Author: Jessica.F

Martinez-Lara, Fernando published the artcileStraight access to highly fluorescent angular indolocarbazoles via merging Au- and Mo-catalysis, COA of Formula: C7H3IN2O2, the publication is Organic Chemistry Frontiers (2020), 7(14), 1869-1877, database is CAplus.

A straightforward and efficient synthesis of the two less explored types of indolocarbazoles I (R¹, R² = Me, Ph; R³ = H, F, Cl, MeO, CF₃, CN) and II [R⁴-R⁶ = Me, Ph; R⁵R⁶ = (CH₂)₄] has been developed. Two different processes for the carbazole nucleus preparation, a gold-catalyzed regioselective cyclization followed by the dioxomolybdenum-catalyzed version of Cadogan reductive cyclization, enables the sequential construction of two carbazole cores. The procedure features total regioselectivity and high overall yields. The required starting α-indol-3-ylalkyl propargylic alcs. are easily and efficiently accessed from com. available reagents. In addition, the photoluminescent properties of two indolo[2,3-c]carbazoles I (R¹ = Me; R² = Me, Ph; R³ = H), with fluorescence quantum yields around 0.7, have been studied.

Organic Chemistry Frontiers 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, COA of Formula: C7H3IN2O2.

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

Hwang, Jimin published the artcileOptimization of peptide-based inhibitors targeting the HtrA serine protease in Chlamydia: Design, synthesis and biological evaluation of pyridone-based and N-capping group-modified analogs, Formula: C5H9IO2, the publication is European Journal of Medicinal Chemistry (2021), 113692, database is CAplus and MEDLINE.

The obligate intracellular bacterium Chlamydia trachomatis (C. trachomatis) is responsible for the most common bacterial sexually transmitted infection and is the leading cause of preventable blindness, representing a major global health burden. While C. trachomatis infection is currently treatable with broad-spectrum antibiotics, there would be many benefits of a chlamydia-specific therapy. Previously, we have identified a small-mol. lead compound JO146 [Boc-Val-Pro-Val^P(OPh)₂] targeting the bacterial serine protease HtrA, which is essential in bacterial replication, virulence and survival, particularly under stress conditions. JO146 is highly efficacious in attenuating infectivity of both human (C. trachomatis) as well as koala (C. pecorum) species in vitro and in vivo, without host cell toxicity. Herein, we present our continuing efforts on optimizing JO146 by modifying the N-capping group as well as replacing the parent peptide structure with the 2-pyridone scaffold at P3/P2. The drug optimization process was guided by mol. modeling, enzyme and cell-based assays. Compound (I) (Cbz = benzyloxycarbonyl) from the pyridone series showed improved inhibitory activity against CtHtrA by 5-fold and selectivity over human neutrophil elastase (HNE) by 109-fold compared to JO146, indicating that 2-pyridone is a suitable bioisostere of the P3/P2 amide/proline for developing CtHtrA inhibitors. Most pyridone-based inhibitors showed superior anti-chlamydial potency to JO146 especially at lower doses (25 and 50μM) in C. trachomatis and C. pecorum cell culture assays. Modifications of the N-capping group of the peptidyl inhibitors did not have much influence on the anti-chlamydial activities, providing opportunities for more versatile alterations and future optimization. In summary, we present 2-pyridone based analogs as a new generation of non-peptidic CtHtrA inhibitors, which hold better promise as anti-chlamydial drug candidates.

European Journal of Medicinal 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, Formula: C5H9IO2.

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

Poli, Rinaldo published the artcileNew mechanistic insights into ATRP using molybdenum coordination compounds, Name: Ethyl 2-Iodopropionate, the publication is Polymer Preprints (American Chemical Society, Division of Polymer Chemistry) (2005), 46(2), 305-306, database is CAplus.

