26148-68-5 Usage
Description
2-AMINO-9H-PYRIDO[2,3-B]INDOLE, also known as AαC, is a crystalline solid that has been identified as a mutagenic and carcinogenic heterocyclic amine. It is formed during the ordinary cooking process and has been found to exhibit mutagenic activity toward Salmonella typhimurium TA98 and TA100. Due to its mutagenic and carcinogenic properties, it poses potential health risks when ingested.
Uses
Used in Research and Development:
2-AMINO-9H-PYRIDO[2,3-B]INDOLE is used as a research compound for studying its mutagenic and carcinogenic properties. Understanding the mechanisms behind its activity can help in developing strategies to reduce its formation during cooking and minimize its potential health risks.
Used in Food Safety and Quality Control:
In the food industry, 2-AMINO-9H-PYRIDO[2,3-B]INDOLE is used as a reference compound for monitoring and controlling the formation of mutagenic and carcinogenic heterocyclic amines in cooked foods. This helps ensure the safety and quality of the final product, reducing the risk of exposure to these harmful compounds.
Used in Toxicology Studies:
2-AMINO-9H-PYRIDO[2,3-B]INDOLE is utilized as a test compound in toxicology studies to evaluate the potential health effects of exposure to mutagenic and carcinogenic substances. These studies contribute to the development of safety standards and guidelines for various industries, including food production and pharmaceuticals.
Used in Pharmaceutical Development:
Although 2-AMINO-9H-PYRIDO[2,3-B]INDOLE itself is mutagenic and carcinogenic, understanding its properties and mechanisms of action can aid in the development of pharmaceuticals that target similar pathways or interact with related molecules. This knowledge can be applied to create novel therapeutic agents with potential applications in various medical fields.
Safety Profile
Suspected carcinogen with experimental carcinogenic data. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx,.
Check Digit Verification of cas no
The CAS Registry Mumber 26148-68-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,1,4 and 8 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 26148-68:
(7*2)+(6*6)+(5*1)+(4*4)+(3*8)+(2*6)+(1*8)=115
115 % 10 = 5
So 26148-68-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H9N3/c12-10-6-5-8-7-3-1-2-4-9(7)13-11(8)14-10/h1-6H,(H3,12,13,14)
26148-68-5Relevant articles and documents
Unusual Reactions of the Model Carcinogen N-Acetoxy-N-acetyl-2-amino-α-carboline
Novak, Michael,Nguyen, Thach-Mien
, p. 9875 - 9881 (2007/10/03)
The aqueous solution reactions of the title compound, 1, were examined for comparison to those previously reported for another model carcinogen N-pivaloyloxy-2-amino-α-carboline, 2. Both of these are models for the ultimate carcinogenic metabolites of 2-amino-α-carboline (AαC), a food-derived heterocyclic amine mutagen and carcinogen. The present study was undertaken to determine the effect of the N-acetyl group on the chemistry of such compounds. The N-acetyl group slows down N-O bond cleavage by a factor of (5.5 × 103)-fold. This allows other reactions not observed in 2, or in other model carcinogens, to be observed. Among these are acyl-transfer reactions to the aqueous solvent, both uncatalyzed and catalyzed by N 3-. In addition, the conjugate acid of 1, 1H+, is subject to a spontaneous decomposition not previously observed in other esters of heterocyclic hydroxylamines or hydroxamic acids. This reaction yields the hydroxylamine, 5, and does so without the intermediacy of the hydroxamic acid, 3, and with 18O exchange from the solvent into the hydroxylamine O. This unique reaction may be caused by an intramolecular proton donation by the pyridyl N-H to the amide carboxyl that catalyzes an intramolecular nucleophilic attack by the carboxyl O of 1H+. A nitrenium ion pathway can still be detected for 1, but, unlike 2 and related esters, this reaction is in competition with other processes throughout the pH range of the study.
