Iodides-buliding-blocks

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

Hu, Yun-Xia published the artcileSynthesis, crystal structures, and photoluminescence of two novel zinc coordination polymers built from 2,2′-(ethyne-1,2-diyl)diterephthalate, Quality Control of 165534-79-2, the publication is Inorganic Chemistry Communications (2012), 173-176, database is CAplus.

Two coordination polymers, [Zn(EDDT)_0.5(H₂O)₂] (1) and [Zn(EDDT)_0.5(BPE)]·xG (2) (EDDT = 2,2′-(ethyne-1,2-diyl)diterephthalate, BPE = 1,2-bi(4-pyridyl)ethane, G = guest mol.), were solvothermally synthesized from the rigid planar linker of EDDT and the coligand of BPE, resp., in which complex 1 displays 2-dimensional [Zn(EDDT)_0.5] coordination layer, and the resulting 3-dimensional supramol. network is formed via interlayer H-bonding interactions, whereas complex 2 exhibits an intriguing microporous framework via the coordination of auxiliary ligand BPE. Both of them show enhanced strong blue luminescence.

Inorganic Chemistry Communications 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, Quality Control of 165534-79-2.

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

Tian, Zhenhao published the artcile“Domain Directional Optimization” strategy for the development of UGT1A1-activated fluorescent probe and the application in living systems, Application In Synthesis of 638-45-9, the publication is Sensors and Actuators, B: Chemical (2022), 132342, database is CAplus.

Activity-based fluorescent probes have emerged as the powerful tool for directly monitoring enzyme activity in living systems. Whereas, constructing high isoform-specific fluorescent probes for a target isoenzyme with multiple subtypes is still facing challenge. UGT1A1, as an isoform of UGTs, is a clear target for neonatal jaundice, irinotecan-induced toxicity, and fatal Crigler-Najjar syndrome type I. Herein, a “Domain Directional Optimization” strategy was proposed based on the systematic computational chem. and synchronously exptl. verification. Finally, an isoform-specific “switch-on” fluorescent probe (BUHE) was developed for UGT1A1 based on the boron-dipyrromethene (BODIPY) skeleton. BUHE exhibited the high selectivity and sensitivity toward UGT1A1 and the catalytic progress followed typical Michaelis-Menten kinetic. Moreover, BUHE had a good biocompatibility and chem. stability which was successfully applied to the activity evaluation and in situ imaging of UGT1A1 in complicated bio-systems including living cells, tissue slices and whole organs. In summary, the “Domain Directional Optimization” strategy could serve as a powerful method for developing the isoform-specific fluorescent probe.

Sensors and Actuators, B: Chemical 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 C4H6O3, Application In Synthesis of 638-45-9.

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

Dong, Zhe published the artcileSimple Amine-Directed Meta-Selective C-H Arylation via Pd/Norbornene Catalysis, Quality Control of 165534-79-2, the publication is Journal of the American Chemical Society (2015), 137(18), 5887-5890, database is CAplus and MEDLINE.

Herein we report a highly meta-selective C-H arylation using simple tertiary amines as the directing group. This method takes advantage of Pd/norbornene catalysis, offering a distinct strategy to control the site selectivity. The reaction was promoted by com. available AsPh₃ as the ligand and a unique “acetate cocktail”. Aryl iodides with an ortho electron-withdrawing group were employed as the coupling partner. A wide range of functional groups, including some heteroarenes, are tolerated under the reaction conditions. In addition, the amine directing group can be easily installed and transformed to other common versatile functional groups. We expect this C-H functionalization mode to have broad implications for developing other meta-selective transformations beyond this work.

Journal of the American Chemical Society 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, Quality Control of 165534-79-2.

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

Xiao, Yufeng published the artcileDiscovery of histone deacetylase 3 (HDAC3)-specific PROTACs, Synthetic Route of 39115-95-2, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(68), 9866-9869, database is CAplus and MEDLINE.

Histone deacetylases (HDACs) are validated drug targets for cancer treatment. Increased HDAC isoenzyme selectivity and novel strategies to inhibit HDAC activity could lead to safer and more effective drug candidates. Nonetheless, it is quite challenging to develop isoenzyme-specific HDACi due to the highly conserved catalytic domain. We discovered XZ9002, a first-in-class HDAC3-specific PROTAC that potently degraded HDAC3. Importantly, XZ9002 is more effective to inhibit cancer cell proliferation than its proteolysis-inactive counterpart, suggesting HDAC3 degradation is a novel and promising anticancer approach.

Chemical Communications (Cambridge, United Kingdom) 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 C4H3Cl2N3, Synthetic Route of 39115-95-2.

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

Boerdalen, Bjoern E. published the artcileOsmotic properties of some contrast media, Safety of 2-(3,5-Diiodo-4-oxopyridin-1(4H)-yl)acetic acid, the publication is Investigative Radiology (1970), 5(6), 559-65, database is CAplus and MEDLINE.

The contrast media, when compared on the basis of I concentration, showed only minor differences in osmolality and water activity when calculated from concentrations and osmotic coefficients A plot of osmolality vs. I concentration for different contrast media showed a slightly curved line with Angio-Conray at the top and isopaque 260 at the bottom. The mols. of some of the contrast media deviated from the theoretically assumed spherical sym.

Investigative Radiology 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, Safety 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