Atom transfer radical polymerization (ATPR) of Me acrylate (MA) using the same halogen on both the Mo complex catalyst (CpMoX₂(ⁱPr₂dad); X = Cl or iodine; dad = diazadiene) and the initiator (MeCHYCO₂Et; Y = Cl or iodine) was unsuccessful when the halogen was Cl and no cocatalyst was present. However, the polymerization occurred smoothly in the presence of the cocatalyst Al(OPrⁱ)₃. M_n grew linearly with the conversion, although the polydispersity index was relatively high (ca. 1.5). The apparent rate constant increased by a factor of ca. 10 on changing the initiator from MeCHClCO₂Et to MeCHICO₂Et. The initiator efficiency factor, f, was 0.37 when using the chloride initiator, the lowest value observed so far. In the case of the fully iodine-based system, the polymerization was pseudo-living both with and without Al(OPrⁱ)₃. Thus, the ATRP of MA os accelerated by replacing Cl by iodine in the Mo catalyst (by a factor of ca. 5) and f is unity for this system. Finally, investigations of the stable free radical polymerization (SFRP) of styrene and MA revealed that irreversible radical trapping occurred. The low initiator efficiency factor in ATRP may be explained rather easily, and indeed must be expected, each time that the ATRP catalyst is also capable of trapping irreversibly the active radical.

Polymer Preprints (American Chemical Society, Division of Polymer 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, Name: Ethyl 2-Iodopropionate.

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

Poli, Rinaldo published the artcileAn experimental and computational study on the effect of Al(OiPr)₃ on atom-transfer radical polymerization and on the catalyst-dormant-chain halogen exchange, Quality Control of 31253-08-4, the publication is Chemistry – A European Journal (2005), 11(8), 2537-2548, database is CAplus and MEDLINE.

Compound Al(OiPr)₃ is shown to catalyze the halide-exchange process leading from [Mo(Cp)Cl₂(iPrN=CH-CH=NiPr)] and CH₃CH-(X)COOEt (X=Br, I) to the mixed-halide complexes [Mo(Cp)ClX(iPrN=CH-CH=NiPr)]. No significant acceleration is observed for the related exchange between [MoX₃(PMe₃)₃] (X=Cl, I) and PhCH(Br)CH₃, by analogy to a previous report dealing with the Ru^II complex [RuCl₂(PPh₃)₃]. A DFT computation study, carried out on the model complexes [Mo(Cp)Cl₂(PH₃)₂], [MoCl₃(PH₃)₃], and [RuCl₂(PH₃)₃], and on the model initiators CH₃CH(Cl)COOCH₃, CH₃Cl, and CH₃Br, reveals that the 16-electron Ru^II complex is able to coordinate the organic halide RX in a slightly exothermic process to yield saturated, diamagnetic [RuCl₂(PH₃)₃(RX)] adducts. The 15-electron [MoCl₃(PH₃)₃] complex is equally capable of forming an adduct, i.e., the 17-electron [MoCl₃(PH₃)₃(CH₃Cl)] complex with a spin doublet configuration, although the process is endothermic, because it requires an energetically costly electron-pairing process. The interaction between the 17-electron [Mo(Cp)Cl₂(PH₃)₂] complex and CH₃Cl, is repulsive and does not lead to a stable 19-electron adduct. The [RuCl₂(PH₃)₃(CH₃X)] system leads to an isomeric complex [RuClX(PH₃)₃(CH₃Cl)] by internal nucleophilic substitution at the carbon atom. The transition state of this process for X=Cl (degenerate exchange) is located at lower energy than the transition state required for halogen-atom transfer leading to [RuCl₃(PH₃)₃] and the free radical CH₃. On the basis of these results, the uncatalyzed halide exchange is interpreted as the result of a competitive S_Ni process, whose feasibility depends on the electronic configuration of the transition-metal complex. The catalytic action of Al(OiPr)₃ on atom-transfer radical polymerization (and on halide exchange for the 17-electron half-sandwich Mo^III complex) results from a more favorable Lewis acid-base interaction with the oxidized metal complex, in which the transferred halogen atom is bound to a more electro-pos. element. This conclusion derives from DFT studies of the model [Al(OCH₃)₃]_n (n=1,2,3,4) compounds, and on the interaction of Al(OCH₃)₃ with CH₃Cl and with the [Mo(Cp)Cl₃(PH₃)₂] and [RuCl₃(PH₃)₃] complexes.

Chemistry – A European Journal 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, Quality Control of 31253-08-4.

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

Pflegr, Vaclav published the artcile5-Aryl-1,3,4-oxadiazol-2-amines Decorated with Long Alkyl and Their Analogues: Synthesis, Acetyl- and Butyrylcholinesterase Inhibition and Docking Study, SDS of cas: 39115-95-2, the publication is Pharmaceuticals (2022), 15(4), 400, database is CAplus and MEDLINE.

The compounds 5-aryl-1,3,4-oxadiazoles/thiadiazols decorated with dodecyl linked via nitrogen, sulfur or directly to this heterocycle I [R = Ph, 4-MeC₆H₄, 4-tBuC₆H₄, etc.,; X = O, S; Y = NH, S] was designed as potential inhibitors of AChE and BChE. Oxadiazoles/thiadiazols derivatives I were prepared from hydrazides by reaction with dodecyl isocyanate to form hydrazine-1-carboxamides II (yields 67-98%) followed by cyclization using p-toluenesulfonyl chloride and triethylamine in 41-100% yields. The derivatives I were screened for inhibition of AChE and BChE using Ellman’s spectrophotometric method. The compounds I showed a moderate dual inhibition with IC₅₀ values of 12.8-99.2 for AChE and from 53.1μM for BChE. All the heterocycles I were more efficient inhibitors of AChE. The most potent inhibitor, N-dodecyl-5-(pyridin-4-yl)-1,3,4-thiadiazol-2-amine I [R =4-pyridyl, X= S, Y = NH] was subjected to advanced reversibility and type of inhibition evaluation. Structure-activity relationships of heterocycles I were identified. Many oxadiazoles I showed lower IC₅₀ values against AChE than established drug rivastigmine. According to mol. docking, the compounds I interact non-covalently with AChE and BChE and block entry into enzyme gorge and catalytic site, resp.

Pharmaceuticals 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, SDS of cas: 39115-95-2.

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

Kratky, Martin published the artcileNovel Iodinated Hydrazide-hydrazones and their Analogues as Acetyl- and Butyrylcholinesterase Inhibitors, Related Products of iodides-buliding-blocks, the publication is Current Topics in Medicinal Chemistry (Sharjah, United Arab Emirates) (2020), 20(23), 2106-2117, database is CAplus and MEDLINE.

Background: Hydrazide-hydrazones have been known as scaffold with various biol. activities including inhibition of acetyl- (AChE) and butyrylcholinesterase (BuChE). Cholinesterase inhibitors are mainstays of dementias treatment. Objective: Twenty-five iodinated hydrazide-hydrazones and their analogs were designed as potential central AChE and BuChE inhibitors. Methods: Hydrazide-hydrazones were synthesized from 4-substituted benzohydrazides and 2-/4- hydroxy-3,5-diiodobenzaldehydes. The compounds were investigated in vitro for their potency to inhibit AChE from elec. eel and BuChE from equine serum using Ellmans method. We calculated also physicochem. and structural parameters for CNS delivery. Results: The derivatives exhibited a moderate dual inhibition with IC₅₀ values ranging from 15.1-140.5 and 35.5 to 170.5 μmol.L^-1 for AChE and BuChE, resp. Generally, the compounds produced a balanced or more potent inhibition of AChE. N′-[(E)-(4-Hydroxy-3,5-diiodophenyl)methylidene]-4- nitrobenzohydrazide 2k and 4-fluoro-N′-(2-hydroxy-3,5-diiodobenzyl)benzohydrazide 3a were the most potent inhibitors of AChE and BuChE, resp. Structure-activity relationships were established, and mol. docking studies confirmed interaction with enzymes. Conclusion: Many novel hydrazide-hydrazones showed lower IC₅₀ values than rivastigmine against AChE and some of them were comparable for BuChE to this drug used for the treatment of dementia. They interact with cholinesterases via non-covalent binding into the active site. Based on the BOILEDEgg approach, the majority of the derivatives met the criteria for blood-brain-barrier permeability.

Current Topics in Medicinal Chemistry (Sharjah, United Arab Emirates) 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, Related Products of iodides-buliding-blocks.

