Category: 56-05-3

Sharif, Ehesan U. published the artcileDevelopment of a Scalable and Practical Synthesis of AB928, a Dual A_2a/A_2b Receptor Antagonist, Synthetic Route of 56-05-3, the publication is Organic Process Research & Development (2020), 24(7), 1254-1261, database is CAplus.

First- and second-generation routes to the dual A_2a/A_2b receptor antagonist AB928 I are disclosed. The second-generation route (performed on multigram scale) prepared the aminochloropyridinylbenzonitrile II by a route avoiding palladium-catalyzed borylation and Suzuki coupling reactions required in the initial route which generated significant amounts of byproducts.

Organic Process Research & Development published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C9H21NO3, Synthetic Route of 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Li, Jian-Yuan published the artcilePalladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis, Category: pyrimidines, the publication is Bioconjugate Chemistry (2019), 30(8), 2209-2215, database is CAplus and MEDLINE.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Category: pyrimidines.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Zhou, Shengwang published the artcilePhotoactivatable Reaction for Covalent Nanoscale Patterning of Multiple Proteins, Category: pyrimidines, the publication is ACS Applied Materials & Interfaces (2018), 10(47), 40452-40459, database is CAplus and MEDLINE.

This article describes a photochem. approach for independently patterning multiple proteins to an inert substrate, particularly for studies of cell adhesion. A photoactivatable chloropyrimidine ligand was employed for covalent immobilization of SnapTag fusion proteins on self-assembled monolayers of alkanethiolates on gold. A two-step procedure was used: first, patterned UV illumination of the surface activated protein capture ligands, and second, incubation with a SnapTag fusion protein bound to the surface in illuminated regions. Two different fluorescent proteins were patterned in registry with features of 400 nm in size over a 1 mm² area. An example is given wherein an anti-carcinoembryonic antigen (anti-CEA) scFv antibody was patterned to direct the selective attachment of a human cancer cell line that express the CEA antigen. This method enables the preparation of surfaces with control over the d. and activity of independently patterned proteins.

ACS Applied Materials & Interfaces published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C25H29N9O3, Category: pyrimidines.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Zhao, Y. published the artcileSynthesis and In Vitro Evaluation of Bis-intercalators with Varied Linkers between Aminochloropyrimidine Rings, Application of 2-Amino-4,6-dichloropyrimidine, the publication is Journal of Heterocyclic Chemistry (2014), 51(5), 1327-1332, database is CAplus.

The synthesis of two groups of aminochloropyrimidine bis-intercalators with different lipophilicity or limited flexibility of linkers as potential DNA intercalators is described. The lipophilic linkers in the synthesized bis-intercalators are represented by alternating methylene groups and oxygen atoms in a chain, with a pyrimidine ring containing an amino group and a chloro group at each end I [X = (CH₂)₂O(CH₂)₂O(CH₂)₂, (CH₂)₃O(CH₂)₂O(CH₂)₃, (CH₂)₃O(CH₂)₄O(CH₂)₃, (CH₂)₃O(CH₂)₂O(CH₂)₂O(CH₂)₃]. The bis-intercalators with limited flexibility contain chains with two benzene rings II [Y = CH₂C₆H₄CH₂, C₆H₄CH₂C₆H₄, C₆H₄(CH₂)₂C₆H₄, C₆H₄OC₆H₄, C₆H₄SC₆H₄]. All compounds I, II were obtained by nucleophilic substitution of 2-amino-4,6-dichloropyrimidine. The anticancer activity of these newly synthesized compounds I, II is also reported. The compounds III (n = 10, 12) described in one of our previous publications display good anticancer activity against murine lymphoma.

Journal of Heterocyclic Chemistry published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C3H5BN2O2, Application of 2-Amino-4,6-dichloropyrimidine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Schaefer, Gabriel published the artcileFacile Synthesis of Sterically Hindered and Electron-Deficient Secondary Amides from Isocyanates, Quality Control of 56-05-3, the publication is Angewandte Chemie, International Edition (2012), 51(36), 9173-9175, S9173/1-S9173/52, database is CAplus and MEDLINE.

The authors report a convenient and rapid approach to the synthesis of hindered and electron-deficient amides by the direct coupling of isocyanates with Grignard reagents. The hindered isocyanates are readily prepared from either amines or carboxylic acids using well-established methods. The isocyanates are easily handled compounds that can be stored for months without any sign of decomposition, and many of them are com. available. The Grignard reagents used in this study are either com. obtained or are readily prepared from the corresponding organo halide and magnesium metal.

Angewandte Chemie, International Edition published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Quality Control of 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Jagadeesha, Gullahalli S. published the artcileMicrowave-Assisted, Metal-Free, Chemoselective N -Formylation of Amines using 2-Formyl-3-methyl-1H-imidazol-3-ium Iodide and In Situ Synthesis of Benzimidazole and Isocyanides, SDS of cas: 56-05-3, the publication is SynOpen (2022), 6(2), 132-140, database is CAplus.

An efficient, environmentally benign, chemoselective, microwave-assisted N-formylation protocol of aromatic, aliphatic, alicyclic, benzylic amines, inactivated aromatic amines and sterically demanding heterocyclic amines using 2-formyl-1,3-dimethyl-1H-imidazol-3-ium iodide were developed. This afforded a series of N-substituted formamides RR¹NCHO [R = H, Me, Bn, R¹ = Me, t-Bu, Bn, etc., RR¹ = (CH₂)₄, (CH₂)₅; R = H, R¹ = Ph, 4-MeC₆H₄, 4-BrC₆H₄, etc.] with good to excellent yields (23 examples, 53-96% yield) and was readily scaled. The methodol. were further extended to synthesize benzimidazole and isocyanide derivatives

SynOpen published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, SDS of cas: 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Chen, Xuwang published the artcileNovel piperidinylamino-diarylpyrimidine derivatives with dual structural conformations as potent HIV-1 non-nucleoside reverse transcriptase inhibitors, HPLC of Formula: 56-05-3, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(24), 6593-6597, database is CAplus and MEDLINE.

A series of novel piperidinylamino-diarylpyrimidine (pDAPY) derivatives with dual structural conformations was designed through a mol. hybridization strategy and expected to bind into the non-nucleoside inhibitor binding pocket (NNIBP) of HIV-1 RT in a flexible manner. A cell-based antiviral screening assay showed that some compounds were active against both wild-type and drug-resistant mutant virus strains (K103N+Y181C RT) of HIV-1, (4-(2-(4-cyanophenylamino)-6-(1-(pyridin-4-yl-methyl)piperidin-4-yl-amino)pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile with EC₅₀ = 0.047 and 4.6 μM, selectivity index = 2145 and 22, resp.). Mol. simulation studies indicated that 4-(2-(4-cyanophenylamino)-6-(1-(pyridin-4-yl-methyl)piperidin-4-ylamino)pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile could maintain the key hydrophobic interaction and hydrogen bonds with the NNIBP of two RT/ligand complexes. In particular, it could simultaneously occupy the protein/solvent interface and the entrance channel. Exploring these hybrid mols. with dual binding conformations might provide optional chem. scaffolds as novel HIV-1 reverse transcriptase inhibitors (HIV-1 NNRTIs).

Bioorganic & Medicinal Chemistry Letters published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, HPLC of Formula: 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Lin, Cui-Hua published the artcile2-Amino-4,6-dimethoxypyrimidin-1-ium 2,2-dichloroacetate, Product Details of C4H3Cl2N3, the publication is Acta Crystallographica, Section E: Structure Reports Online (2012), 68(6), o1898, database is CAplus and MEDLINE.

In the title salt, C₆H₁₀N₃O₂⁺·C₂HCl₂O₂^–, two cations and two anions are linked by N-H···O hydrogen bonds, forming chains along the c axis. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Product Details of C4H3Cl2N3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Li, Shasha published the artcileSolubility Measurement and Modeling of 2-Amino-4,6-dichloropyrimidine in Ten Pure Solvents and (Ethyl Acetate + Ethanol) Solvent Mixtures, Synthetic Route of 56-05-3, the publication is Journal of Chemical & Engineering Data (2018), 63(10), 3715-3726, database is CAplus.

The basis of purification and further theor. studies of 2-amino-4,6-dichloropyrimidine is the solubility and solution thermodn. in different solvents. In this paper, the solubility of 2-amino-4,6-dichloropyrimidine in 10 neat solvents (methanol, ethanol, n-propanol, isopropanol, acetone, acetonitrile, Et acetate, 1,4-dioxane, toluene, and cyclohexane) and binary liquid mixtures (Et acetate + ethanol) was measured by the isothermal saturation method at temperatures range from 278.15 to 318.15 K, at p = 101.2 kPa. High-performance liquid chromatog. (HPLC) was used to analyze the solubility of 2-amino-4,6-dichloropyrimidine in selected solvents. To sum up, the equilibrium mole fraction solubility was highest in 1,4-dioxane (2.619 × 10^-2 at 318.15 K) and lowest in cyclohexane (0.02238 × 10^-2 at 318.15 K), and ranked as 1,4-dioxane (2.619 × 10^-2 at 318.15 K) > acetone (1.630 × 10^-2 at 318.15 K) > Et acetate (1.471 × 10^-2 at 318.15 K) > acetonitrile (0.5048 × 10^-2 at 318.15 K) > methanol (0.3888 × 10^-2 at 318.15 K) > ethanol (0.3391 × 10^-2 at 318.15 K) > n-propanol (0.3133 × 10^-2 at 318.15 K) > toluene (0.2737 × 10^-2 at 318.15 K) > isopropanol (0.2574 × 10^-2 at 318.15 K) > cyclohexane (0.02238 × 10^-2 at 318.15 K). The achieved solubility values in monosolvents were correlated by the modified Apelblat equation, λh equation, Wilson model, and NRTL model and in solvent mixtures by three cosolvency models including Jouyban-Acree model, van’t Hoff-Jouyban-Acree model, and Apelblat-Jouyban-Acree model. Calculated results fitted well with exptl. data. Consequently, for the monosolvents, the values of root-mean-square deviation (RMSD) and relative average deviation (RAD) were less than 0.58 × 10^-4 and 0.80%, resp., and for the binary solvent mixtures were 0.49 × 10^-4 and 0.46%. Furthermore, the Gibbs energy, mixing enthalpy, mixing entropy, activity coefficient at infinitesimal concentration (γ^∞₁) and reduced excess enthalpy (H^E,∞₁) in monosolvents, and dissolution property in mixed solvents were computed. The mixing process of 2-amino-4,6-dichloropyrimidine in the studied solvents was spontaneous and endothermic. The obtained solubility and thermodn. studies would be used to optimize the purification process of 2-amino-4,6-dichloropyrimidine.

Journal of Chemical & Engineering Data published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Synthetic Route of 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Gustin, Darin J. published the artcileIdentification of potent, noncovalent fatty acid amide hydrolase (FAAH) inhibitors, Name: 2-Amino-4,6-dichloropyrimidine, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(8), 2492-2496, database is CAplus and MEDLINE.

Starting from a series of ureas that were determined to be mechanism-based inhibitors of FAAH, several spirocyclic ureas and lactams e. g., I were designed and synthesized. These efforts identified a series of novel, noncovalent FAAH inhibitors with in vitro potency comparable to known covalent FAAH inhibitors. The mechanism of action for these compounds was determined through a combination of SAR and co-crystallog. with rat FAAH.

Bioorganic & Medicinal Chemistry Letters published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Name: 2-Amino-4,6-dichloropyrimidine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia