Tag: 100-200

The author of 《Synthesis of pyrimido[4,5-d]pyrimidines. An unusual rearrangement of 2-aminopyrimido[4,5-d]pyrimidin-5(6H)-one into 2-amino-4,6-dichloro-1,3,5-triazine》 were Stanovnik, B.; Koren, B.; Steblaj, M.; Tisler, M.; Zmitek, J.. And the article was published in Vestnik Slovenskega Kemijskega Drustva in 1982. Electric Literature of C7H10N4O2 The author mentioned the following in the article:

Pyrimidopyrimidine I (R = NH2, R1 = H) was obtained by treating 5-carbamoyl-2,4-pyrimidinediamine (II) with HC(OEt)3 or CH(NHCHO)3. I (R = N:CMeOEt, R1 = Me) was obtained from II and MeC(OEt)3. Treatment of I (R = NH2, R1 = H) with POCl3 gave the triazine III. In the experiment, the researchers used Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1Electric Literature of C7H10N4O2)

Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Electric Literature of C7H10N4O2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hotra, Adam; Ragunathan, Priya; Ng, Pearly Shuyi; Seankongsuk, Pattarakiat; Harikishore, Amaravadhi; Sarathy, Jickky Palmae; Saw, Wuan-Geok; Lakshmanan, Umayal; Sae-Lao, Patcharaporn; Kalia, Nitin Pal; Shin, Joon; Kalyanasundaram, Revathy; Anbarasu, Sivaraj; Parthasarathy, Krupakar; Pradeep, Chaudhari Namrata; Makhija, Harshyaa; Droege, Peter; Poulsen, Anders; Tan, Jocelyn Hui Ling; Pethe, Kevin; Dick, Thomas; Bates, Roderick W.; Grueber, Gerhard published an article in Angewandte Chemie, International Edition. The title of the article was 《Discovery of a Novel Mycobacterial F-ATP Synthase Inhibitor and its Potency in Combination with Diarylquinolines》.Product Details of 86443-51-8 The author mentioned the following in the article:

The F1FO-ATP synthase is required for growth and viability of Mycobacterium tuberculosis and is a validated clin. target. A mycobacterium-specific loop of the enzyme’s rotary γ subunit plays a role in the coupling of ATP synthesis within the enzyme complex. We report the discovery of a novel antimycobacterial, termed GaMF1 (I), that targets this γ subunit loop. Biochem. and NMR studies show that GaMF1 inhibits ATP synthase activity by binding to the loop. GaMF1 is bactericidal and is active against multidrug- as well as bedaquiline-resistant strains. Chem. efforts on the scaffold revealed a dynamic structure activity relationship and delivered analogs with nanomolar potencies. Combining GaMF1 with bedaquiline or novel diarylquinoline analogs showed potentiation without inducing genotoxicity or phenotypic changes in a human embryonic stem cell reporter assay. These results suggest that GaMF1 presents an attractive lead for the discovery of a novel class of anti-tuberculosis F-ATP synthase inhibitors.2-Chloro-N-ethylpyrimidin-4-amine(cas: 86443-51-8Product Details of 86443-51-8) was used in this study.

2-Chloro-N-ethylpyrimidin-4-amine(cas: 86443-51-8) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Product Details of 86443-51-8

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Redox-Active Reagents for Photocatalytic Generation of the OCF3 Radical and (Hetero)Aryl C-H Trifluoromethoxylation》 was written by Zheng, Weijia; Lee, Johnny W.; Morales-Rivera, Cristian A.; Liu, Peng; Ngai, Ming-Yu. Category: pyrimidinesThis research focused ontrifluoromethoxyarene trifluoromethoxyheteroarene preparation; arene heteroarene radical trifluoromethoxylation ruthenium photocatalyst; arenes; photocatalysis; radicals; trifluoromethoxylating reagents; trifluoromethoxylation. The article conveys some information:

The trifluoromethoxy (OCF3) radical is of great importance in organic chem. Yet, the catalytic and selective generation of this radical at room temperature and pressure remains a longstanding challenge. Herein, the design and development of a redox-active cationic reagent (1) that enables the formation of the OCF3 radical in a controllable, selective, and catalytic fashion under visible-light photocatalytic conditions is reported. More importantly, the reagent allows catalytic, intermol. C-H trifluoromethoxylation of a broad array of (hetero)arenes and biorelevant compounds Exptl. and computational studies suggest single electron transfer (SET) from excited photoredox catalysts to 1 resulting in exclusive liberation of the OCF3 radical. Addition of this radical to (hetero)arenes gives trifluoromethoxylated cyclohexadienyl radicals that are oxidized and deprotonated to afford the products of trifluoromethoxylation. In the experiment, the researchers used many compounds, for example, 2,4,6-Trichloropyrimidine(cas: 3764-01-0Category: pyrimidines)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Design and synthesis of triple inhibitors of janus kinase (JAK), histone deacetylase (HDAC) and Heat Shock Protein 90 (HSP90)》 was written by Yao, Lianbin; Ohlson, Sten; Dymock, Brian W.. Reference of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidineThis research focused ontriple inhibitor JAK2 histone deacetylase HSP90 antitumor drug design; HDAC; HSP90; Janus kinase; Multiple ligand; Transient drug. The article conveys some information:

Inhibition of multiple signaling pathways in a cancer cell with a single mol. could result in better therapies that are simpler to administer. Efficacy may be achieved with reduced potency against individual targets if there is synergy through multiple pathway inhibition. To achieve this, it is necessary to be able to build multi-component ligands by joining together key pharmacophores in a way which maintains sufficient activity against the individual pathways. Designed triple inhibiting ligands are explored aiming to block three completely different target types: a kinase (JAK2), an epigenetic target (HDAC) and a chaperone (HSP90). Although these enzymes have totally different functions they are related through inter-dependent pathways in the developing cancer cell. Synthesis of several complex multi-inhibiting ligands are presented along with initial enzyme inhibition data against 3 biol. target classes of interest. A lead compound, 47 (I), was discovered which had low micromolar activity for all 3 targets. Further development of these complex trispecific designed multiple ligands could result in a ‘transient drug’, an alternative combination therapy for treating cancer mediated via a single mol. After reading the article, we found that the author used 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Reference of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine)

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. Reference of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 90213-66-4In 2021 ,《Design and Synthesis of Pyrrolo[2,3-d]pyrimidine-Derived Leucine-Rich Repeat Kinase 2 (LRRK2) Inhibitors Using a Checkpoint Kinase 1 (CHK1)-Derived Crystallographic Surrogate》 appeared in Journal of Medicinal Chemistry. The author of the article were Williamson, Douglas S.; Smith, Garrick P.; Mikkelsen, Gitte K.; Jensen, Thomas; Acheson-Dossang, Pamela; Badolo, Lassina; Bedford, Simon T.; Chell, Victoria; Chen, I-Jen; Dokurno, Pawel; Hentzer, Morten; Newland, Samantha; Ray, Stuart C.; Shaw, Terry; Surgenor, Allan E.; Terry, Lindsey; Wang, Yikang; Christensen, Kenneth V.. The article conveys some information:

Inhibitors of leucine-rich repeat kinase 2 (LRRK2) and mutants, such as G2019S, have potential utility in Parkinson’s disease treatment. Fragment hit-derived pyrrolo[2,3-d]pyrimidines underwent optimization using X-ray structures of LRRK2 kinase domain surrogates, based on checkpoint kinase 1 (CHK1) and a CHK1 10-point mutant. (2R)-2-Methylpyrrolidin-1-yl derivative I (LRRK2 G2019S cKi 0.7 nM, LE 0.66) was identified, with increased potency consistent with an X-ray structure of 18/CHK1 10-pt. mutant showing the 2-Me substituent proximal to Ala147 (Ala2016 in LRRK2). Further structure-guided elaboration of I gave the 2-[(1,3-dimethyl-1H-pyrazol-4-yl)amino] deriv II. Optimization of II afforded diastereomeric oxolan-3-yl derivatives III and IV, which demonstrated a favorable in vitro PK profile, although they displayed species disconnects in the in vivo PK profile, and a propensity for P-gp- and/or BCRP-mediated efflux in a mouse model. Compounds III and IV demonstrated high potency and exquisite selectivity for LRRK2 and utility as chem. probes for the study of LRRK2 inhibition. In the experiment, the researchers used many compounds, for example, 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Related Products of 90213-66-4)

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. Related Products of 90213-66-4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Product Details of 90213-66-4In 2016 ,《An improved synthesis approach of the HIV-1 inhibitor RDEA427, a pyrrolo[2,3-d]pyrimidine derivative》 appeared in ARKIVOC (Gainesville, FL, United States). The author of the article were Huang, Boshi; Liu, Xinhao; Li, Wanzhuo; Chen, Zihui; Kang, Dongwei; Zhan, Peng; Liu, Xinyong. The article conveys some information:

A new method for the synthesis of HIV-1 inhibitor RDEA427, a pyrrolo[2,3-d]pyrimidine derivative I was developed. The total yield of the optimized route increased to 39%, over 20 times better than that of the original one. On the whole, the reaction conditions were relatively mild, environment-friendly and economic. In the experiment, the researchers used many compounds, for example, 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Product Details of 90213-66-4)

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Product Details of 90213-66-4They have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reddy, Bhoomireddy Rajendra Prasad; Reddy, Motakatla Venkata Krishna; Reddy, Peddiahgari Vasu Govardhana; Kumar, Dharani Praveen; Shankar, Muthukonda V. published an article on February 10 ,2016. The article was titled 《Protonated trititanate nanotubes: an efficient catalyst for one-pot three-component coupling of benzothiazole amines, heterocyclic aldehydes, and dialkyl/diaryl phosphites with a greener perspective》, and you may find the article in Tetrahedron Letters.Product Details of 640769-70-6 The information in the text is summarized as follows:

