87597-83-9 Usage
Description
2-AMINO-6-NITRO-4(3H)-QUINAZOLONE, also known as ANQ, is an organic compound with the molecular formula C8H6N4O3. It is a yellow crystalline solid that is often used in the pharmaceutical industry as a building block for the synthesis of various organic compounds. ANQ is a nitroaromatic compound that has been found to exhibit antimicrobial and anticancer properties in some studies. It is also used as a precursor in the synthesis of other biologically active compounds. ANQ has a wide range of potential applications in the fields of medicine, agriculture, and materials science, making it an important compound in organic chemistry.
Uses
Used in Pharmaceutical Industry:
2-AMINO-6-NITRO-4(3H)-QUINAZOLONE is used as a building block for the synthesis of various organic compounds, particularly in the development of new drugs and pharmaceutical agents.
Used in Antimicrobial Applications:
2-AMINO-6-NITRO-4(3H)-QUINAZOLONE is used as an antimicrobial agent, exhibiting properties that can help combat bacterial and fungal infections.
Used in Anticancer Applications:
2-AMINO-6-NITRO-4(3H)-QUINAZOLONE is used as an anticancer agent, showing potential in the treatment of various types of cancer.
Used in Agriculture:
2-AMINO-6-NITRO-4(3H)-QUINAZOLONE is used as a precursor in the synthesis of other biologically active compounds, which can be applied in agriculture for pest control and crop protection.
Used in Materials Science:
2-AMINO-6-NITRO-4(3H)-QUINAZOLONE is used in the development of new materials with specific properties, such as in the creation of advanced polymers and composites.
Check Digit Verification of cas no
The CAS Registry Mumber 87597-83-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,5,9 and 7 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 87597-83:
(7*8)+(6*7)+(5*5)+(4*9)+(3*7)+(2*8)+(1*3)=199
199 % 10 = 9
So 87597-83-9 is a valid CAS Registry Number.
87597-83-9Relevant articles and documents
Synthesis of 2-Aminoquinazolinones via Carbonylative Coupling of ortho-Iodoanilines and Cyanamide
?kerbladh, Linda,Odell, Luke R.
, p. 2966 - 2973 (2016/04/26)
Herein, we describe a convenient and efficient synthesis of 2-aminoquinazolin-4(3H)-ones and N1-substituted 2-aminoquinazolin-4(1H)-ones by a domino carbonylation/cyclization process. The reaction proceeds via carbonylative coupling of readily available ortho-iodoanilines with cyanamide followed by in situ ring closure of an N-cyanobenzamide intermediate. The products were easily isolated by precipitation in moderate to excellent yields for a wide range of substrates, making this a highly attractive method for the synthesis of 2-aminoquinazolinones.
The synthesis of novel nonclassical reversed bridge quinazoline antifolates as inhibitors of thymidylate synthase [1a,b]
Gangjee,Kothare,Kisliuk
, p. 1097 - 1102 (2007/10/03)
2-Amino-6-methyl-5-(pyridin-4-ylsulfanyl)-3H-quinazolin-4-one (3, AG337) a lipophilic thymidylate synthase inhibitor, is currently in clinical trials as an antitumor agent. On the basis of the crystal structure of 3 and the classical inhibitor 10-propargyl-5,8-dideazafolic acid (1, PDDF) with thymidylate synthase, we designed and synthesized a series of nonclassical 2-amino-6-substituted-3H-quinazolin-4-ones 4-13, with a variety of electron withdrawing groups in the side chain (with the exception of compound 4). Molecular modeling indicates that these reversed bridge (N9-C10) 6-substituted analogues orient their side chain C10-substituent such that it lies between that of 1 and 3. These compounds were obtained by reductive amination of 6-aminoquinazoline 16 and the appropriate aryl aldehyde 17 or aryl ketone 18. For analogues 11-13, the yield depended on the substitutents on the aryl ketone 18 (comparison of 11 and 13). With the exception of analogue 13, all the compounds in the series were poor inhibitors of thymidylate synthase from Lactobacillus casei, Pneumocystis carinii and human sources.
