Month: November 2022

Jorge, Salomao Doria published the artcileLigand-based design, synthesis, and experimental evaluation of novel benzofuroxan derivatives as anti-Trypanosoma cruzi agents, Computed Properties of 39115-95-2, the publication is European Journal of Medicinal Chemistry (2013), 200-214, database is CAplus and MEDLINE.

A set of substituted [N’-(benzofuroxan-5-yl)methylene]benzohydrazides (I; R¹ = H, Me, NH₂, CF₃, etc.; R² = H, Cl, CF₃; R³ = H, Cl), previously designed and synthesized, was exptl. assayed against Trypanosoma cruzi, the etiol. agent of Chagas’ disease, one of the most neglected tropical diseases. Exploratory data anal., Hansch approach and VolSurf formalism were applied to aid the ligand-based design of novel anti-T. cruzi agents. The best 2D-QSAR model showed suitable statistical measures [n = 18; s = 0.11; F = 42.19; R² = 0.90 and Q² = 0.77 (SDEP = 0.15)], and according to the optimum 3D-QSAR model [R² = 0.98, Q² = 0.93 (SDEP = 0.08)], three latent variables explained 62% of the total variance from original data. Steric and hydrophobic properties were pointed out as the key for biol. activity. Based upon the findings, six novel benzofuroxan derivatives I (R¹ = Pr, Me₂CH, Me₃C, Bu, OPr, OBu; R² = R³ H) were designed, synthesized, and in vitro assayed to perform the QSAR external prediction. Then, the predictability for the both models, 2D-QSAR (R_pred² = 0.91) and 3D-QSAR (R_pred² = 0.77), was exptl. validated, and compound I (R¹ = Pr; R² = R³ = H) was identified as the most active anti-T. cruzi hit (IC₅₀ = 3.04 μM).

European Journal of Medicinal Chemistry published new progress about 39115-95-2. 39115-95-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Hydrazine,Amine,Benzene,Hydrazide,Amide, name is 4-Iodobenzohydrazide, and the molecular formula is C7H7IN2O, Computed Properties of 39115-95-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Niki, Aya published the artcileConstruction of acyclic all-carbon quaternary stereocenter based on asymmetric Michael addition of chiral amine, Name: Pyridine Iodochloride complex, the publication is Chemical & Pharmaceutical Bulletin (2021), 69(9), 926-930, database is CAplus.

Acyclic asym. quaternary stereocenters, which are composed of four carbon-carbon bonds, were finely constructed by utilizing a face-selective alkylation of enolate intermediates derived from an asym. Michael addition reaction of a chiral lithium amide with trisubstituted (E)-α,β-unsaturated esters. The present face-selective alkylation was able to employ diverse alkyl halides as an electrophile to afford various Michael adducts having an all-carbon quaternary stereocenter. With regard to the deprotection of the chiral auxiliary, N-iodosuccinimide used in our previous study did not work in the present cases; however, the pyridine iodine monochloride in the presence of H₂O was found effective to remove the bornyl group and the benzyl group on the amino group to provide the β-amino ester derivative

Chemical & Pharmaceutical Bulletin published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Name: Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Qu, Wenchao published the artcilePreparation and characterization of L-[5-¹¹C]-glutamine for metabolic imaging of tumors, Application In Synthesis of 161370-66-7, the publication is Journal of Nuclear Medicine (2012), 53(1), 98-105, database is CAplus and MEDLINE.

Recently, there has been a renewed interest in the study of tumor metabolism above and beyond the Warburg effect. Studies on cancer cell metabolism have provided evidence that tumor-specific activation of signaling pathways, such as the upregulation of the oncogene myc, can regulate glutamine uptake and its metabolism through glutaminolysis to provide the cancer cell with a replacement of energy source. Methods: We report a convenient procedure to prepare L-[5-¹¹C]-glutamine. The tracer was evaluated in 9L and SF188 tumor cells (glioma and astrocytoma cell lines). The biodistribution of L-[5-¹¹C]-glutamine in rodent tumor models was investigated by dissection and PET. Results: By reacting ¹¹C-cyanide ion with protected 4-iodo-2-amino-butanoic ester, the key intermediate was obtained in good yield. After hydrolysis with trifluoroacetic and sulfonic acids, the desired optically pure L-[5-¹¹C]-glutamine was obtained (radiochem. yield, 5% at the end of synthesis; radiochem. purity, >95%). Tumor cell uptake studies showed maximum uptake of L-[5-¹¹C]-glutamine reached 17.9% and 22.5% per 100 μg of protein, resp., at 60 min in 9L and SF188 tumor cells. At 30 min after incubation, more than 30% of the activity appeared to be incorporated into cellular protein. Biodistribution in normal mice showed that L-[5-¹¹C]-glutamine had significant pancreas uptake (7.37 percentage injected dose per g at 15 min), most likely due to the exocrine function and high protein turnover within the pancreas. Heart uptake was rapid, and there was 3.34 percentage injected dose per g remaining at 60 min after injection. Dynamic small-animal PET studies in rats bearing xenografted 9L tumors and in transgenic mice bearing spontaneous mammary gland tumors showed a prominent tumor uptake and retention. Conclusion: The data demonstrated that this tracer was favorably taken up in the tumor models. The results suggest that L-[5-¹¹C]-glutamine might be useful for probing in vivo tumor metabolism in glutaminolytic tumors.

