Tag: M.W=100-200

Quality Control of 3-(Pyridin-4-yl)-1H-pyrazol-5-amine. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 3-(Pyridin-4-yl)-1H-pyrazol-5-amine, is researched, Molecular C8H8N4, CAS is 91912-53-7, about Synthesis and SAR studies of 5-(pyridin-4-yl)-1,3,4-thiadiazol-2-amine derivatives as potent inhibitors of Bloom helicase. Author is Rosenthal, Andrew S.; Dexheimer, Thomas S.; Gileadi, Opher; Nguyen, Giang H.; Chu, Wai Kit; Hickson, Ian D.; Jadhav, Ajit; Simeonov, Anton; Maloney, David J..

Human cells utilize a variety of complex DNA repair mechanisms to combat constant mutagenic and cytotoxic threats from both exogenous and endogenous sources. The RecQ family of DNA helicases, which includes Bloom helicase (BLM), plays an important function in DNA repair by unwinding complementary strands of duplex DNA and atypical DNA structures such as Holliday junctions. Mutations of the BLM gene can result in Bloom syndrome, an autosomal recessive disorder associated with cancer predisposition. BLM-deficient cells exhibit increased sensitivity to DNA damaging agents indicating that a selective BLM inhibitor could be useful in potentiating the anticancer activity of these agents. In this work, we describe the medicinal chem. optimization of the hit mol. following a quant. high-throughput screen of >355,000 compounds These efforts lead to the identification of ML216 and related analogs, which possess potent BLM inhibition and exhibit selectivity over related helicases. Moreover, these compounds demonstrated cellular activity by inducing sister chromatid exchanges, a hallmark of Bloom syndrome.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called A Two-Stage Iterative Process for the Synthesis of Poly-oxazoles, published in 2005-07-21, which mentions a compound: 118994-89-1, mainly applied to oxazole oligomer preparation, COA of Formula: C6H7NO3.

Methodol. has been developed to prepare bis-oxazoles via a two-stage iterative process. The sequence begins with C(2)-chlorination of a lithiated oxazole using hexachloroethane. Generation of the C(2)-C(4′) bond by SNAr substitution with TosMIC anion, followed by conversion to the heterocycle in a one-pot reaction with glyoxylic acid monohydrate, affords the desired bis-oxazole in good yield and purity. The two-stage process allows for efficient synthesis of a tris-oxazole and the iterative preparation of a tetra-oxazole.

After consulting a lot of data, we found that this compound(118994-89-1)COA of Formula: C6H7NO3 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1827-27-6, is researched, Molecular C5H5FN2, about Synthesis of 6-substituted pyrido[3,4-d]pyrimidin-4(3H)-ones via directed lithiation of 2-substituted 5-aminopyridine derivatives, the main research direction is pyridopyrimidinone preparation; pyrimidinone pyrido preparation; aminopyridine lithiation carboxylation.Name: 5-Amino-2-fluoropyridine.

Directed lithiation of Boc or pivaloyl derivatives of 2-substituted 5-aminopyridines I (R = Cl, F, OMe, R1 = COnCMe3, X = H, n = 1, 2) with BuLi-TMEDA in di-Et ether at -10°C gave 4-lithio derivatives which were quenched with CO2 to give the analogous C-4 carboxylic acids I (X = CO2H). Hydrolysis of the protecting groups with either TFA or aqueous KOH gave 2-substituted 5-aminopyridine-4-carboxylic acids I (R1 = H, X = CO2H) which were converted to 6-substituted pyrido[3,4-d]pyrimidin-4(3H)-ones II by reaction with formamide or, more optionally, formamidine acetate. Boc protected aminopyridines provided the best overall results, with synthesis of these derivatives best achieved by direct reaction of the aminopyridine with di-tert-Bu dicarbonate in the absence of added base.

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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 Development of Flexible and Scalable Routes to Two Phosphatidinylinositol-3-kinase Delta Inhibitors via a Common Intermediate Approach, published in 2018-03-16, which mentions a compound: 118994-89-1, Name is Ethyl oxazole-5-carboxylate, Molecular C6H7NO3, COA of Formula: C6H7NO3.

This paper describes the discovery and development of a flexible route to two candidate drug mols. by a common intermediate approach. Key reactions include Negishi and Suzuki couplings to form biaryl bonds. Conditions for a Miyaura borylation of heteroaryl bromides were also developed. Heteroaryl trifluoroborates and aryl chlorides were used as coupling partners in the Suzuki reaction, thereby minimizing detrimental side reactions such as protodeboronation and oxidative homocoupling. A complementary set of reaction conditions using pinacolboronates with potassium bifluoride as an additive were also developed and used to make 5 kg of drug substance for use in early-phase clin. trials.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Recommanded Product: 118994-89-1. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Ethyl oxazole-5-carboxylate, is researched, Molecular C6H7NO3, CAS is 118994-89-1, about Practical preparation of challenging amides from non-nucleophilic amines and esters under flow conditions. Author is Vrijdag, Johannes L.; Delgado, Francisca; Alonso, Nerea; De Borggraeve, Wim M.; Perez-Macias, Natalia; Alcazar, Jesus.

A fast and efficient protocol for the formation of amides from low nucleophilic amines and esters in flow is described. Products were obtained in good to excellent yields and with the advantage of simultaneous mixing of all reagents at once, avoiding steps for intermediate formation. The protocol is also suitable to be combined with ester synthesis, giving amides in-line from haloarenes.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Zwitterion structure and acylative ring-opening reactions of 2-aminothiazoline-4-carboxylic acid》. Authors are Gawron, Oscar; Fernando, Joseph; Keil, John; Weismann, T. J..The article about the compound:2-Amino-4,5-dihydrothiazole-4-carboxylic acidcas:2150-55-2,SMILESS:O=C(C1N=C(N)SC1)O).Related Products of 2150-55-2. Through the article, more information about this compound (cas:2150-55-2) is conveyed.

pKA values (pK1 2.03, pK2 8.48), variation of optical rotation with pH and other phys. properties indicate that 2-aminothiazoline-4-carboxylic acid is a zwitterion in solution and in the solid state anti that pK2 can be ascribed to ionization from the ring nitrogen. Acylation of 2-aminothiazoline-4-carboxylic acid in aqueous medium is accompanied by ring opening. With Ac2O N’, S-diacetyl-N-carbamoylcysteine is obtained and with BzCl S-benzoyl-N-carbamylcysteine and 2-imino-3-benzoylthiazolidine-4-carboxylic acid are obtained. Structures of the acylated products were proven by chem. methods and by interpretation of nuclear magnetic resonance data

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Amino-4,5-dihydrothiazole-4-carboxylic acid, is researched, Molecular C4H6N2O2S, CAS is 2150-55-2, about Study on L-cystine conversion technology by Pseudomonas putida TS1138, the main research direction is Pseudomonas cystine cysteine.Quality Control of 2-Amino-4,5-dihydrothiazole-4-carboxylic acid.

A technol. of L-cystine production was studied in this paper, which included microbial enzymic conversion of DL-2-amino-Δ2-thiazoline-4- carboxylic acid (DL-ATC) to L-cysteine, subsequent oxidization of L-cysteine to L-cystine and its purification The cells of Pseudomonas putida TS1138 could be repetitively used as the enzyme sources to convert the substrate DL-ATC to L-cysteine. After being oxidized by 2% dimethy-sulfoxide (DMSO), L-cystine could be harvested and further purified by the pos. ion-exchange resin 001*7. High Performance Liquid Chromatog. (HPLC) identified the purified L-cystine as having a total recovery of 78.55% and purity of 99.12%. This study demonstrated an efficient and convenient method for L- cystine production, which overcame the instability of enzymes, troublesome procedures and high cost of enzyme immobilization as contrasted to the traditional method. All in all, it provides a new approach for industrial production of L- cystine as well as L-cysteine.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 2150-55-2, is researched, Molecular C4H6N2O2S, about Optimization of bioconversion conditions for manufacturing L-cysteine from DL-2-amino-Δ2-thiazoline-4-carboxylic acid with immobilized cells based on response surface analysis, the main research direction is cysteine immobilization Pseudomonas.Application In Synthesis of 2-Amino-4,5-dihydrothiazole-4-carboxylic acid.

The conversion conditions for manufacturing L-cysteine using immobilized cells were optimized by using SAS software combined with the methods of Plackett-Burman design and response surface methodol. The cells were immobilized by calcium alginate embedding method. The optimum levels of three important factors were determined as follows: the volume of immobilized cell was 25.5 mL, the concentration of DL-2-amino-Δ2-thiazoline-4-carboxylic acid (DL-ATC) was 1.0 mass%, and the proliferation time of immobilized cells was 12.9 h. Experiments showed that the average enzyme activity could reach 934 U/mL at optimized conditions for five batches, with an increase of 38.9% compared with that before the optimization. After the immobilized cells were utilized for 4 times, the conversion rate could be still over 91.0% of the initial value.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Ethyl oxazole-5-carboxylate( cas:118994-89-1 ) is researched.Formula: C6H7NO3.Webb, Michael R.; Addie, Matthew S.; Crawforth, Catherine M.; Dale, James W.; Franci, Xavier; Pizzonero, Mathieu; Donald, Craig; Taylor, Richard J. K. published the article 《The syntheses of rac-inthomycin A, (+)-inthomycin B and (+)-inthomycin C using a unified synthetic approach》 about this compound( cas:118994-89-1 ) in Tetrahedron. Keywords: asym synthesis inthomycin B C Mukaiyama aldol reaction; Stille coupling reaction asym synthesis inthomycin A B C. Let’s learn more about this compound (cas:118994-89-1).

The Stille coupling between a common oxazole vinyl iodide and stereodefined stannyl-diene units is described as the cornerstone of a unified synthetic route to the inthomycin family of bioactive Streptomyces metabolites. This procedure has been utilized to prepare (+)-inthomycin B (I) and (+)-inthomycin C (II) for the first time; in these examples the stereogenic center was introduced using the Kiyooka ketene acetal/amino acid-derived oxazaborolidinone variant of the Mukaiyama aldol reaction. In addition, a convenient preparation of rac-inthomycin A (III) is described based on the same strategy.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

HPLC of Formula: 2150-55-2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Amino-4,5-dihydrothiazole-4-carboxylic acid, is researched, Molecular C4H6N2O2S, CAS is 2150-55-2, about Theoretical and experimental approach to hydrophilic interaction dispersive solid-phase extraction of 2-aminothiazoline-4-carboxylic acid from human post-mortem blood. Author is Giebultowicz, Joanna; Sobiech, Monika; Ruzycka, Monika; Lulinski, Piotr.

The authors proposed an innovative hydrophilic interaction dispersive solid-phase extraction (HI-d-SPE) protocol suitable for the isolation of the potential cyanide intoxication marker, 2-aminothiazoline-4-carboxylic acid (ATCA), from such complicated matrix as post-mortem blood. To create an optimal HI-d-SPE protocol, two sorbents were used: a molecularly imprinted polymer (MIP) and com. available Oasis-MCX. The latter sorbent was identified as more recovery-efficient with higher clean-up abilities in a carefully optimized process. Computational anal. was employed to provide insight into the adsorption mechanism of the two selected sorbents. The theor. results were in agreement with the experiment regarding the efficiency of the sorbent. HI-d-SPE was successfully applied to the anal. of ATCA in 20 post-mortem blood samples using LC-MS/MS. The anal. performance of the method was finally compared to prior existing methods, in turn revealing its superiority.

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Reference:
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem