxo-2-(2-pyridinyl)ethyl]-, iodide;PyridacylpyridiniuM Iodide;1-(2-Pyridacyl)pyridinium iodide;1-(2-Pyridylcarbonylmethyl)pyridinium iodide;1-[2-(2-Pyridinyl)-2-oxoethyl]pyridinium iodide;1-[2-Oxo-2-(2-pyridinyl)ethyl]pyridinium iodide;Krhnke reagent;1-[2-Oxo-2-(2-pyridyl)ethyl]pyridinium Iodide
    3. CAS NO:26482-00-8
    4. Molecular Formula: C12H11N2O*I
    5. Molecular Weight: 326.13301
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 26482-00-8.mol
  • Chemical Properties

    1. Melting Point: >300 °C
    2. Boiling Point: °Cat760mmHg
    3. Flash Point: °C
    4. Appearance: /
    5. Density: g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: Methanol
    9. BRN: 3577311
    10. CAS DataBase Reference: PyridiniuM, 1-[2-oxo-2-(2-pyridinyl)ethyl]-, iodide(CAS DataBase Reference)
    11. NIST Chemistry Reference: PyridiniuM, 1-[2-oxo-2-(2-pyridinyl)ethyl]-, iodide(26482-00-8)
    12. EPA Substance Registry System: PyridiniuM, 1-[2-oxo-2-(2-pyridinyl)ethyl]-, iodide(26482-00-8)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 22
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS: UU6897000
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 26482-00-8(Hazardous Substances Data)

26482-00-8 Usage

Uses

Used in Biophysical Research:
PyridiniuM, 1-[2-oxo-2-(2-pyridinyl)ethyl]-, iodide is used as an intermediate in the genetic incorporation of metal-ion chelating amino acids into proteins for biophysical probe applications. This allows researchers to study the structure, function, and dynamics of proteins more effectively.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, PyridiniuM, 1-[2-oxo-2-(2-pyridinyl)ethyl]-, iodide is used as a key component in the development of drugs that target specific proteins. By incorporating metal-ion chelating amino acids into proteins, researchers can gain a better understanding of protein interactions and develop more targeted and effective therapies.
Used in Diagnostic Applications:
PyridiniuM, 1-[2-oxo-2-(2-pyridinyl)ethyl]-, iodide can also be used in the development of diagnostic tools that rely on the detection of specific protein structures or functions. By incorporating this compound into proteins, it may be possible to create more sensitive and specific diagnostic tests for various diseases and conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 26482-00-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,4,8 and 2 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 26482-00:
(7*2)+(6*6)+(5*4)+(4*8)+(3*2)+(2*0)+(1*0)=108
108 % 10 = 8
So 26482-00-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H11N2O.HI/c15-12(11-6-2-3-7-13-11)10-14-8-4-1-5-9-14;/h1-9H,10H2;1H/q+1;/p-1

26482-00-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-pyridin-1-ium-1-yl-1-pyridin-2-ylethanone,iodide

1.2 Other means of identification

Product number -
Other names 1-[2-Oxo-2-(2-pyridinyl)ethyl]pyridinium iodide

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:26482-00-8 SDS

26482-00-8Relevant articles and documents

pH-Dependent ion permeability control of a modified amphotericin B channel through metal complexation

Koshiyama, Tomomi,Inoue, Yuki,Asada, Sana,Kawahara, Koki,Ide, Shogo,Yasuhara, Kazuma,Ohba, Masaaki

, p. 2895 - 2898 (2021)

Amphotericin B incorporating 2,2'-bipyridine (bpy-AmB) forms a membrane channel exhibiting pH-dependent Ca2+ion permeability with a selective response to Cu2+ions. The coordination structure at bpy sites depends on the pH and metal ions can control the association state of bpy-AmB in the membrane.

