4160-72-9

Usage

InChI:InChI=1/C6H8N2O2/c1-4-3-8(2)6(10)7-5(4)9/h3H,1-2H3,(H,7,9,10)

Upstream product

• 6299-61-2 1-Methyl-thymin 
• 25902-87-8 4-methoxy-1,5-dimethyl-2(1H)-pyrimidinone 
• 98426-74-5 N-ethoxycarbonyl-3-methoxy-2-methylacrylamide 
• 90048-23-0 N-(3-methoxy-2-methyl-acryloyl)-N'-methyl-urea 
• 186581-53-3 diazomethane 
• 4330-20-5 N-3-benzoylthymine 
• 615-77-0 1-methyluracil 
• 127-09-3 sodium acetate 
• 25902-89-0 4-methoxy-5-methyl-pyrimidin-2(1H)-one 
• 77-78-1 dimethyl sulfate 
• 65-71-4 thymin 
• 554-01-8 5-methylcytosin 
• 1780-31-0 2,6-dichloro-5-methylpyrimidine 
• 5151-34-8 2,4-Dimethoxy-5-methylpyrimidine 

Downstream Products

• 54080-90-9 6,8-Dimethyltetrazolo<1,5-c>pyrimidin-5(6H)-one 
• 143585-92-6 1,4-dimethyl-4-(3-chlorophenoxy)pyrimidin-2(1H)-one 
• 860481-05-6 trans-[PdCl(1-methylthymine)(PPh₃)2]*H₂O 
• 909104-70-7 [NBu₄][Pd(H₂O)(1-methylthymine)2(C₆F₅)] 
• 909104-67-2 [Pd(N,N,N',N'-tetramethylethylenediamine)(1-methylthymine)(C₆F₅)] 
• 909104-65-0 [Pd(2,2'-bipyridine)(1-methylthymine)(C₆F₅)] 
• 909104-66-1 [Pd(4,4'-dimethyl-2,2'-bipyridine)(1-methyluracil)(C₆F₅)] 
• 1112323-45-1 1-methyl-3-(p-tolylsulfonylethyl)thymine 

Relevant academic research and scientific papers

Models of DNA C1' radicals. Structural, spectral, and chemical properties of the thyminylmethyl radical and the 2'-deoxyuridin-1'-yl radical

The thyminylmethyl radical and the 2'-deoxyuridin-1'-yl radical were studied. The former radical was produced in laser flash photolysis (LFP) studies from two precursors derived from thyminylacetic acid, the N-hydroxypyridine-2-thione ester (PTOC ester),

Radiation-induced and photosensitized splitting of c5-c5′-linked dihydrothymine dimers. 2. conformational effects on the reductive splitting mechanism

Radiation-induced and photosensitized reductive splitting of stereoisomeric C5-C5′-linked dihydrothymine dimers (1a,b[meso], meso compound of (5R,5′S)- and (5S,5′R)-bi-5,6-dihydrothymines; 1a,b[rac], racemic compound of (5R,5′R)- and (5S,5′S)-bi-5,6-dihydrothymines) in aqueous solution were studied to compare with the one-electron oxidative splitting mechanism and the photorepair reaction of cyclobutane pyrimidine photodimers. Reacting with radiation-chemically and photochemically generated hydrated electrons or with photoexcited reduced form of flavin adenine dinucleotide (*FADH-), the C5-C5′-linked dihydrothymine dimers 1a,b produced the corresponding 5,6-dihydrothymine derivatives (3a,b) along with the thyrnine monomers (2a,b) in minor yields. Both the product and laser flash photolysis studies indicated that oneelectron adducts of the C5-C5′-linked dimers 1a,b undergo C5-C5′-bond cleavage to generate the 5,6-dihydrothymin-5-yl radicals (5a,b) and the 5,6-dihydrothymine C5-anions (6a,b) resulting in the formation of 3a,b by facile protonation at C5. In the reduction by *FADH-, splitting of the 5,6-dihydro-1-methylthymine dimer 1a[meso] into the monomer 2a was more efficient than that of the racemic isomer 1a[rac]. Conformational analysis by NMR of 1a[meso] and 1a[rac] in solution suggested that 1a[meso] may favor a "closed-shell" conformation and undergo one-electron reduction to form 5a and 6a, whereas 1a[rac] may be in a "opened-shell" conformation and undergo successive two-electron reduction by *FADH- to produce 2 equiv of 6a as a precursor of 3a.

Radiation-induced and photosensitized splitting of C5-C5′-linked dihydrothymine dimers: Product and laser flash photolysis studies on the oxidative splitting mechanism

Radiation-induced and photosensitized one-electron oxidation of stereoisomeric C5-C5′-linked dihydrothymine dimers (1a,b[meso], meso compound of (5R,5′S)-bi-5,6-dihydrothymine; 1a,b[rac], racemic compound of (5R,5′R)-and (5S,5′S)-bi-5,6-dihydrothymines), which are the major products yielded by radiolytic reduction of 1-methylthymine (2a) and 1,3-dimethylthymine (2b) in aqueous solution, was studied to compare with the photoreactivating repair mechanism of cyclobutane pyrimidine photodimers. Reacting with sulfate radical anion (SO4.-), azide radical (N3.), or photoexcited anthraquinone-2-sulfonate (AQS) as oxidants, the C5-C5′-linked dihydrothymine dimers 1a,b split to regenerate the corresponding thymine monomers 2a,b along with 5,6-dihydrothymines (3a,b) in a pH dependent manner. The transient absorption spectra of 5,6-dihydrothymin-5-yl radicals (6a,b) were observed in the nanosecond laser flash photolysis of 1a,b in phosphate buffer under conditions of SO4.- generation. Both the product study and the laser flash photolysis study indicated an oxidative splitting mechanism by which one-electron oxidation of the C5-C5′-linked dimers 1a,b produces the radical cation intermediates (4a,b), which undergo facile fragmentation into 5,6-dihydrothymin-5-yl radicals 6a,b and C5-cations (5a,b), followed by deprotonation at C6 of 5a,b to regenerate the monomers 2a,b.

