Month: December 2022

Aurelio, Luigi published the artcileFrom Sphingosine Kinase to Dihydroceramide Desaturase: A Structure-Activity Relationship (SAR) Study of the Enzyme Inhibitory and Anticancer Activity of 4-((4-(4-Chlorophenyl)thiazol-2-yl)amino)phenol (SKI-II), Quality Control of 39115-95-2, the publication is Journal of Medicinal Chemistry (2016), 59(3), 965-984, database is CAplus and MEDLINE.

The sphingosine kinase (SK) inhibitor, SKI-II, has been employed extensively in biol. investigations of the role of SK1 and SK2 in disease and has demonstrated impressive anticancer activity in vitro and in vivo. However, interpretations of results using this pharmacol. agent are complicated by several factors: poor SK1/2 selectivity, addnl. activity as an inducer of SK1-degradation, and off-target effects, including its recently identified capacity to inhibit dihydroceramide desaturase-1 (Des1). In this study, we have delineated the structure-activity relationship (SAR) for these different targets and correlated them to that required for anticancer activity and determined that Des1 inhibition is primarily responsible for the antiproliferative effects of SKI-II and its analogs. In the course of these efforts, a series of novel SK1, SK2, and Des1 inhibitors have been generated, including compounds with significantly greater anticancer activity.

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, Quality Control of 39115-95-2.

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

Milzarek, Tobias M. published the artcileEvaluation of the Substrate Promiscuity of SorbC for the Chemo-Enzymatic Total Synthesis of Structurally Diverse Sorbicillinoids, Safety of 1-Iodohexane, the publication is ACS Catalysis (2022), 12(3), 1898-1904, database is CAplus.

In the present work, the effects of structural changes to the natural substrate sorbicillin was systematically screened by HPLC-based anal. and comparative determination of key kinetic parameters. This not only provided important insight into substrate promiscuity of SorbC but also facilitated the efficient chemo-enzymic preparation of unnatural dimeric sorbicillinoids possessing modified backbones or hydroxylated sorbyl side chains. In addition, the total syntheses of the natural saturnispol C, saturnispol D, and trichosorbicillin A, as well as of demethyltrichosorbicillin A and dihydroxybisorbicillinol, both not yet known in nature, were reported.

ACS Catalysis published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Safety of 1-Iodohexane.

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

Qian, Yong published the artcileActivity-Based Proteome Profiling Probes Based on Woodward’s Reagent K with Distinct Target Selectivity, COA of Formula: C10H7IN2, the publication is Angewandte Chemie, International Edition (2016), 55(27), 7766-7771, database is CAplus and MEDLINE.

Woodward’s reagent K (WRK) is a reactive heterocyclic compound that has been employed in protein chem. to covalently and unspecifically label proteins at nucleophilic amino acids, notably at histidine and cysteine. The authors have developed a panel of WRK-derived activity-based probes and show that surprisingly and unexpectedly, these probes are fairly selective for a few proteins in the human proteome. The WRK-derived probes show unique reactivity towards the catalytic N-terminal proline in the macrophage migration inhibitory factor (MIF) and can be used to label and, if equipped with a fluorophore, to image MIF activities in living cells.

Angewandte Chemie, International Edition published new progress about 41270-96-6. 41270-96-6 belongs to iodides-buliding-blocks, auxiliary class Pyrimidine,Iodide,Benzene,Immunology/Inflammation,MIF, name is 4-Iodo-6-phenylpyrimidine, and the molecular formula is C10H7IN2, COA of Formula: C10H7IN2.

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

Rassadin, Valentin A. published the artcileSynthesis of benzannulated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides, SDS of cas: 101420-79-5, the publication is Beilstein Journal of Organic Chemistry (2017), 1932-1939, database is CAplus and MEDLINE.

A new and efficient approach to five- and six-membered benzannulated sultams I [R = H, Me, 4-MeOC₆H₄CH₂; R¹ = H, Me, Cl, CO₂Me, CO₂Et; R² = H, OMe, CN; n = 0, 1] by intramol. C-arylation of tertiary 1-(methoxycarbonyl)methanesulfonamides under palladium catalysis was described. In case of the α-toluenesulfonamide derivative, an unexpected formation of a 2,3-diarylindole was observed under the same conditions. The 4-methoxybenzyl group was a suitable protective group for the sultam synthesis since it was stable under the reaction conditions and could be easily removed by acidolysis with trifluoroacetic acid.

Beilstein Journal of Organic Chemistry published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C7H3IN2O2, SDS of cas: 101420-79-5.

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

Tong, Xiaoyu published the artcileCatalytic Enantioselective α-Alkylation of Amides by Unactivated Alkyl Electrophiles, Formula: C6H13I, the publication is Journal of the American Chemical Society (2022), 144(32), 14856-14863, database is CAplus and MEDLINE.

Herein the achievement of this objective, demonstrating that a nickel catalyst could accomplish enantioselective intermol. alkylations of racemic Reformatsky reagents with unactivated electrophiles; the resulting α-alkylated carbonyl compounds could be converted in one addnl. step into a diverse array of ubiquitous families of chiral mols was described. Applying a broad spectrum of mechanistic tools, have gained insight into key intermediates (including the alkylnickel(II) resting state) and elementary steps of the catalytic cycle.

Journal of the American Chemical Society published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C21H33BN2O6S, Formula: C6H13I.

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

Billion, H. published the artcileThe distribution of radioactive Perabrodil M in humans and its application in renal clearance, Application of 2-(3,5-Diiodo-4-oxopyridin-1(4H)-yl)acetic acid, the publication is Klinische Wochenschrift (1955), 1089-93, database is CAplus.

Human subjects were treated intravenously with 200-2250 mg. of Perabrodil M (I) labeled with radioactive iodine. Serum and urine radioactivity was determined for 180 min. as a measure of the I concentration Excretion of I in the urine paralleled the decline in serum I concentration At dose levels of 200-400 mg. and 2250 mg. the urinary excretion of I was 79.1 and 94.1%, resp., in 3 hrs., with half-time values of 44.5 and 32 min., resp. Renal clearance values obtained by slow infusion of I compared favorably with those obtained using p-aminohippuric acid.

Klinische Wochenschrift published new progress about 101-29-1. 101-29-1 belongs to iodides-buliding-blocks, auxiliary class Pyridine,Iodide,Carboxylic acid,Ketone, name is 2-(3,5-Diiodo-4-oxopyridin-1(4H)-yl)acetic acid, and the molecular formula is C7H5I2NO3, Application of 2-(3,5-Diiodo-4-oxopyridin-1(4H)-yl)acetic acid.

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

Dickerhof, Nina published the artcileMacrophage migration inhibitory factor (MIF) is rendered enzymatically inactive by myeloperoxidase-derived oxidants but retains its immunomodulatory function, SDS of cas: 41270-96-6, the publication is Free Radical Biology & Medicine (2015), 498-511, database is CAplus and MEDLINE.

Macrophage migration inhibitory factor (MIF) is an important player in the regulation of the inflammatory response. Elevated plasma MIF is found in sepsis, arthritis, cystic fibrosis and atherosclerosis. Immunomodulatory activities of MIF include the ability to promote survival and recruitment of inflammatory cells and to amplify pro-inflammatory cytokine production MIF has an unusual nucleophilic N-terminal proline with catalytic tautomerase activity. It remains unclear whether tautomerase activity is required for MIF function, but small mols. that inhibit tautomerase activity also inhibit the pro-inflammatory activities of MIF. A prominent feature of the acute inflammatory response is neutrophil activation and production of reactive oxygen species, including myeloperoxidase (MPO)-derived hypochlorous acid and hypothiocyanous acid. We hypothesized that MPO-derived oxidants would oxidize the N-terminal proline of MIF and alter its biol. activity. MIF was exposed to hypochlorous acid and hypothiocyanous acid and the oxidative modifications on MIF were examined by LC-MS/MS. Imine formation and carbamylation was observed on the N-terminal proline in response to MPO-dependent generation of hypochlorous and hypothiocyanous acid, resp. These modifications led to a complete loss of tautomerase activity. However, modified MIF still increased CXCL-8/IL-8 production by peripheral blood mononuclear cells (PBMCs) and blocked neutrophil apoptosis, indicating that tautomerase activity is not essential for these biol. functions. Pre-treatment of MIF with hypochlorous acid protected the protein from covalent modification by the MIF inhibitor 4-iodo-6-phenylpyrimidine (4-IPP). Therefore, oxidant generation at inflammatory sites may protect MIF from inactivation by more disruptive electrophiles, including drugs designed to target the tautomerase activity of MIF.

Free Radical Biology & Medicine published new progress about 41270-96-6. 41270-96-6 belongs to iodides-buliding-blocks, auxiliary class Pyrimidine,Iodide,Benzene,Immunology/Inflammation,MIF, name is 4-Iodo-6-phenylpyrimidine, and the molecular formula is C10H7IN2, SDS of cas: 41270-96-6.

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

Jones, Brian P. published the artcileThe synthesis of an aminohexyl-containing analog of the chromanol leukotriene B₄ receptor antagonist CP-195543: a scaffold for the preparation of derivatized analogs, Safety of Dimethyl 2-iodoterephthalate, the publication is Heterocycles (2000), 53(8), 1713-1724, database is CAplus.

In order to allow the preparation of labeled derivatives of the leukotriene B₄ (LTB₄) antagonist CP-195543 for the study and/or “visualization” of LTB₄ receptors in in vitro and in vivo settings, we have synthesized an aminohexyl-containing analog as a scaffold from which the requisite compounds can be prepared The key reactions in the preparation of the analog include the DAST-mediated introduction of a difluoromethylene group in the presence of an azide and a Suzuki coupling between this highly functionalized benzoate and a chromanol-derived boronic acid. 2-(3S,4R)-(3-Benzyl-4-hydroxychroman-7-yl)-4-(1,1-difluoro-7-methanesulfonamidoheptyl)benzoic acid, prepared from the analog by methanesulfonylation and saponification, is a potent LTB₄ receptor antagonist but displays a high degree of non-specific binding.

Heterocycles published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, Safety of Dimethyl 2-iodoterephthalate.

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

Benoit, Adam R. published the artcileSynthesis and evaluation of N-alkyl-9-aminoacridines with antibacterial activity, SDS of cas: 165534-79-2, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(14), 3014-3017, database is CAplus and MEDLINE.

A series of 9-(alkylamino)acridine derivatives was prepared and evaluated for activity against two strains of methicillin-resistant and one strain of methicillin-sensitive Staphylococcus aureus. Results are presented that show a clear structure activity relationship between the N-alkyl chain length and antibacterial activity with peak MIC₉₉ values of 2-3 μM for alkyl chains ranging from 10 to 14 carbons in length. Although prior work has linked the function of acridine-based compounds to intercalation and topoisomerase inhibition, the present results show that 9-(alkylamino)acridine derivatives likely function as amphiphilic membrane-active disruptors potentially in a similar manner as quaternary ammonium antimicrobial agents. The synthesis of the target compounds was achieved by a reaction (substitution) of 9-(phenoxy)acridine or (4-methyl-1-piperazinyl)(9-phenoxy-3-acridinyl)methanone or 9,10-dihydro-9-oxo-3-acridinecarboxylic acid (amidation) with 1-alkanamine derivatives The title compounds thus formed included N-(alkyl)-9-acridinamine derivatives and (4-methyl-1-piperazinyl)[9-[(alkyl)amino]-3-acridinyl)methanone derivatives and 9,10-dihydro-9-oxo-N-alkyl-3-acridinecarboxamide derivatives

Bioorganic & Medicinal Chemistry Letters published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, SDS of cas: 165534-79-2.

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

Ramos, S. S. published the artcileSome new symmetric rigidified triheterocyclic heptamethinecyanine dyes absorbing in the near infrared, Computed Properties of 606-55-3, the publication is Dyes and Pigments (2002), 53(2), 143-152, database is CAplus.

Several new rigidified heptamethine cyanine dyes bearing different N-alkyl chains were readily prepared by a novel semi-catalyzed method. All dyes displayed absorption within the so-called “phototherapeutic window”. In order to improve the structural versatility of the dyes, a Cl atom was incorporated in the exocyclic conjugated bridge present in the polymethine chain. In some cases the Cl underwent an unexpected in-situ substitution by a third oxygenated heterocyclic group, depending on the solubility of the chloro dye in the reaction solvent. Two possible mechanisms for the formation of these triheterocyclic dyes are proposed. The full spectroscopic characterization of all the cyanines synthesized is described.

Dyes and Pigments 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, Computed Properties of 606-55-3.

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