Tag: M.W=0-100

Shinozuka, Tsuyoshi; Kobayashi, Hiroyuki; Suzuki, Sayaka; Tanaka, Kyosuke; Karanjule, Narayan; Hayashi, Noriyuki; Tsuda, Toshifumi; Tokumaru, Eri; Inoue, Masahiro; Ueda, Kiyono; Kimoto, Hiroko; Domon, Yuki; Takahashi, Sakiko; Kubota, Kazufumi; Yokoyama, Tomihisa; Shimizugawa, Akiko; Koishi, Ryuta; Fujiwara, Chie; Asano, Daigo; Sakakura, Tomoko; Takasuna, Kiyoshi; Abe, Yasuyuki; Watanabe, Toshiyuki; Kitano, Yutaka published the article 《Discovery of DS-1971a, a Potent, Selective NaV1.7 Inhibitor》. Keywords: neuropathic pain safety GSH preclin CYP3A4 sodium channels inhibitor.They researched the compound: 4-Aminopyrimidine( cas:591-54-8 ).Electric Literature of C4H5N3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:591-54-8) here.

A highly potent, selective NaV1.7 inhibitor, DS-1971a(I), has been discovered. Exploration of the left-hand Ph ring of sulfonamide derivatives (I and II) led to the discovery of novel series of cycloalkane derivatives with high NaV1.7 inhibitory potency in vitro. As the right-hand heteroaromatic ring affected the mechanism-based inhibition liability of CYP3A4, replacement of this moiety resulted in the generation of 4-pyrimidyl derivatives Addnl., GSH adducts formation, which can cause idiosyncratic drug toxicity, was successfully avoided by this modification. An addnl. optimization led to the discovery of DS-1971a. In preclin. studies, DS-1971a demonstrated highly potent selective in vitro profile with robust efficacy in vivo. DS-1971a exhibited a favorable toxicol. profile, which enabled multiple-dose studies of up to 600 mg bid or 400 mg tid (1200 mg/day) administered for 14 days to healthy human males. DS-1971a is expected to exert potent efficacy in patients with peripheral neuropathic pain, with a favorable safety profile.

Compound(591-54-8)Electric Literature of C4H5N3 received a lot of attention, and I have introduced some compounds in other articles, similar to this compound(4-Aminopyrimidine), if you are interested, you can check out my other related articles.

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Ren, Ji-Wei; Tong, Meng-Nan; Zhao, Yu-Fen; Ni, Feng researched the compound: 4-Aminopyrimidine( cas:591-54-8 ).Electric Literature of C4H5N3.They published the article 《Synthesis of Dipeptide, Amide, and Ester without Racemization by Oxalyl Chloride and Catalytic Triphenylphosphine Oxide》 about this compound( cas:591-54-8 ) in Organic Letters. Keywords: dipeptide preparation diastereoselective; amino acid ester amidation triphenylphosphine oxide catalyst; ester preparation enantioselective; amide preparation enantioselective diastereoselective; amine phenylpropanoic acid amidation triphenylphosphine oxide catalyst; alc amino acid esterification triphenylphosphine oxide catalyst. We’ll tell you more about this compound (cas:591-54-8).

An efficient triphenylphosphine oxide-catalyzed amidation and esterification for the rapid synthesis of a series of dipeptides ((2S,2S)/(2S,2R))-RNHCH(R1)C(O)N(R2)CH(C(O)OR3)R4 [R = (tert-butoxy)carbonyl, (9H-fluoren-9-ylmethoxy)carbonyl, (benzyloxy)carbonyl; R1 = Me, Bn, [(acetamidomethyl)sulfanyl]methyl, (tert-butoxy)methyl, etc.; R2 = H; R3 = Me, t-Bu; R4 = 2-methylpropyl, propan-2-yl, Bn; R2R4 = -(CH2)3-], amides (S)-R5N(R6)C(O)C(R7)(CH3)C6H5 (R5 = 2-methylpropyl, 3,4-dicyanophenyl, pyridin-4-yl, 1-(tert-butoxy)-1-oxo-3-phenylpropan-2-yl, etc.; R6 = H; R5R6 = -(CH2)2N(Boc)(CH2)2-; R7 = H, Me) and esters (S)-(Fmoc)NHCH(R1)C(O)OR8 (R1 = Me, Bn; R8 = Me, Ph, cyclohexyl, etc.) is described. This reaction is applicable to challenging couplings of hindered carboxylic acids (S)-RNHCH(R1)C(O)OH, C6H5C(CH3)(R7)C(O)OH, and (S)-(Fmoc)NHCH(R1)C(O)OH with weakly nucleophilic amines ((S)/(R))-NH(R2)CH(C(O)OR3)R4, R5NH(R6) or alcs., R8OH giving the products in good yields (67-90%) without racemization. This system employs the highly reactive intermediate Ph3PCl2 as the activator of the carboxylate in a catalytic manner and drives the reaction to completion in a short reaction time (less than 10 min).

From this literature《Synthesis of Dipeptide, Amide, and Ester without Racemization by Oxalyl Chloride and Catalytic Triphenylphosphine Oxide》,we know some information about this compound(591-54-8)Electric Literature of C4H5N3, but this is not all information, there are many literatures related to this compound(591-54-8).

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 4-Aminopyrimidine, is researched, Molecular C4H5N3, CAS is 591-54-8, about Development of an Aryl Amination Catalyst with Broad Scope Guided by Consideration of Catalyst Stability, the main research direction is dialkylbiaryl monosphosphine ligand preparation amination coupling catalyst.Formula: C4H5N3.

The authors have developed a new dialkylbiaryl monophosphine ligand, GPhos, that supports a palladium catalyst capable of promoting carbon-nitrogen cross-coupling reactions between a variety of primary amines and aryl halides; in many cases, these reactions can be carried out at room temperature The reaction development was guided by the idea that the productivity of catalysts employing BrettPhos-like ligands is limited by their lack of stability at room temperature Specifically, it was hypothesized that primary amine and N-heteroaromatic substrates can displace the phosphine ligand, leading to the formation of catalytically dormant palladium complexes that reactivate only upon heating. This notion was supported by the synthesis and kinetic study of a putative off-cycle Pd complex. Consideration of this off-cycle species, together with the identification of substrate classes that are not effectively coupled at room temperature using previous catalysts, led to the design of a new dialkylbiaryl monophosphine ligand. An Ot-Bu substituent was added ortho to the dialkylphosphino group of the ligand framework to improve the stability of the most active catalyst conformer. To offset the increased size of this substituent, the authors also removed the para i-Pr group of the non-phosphorus-containing ring, which allowed the catalyst to accommodate binding of even very large α-tertiary primary amine nucleophiles. In comparison to previous catalysts, the GPhos-supported catalyst exhibits better reactivity both under ambient conditions and at elevated temperatures Its use allows for the coupling of a range of amine nucleophiles, including (1) unhindered, (2) five-membered-ring N-heterocycle-containing, and (3) α-tertiary primary amines, each of which previously required a different catalyst to achieve optimal results.

From this literature《Development of an Aryl Amination Catalyst with Broad Scope Guided by Consideration of Catalyst Stability》,we know some information about this compound(591-54-8)Formula: C4H5N3, but this is not all information, there are many literatures related to this compound(591-54-8).

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Quality Control of 4-Aminopyrimidine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Aminopyrimidine, is researched, Molecular C4H5N3, CAS is 591-54-8, about Hydrodifluoromethylation of Alkenes with Difluoroacetic Acid. Author is Meyer, Claudio F.; Hell, Sandrine M.; Misale, Antonio; Trabanco, Andres A.; Gouverneur, Veronique.

A facile method for the regioselective hydrodifluoromethylation of alkenes is reported using difluoroacetic acid and phenyliodine(III) diacetate in THF under visible-light activation. This metal-free approach stands out as it uses inexpensive reagents, does not require a photocatalyst, and displays broad functional group tolerance. The procedure is also operationally simple and scalable, and provides access in one step to high-value building blocks for application in medicinal chem.

From this literature《Hydrodifluoromethylation of Alkenes with Difluoroacetic Acid》,we know some information about this compound(591-54-8)Quality Control of 4-Aminopyrimidine, but this is not all information, there are many literatures related to this compound(591-54-8).

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Spectrum of antiviral activity of 4-aminopyrimidine N-oxides against a broad panel of tick-borne encephalitis virus strains, published in 2020-02-29, which mentions a compound: 591-54-8, Name is 4-Aminopyrimidine, Molecular C4H5N3, COA of Formula: C4H5N3.

Tick-borne encephalitis is an important human arbovirus neuroinfection spread across the Northern Eurasia. Inhibitors of tick-borne encephalitis virus (TBEV) strain Absettarov, presumably targeting E protein n-octyl-β-D-glucoside (β-OG) pocket, were reported earlier. In this work, these inhibitors were tested in vitro against seven strains representing three main TBEV subtypes. The most potent compound, 2-[(2-methyl-1-oxido-5,6,7,8-tetrahydroquinazolin-4-yl)amino]-phenol, showed EC50 values lower than 22 μM against all the tested strains. Nevertheless, EC50 values for virus samples of certain strains demonstrated a substantial variation, which appeared to be consistent with the presence of E protein not only in infectious virions, but also in non-infectious and immature virus particles, protein aggregates, and membrane complexes.

From this literature《Spectrum of antiviral activity of 4-aminopyrimidine N-oxides against a broad panel of tick-borne encephalitis virus strains》,we know some information about this compound(591-54-8)COA of Formula: C4H5N3, but this is not all information, there are many literatures related to this compound(591-54-8).

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Safety of 4-Aminopyrimidine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 4-Aminopyrimidine, is researched, Molecular C4H5N3, CAS is 591-54-8, about Nanoscale, automated, high throughput synthesis and screening for the accelerated discovery of protein modifiers. Author is Gao, Kai; Shaabani, Shabnam; Xu, Ruixue; Zarganes-Tzitzikas, Tryfon; Gao, Li; Ahmadianmoghaddam, Maryam; Groves, Matthew R.; Doemling, Alexander.

Hit finding in early drug discovery is often based on high throughput screening (HTS) of existing and historical compound libraries, which can limit chem. diversity, is time-consuming, very costly, and environmentally not sustainable. On-the-fly compound synthesis and in situ screening in a highly miniaturized and automated format has the potential to greatly reduce the medicinal chem. environmental footprint. Here, acoustic dispensing technol. has been used to synthesize a library in a 1536 well format based on the Groebke-Blackburn-Bienayme’ reaction (GBB-3CR) on a nanomole scale. The unpurified library was screened by differential scanning fluorimetry (DSF) and cross-validated using microscale thermophoresis (MST) against the oncogenic protein-protein interaction menin-MLL. Several GBB reaction products were found as μM menin binder, and the structural basis of the interactions with menin was elucidated by co-crystal structure anal. Miniaturization and automation of the organic synthesis and screening process can lead to an acceleration in the early drug discovery process, which is an alternative to classical HTS and a step towards the paradigm of continuous manufacturing

From this literature《Nanoscale, automated, high throughput synthesis and screening for the accelerated discovery of protein modifiers》,we know some information about this compound(591-54-8)Safety of 4-Aminopyrimidine, but this is not all information, there are many literatures related to this compound(591-54-8).

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 591-54-8. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 4-Aminopyrimidine, is researched, Molecular C4H5N3, CAS is 591-54-8, about Boramidine: A Versatile Structural Motif for the Design of Fluorescent Heterocycles. Author is Lebedev, Yury; Apte, Chirag; Cheng, Susan; Lavigne, Cyrille; Lough, Alan; Aspuru-Guzik, Alan; Seferos, Dwight S.; Yudin, Andrei K..

Sodium cyanoborohydride-derived N-alkylnitriliumboranes were found to be versatile precursors for the synthesis of novel boron-containing heterocycles. The reaction between N-alkylnitriliumboranes and 2-aminopyridines, -imidazoles, -oxazoles, or -isoxazoles leads to incorporation of the [B-C] motif into a five-membered boramidine which exist as a mixture of Z and E isomers. The resulting heterocycles are blue-fluorescent in both the solid state and in solution with ca. 2700 – 8400 cm-1 Stokes shifts and quantum yields in the 65 – 74% range in water and in the 42 – 84% range in organic solvents. The combination of photophys. properties, structural tunability, stability, and solubility in various media are expected to find application in a range of disciplines.

From this literature《Boramidine: A Versatile Structural Motif for the Design of Fluorescent Heterocycles》,we know some information about this compound(591-54-8)Related Products of 591-54-8, but this is not all information, there are many literatures related to this compound(591-54-8).

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

SDS of cas: 591-54-8. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 4-Aminopyrimidine, is researched, Molecular C4H5N3, CAS is 591-54-8, about Development of an Aryl Amination Catalyst with Broad Scope Guided by Consideration of Catalyst Stability.

The authors have developed a new dialkylbiaryl monophosphine ligand, GPhos, that supports a palladium catalyst capable of promoting carbon-nitrogen cross-coupling reactions between a variety of primary amines and aryl halides; in many cases, these reactions can be carried out at room temperature The reaction development was guided by the idea that the productivity of catalysts employing BrettPhos-like ligands is limited by their lack of stability at room temperature Specifically, it was hypothesized that primary amine and N-heteroaromatic substrates can displace the phosphine ligand, leading to the formation of catalytically dormant palladium complexes that reactivate only upon heating. This notion was supported by the synthesis and kinetic study of a putative off-cycle Pd complex. Consideration of this off-cycle species, together with the identification of substrate classes that are not effectively coupled at room temperature using previous catalysts, led to the design of a new dialkylbiaryl monophosphine ligand. An Ot-Bu substituent was added ortho to the dialkylphosphino group of the ligand framework to improve the stability of the most active catalyst conformer. To offset the increased size of this substituent, the authors also removed the para i-Pr group of the non-phosphorus-containing ring, which allowed the catalyst to accommodate binding of even very large α-tertiary primary amine nucleophiles. In comparison to previous catalysts, the GPhos-supported catalyst exhibits better reactivity both under ambient conditions and at elevated temperatures Its use allows for the coupling of a range of amine nucleophiles, including (1) unhindered, (2) five-membered-ring N-heterocycle-containing, and (3) α-tertiary primary amines, each of which previously required a different catalyst to achieve optimal results.

From this literature《Development of an Aryl Amination Catalyst with Broad Scope Guided by Consideration of Catalyst Stability》,we know some information about this compound(591-54-8)SDS of cas: 591-54-8, but this is not all information, there are many literatures related to this compound(591-54-8).

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Ren, Ji-Wei; Tong, Meng-Nan; Zhao, Yu-Fen; Ni, Feng published the article 《Synthesis of Dipeptide, Amide, and Ester without Racemization by Oxalyl Chloride and Catalytic Triphenylphosphine Oxide》. Keywords: dipeptide preparation diastereoselective; amino acid ester amidation triphenylphosphine oxide catalyst; ester preparation enantioselective; amide preparation enantioselective diastereoselective; amine phenylpropanoic acid amidation triphenylphosphine oxide catalyst; alc amino acid esterification triphenylphosphine oxide catalyst.They researched the compound: 4-Aminopyrimidine( cas:591-54-8 ).Application In Synthesis of 4-Aminopyrimidine. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:591-54-8) here.

An efficient triphenylphosphine oxide-catalyzed amidation and esterification for the rapid synthesis of a series of dipeptides ((2S,2S)/(2S,2R))-RNHCH(R1)C(O)N(R2)CH(C(O)OR3)R4 [R = (tert-butoxy)carbonyl, (9H-fluoren-9-ylmethoxy)carbonyl, (benzyloxy)carbonyl; R1 = Me, Bn, [(acetamidomethyl)sulfanyl]methyl, (tert-butoxy)methyl, etc.; R2 = H; R3 = Me, t-Bu; R4 = 2-methylpropyl, propan-2-yl, Bn; R2R4 = -(CH2)3-], amides (S)-R5N(R6)C(O)C(R7)(CH3)C6H5 (R5 = 2-methylpropyl, 3,4-dicyanophenyl, pyridin-4-yl, 1-(tert-butoxy)-1-oxo-3-phenylpropan-2-yl, etc.; R6 = H; R5R6 = -(CH2)2N(Boc)(CH2)2-; R7 = H, Me) and esters (S)-(Fmoc)NHCH(R1)C(O)OR8 (R1 = Me, Bn; R8 = Me, Ph, cyclohexyl, etc.) is described. This reaction is applicable to challenging couplings of hindered carboxylic acids (S)-RNHCH(R1)C(O)OH, C6H5C(CH3)(R7)C(O)OH, and (S)-(Fmoc)NHCH(R1)C(O)OH with weakly nucleophilic amines ((S)/(R))-NH(R2)CH(C(O)OR3)R4, R5NH(R6) or alcs., R8OH giving the products in good yields (67-90%) without racemization. This system employs the highly reactive intermediate Ph3PCl2 as the activator of the carboxylate in a catalytic manner and drives the reaction to completion in a short reaction time (less than 10 min).

From this literature《Synthesis of Dipeptide, Amide, and Ester without Racemization by Oxalyl Chloride and Catalytic Triphenylphosphine Oxide》,we know some information about this compound(591-54-8)Application In Synthesis of 4-Aminopyrimidine, but this is not all information, there are many literatures related to this compound(591-54-8).

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Probing the effects of pyrimidine functional group switches on acyclic fleximer analogues for antiviral activity, published in 2019, which mentions a compound: 591-54-8, Name is 4-Aminopyrimidine, Molecular C4H5N3, Formula: C4H5N3.

Due to their ability to inhibit viral DNA or RNA replication, nucleoside analogs have been used for decades as potent antiviral therapeutics. However, one of the major limitations of nucleoside analogs is the development of antiviral resistance. In that regard, flexible nucleoside analogs known as “”fleximers”” have garnered attention over the years due to their ability to survey different amino acids in enzyme binding sites, thus overcoming the potential development of antiviral resistance. Acyclic fleximers have previously demonstrated antiviral activity against numerous viruses including Middle East Respiratory Syndrome coronavirus (MERS-CoV), Ebola virus (EBOV), and, most recently, flaviviruses such as Dengue (DENV) and Yellow Fever Virus (YFV). Due to these interesting results, a Structure Activity Relationship (SAR) study was pursued in order to analyze the effect of the pyrimidine functional group and acyl protecting group on antiviral activity, cytotoxicity, and conformation. The results of those studies are presented herein.

From this literature《Probing the effects of pyrimidine functional group switches on acyclic fleximer analogues for antiviral activity》,we know some information about this compound(591-54-8)Formula: C4H5N3, but this is not all information, there are many literatures related to this compound(591-54-8).

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem