Month: April 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Biological comparison of synthetic and natural adermin》. Authors are Moller, E. F.; Zima, O.; Jung, F.; Moll, Th..The article about the compound:5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloridecas:148-51-6,SMILESS:OC1=C(C)C(CO)=CN=C1C.[H]Cl).Electric Literature of C8H12ClNO2. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Synthetic adermin was assayed by its influence on growth and acid formation by Streptobact. plantarum (C. A. 32, 9165.1); curves of growth (turbidity) and acidity vs. time are given. The synthetic preparation is slightly more active than the vitamin preparation made from rice hulls. A growth effect upon Streptobact. plantarum is likewise exhibited by 2,4-dimethyl-3-hydroxy-5-(hydroxymethyl)pyridine (hydrochloride m. 254°) although in 50-fold dose the result was only 30-40% of that of the B6 hydrochloride. The 4-desoxyadermin in single doses of 1000 γ is inactive on dermatitic rats.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

HPLC of Formula: 276684-04-9. 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: 5-(3,4-Dichlorophenyl)-1H-pyrazole-3-carboxylic acid, is researched, Molecular C10H6Cl2N2O2, CAS is 276684-04-9, about Application of a Parallel Synthetic Strategy in the Discovery of Biaryl Acyl Sulfonamides as Efficient and Selective NaV1.7 Inhibitors.

The majority of potent and selective hNaV1.7 inhibitors possess common pharmacophoric features that include a heteroaryl sulfonamide headgroup and a lipophilic aromatic tail group. Recently, reports of similar aromatic tail groups in combination with an acyl sulfonamide headgroup have emerged, with the acyl sulfonamide bestowing levels of selectivity over hNaV1.5 comparable to the heteroaryl sulfonamide. Beginning with com. available carboxylic acids that met selected pharmacophoric requirements in the lipophilic tail, a parallel synthetic approach was applied to rapidly generate the derived acyl sulfonamides. A biaryl acyl sulfonamide hit from this library was elaborated, optimizing for potency and selectivity with attention to physicochem. properties. The resulting novel leads are potent, ligand and lipophilic efficient, and selective over hNaV1.5. Representative lead I demonstrates selectivity over other human NaV isoforms and good pharmacokinetics in rodents. The biaryl acyl sulfonamides reported herein may also offer ADME advantages over known heteroaryl sulfonamide inhibitors.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Methylfuran-2(3H)-one(SMILESS: O=C1OC(C)=CC1,cas:591-12-8) is researched.HPLC of Formula: 16004-15-2. The article 《Enantioselective vinylogous Michael addition of β,γ-unsaturated butenolide to 2-iminochromenes》 in relation to this compound, is published in New Journal of Chemistry. Let’s take a look at the latest research on this compound (cas:591-12-8).

An efficient organocatalyzed asym. synthesis of 2-amino-4-(2-furanone)-4H-chromene-3-carbonitriles via vinylogous Michael addition of non-activated β,γ-unsaturated butenolide to 2-iminochromenes was realized.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Jin, Shu-yun; Yu, Di-hu; Li, Yong published the article 《Study on by-products in N-benzyl-2-bromo-3-methoxypropionamide by mixed anhydride methods》. Keywords: byproduct benzyl bromo methoxypropionamide mixed anhydride.They researched the compound: 2-Bromo-3-methoxypropanoic acid( cas:65090-78-0 ).HPLC of Formula: 65090-78-0. 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:65090-78-0) here.

N-Benzyl-2-bromo-3-methoxypropionamide was synthesized from 2-bromo-3-methoxypropionic acid by mixed anhydride methods. The main impurities were separated and analyzed. Furthermore, the mechanism of the production of the main impurities was discussed. The mol. structures of impurities were confirmed by 1 H NMR, 13C NMR, IR.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C10H8ClN. 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-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about Synthesis of bicyclic N-arylmethyl-substituted iminoribitol derivatives as selective nucleoside hydrolase inhibitors.

The purine metabolism of Trypanosoma and Leishmania spp. provides a good target in the search for new selective drugs. Bicyclic N-arylmethyl-substituted iminoribitols were developed as inhibitors of T. vivax nucleoside hydrolase, a key enzyme of the purine salvage pathway. The obtained results and structure-activity data confirmed our model for inhibitor binding with a hydrogen bond between a nitrogen atom of the nucleobase mimetic and the protonated Asp40 from the enzyme. This interaction depends on an optimal pKa value, which can be influenced by the electronic properties of the substituents. These compounds are potent, selective inhibitors of nucleoside hydrolase and are inactive toward human nucleoside phosphorylase.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

SDS of cas: 148-51-6. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Amino derivatives of pyridoxine and its analogs. Author is Yakovleva, N. L.; Balyakina, M. V.; Gunar, V. L..

I [(R = OH, R1 = Me, R2 = CH2OH (II); RR1 = OCMe2CH2O, R2 = CHOH; R = OH, R1 = CH2OH, R2 = Me] with OP(NMe2)3 gave III [R = OH, R1 = Me, R2 = CH2NMe2 (IV); R = OH, R1 = CH2OH, R2 = CH2NMe2; R = OH, R1 = CH2 NMe2, R2 = Me]. Heating II with SOCl2 gave I (R = OH, R1 = Me, R2 = CH2Cl), which was transformed to IV by reaction with Me2NH. Reaction of V (R3 = Cl) with HNMe2 gave V (R3 = NMe2).

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Seizures induced by allylglycine, 3-mercaptopropionic acid, and 4-deoxypyridoxine in mice and photosensitive baboons, and different modes of inhibition of cerebral glutamic acid decarboxylase.Related Products of 148-51-6.

The title drugs caused seizures in mice (i.p.) and baboons (i.v.) and, at subconvulsant levels, enhanced photo-induced seizures in baboons. Addition of pyridoxal phosphate [54-47-7] to mouse brain homogenate relieved inhibition of L-glutamate 1-carboxylase [9074-87-7] by 4-deoxypyridoxine-HCl [148-51-6] but not by DL-allylglycine [7685-44-1]. 3-Mercaptopropionic acid [107-96-0] was the most powerful competitive inhibitor of the enzyme.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Bromo-3-methoxypropanoic acid( cas:65090-78-0 ) is researched.Application In Synthesis of 2-Bromo-3-methoxypropanoic acid.Jin, Shu-yun; Yu, Di-hu; Li, Yong published the article 《Study on by-products in N-benzyl-2-bromo-3-methoxypropionamide by mixed anhydride methods》 about this compound( cas:65090-78-0 ) in Huaxue Shijie. Keywords: byproduct benzyl bromo methoxypropionamide mixed anhydride. Let’s learn more about this compound (cas:65090-78-0).

N-Benzyl-2-bromo-3-methoxypropionamide was synthesized from 2-bromo-3-methoxypropionic acid by mixed anhydride methods. The main impurities were separated and analyzed. Furthermore, the mechanism of the production of the main impurities was discussed. The mol. structures of impurities were confirmed by 1 H NMR, 13C NMR, IR.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of C10H8ClN. 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-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about Study of aminoquinolines. XIV: Long-chain 4-alkylaminoquinolines with potential amebicide activity. Part 2: Effect of the position of nuclear alkyl groups.

Alkylaminoquinolines I (n = 7-17; R = 2-Me, 2-Ph, H, 3-Me; R1 = H, S-Me, 6-Me, 7-Me, 8-Me, 8-Et, 8-CHMe2) were prepared by aminating 4-chloroquinolines. The amebicidal activity of I was maximum when n = 7-9. Methylation of the ring had little effect on amebicidal activity. Some of the chloroquinolines were prepared by treating anilines with EtOCH:C(CO2Et)2 or AcCH2CO2Et, cyclizing, decarboxylating the quinolinecarboxylates, and chlorinating the quinolinol.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Category: pyrimidines. 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: (S)-3-Methoxypyrrolidine, is researched, Molecular C5H11NO, CAS is 120099-61-8, about Design, synthesis and biological evaluation of benzo[cd]indol-2(1H)-one derivatives as BRD4 inhibitors. Author is Feng, Yuxin; Xiao, Senhao; Chen, Yantao; Jiang, Hao; Liu, Na; Luo, Cheng; Chen, Shijie; Chen, Hua.

A series of benzo[cd]indol-2(1H)-one derivatives were designed by structural optimization based on compound I and evaluated for their BRD4 (bromodomain-containing protein 4) inhibitory activity. The results showed that four compounds are the most potential ones with the IC50 values of 1.02 μM, 1.43 μM, 1.55 μM and 3.02 μM. According to their co-crystal structures in complex with BRD4_BD1 and the protein thermal shift assays, the binding modes were revealed that the addnl. indirect hydrogen bonds and hydrophobic interactions make such four compounds more active than I against BRD4. Furthermore, compounds I, 1-((1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indol-6-yl)sulfonyl)pyrrolidine-2-carbohydrazide and 1-((1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indol-6-yl)sulfonyl)pyrrolidine-2-carboxylic acid were chosen to evaluate for their antiproliferative activities on the MLL-AF4-expression acute leukemia cell line (MV4-11), other cancer cell lines and the non-cancer cell lines. The results showed that these compounds exhibited good and selective inhibitory activities against MV4-11 cells with the IC50 values of 11.67 μM, 5.55 μM, and 11.54 μM, resp., and could act on the cell proliferation by blocking cell cycle at G1 phase. They could markedly down-regulate the expressions of the c-Myc, Bcl-2 and CDK6 oncogenes in MV4-11 in the qRT-PCR and western blot studies, which further demonstrated that compound I and its derivatives could serve as a promising therapeutic strategy for MLL leukemia by targeting BRD4_BD1 protein.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia