55474-90-3

Usage

Uses

Used in Pharmaceutical Industry:
(4,6-dimethylpyrimidin-2-yl)cyanamide is used as a building block for the synthesis of various pharmaceuticals due to its potential biological activities.
Used in Agricultural Industry:
(4,6-dimethylpyrimidin-2-yl)cyanamide is used as a building block for the synthesis of various agrochemicals, including its potential use as a herbicide and fungicide.
Used in Organic Synthesis:
(4,6-dimethylpyrimidin-2-yl)cyanamide is used as a versatile intermediate in organic synthesis, with potential applications in diverse fields.

InChI:InChI=1/C7H8N4/c1-5-3-6(2)11-7(10-5)9-4-8/h3H,1-2H3,(H,9,10,11)

Upstream product

• 4472-44-0 2-chloro-4,6-dimethylpyrimidine 
• 127099-85-8 dicyandiamide 
• 123-54-6 acetylacetone 
• 127099-85-8 N-Cyanoguanidine 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 51519-19-8 N-(4,6-Dimethylpyrimid-2-yl)formamide Oxime 

Downstream Products

• 85460-39-5 4,6-Dimethyl-2-(3-phenyl-1,2,4-triazol-5-ylamino)-pyrimidine 
• 123846-41-3 2-[Amino-(4,6-dimethyl-pyrimidin-2-ylamino)-methylene]-5,5-dimethyl-cyclohexane-1,3-dione 
• 85460-38-4 4,6-Dimethyl-2-(3-methyl-1,2,4-triazol-5-ylamino)-pyrimidine 
• 85460-41-9 1,3-Diphenylethyl-6-(4,6-dimethyl-2-pyrimidinylamino)-1,2,3,4-tetrahydro-1,3,5-triazine 
• 126266-92-0 3-pentane-2,4-dione 
• 85460-40-8 1,3-Dibenzyl-6-(4,6-dimethyl-2-pyrimidinylamino)-1,2,3,4-tetrahydro-1,3,5-triazine 
• 34747-51-8 N-(4,6-dimethylpyrimidin-2-yl)-N'-p-tolylguanidine 
• 16018-49-8 N-(4,6-dimethylpyrimidin-2-yl)-N'-phenylguanidine 
• 1174505-83-9 6-chloro-2-(4,6-dimethylpyrimidin-2-ylamino)-4-phenylquinazoline 
• 34747-57-4 N-(4,6-dimethylpyrimidin-2-yl)morpholine-4-carboximidamide 
• 13223-24-0 1-(4,6-dimethylpyrimidin-2-yl)-2-hydroxyguanidine 

Relevant academic research and scientific papers

Quinazoline Ligands Induce Cancer Cell Death through Selective STAT3 Inhibition and G-Quadruplex Stabilization

The signal transducer and activator of transcription 3 (STAT3) protein is a master regulator of most key hallmarks and enablers of cancer, including cell proliferation and the response to DNA damage. G-Quadruplex (G4) structures are four-stranded noncanonical DNA structures enriched at telomeres and oncogenes' promoters. In cancer cells, stabilization of G4 DNAs leads to replication stress and DNA damage accumulation and is therefore considered a promising target for oncotherapy. Here, we designed and synthesized novel quinazoline-based compounds that simultaneously and selectively affect these two well-recognized cancer targets, G4 DNA structures and the STAT3 protein. Using a combination of in vitro assays, NMR, and molecular dynamics simulations, we show that these small, uncharged compounds not only bind to the STAT3 protein but also stabilize G4 structures. In human cultured cells, the compounds inhibit phosphorylation-dependent activation of STAT3 without affecting the antiapoptotic factor STAT1 and cause increased formation of G4 structures, as revealed by the use of a G4 DNA-specific antibody. As a result, treated cells show slower DNA replication, DNA damage checkpoint activation, and an increased apoptotic rate. Importantly, cancer cells are more sensitive to these molecules compared to noncancerous cell lines. This is the first report of a promising class of compounds that not only targets the DNA damage cancer response machinery but also simultaneously inhibits the STAT3-induced cancer cell proliferation, demonstrating a novel approach in cancer therapy.

COMPOUNDS TARGETING DUAL G-QUADRUPLEX DNA AND STAT3

The present invention relates to novel quinazoline compounds having the formula (I) or (II): (I) (II). The compounds are active both as stabilizers of G-quadruplex DNA structures and as inhibitors of STAT3 phosphorylation. The disclosed compounds are useful in medical treatment, such as the treatment of cancer.

Syntheses of Some New N-Linked Pyrimidine-2-amines with Pyrazinopyrimidines, Thienopyrimidines, and Benzazoles via Reactions of Various Nucleophiles with Cyanamides

New heterocycles containing 2-aminopyrimidine moiety linked with pyrazino[1,2-c]pyrimidines, thieno[2,3-d]pyrimidines, benzimidazoles, benzothiazoles, and benzoxazoles have been prepared by an efficient method starting from N-(pyrimidin-2-yl)cyanamides.

PHENYL-GUANIDINE DERIVATIVES

Provided herein are phenyl-guanidine derivatives for the inhibition of Rac1 which blocks its interaction with guanosine exchange factors (GEFs) belonging to the DBL family as agents for the treatment of aggressive and/or resistant tumours, as well as pharmaceutical compositions comprising them, their use in therapy and processes for their preparation.

Microwave-expedited one-pot, two-component, solvent-free synthesis of functionalized pyrimidines

The synthesis of a series of diversely substituted pyrimidines under solvent-free conditions in good yields is described. Under microwave irradiation, a variety of nucleophilic substrates containing the N?C?N unit with ?-dicarbonyl compounds, ethyl cyanoacetate, malononitrile, and chalcones was cyclized to give pyrimidines. A combinatorial type approach for a one-step synthesis has been developed where a ring-closing condensation is followed by spontaneous aromatization to afford 28 functionalized and aryl/alkyl substituted pyrimidines. CSIRO 2007.

Condensation of isatoic anhydride with hetarylguanidines

Condensation of isatoic anhydride with 4-methylquinazolin-2-yl-, 2-benzoxazolyl-, 2-benzothiazolyl-, and 4,6-dimethylpyrimidin-2-ylguanidines leads to the corresponding 2-hetarylamino-4-hydroxy-quinazolines as a result of cyclization of intermediate anthranilic acid hetarylguanidides. These intermediates can be isolated as individual compounds.

Process for the preparation of N'-sulphonyl- and N',N"-bis-sulphonyl-guanidine derivatives

A process for the preparation of a guanidine derivative of the formula STR1 in which R1 represents hydrogen or the radical R5 --S(O)m --, m represents the numbers zero, 1 or 2 and R5 represents an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and heteroaryl, R2 represents a six-membered aromatic heterocyclic structure which contains at least one nitrogen atom and is substituted, and R8 represents an optionally substituted radical from the series comprising C1 -C6 -alkyl, alkenyl, alkinyl, cycloalkyl, phenylalkyl and aryl, which comprises reacting a guanidine derivative of the formula STR2 with one or two molar equivalent(s), respectively, of a halogen/sulphur compound of the formula in which X1 represents fluorine, chlorine or bromine. The compounds are herbicidally active.

1-(2-oxyaminosulphonylphenylsulphonyl)-3-triazinyl-ureas

Herbicidally active 1-(2-oxyaminosulphenylphenylsulphonyl)-3-triazinyl-ureas of the formula STR1 in which X is nitrogen, Y is nitrogn, Z is C-R6 and R1, R2, R4 and R6 are various organic radicals.

Sulphonyliso(thio)urea derivatives and herbicidal use thereof

The invention relates relates to new sulphonyliso(thio)-urea derivatives of the general formula (I) STR1 in which R1 represent an optionally substituted radical from the series comprising alkyl, aralkyl, aryl and heteroaryl R2 represents an optionally substituted and/or optionally fused 6-membered aromatic heterocyclic radial containing at least one nitrogen atom, R3 represents an optically substituted aromatic or heteroaromatic radical, X represents oxygen or sulphur and M represents hydrogen or an equivalent of a metal, and adducts of compounds of the formula (I) with strong acids, processes for their prepartion, and their use as herbicides.

Substituted guanidine derivatives

A plant growth regulating compound of the formula STR1 in which R2 is an optionally substituted nitrogen heterocyclic radical, R3 is hydrogen, alkyl, cycloalkyl, alkenyl, alkinyl or aralkyl, and R4 is hydrogen, or if R3 is not hydrogen R4 may be hydroxyl or a variety of radicals, or R3 and R4 together may form a ring, or an acid adduct thereof.