The parent tetrathiafulvalene-terpyridine dyad: Synthesis and metal binding properties

Belhadj, Esmah,El-Ghayoury, Abdelkrim,Mazari, Miloud,Sallé, Marc

, p. 3051 - 3054 (2013)

The still unknown parent tetrathiafulvalene-terpyridine- ligand 5 (namely TTF-terpy), was synthesized through a straightforward strategy. The dyad exhibits an intramolecular charge transfer (ICT) which was evidenced by UV-vis electronic absorption. Complexation of various transition metal cations by this redox-active ligand was studied by UV-vis absorption spectroscopy as well as by cyclic voltammetry titration studies, supporting the dual functional character of this system. In addition, these results demonstrate that ligand 5 is a suitable building block for the preparation of electroactive neutral as well as charged metal complexes.

Synthesis, spectral and third-order nonlinear optical properties of terpyridine Zn(II) complexes based on carbazole derivative with polyether group

Kong, Ming,Liu, Yanqiu,Wang, Hui,Luo, Junshan,Li, Dandan,Zhang, Shengyi,Li, Shengli,Wu, Jieying,Tian, Yupeng

, p. 521 - 528 (2015)

Four novel Zn(II) terpyridine complexes (ZnLCl2, ZnLBr 2, ZnLI2, ZnL(SCN)2) based on carbazole derivative group were designed, synthesized and fully characterized. Their photophysical properties including absorp

Direct base-assisted C-H cyclonickelation of 6-phenyl-2,20-bipyridine

H?rner, Gerald,Klein, Axel,Sandleben, Aaron,Sivchik, Vasily,Vogt, Nicolas

, (2020)

The organonickel complexes [Ni(Phbpy)X] (X = Br, OAc, CN) were obtained for the first time in a direct base-assisted arene C(sp2)–H cyclometalation reaction from the rather unreactive precursor materials NiX2 and HPhbpy (6-phenyl-2,2

Multidrug resistance regulators (MDRs) as scaffolds for the design of artificial metalloenzymes

Bersellini, Manuela,Roelfes, Gerard

, p. 3069 - 3073 (2017)

The choice of protein scaffolds is an important element in the design of artificial metalloenzymes. Herein, we introduce Multidrug Resistance Regulators (MDRs) from the TetR family as a viable class of protein scaffolds for artificial metalloenzyme design. In vivo incorporation of the metal binding amino acid (2,2-bipyridin-5yl)alanine (BpyA) by stop codon suppression methods was used to create artificial metalloenzymes from three members of the TetR family of MDRs: QacR, CgmR and RamR. Excellent results were achieved with QacR Y123BpyA in the Cu2+ catalyzed enantioselective vinylogous Friedel-Crafts alkylation reaction with ee's up to 94% of the opposite enantiomer that was achieved with other mutants and the previously reported LmrR-based artificial metalloenzymes.

Vibrational, structural and electronic study of a pyridinium salt assisted by SXRD studies and DFT calculations

Labra-Vázquez, Pablo,Palma-Contreras, Miguel,Santillan, Rosa,Farfán, Norberto

, p. 156 - 162 (2017)

The molecular structure of 1-[2-oxo-2-(2-pyridinyl)ethyl]pyridinium iodide (C12H11IN2O) is discussed using an experimental (FT-IR/ATR, NMR, SXRD) and theoretical (DFT, B3LYP/6-311G**) approach. Compound 2 crystallized in the monoclinic P21/c space group with 4 molecules per unit cell and unit cell dimensions a?=?7.5629?? (3), b?=?21.5694?? (7), c?=?7.8166?? (3). The crystal packing is governed by ion-dipole contacts and π-π stacking. High electrostatic potential at the ethanone hydrogens was derived from DFT calculations, further explaining the acidity and reactivity of the molecule as a Michael donor.

Photoinduced electron transfer in a triad that can be assembled/disassembled by two different external inputs. Toward molecular-level electrical extension cables

Ballardini, Roberto,Balzani, Vincenzo,Clemente-Leon, Miguel,Credi, Alberto,Teresa Gandolfi, Maria,Ishow, Elena,Perkins, Julie,Fraser Stoddart,Tseng, Hsian-Rong,Wenger, Sabine

, p. 12786 - 12795 (2002)

We have designed, synthesized, and investigated a self-assembling supramolecular system which mimics, at a molecular level, the function performed by a macroscopic electrical extension cable. The system is made up of three components, 12+, 2-H

Design and synthesis of a squaraine based near-infrared fluorescent probe for the ratiometric detection of Zn2+ ions

Huang, Yangwei,Lin, Qian,Wu, Jiaming,Fu, Nanyan

, p. 699 - 704 (2013)

A squaraine based ratiometric near-infrared fluorescent probe with bipyridyl binding arms for Zn2+ (SQ-1) has been designed and synthesized. SQ-1 exhibits a selective fluorogenic response to Zn2+ in acetone by a 22 nm red-shift and a remarkable enhancement of the fluorescence intensity. Further study shows that the calculated detection limit for Zn 2+ is 6.1 × 10-8 M (3σ/k) and the identification for Zn2+ will not be impacted by competing ions such as Na+, K+, Mg2+, Ca2+, Pb 2+, Mn2+, Ba2+ and Hg2+. The binding mode between SQ-1 and Zn2+ has also been discussed.

Role of the X Coligands in Cyclometalated [Ni(Phbpy)X] Complexes (HPhbpy = 6-Phenyl-2,2′-bipyridine)

Chin, Mason T.,H?rner, Gerald,Klein, Axel,Kletsch, Lukas,Sandleben, Aaron,Sch?fer, Sascha,Vicic, David A.,Vogt, Nicolas

supporting information, p. 1776 - 1785 (2021/06/28)

The coligand X was varied in the organonickel complexes [Ni(Phbpy)X] (X = F, Cl, Br, I, C6F5) carrying the anionic tridentate CNN ligand 6-(phen-2-ide)-2,2′-bipyridine (Phbpy-) to study its effect on electronic structures of these complexes and their activity in Negishi-like C-C cross-coupling catalysis. The complexes were synthesized from the precursor [Ni(COD)2] (COD = 1,5-cyclooctadiene) by chelate-assisted oxidative addition into the phenyl C-X bond of the protoligand 6-(2-halidophenyl)-2,2′-bipyridine) and were obtained as red powders. Protoligands X-Phbpy carrying the halide surrogates X = OMe, OTf (triflate) failed in this reaction. Single-crystal XRD allowed us to add the structures of [Ni(Phbpy)Cl] and [Ni(Phbpy)I] to the previously reported Br derivative. Cyclic voltammetry showed reversible reductions for X = C6F5, F, Cl, while for Br and I the reversibility is reduced through rapid splitting of X- after reduction (EC mechanism). UV-vis spectroelectrochemistry confirmed the decreasing degree of reversibility along the series C6F5 > F > Cl ? Br > I, which parallels the "leaving group character"of the X coligands. This method also revealed mainly bpy centered reduction and essentially Ni(II)/Ni(III) oxidations, as corroborated by DFT calculations. The rather X-invariant long-wavelength UV-vis absorptions and excited states were analyzed in detail using TD-DFT and were consistent with predominant metal to ligand charge transfer (MLCT) character. Initial catalytic tests under Negishi-like conditions showed the complexes to be active as catalysts in C-C cross-coupling reactions but did not display marked differences along the series from Ni-F to Ni-I.

Aggregation induced emission (AIE) active 4-amino-1,8-naphthalimide-Tr?ger's base for the selective sensing of chemical explosives in competitive aqueous media

Delente, Jason M.,Gunnlaugsson, Thorfinnur,Kotova, Oxana,Shanmugaraju, Sankarasekaran,Umadevi, Deivasigamani,Watson, Graeme W.

supporting information, p. 2562 - 2565 (2020/03/10)

The 4-amino-1,8-naphthalimide-Tr?ger's base fluorophore, TBNap-TPy, adorned with phenyl-terpyridine moiety was synthesised and assessed for its aggregation-induced emission (AIE) behaviour. TBNap-TPy was further employed as a fluorescent sensor for the di

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