Month: December 2022

Sabbatini, Paola published the artcileDesign, Synthesis, and in Vitro Pharmacology of New Radiolabeled γ-Hydroxybutyric Acid Analogues Including Photolabile Analogues with Irreversible Binding to the High-Affinity γ-Hydroxybutyric Acid Binding Sites, Quality Control of 53279-83-7, the publication is Journal of Medicinal Chemistry (2010), 53(17), 6506-6510, database is CAplus and MEDLINE.

γ-Hydroxybutyric acid (GHB) is a psychotropic compound endogenous to the brain. Despite its potential physiol. significance, the complete mol. mechanisms of action remain unexplained. To facilitate the isolation and identification of the high-affinity GHB binding site, we herein report the design and synthesis of the first ¹²⁵I-labeled radioligands in the field, one of which contains a photoaffinity label which enables it to bind irreversibly to the high-affinity GHB binding sites.

Journal of Medicinal Chemistry published new progress about 53279-83-7. 53279-83-7 belongs to iodides-buliding-blocks, auxiliary class Iodide,Amine,Benzene,Alcohol, name is (2-Amino-5-iodophenyl)methanol, and the molecular formula is C7H8INO, Quality Control of 53279-83-7.

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

Zhang, Ziyi published the artcileSynthesis and anticancer activity of N-carbamoyl-N’-(1-oxy-2,2,5,5-tetramethylpyrrolin-3-yl)urea compounds, Recommanded Product: 4-Iodobenzohydrazide, the publication is Gaodeng Xuexiao Huaxue Xuebao (1989), 10(12), 1202-7, database is CAplus.

By the addition of 1-oxy-2,2,5,5-tetramethylpyrroline-3-isocyanate, synthesized by seven steps, to substituted hydrazides with biol. activity, nineteen title compounds were synthesized. The characteristics of ESR, IR and mass spectra of some were discussed. The preliminary experiment showed that these compounds possess an inhibiting activity on L7712-leukemia cell and ascitic hepatoma.

Gaodeng Xuexiao Huaxue Xuebao 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 C14H28BNO4, Recommanded Product: 4-Iodobenzohydrazide.

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

Su, Bo published the artcileDiversity-Oriented Synthesis through Rh-Catalyzed Selective Transformations of a Novel Multirole Directing Group, Product Details of C7H7IN2O, the publication is ChemCatChem (2015), 7(18), 2986-2990, database is CAplus.

In the context of transition-metal-catalyzed C-H functionalization, directing-group strategy was developed for the improvement of chem. reactivity and selectivity. Recently, to avoid the inherent limitations of traditional mono-role directing groups, a dual-role oxidizing-directing-group strategy was developed, in which the directing group acts both as directing group and oxidant. Herein, the authors report a multirole directing group, which possesses multiple reactive sites, exhibits unique reactivity and selectivity, and leads to four different types of products from a single starting material through rhodium-catalyzed C-H activation/alkyne annulation reactions. The excellent product diversity and regio- and redox selectivity were well controlled by the tuning of solvents and oxidants.

ChemCatChem 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 C4H5F3N2O3S, Product Details of C7H7IN2O.

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

Yamaga, Hiroaki published the artcileAmino acid derivative reactivity assay-organic solvent reaction system: A novel alternative test for skin sensitization capable of assessing highly hydrophobic substances, COA of Formula: C6H13I, the publication is Journal of Applied Toxicology (2021), 41(10), 1634-1648, database is CAplus and MEDLINE.

The amino acid derivative reactivity assay (ADRA) is an in chemico alternative to animal testing that focuses on protein binding. The ADRA is a skin sensitization test that solves problems associated with the direct peptide reactivity assay. However, when utilizing the ADRA to evaluate highly hydrophobic substances with octanol/water partition coefficients (logKow) of >6, the test substances may not dissolve in the reaction solution, which can prevent the accurate assessment of skin sensitization. Therefore, we developed the ADRA-organic solvent (ADRA-OS) reaction system, which is a novel skin sensitization test that enables the assessment of highly hydrophobic substances with a logKow of >6. We discovered that the organic solvent ratio, the triethylamine concentration, and the EDTA disodium salt dihydrate concentration participate in reactions with the nucleophile N-(2-(1-naphthyl)acetyl)-L-cysteine (NAC) and sensitizers that are used in ADRA and in stabilizing NAC. Thus, we determined the optimal reaction composition of the ADRA-OS according to L₉ (3³) orthogonal array experiments Using this test, we assessed 14 types of highly hydrophobic substances. When we compared the results with ADRA, we found that ADRA-OS reaction system has high solubility for highly hydrophobic substances and that it has a high predictive capacity (sensitivity: 63%, specificity: 100%, accuracy: 79%). The implication of the results is that the novel ADRA-OS reaction system should provide a useful method for assessing the skin sensitization of highly hydrophobic substances with a logKow of >6.

Journal of Applied Toxicology 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 C10H14O2, COA of Formula: C6H13I.

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

Pandey, Shyam S. published the artcileEffect of extended π-conjugation on photovoltaic performance of dye sensitized solar cells based on unsymmetrical squaraine dyes, Recommanded Product: 1-Ethyl-2-methylquinolin-1-ium iodide, the publication is Tetrahedron (2013), 69(12), 2633-2639, database is CAplus.

Aiming toward the far-red to near IR photon harvesting, three new unsym. squaraine dyes bearing direct ring carboxy functionalized indole as an anchoring moiety with varying donor groups with extended π-conjugation have been successfully synthesized and utilized for dye-sensitized solar cell fabrication. Under simulated solar irradiation, dye SQ-8 gave a photoconversion efficiency of 3.3% mainly harvesting photons in the far-red region between 500 and 700 nm. By extending the π-conjugation of the donor moieties in the novel unsym. squaraine dyes, it was possible to extend the light absorption from far-red to near IR wavelength region. In spite of good light absorption up to 900 nm and energetic matching, dye SQ-16 was found to exhibit decreased photon harvesting, which was explained by the enhanced dye aggregation along with its difficulty in facile electron injection as indicated from electronic absorption spectroscopic and d. functional theory calculation results, resp.

Tetrahedron 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, Recommanded Product: 1-Ethyl-2-methylquinolin-1-ium iodide.

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

Henry, Kenneth J. Jr. published the artcileDiscovery of a Series of Cyclohexylethylamine-Containing Protein Farnesyltransferase Inhibitors Exhibiting Potent Cellular Activity, Synthetic Route of 165534-79-2, the publication is Journal of Medicinal Chemistry (1999), 42(23), 4844-4852, database is CAplus and MEDLINE.

Synthesis of a library of secondary benzylic amines based on the Sebti-Hamilton type peptidomimetic farnesyltransferase (FTase) inhibitor FTI-276 led to the identification of [(I); R = H] as a potent enzyme inhibitor (IC₅₀ of 8 nM) which lacked the problematic thiol residue which had been a common theme in many of the more important FTase inhibitors reported to date. It has previously been disclosed that addition of o-tolyl substitution to FTase inhibitors of the general description (II) had a salutary effect on both FTase inhibition and inhibition of Ras prenylation in whole cells. Combination of these two observations led us to synthesize [I; R = Me(III)], a potent FTase inhibitor which displayed an IC₅₀ of 0.16 nM for in vitro inhibition of FTase and an EC₅₀ of 190 nM for inhibition of whole cell Ras prenylation. Modification of III by classical medicinal chem. led to the discovery of a series of potent FTase inhibitors, culminating in the identification of (IV) which exhibited an IC₅₀ of 0.20 nM and an EC₅₀ of 4.4 nM. In vivo tests in a nude mouse xenograft model of human pancreatic cancer (MiaPaCa cells) showed that oral dosing of IV gave rise to impressive attenuation of the growth of this aggressive tumor cell line.

Journal of Medicinal Chemistry 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, Synthetic Route of 165534-79-2.

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

Chen, Yan-Qiao published the artcileOvercoming the Limitations of γ- and δ-C-H Arylation of Amines through Ligand Development, Safety of 3-Bromo-6-iodo-imidazo[1,2-a]pyridine, the publication is Journal of the American Chemical Society (2018), 140(51), 17884-17894, database is CAplus and MEDLINE.

L,X-Type transient directing groups (TDGs) based on a reversible imine linkage have emerged as broadly useful tools for C-H activation of ketones and free amines. However, competitive binding interactions among multiple reaction components (TDG itself, substrate, and substrate-TDG adduct) with the palladium catalyst often lead to the formation of multiple unreactive complexes, rendering ligand development extremely challenging. Herein, we report the finding of versatile 2-pyridone ligands that addresses these problems and significantly improves the γ-methylene arylation of alkyl amines, extending the coupling partners to a wide range of medicinally important heteroaryl iodides and even previously unreactive heteroaryl bromides. The combination of an appropriate transient directing group and pyridone ligand has also enabled the δ-arylation of alkyl amines. Notably, our transient directing group design reveals the importance of matching the size of the Pd-chelation with different transient directing groups and the size of palladacycles generated from γ- and δ-C-H bonds: TDGs that coordinate with Pd(II) to form a six-membered chelate are selective toward γ-C-H bonds, whereas TDGs that coordinate with Pd(II) via a five-membered chelate tend to activate δ-C-H bonds. These findings provide an avenue for developing protecting group free and selective C-H functionalization using the transient directing group strategy.

Journal of the American Chemical Society published new progress about 1146615-52-2. 1146615-52-2 belongs to iodides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Bromide,Iodide, name is 3-Bromo-6-iodo-imidazo[1,2-a]pyridine, and the molecular formula is C7H4BrIN2, Safety of 3-Bromo-6-iodo-imidazo[1,2-a]pyridine.

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

Yang, Xinyi published the artcileQuinoline-based fluorescent probe for the detection and monitoring of hypochlorous acid in a rheumatoid arthritis model, Quality Control of 606-55-3, the publication is RSC Advances (2021), 11(50), 31656-31662, database is CAplus and MEDLINE.

The development of effective bioanal. methods for the visualization of hypochlorous acid (HOCl) in situ in rheumatoid arthritis (RA) directly contributes to better understanding the roles of HOCl in this disease. In this work, a new quinoline-based fluorescence probe (HQ) has been developed for the detection and visualization of a HOCl-mediated inflammatory response in a RA model. HQ possesses a donor-π-acceptor (D-π-A) structure that was designed by conjugating p-hydroxybenzaldehyde (electron donor) and 1-ethyl-4-methylquinolinium iodide (electron acceptor) through a CC double bond. In the presence of HOCl, oxidation of phenol to benzoquinone led to the red-shift (93 nm) of the adsorption and intense quenching of the fluorescence emission. The proposed response reaction mechanism was verified by high performance liquid chromatog. (HPLC) and high-resolution mass spectroscopy (HRMS) titration anal. The remarkable color changes of the HQ solution from pale yellow to pink enabled the application of HQ-stained chromatog. plates for the “naked-eye” detection of HOCl in real-world water samples. HQ featured high selectivity and sensitivity (6.5 nM), fast response time (<25 s) to HOCl, reliability at different pH (3.0 to 11.5) and low cytotoxicity. HQ’s application in biol. systems was then demonstrated by the monitoring of HOCl-mediated treatment response to RA. This work thus provided a new tool for the detection and imaging of HOCl in inflammatory disorders.

RSC Advances 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 C38H74Cl2N2O4, Quality Control of 606-55-3.

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

Xu, F. Z. published the artcileDesign, synthesis, insecticidal activity and 3D-QSR study for novel trifluoromethyl pyridine derivatives containing an 1,3,4-oxadiazole moiety, SDS of cas: 39115-95-2, the publication is RSC Advances (2018), 8(12), 6306-6314, database is CAplus and MEDLINE.

A series of trifluoromethyl pyridine derivatives containing 1,3,4-oxadiazole moiety I (R = H, 3-Cl-4-CH₃, 3-CH₃, etc.) was designed, synthesized and bio-assayed for their insecticidal activity. The result of bio-assays indicated the synthesized compounds exhibited good insecticidal activity against Mythimna separata and Plutella xylostella, most of the title compounds show 100% insecticidal activity at 500 mg L^-1 and >80% activity at 250 mg L^-1 against the two pests. Compounds I (R = 2-CF₃) and 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-5-(4-fluorobenzyl)-1,3,4-oxadiazole showed LC₅₀ values of 38.5 and 30.8 mg L^-1 against Mythimna separata, resp., which were close to that of avermectin (29.6 mg L^-1). Compounds I (R = 3,5-Cl₂, 4-C₂H₅, 2-Cl-5-Br, 4-I, 3,4-Cl₂, 2-I, 3-N(CH₃)₂) and 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-5-(4-fluorobenzyl)-1,3,4-oxadiazole showed 100% activity at 250 mg L^-1, which were better than chlorpyrifos (87%). CoMFA and CoMSIA models with good predictability were proposed, which revealed the electron-withdrawing groups with an appropriate bulk at 2- and 4-positions of benzene ring could enhance insecticidal activity.

RSC Advances 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 C17H20ClN3, SDS of cas: 39115-95-2.

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

Zheng, Yuhuan published the artcileRole of myeloma-derived MIF in myeloma cell adhesion to bone marrow and chemotherapy response, Recommanded Product: 4-Iodo-6-phenylpyrimidine, the publication is Journal of the National Cancer Institute (2016), 108(11), djw131/1-djw131/11, database is CAplus and MEDLINE.

Multiple myeloma (MM) remains an incurable cancer characterized by accumulation of malignant plasma cells in the bone marrow (BM). The mechanism underlying MM homing to BM is poorly elucidated. The clin. significance of migration inhibitory factor (MIF) expression was examined by analyzing six independent gene expression profile databases of primary MM cells using the Student’s t test and Kaplan-Meier test. ELISA was used to examine MIF expression. In vivo bioluminescent imaging was used to determine MM cell localization and treatment efficacy in human MM xenograft mouse models, with three to four mice per group. MM cell attachment to BM stromal cells (BMSCs) was monitored by cell adhesion assay. MIF regulation of the expression of adhesion mols. was determined by chromatin immunoprecipitation (ChIP) assay. Statistical tests were two-sided. High levels of MIF were detected in MM BM (MIF level in BM plasma: healthy = 10.72 ± 5.788 ng/mL, n = 5; MM = 1811 ± 248.7 ng/mL, n = 10; P < .001) and associated with poor survival of patients (Kaplan-Meier test for MM OS: 87 MIF high patients, 86 MIFlow patients, P = .02). Knocking down MIF impaired MM cell adhesion to BMSCs in vitro and led to formation of extramedullary tumors in SCID mice. MIF acted through surface receptor CXCR4 and adaptor COPS5 to regulate the expression of adhesion mols. ALCAM, ITGAV, and ITGB5 on MM cells. More importantly, MIF-deficient MM cells were sensitive to chemotherapy in vitro when cocultured with BMSCs and in vivo. MIF inhibitor 4-IPP sensitized MM cells to chemotherapy. MIF is an important player and a novel therapeutic target in MM. Inhibiting MIF activity will sensitize MM cells to chemotherapy.

Journal of the National Cancer Institute 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 C9H6BrNO, Recommanded Product: 4-Iodo-6-phenylpyrimidine.

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