Triphenylphosphonium conjugates of 1,2,3-triazolyl nucleoside analogues. Synthesis and cytotoxicity evaluation

A series of triphenylphosphonium (TPP) conjugates of 1,2,3-triazolyl analogues of several pyrimidine nucleosides was synthesized and evaluated for the in vitro cytotoxicity against human cancer cell lines M-HeLa, MCF-7, PANC-1, PC-3, DU145, SKOV-3, A275,

SULFONAMIDE DERIVATIVE AND PHARMACEUTICAL COMPOSITION CONTAINING SAME

Provided is a compound having α4 integrin inhibitory action. The compound is a sulfonamide derivative represented by the following formula (I), or pharmaceutically acceptable salt thereof: where R1 to R5, e to h, D, and B represent those as described in the specification.

SULFONAMIDE DERIVATIVE AND MEDICINAL USE THEREOF

Provided are sulfonamide derivatives of a specific chemical structure in which a sulfonamide group having, as a substituent, a phenyl group or a heterocyclic group having a hetero atom(s) as a constituent element(s) is present at its terminal, and pharmaceutically acceptable salts thereof. These compounds are novel compounds having excellent α4 integrin-inhibitory action.

Universal Base

The present invention provides artificial universal base capable of base pairing nonspecifically with any of four kinds of natural nucleic acid bases (A, T, G, and C) without the function to specifically recognize pairing natural nucleic acid bases for base pair formation. Universal base capable of base paring nonspecifically with four kinds of natural nucleic acid bases, wherein the universal base has a structure represented by the following chemical formula: wherein R represents a monovalent group other than a hydrogen atom.

HSAB-driven chemoselective N1-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives

The lithium salts of the conjugated bases of 4-methoxy- and 4-acetylamino-2(1H)-pyrimidinones 1-3 undergo highly chemoselective N1-methylation or ethylation when treated with methyl- or ethylsulfate (hard electrophiles) in dry dioxane, while the use of DMF as solvent results in competitive O2-alkylation. Potassium salts of the same bases in DMF undergo prevalent O2-attack. Under the same conditions, a similar but less chemoselective behaviour is observed in alkylation of thymine and uracil, where some N3-attack occurs. This can be rationalised in terms of the HSAB principle.

Ring opening photoreactions of cytosine and uracil with ethylamine

The photochemical reactions of cytosine (Cyt) and uracil (Ura) with ethylamine, an analog of the side chain of the amino acid lysine, have been studied. After irradiation of Cyt in aqueous ethylamine at λ = 254 nm, N-(N′-ethylcarbamoyl)-3-aminoacrylamidine (Ia) and N-(N′-ethylcarbamoyl)-3-ethylaminoacrylamidine (Ib) were isolated as products, while irradiation of Ura gave N-(N′-ethylcarbamoyl)-3-aminoacrylamide (IIa) and N-(N′-ethylcarbamoyl)-3-ethylaminoacrylamide (IIb) as products. Studies in which Ia and IIa were incubated with ethylamine at various pH values indicate that Ib and IIb are secondary products produced via thermal reactions of Ia and IIa with ethylamine. Heating of Ia and Ib leads to ring closure with the resultant formation of 1-ethylcytosine; small amounts of 1-ethyluracil are also produced. Heating of IIa and IIb produces 1-ethyluracil as the sole product. Spectroscopic properties were determined for each of these opened ring products, as well as for N-(N′-ethylcarbamoyl)-3-amino-2-methylacrylamidine (III) and N- (N′-ethylcarbamoyl)-3-amino-2-methylacrylamide (IV). Quantum yield measurements showed that Ia was formed with a Φ of 1.6 × 10-4 at pH 9.8, while Φ for formation of IIa was 7.2 × 10-4 at pH 11.5. A profile of the relative quantum yield for formation of Ia, determined as a function of pH, showed that the maximum quantum yield occurs at around pH 9.5; the analogous profile for IIa shows a maximum quantum yield at pH 11.3 and above. Acetone sensitization does not produce Ia in the Cyt-ethylamine system, which indicates that the known triplet state of Cyt is not involved in reactions leading to this opened ring product.

Novel electrochemically derived dimers of methylated uracils

Electrolysis of acetic acid/sodium acetate solutions of N-methylated uracils results in the formation of 5-substituted methyl and acethoxy derivatives, Electrolysis of trifluoroacetic acid/potassium trifluoroacetate solutions of N-1-and N-3-methylated uracils provided, besides 5-trifluoromethyl derivatives, novel N-C uracil dimers. In the case of 1,3-dimethyluracil in trifluoroacetic acid, N-1 demethylathion was also observed.