Nano-size catalysts of TiO2, ZnO, CuO, and protonated trititanate nanotubes (H2Ti3O7) have been investigated for the one-pot three component synthesis of novel α-aminophosphonates from benzothiazole amines, heteroaldehydes, and dialkyl/diaryl phosphites via Kabachnik-Fields reaction. This methodol. provides a new and convenient approach to multicomponent reaction and the H2Ti3O7 nanotubes catalyst is recyclable up to seven cycles. The experimental process involved the reaction of 3-(Pyrimidin-5-yl)benzaldehyde(cas: 640769-70-6Product Details of 640769-70-6)

3-(Pyrimidin-5-yl)benzaldehyde(cas: 640769-70-6) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. Product Details of 640769-70-6

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ham, Won Seok; Choi, Hoonchul; Zhang, Jianbo; Kim, Dongwook; Chang, Sukbok published an article on February 23 ,2022. The article was titled 《C2-Selective, Functional-Group-Divergent Amination of Pyrimidines by Enthalpy-Controlled Nucleophilic Functionalization》, and you may find the article in Journal of the American Chemical Society.Reference of 5-Bromo-4-ethylpyrimidine The information in the text is summarized as follows:

A synthetic platform for site-selective C-H functionalization that affords pyrimidinyl iminium salt intermediates, which then can be transformed into various amine products I (R = azanyl, 5-(trifluoromethyl)-1,2,3,4-tetrahydropyridin-1-yl, methylaminyl, etc.; R1 = H, Ph) in situ. was described. Mechanism-based reagent design allowed for the C2-selective amination of pyrimidines II, opening the new scope of site-selective heteroaryl C-H functionalization. This method is compatible with a broad range of pyrimidines II with sensitive functional groups, and can access complex aminopyrimidines I in high selectivity. The experimental part of the paper was very detailed, including the reaction process of 5-Bromo-4-ethylpyrimidine(cas: 951884-36-9Reference of 5-Bromo-4-ethylpyrimidine)

5-Bromo-4-ethylpyrimidine(cas: 951884-36-9) is a member of pyrimidine. Pyrimidine derivatives are an important class of N-heterocycles. They are well-known for their wide spectrum of promising biological activities such as antitumors, bactericidals, and fungicidal.Reference of 5-Bromo-4-ethylpyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Category: pyrimidinesOn September 18, 2020 ,《Development of a Scalable Route for a Highly Polar Heterocyclic Aminocyclopropyl Building Block》 was published in Organic Process Research & Development. The article was written by Schafer, Gabriel; Ahmetovic, Muhamed; Fleischer, Tony; Abele, Stefan. The article contains the following contents:

A robust and scalable route toward key heterocyclic building block 1-(pyrimidin-2-yl)cyclopropan-1-amine hydrochloride from cyclopropanated starting material 1-amino-1-cyclopropanecarbonitrile hydrochloride was successfully developed. The key to success was the construction of a pyrimidine ring via cyclization from an amidine intermediate and a bench-stable 2-chloro vinamidinium hexafluorophosphate salt. The cyclization was performed under mild conditions, and the resulting 4-chloropyrimidine derivative was isolated in high yield and purity. The final hydrogenation was intensively optimized: A combination of Pd(OH)2/C as a catalyst and NaOMe as a base at 1 bar H2 pressure in MeOH simultaneously cleaved the Cbz group and dechlorinated the pyrimidine ring while at the same time suppressing the over-reduction of the pyrimidine ring to below 1.0%. After acidification with HCl, followed by removal of the catalyst and NaCl by filtration, the final product was isolated in high yield and purity as a bench-stable off-white solid. The overall yield of the five-step sequence was 57%. In the part of experimental materials, we found many familiar compounds, such as Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3Category: pyrimidines)

Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3) is a member of pyrimidine. Pyrimidine derivatives are an important class of N-heterocycles. They are well-known for their wide spectrum of promising biological activities such as antitumors, bactericidals, and fungicidal.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Ylides of heterocycles. VII. Iodonium-, nitrogen-, phosphonium-, and sulfonium-ylides of pyrimidones》 was written by Habib, Nargues Samuel; Kappe, Samuel. SDS of cas: 15726-38-2 And the article was included in Journal of Heterocyclic Chemistry on April 30 ,1984. The article conveys some information:

Reaction of pyrimidinone I (R = OH; R1 = H, Me, Ph, R2 = H; R1 = R2 = Ph; R3 = H) with PhIO prepared in situ gave iodonium ylides I (R = O-, R3 = PhI+; II) in good yield. Thermal rearrangement of II gave I (R = OPh; R3 = iodo), which were deiodinated to give I (R = OPh, R3 = H). Treatment of II with pyridine, nicotinamide, isoquinoline, Ph3P, or thiophene gave the corresponding N, P, or S ylides. The pyridinium ylides were also prepared from I (R = OH, R1 = Br, Cl) which were prepared from II by treatment with HBr or HCl, resp. In the experiment, the researchers used 5-Bromo-4,6-dihydroxypyrimidine(cas: 15726-38-2SDS of cas: 15726-38-2)

5-Bromo-4,6-dihydroxypyrimidine(cas: 15726-38-2) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.SDS of cas: 15726-38-2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia