Lucigenin

Last updated
Lucigenin
Lucigenin.svg
Names
Preferred IUPAC name
10,10-Dimethyl[9,9-biacridine]-10,10-diium dinitrate
Other names
Bis-N-methylacridinium nitrate; N,N-Dimethyl-9,9'-bisacridinium nitrate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.295 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
  • InChI=1S/C28H22N2.2NO3/c1-29-23-15-7-3-11-19(23)27(20-12-4-8-16-24(20)29)28-21-13-5-9-17-25(21)30(2)26-18-10-6-14-22(26)28;2*2-1(3)4/h3-18H,1-2H3;;/q+2;2*-1 Yes check.svgY
    Key: KNJDBYZZKAZQNG-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C28H22N2.2NO3/c1-29-23-15-7-3-11-19(23)27(20-12-4-8-16-24(20)29)28-21-13-5-9-17-25(21)30(2)26-18-10-6-14-22(26)28;2*2-1(3)4/h3-18H,1-2H3;;/q+2;2*-1
    Key: KNJDBYZZKAZQNG-UHFFFAOYAH
  • C[n+]1c2ccccc2c(c3c1cccc3)c4c5ccccc5[n+](c6c4cccc6)C.[N+](=O)([O-])[O-].[N+](=O)([O-])[O-]
Properties
C28H22N4O6
Molar mass 510.506 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Lucigenin is an aromatic compound used in areas which include chemiluminescence. Its chemical name is bis-N-methylacridinium nitrate. It exhibits a bluish-green fluorescence.

It is used as a probe for superoxide anion in biology, for its chemiluminescent properties.

Synthesis

It may be prepared from acridone.

There's also a route from toluene:


Synthesis of Lucigenin from Toluene. References in the image description. Synthesis of lucigenin starting from toluene.png
Synthesis of Lucigenin from Toluene. References in the image description.


Related Research Articles

A, or a, is the first letter and the first vowel of the Latin alphabet, used in the modern English alphabet, the alphabets of other western European languages and others worldwide. Its name in English is a, plural aes. It is similar in shape to the Ancient Greek letter Alpha, from which it derives. The uppercase version consists of the two slanting sides of a triangle, crossed in the middle by a horizontal bar. The lowercase version can be written in two forms: the double-storey a and single-storey ɑ. The latter is commonly used in handwriting and fonts based on it, especially fonts intended to be read by children, and is also found in italic type.

C is a general-purpose computer programming language. It was created in the 1970s by Dennis Ritchie, and remains very widely used and influential. By design, C's features cleanly reflect the capabilities of the targeted CPUs. It has found lasting use in operating systems, device drivers, protocol stacks, though decreasingly for application software. C is commonly used on computer architectures that range from the largest supercomputers to the smallest microcontrollers and embedded systems.

<span class="mw-page-title-main">Internet</span> Global system of connected computer networks

The Internet is the global system of interconnected computer networks that uses the Internet protocol suite (TCP/IP) to communicate between networks and devices. It is a network of networks that consists of private, public, academic, business, and government networks of local to global scope, linked by a broad array of electronic, wireless, and optical networking technologies. The Internet carries a vast range of information resources and services, such as the interlinked hypertext documents and applications of the World Wide Web (WWW), electronic mail, telephony, and file sharing.

<span class="mw-page-title-main">ISO 8601</span> International standards for dates and times

ISO 8601 is an international standard covering the worldwide exchange and communication of date and time-related data. It is maintained by the International Organization for Standardization (ISO) and was first published in 1988, with updates in 1991, 2000, 2004, and 2019, and an amendment in 2022. The standard provides a well-defined, unambiguous method of representing calendar dates and times in worldwide communications, especially to avoid misinterpreting numeric dates and times when such data is transferred between countries with different conventions for writing numeric dates and times.

Microsoft Windows is a group of several proprietary graphical operating system families developed and marketed by Microsoft. Each family caters to a certain sector of the computing industry. For example, Windows NT for consumers, Windows Server for servers, and Windows IoT for embedded systems. Defunct Windows families include Windows 9x, Windows Mobile, and Windows Phone.

<span class="mw-page-title-main">Python (programming language)</span> General-purpose programming language

Python is a high-level, general-purpose programming language. Its design philosophy emphasizes code readability with the use of significant indentation via the off-side rule.

<span class="mw-page-title-main">Submarine</span> Watercraft capable of independent operation underwater

A submarine is a watercraft capable of independent operation underwater. It differs from a submersible, which has more limited underwater capability. The term is also sometimes used historically or colloquially to refer to remotely operated vehicles and robots, as well as medium-sized or smaller vessels, such as the midget submarine and the wet sub. Submarines are referred to as boats rather than ships irrespective of their size.

<span class="mw-page-title-main">Gmail</span> Email service provided by Google

Gmail is a free email service provided by Google. As of 2019, it had 1.5 billion active users worldwide making it the largest email service in the world. A user typically accesses Gmail in a web browser or through the official mobile application. Google also supports the use of email clients via the POP and IMAP protocols.

<span class="mw-page-title-main">LinkedIn</span> Professional network website

LinkedIn is a business and employment-focused social media platform that works through websites and mobile apps. It launched on May 5, 2003. It is now owned by Microsoft. The platform is primarily used for professional networking and career development, and allows jobseekers to post their CVs and employers to post jobs. From 2015 most of the company's revenue came from selling access to information about its members to recruiters and sales professionals. Since December 2016, it has been a wholly owned subsidiary of Microsoft. As of March 2023, LinkedIn has more than 900 million registered members from over 200 countries and territories.

<span class="mw-page-title-main">Google</span> American multinational technology company

Google LLC is an American multinational technology company focusing on artificial intelligence, online advertising, search engine technology, cloud computing, computer software, quantum computing, e-commerce, and consumer electronics. It has been referred to as "the most powerful company in the world" and as one of the world's most valuable brands due to its market dominance, data collection, and technological advantages in the field of artificial intelligence. Its parent company Alphabet is often considered one of the Big Five American information technology companies, alongside Amazon, Apple, Meta, and Microsoft.

<span class="mw-page-title-main">Google Maps</span> Googles web mapping service (launched 2005)

Google Maps is a web mapping platform and consumer application offered by Google. It offers satellite imagery, aerial photography, street maps, 360° interactive panoramic views of streets, real-time traffic conditions, and route planning for traveling by foot, car, bike, air and public transportation. As of 2020, Google Maps was being used by over one billion people every month around the world.

<span class="mw-page-title-main">Google Translate</span> Multilingual neural machine translation service

Google Translate is a multilingual neural machine translation service developed by Google to translate text, documents and websites from one language into another. It offers a website interface, a mobile app for Android and iOS, and an API that helps developers build browser extensions and software applications. As of June 2023, Google Translate supports 133 languages at various levels, and as of April 2016, claimed over 500 million total users, with more than 100 billion words translated daily, after the company stated in May 2013 that it served over 200 million people daily.

<span class="mw-page-title-main">Reddit</span> Social news aggregation, web content rating, livestreaming, and discussion platform

Reddit is an American social news aggregation, content rating, and discussion website. Registered users submit content to the site such as links, text posts, images, and videos, which are then voted up or down by other members. Posts are organized by subject into user-created boards called "communities" or "subreddits". Submissions with more upvotes appear towards the top of their subreddit and, if they receive enough upvotes, ultimately on the site's front page. Reddit administrators moderate the communities. Moderation is also conducted by community-specific moderators, who are not Reddit employees. It is operated by Reddit Inc., based in San Francisco.

<span class="mw-page-title-main">Facebook</span> Social networking service

Facebook is an online social media and social networking service owned by American technology giant Meta Platforms. Created in 2004 by Mark Zuckerberg with fellow Harvard College students and roommates Eduardo Saverin, Andrew McCollum, Dustin Moskovitz, and Chris Hughes, its name derives from the face book directories often given to American university students. Membership was initially limited to only Harvard students, gradually expanding to other North American universities and, since 2006, anyone over 13 years old. As of December 2022, Facebook claimed 2.96 billion monthly active users, and ranked third worldwide among the most visited websites. It was the most downloaded mobile app of the 2010s.

<span class="mw-page-title-main">Twitter</span> American social networking service

Twitter is an online social media and social networking service owned and operated by American company X Corp., the successor of Twitter, Inc. Twitter users outside the United States are legally served by the Ireland-based Twitter International Unlimited Company, which makes these users subject to Irish and European Union data protection laws.

<span class="mw-page-title-main">Android (operating system)</span> Mobile operating system

Android is a mobile operating system based on a modified version of the Linux kernel and other open-source software, designed primarily for touchscreen mobile devices such as smartphones and tablets. Android is developed by a consortium of developers known as the Open Handset Alliance, though its most widely used version is primarily developed by Google. It was unveiled in November 2007, with the first commercial Android device, the HTC Dream, being launched in September 2008.

<span class="mw-page-title-main">Nike, Inc.</span> American athletic equipment company

Nike, Inc. is an American multinational corporation that is engaged in the design, development, manufacturing, and worldwide marketing and sales of footwear, apparel, equipment, accessories, and services. The company is headquartered near Beaverton, Oregon, in the Portland metropolitan area. It is the world's largest supplier of athletic shoes and apparel and a major manufacturer of sports equipment, with revenue in excess of US$46 billion in its fiscal year 2022.

<span class="mw-page-title-main">Temperature</span> Physical quantity that expresses hot and cold

Temperature is a physical quantity that expresses quantitatively the perceptions of hotness and coldness. Temperature is measured with a thermometer.

<span class="mw-page-title-main">Unix</span> Family of computer operating systems

Unix is a family of multitasking, multi-user computer operating systems that derive from the original AT&T Unix, whose development started in 1969 at the Bell Labs research center by Ken Thompson, Dennis Ritchie, and others.

<span class="mw-page-title-main">Instagram</span> Social media platform

Instagram is a photo and video sharing social networking service owned by American company Meta Platforms. The app allows users to upload media that can be edited with filters and organized by hashtags and geographical tagging. Posts can be shared publicly or with preapproved followers. Users can browse other users' content by tag and location, view trending content, like photos, and follow other users to add their content to a personal feed.