15018-59-4 Usage
Description
1,3,6-Trimethyl-5-bromouracil is a chemical compound that is commonly used in molecular biology and genetics research. It is a modified form of uracil, a nitrogenous base found in RNA, and is used as a mutagen in experiments studying DNA replication and repair. 1,3,6-Trimethyl-5-bromouracil is unique in that it can mimic the behavior of thymine, another nitrogenous base, and form hydrogen bonds with adenine, leading to mismatches in DNA. This property makes it a valuable tool for studying the mechanisms of DNA mutation and repair.
Used in Molecular Biology and Genetics Research:
1,3,6-Trimethyl-5-bromouracil is used as a mutagen for studying DNA replication and repair mechanisms. Its ability to mimic thymine and form hydrogen bonds with adenine results in DNA mismatches, providing insights into the processes of mutation and repair.
Used in Antiviral Drug Development:
1,3,6-Trimethyl-5-bromouracil is used in the development of antiviral drugs due to its potential to interfere with viral replication processes by causing DNA mismatches, which can inhibit the replication of viruses.
Used in Cancer Research:
1,3,6-Trimethyl-5-bromouracil has potential applications in cancer research, as its mutagen properties can be utilized to study the genetic changes that occur in cancer cells and to develop strategies for cancer treatment and prevention.
Check Digit Verification of cas no
The CAS Registry Mumber 15018-59-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,0,1 and 8 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 15018-59:
(7*1)+(6*5)+(5*0)+(4*1)+(3*8)+(2*5)+(1*9)=84
84 % 10 = 4
So 15018-59-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H9BrN2O2/c1-4-5(8)6(11)10(3)7(12)9(4)2/h1-3H3
15018-59-4Relevant articles and documents
Electrophilic ipso-substitution in uracil derivatives
Chernikova,Khursan,Spirikhin,Yunusov
, p. 2445 - 2453 (2014/11/07)
Treatment of 5-iodo-1,3,6-trimethyluracil with 50% H2SO 4 gives 1,3,6-trimethyluracil; with 5-bromo-1,3,6-trimethyluracil, a mixture of 1,3,6-trimethyluracil and 6-bromomethyl-1,3-dimethyluracil is obtained. 5-Chloro-1,3,6-trimethyluracil remains inert under these conditions. According to the DFT modeling of the reactions of 5-halo-1,3,6-trimethyluracils, a nucleophilic agent can abstract either Hal+ or the methyl proton from the carbocation formed by protonation of the starting halouracil at position 5, which accounts for the formation of two products from the 5-bromo derivative. Under similar conditions, 6-methyluracil dibromohydrin yields N-bromo-5-bromo-6-hydroxymethyluracil. Bromination or chlorination of 5-hydroxymethyl- or 5-formyl-6-methyluracils follows the ipso-substitution scheme leading to 6-methyluracil 5-halo- and 5,5-dihalohydrins.
A facile reduction of uracil derivatives by 1,3-propanedithiol
Kumar, Subodh,Chimni, Swapandeep Singh
, p. 179 - 181 (2007/10/02)
The in situ 1,3-propanedithiol to 1,2-dithiolane oxidation causes reductive debromination and decyanation of 5-bromo-6-bromo-ethyl-1,3-dimethyluracil and 6-cyano-1,3-dimethyluracil, respectively.But, 1-propanethiol and 1,2-ethanedithiol give the expected substitution products