Journal of Nuclear Medicine published new progress about 161370-66-7. 161370-66-7 belongs to iodides-buliding-blocks, auxiliary class Chiral,Iodide,Amine,Aliphatic hydrocarbon chain,Ester,Amide, name is (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, and the molecular formula is C13H24INO4, Application In Synthesis of 161370-66-7.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Akimoto, Gaku published the artcileDeprotonative Metalation of Methoxy-Substituted Arenes Using Lithium 2,2,6,6-Tetramethylpiperidide: Experimental and Computational Study, Application of 4-Iodo-3-methoxypyridine, the publication is Journal of Organic Chemistry (2018), 83(21), 13498-13506, database is CAplus and MEDLINE.

The reaction pathways of lithium 2,2,6,6-tetramethylpiperidide (LiTMP)-mediated deprotonative metalation of methoxy-substituted arenes were investigated. Importantly, it was exptl. observed that, whereas TMEDA has no effect on the course of the reactions, the presence of more than the stoichiometric amount of LiCl is deleterious, in particular without an in situ trap. These effects were corroborated by the DFT calculations The reaction mechanisms, such as the structure of the active species in the deprotonation event, the reaction pathways by each postulated LiTMP complex, the stabilization effects by in situ trapping using zinc species, and some kinetic interpretation, are discussed herein.

Journal of Organic Chemistry published new progress about 1331850-50-0. 1331850-50-0 belongs to iodides-buliding-blocks, auxiliary class Pyridine,Iodide,Ether,Pyridine, name is 4-Iodo-3-methoxypyridine, and the molecular formula is C6H6INO, Application of 4-Iodo-3-methoxypyridine.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Teno, Naoki published the artcileSynthesis and evaluation of tripeptidic plasmin inhibitors with nitrile as warhead, Category: iodides-buliding-blocks, the publication is Journal of Peptide Science (2012), 18(10), 620-625, database is CAplus and MEDLINE.

Plasmin is best known as the key mol. in the fibrinolytic system, which is critical for clot lysis and can initiate matrix metalloproteinase (MMP) activation cascade. Along with MMP, plasmin is suggested to be involved in physiol. processes that are linked to the risk of carcinoma formation. Plasmin inhibitors could be perceived as a promising new principle in the treatment of diseases triggered by plasmin. On the basis of the peptidic sequence derived from the synthetic plasmin substrate, a series of peptidic plasmin inhibitors possessing nitrile as warhead were prepared and evaluated for their inhibitory activities against plasmin and other serine proteases, plasma kallikrein and urokinase. The most potent peptidic inhibitors with the nitrile warhead exhibit potency toward plasmin (IC₅₀ = 7.7-11 μM) and are characterized by their selectivity profile against plasma kallikrein and urokinase. The results and mol. modeling of the peptidic inhibitor complexed with plasmin reveal that the P2 residue makes favorable contacts with the open binding pocket comprising the S2 and S3 subsites of plasmin.

Journal of Peptide Science published new progress about 161370-66-7. 161370-66-7 belongs to iodides-buliding-blocks, auxiliary class Chiral,Iodide,Amine,Aliphatic hydrocarbon chain,Ester,Amide, name is (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, and the molecular formula is C12H14O2, Category: iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Katane, Masumi published the artcileIdentification of Novel d-Amino Acid Oxidase Inhibitors by in Silico Screening and Their Functional Characterization in Vitro, Related Products of iodides-buliding-blocks, the publication is Journal of Medicinal Chemistry (2013), 56(5), 1894-1907, database is CAplus and MEDLINE.

D-Amino acid oxidase (DAO) is a degradative enzyme that is stereospecific for d-amino acids, including d-serine and d-alanine, which are potential coagonists of the N-methyl-d-aspartate (NMDA) receptor. Dysfunction of NMDA receptor-mediated neurotransmission has been implicated in the onset of various mental disorders such as schizophrenia. Hence, a DAO inhibitor that augments the brain levels of d-serine and/or d-alanine and thereby activates NMDA receptor function is expected to be an antipsychotic drug, for instance, in the treatment of schizophrenia. In the search for potent DAO inhibitor(s), a large number of compounds were screened in silico, and several compounds were estimated as candidates. These compounds were then characterized and evaluated as novel DAO inhibitors in vitro. The results reported in this study indicate that some of these compounds are possible lead compounds for the development of a clin. useful DAO inhibitor and have the potential to serve as active site probes to elucidate the structure-function relationships of DAO.

Journal of Medicinal Chemistry published new progress about 145343-76-6. 145343-76-6 belongs to iodides-buliding-blocks, auxiliary class Chloride,Iodide,Carboxylic acid,Benzene, name is 2-Chloro-4-iodobenzoic acid, and the molecular formula is C7H4ClIO2, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Watanabe, Hiroyuki published the artcileSynthesis and biological evaluation of radioiodinated 2,5-diphenyl-1,3,4-oxadiazoles for detecting β-amyloid plaques in the brain, Recommanded Product: 4-Iodobenzohydrazide, the publication is Bioorganic & Medicinal Chemistry (2009), 17(17), 6402-6406, database is CAplus and MEDLINE.

This paper describes the synthesis and biol. evaluation of a new series of 2,5-diphenyl-1,3,4-oxadiazole (1,3,4-DPOD) derivatives for detecting β-amyloid plaques in Alzheimer’s brains. The affinity for β-amyloid plaques was assessed by an in vitro binding assay using pre-formed synthetic Aβ42 aggregates. The new series of 1,3,4-DPOD derivatives showed affinity for Aβ42 aggregates with K _i values ranging from 20 to 349 nM. The 1,3,4-DPOD derivatives clearly stained β-amyloid plaques in an animal model of Alzheimer’s disease, reflecting the affinity for Aβ42 aggregates in vitro. Compared to 3,5-diphenyl-1,2,4-oxadiazole (1,2,4-DPOD) derivatives, they displayed good penetration of and fast washout from the brain in biodistribution experiments using normal mice. The novel radioiodinated 1,3,4-DPOD derivatives may be useful probes for detecting β-amyloid plaques in the Alzheimer’s brain.

Bioorganic & Medicinal Chemistry published new progress about 39115-95-2. 39115-95-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Hydrazine,Amine,Benzene,Hydrazide,Amide, name is 4-Iodobenzohydrazide, and the molecular formula is C28H41N7O4, Recommanded Product: 4-Iodobenzohydrazide.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Renaud, Philippe published the artcileRadical carboazidation of alkenes: an efficient tool for the preparation of pyrrolidinone derivatives, Synthetic Route of 31253-08-4, the publication is Angewandte Chemie, International Edition (2002), 41(18), 3460-3462, database is CAplus and MEDLINE.

A one-pot intermol. radical carboazidation of alkenes is reported. The utility of the reaction is demonstrated by the development of a three-component preparation of pyrrolidinones, pyrrolizidinones, and indolizidinones starting from benzenesulfonyl azide, terminal alkenes, and 2-iodo esters.

Angewandte Chemie, International Edition published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, Synthetic Route of 31253-08-4.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Panchaud, Philippe published the artcileRadical Carboazidation: Expedient Assembly of the Core Structure of Various Alkaloid Families, HPLC of Formula: 31253-08-4, the publication is Journal of Organic Chemistry (2004), 69(8), 2755-2759, database is CAplus and MEDLINE.

A procedure for one-pot intermol. radical addition of 2-iodo esters to terminal alkenes followed by azidation of the radical adduct has been developed. This sequential reaction represents an alkene carboazidation process. Its efficacy is demonstrated by the two-step preparation of various lactams such as pyrrolidinones, pyrrolizidinones, and indolizidinones. An easy access to spirolactams bearing an amino-substituted quaternary carbon center is also described. These compounds are important building blocks for the synthesis of numerous alkaloids such as, for instance, FR901483.

Journal of Organic Chemistry published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, HPLC of Formula: 31253-08-4.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Arsen’ev, V. G. published the artcileAcetals and vinyl ethers of unsaturated aldehydes and ketones in new syntheses of heterocyclic compounds: IX. Ethoxyvinyl-1,3-dioxinyl cations: synthesis and reactions with nucleophiles, Name: 1-Ethyl-2-methylquinolin-1-ium iodide, the publication is Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) (1998), 34(12), 1779-1785, database is CAplus.

A new highly reactive ethoxyvinylphenyldioxinyl perchlorate salt I · ClO₄^– was prepared by reaction of dioxinylium perchlorate II · ClO₄^– with excess tri-Et orthoformate in the presence of 16% perchloric acid. The reaction of I · ClO₄^– with electron-rich aromatic and heteroaromatic substrates result in formation of the corresponding aryl(hetaryl)vinyldioxinylium derivatives III · ClO₄^– [R = 4-Me₂NC₆H₄, 2,4-(AcO)₂-1-naphthyl, 2-methyl-3-indolyl]; with compounds possessing an activated methylene group, 1,3-dioxinylidene merocyanines and trimethinecyanines such as IV are formed, and with amines or amides, iminium derivs such as V. Merocyanines such as VI with a chiral center were synthesized for the first time from chiral racemic ethoxyvinyldioxinyl cations.

Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) published new progress about 606-55-3. 606-55-3 belongs to iodides-buliding-blocks, auxiliary class Quinoline,Salt, name is 1-Ethyl-2-methylquinolin-1-ium iodide, and the molecular formula is C12H14IN, Name: 1-Ethyl-2-methylquinolin-1-ium iodide.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com