22272-32-8 Usage
Description
2-(sec-Butylamino)-3-chloro-1,4-naphthoquinone, also known as Chloranil Red, is a red-brown crystalline chemical compound with a molecular formula of C14H11ClO2N and a molecular weight of 261.69 g/mol. It is commonly used in the production of dyes and pigments and is known for its ability to undergo oxidation-reduction reactions, making it a versatile oxidizing agent in organic synthesis.
Uses
Used in Dye and Pigment Production:
2-(sec-Butylamino)-3-chloro-1,4-naphthoquinone is used as a dye in various applications, such as coloring textiles and inks, due to its vibrant red-brown color.
Used in Organic Synthesis:
2-(sec-Butylamino)-3-chloro-1,4-naphthoquinone is used as an oxidizing agent in organic synthesis, taking advantage of its ability to undergo oxidation-reduction reactions.
Used in Research and Development:
2-(sec-Butylamino)-3-chloro-1,4-naphthoquinone is utilized in research and development for its unique chemical properties and potential applications in various fields.
However, it is important to note that 2-(sec-Butylamino)-3-chloro-1,4-naphthoquinone is a skin and eye irritant, and exposure to high levels can cause respiratory irritation and damage to the central nervous system. Therefore, proper safety precautions must be taken when handling this chemical.
Check Digit Verification of cas no
The CAS Registry Mumber 22272-32-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,2,7 and 2 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 22272-32:
(7*2)+(6*2)+(5*2)+(4*7)+(3*2)+(2*3)+(1*2)=78
78 % 10 = 8
So 22272-32-8 is a valid CAS Registry Number.
InChI:InChI=1/C14H14ClNO2/c1-3-8(2)16-12-11(15)13(17)9-6-4-5-7-10(9)14(12)18/h4-8,16H,3H2,1-2H3
22272-32-8Relevant articles and documents
Functionalized Dioxonaphthoimidazoliums: A Redox Cycling Chemotype with Potent Bactericidal Activities against Mycobacterium tuberculosis
Cook, Gregory M.,Dick, Thomas,Fridianto, Kevin T.,Go, Mei-Lin,Hards, Kiel,Lam, Yulin,Li, Ming,Negatu, Dereje A.
supporting information, p. 15991 - 16007 (2021/11/16)
Disruption of redox homeostasis in mycobacteria causes irreversible stress induction and cell death. Here, we report the dioxonaphthoimidazolium scaffold as a novel redox cycling antituberculosis chemotype with potent bactericidal activity against growing and nutrient-starved phenotypically drug-resistant nongrowing bacteria. Maximal potency was dependent on the activation of the redox cycling quinone by the positively charged scaffold and accessibility to the mycobacterial cell membrane as directed by the lipophilicity and conformational characteristics of the N-substituted side chains. Evidence from microbiological, biochemical, and genetic investigations implicates a redox-driven mode of action that is reliant on the reduction of the quinone by type II NADH dehydrogenase (NDH2) for the generation of bactericidal levels of the reactive oxygen species (ROS). The bactericidal profile of a potent water-soluble analogue 32 revealed good activity against nutrient-starved organisms in the Loebel model of dormancy, low spontaneous resistance mutation frequency, and synergy with isoniazid in the checkerboard assay.