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

Missailidis, Sotiris published the artcileAntitumor polycyclic acridines. Part 12. Physical and biological properties of 8,13-diethyl-6-methylquino[4,3,2-kl]acridinium iodide: a lead compound in anticancer drug design, Computed Properties of 606-55-3, the publication is Oncology Research (2002), 13(3), 175-189, database is CAplus and MEDLINE.

The biophys. and biol. characterization of 8,13-diethyl-6-methylquino[4,3,2-k1]acridinium iodide (6) is reported. The compound binds to DNA, as measured by UV, fluorescence, and CD studies, and stabilizes the double helix and higher order DNA structures (DNA triplexes and quadruplexes) against thermal denaturation. Unlike many DNA ligands, (6) shows no specificity for binding to specific base pair combinations and does not inhibit topoisomerase I (topo I) or topo II activity. Furthermore, the biol. fingerprint elicited by (6) in in vitro evaluations does not compare with clin. agents of the topo II inhibition class. The compound provokes cell cycle arrest in response to DNA damage and the biol. sequelae are dependent on the p53 status of the cell line. DNA damage by (6) up-regulates p53 and p21^CIP/WAF1 proteins. The unusual structure of (6) and its ease of synthesis in a one-pot reaction are features that are being exploited in the design and development of a new series of G-quadruplex stabilizing telomerase inhibitors. However, although the second-generation compounds that resulted from (6) present strong telomerase inhibition, (6) in itself presents yet a different mode of action, with a strong preference for triplex DNA, sequences often found in a number of genes.

Oncology Research 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

Masunari, Andrea published the artcileGeneration and analysis of interaction energy maps of p-substituted benzoic acid N’-(5-nitrothiophen-2-yl)methylenehydrazides active against multidrug-resistant Staphylococcus aureus, Category: iodides-buliding-blocks, the publication is Anti-Infective Agents in Medicinal Chemistry (2010), 9(1), 1-8, database is CAplus.

Studies in 3D mol. fields generally contain a large amount of data, some of which are redundant or not relevant. The program Volsurf, a quite fast method, is able to compress the relevant information present in 3D mol. structures into a few descriptors that represent the physicochem. properties. In this study eighteen p-substituted benzoic acid N’-(5-nitrothiophen-2-yl)methylenehydrazides with antimicrobial activity were evaluated against multidrug-resistant Staphylococcus aureus, correlating the three-dimensional characteristics of the ligands with their resp. bioactivities. Structures were obtained by CORINA program, and using a GRID force field, the following probes have been used to generate their corresponding 3D interaction energies (MIFs): water, DRY, carbonyl oxygen atom and amide NH group. Calculations using Volsurf resulted in a statistically consistent model with 48 structural descriptors showing that hydrophobicity is a fundamental property in the analyzed biol. response. Results have shown the potential of studied compounds as alternatives to the treatment of infections caused by multidrug-resistant Staphylococcus aureus.

Anti-Infective Agents in 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, Category: iodides-buliding-blocks.

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

Muanprasat, Chatchai published the artcileDiscovery of glycine hydrazide pore-occluding CFTR inhibitors: mechanism, structure-activity analysis, and in vivo efficacy, Related Products of iodides-buliding-blocks, the publication is Journal of General Physiology (2004), 124(2), 125-137, database is CAplus and MEDLINE.

The cystic fibrosis transmembrane conductance regulator (CFTR) protein is a cAMP-regulated epithelial Cl^– channel that, when defective, causes cystic fibrosis. Screening of a collection of 100,000 diverse small mols. revealed four novel chem. classes of CFTR inhibitors with K_i < 10 μM, one of which (glycine hydrazides) had many active structural analogs. Anal. of a series of synthesized glycine hydrazide analogs revealed maximal inhibitory potency for N-(2-naphthalenyl) and 3,5-dibromo-2,4-dihydroxyphenyl substituents. The compound N-(2-naphthalenyl)-[(3,5-dibromo-2,4-dihydroxyphenyl)methylene]glycine hydrazide (GlyH-101) reversibly inhibited CFTR Cl^– conductance in <1 min. Whole-cell current measurements revealed voltage-dependent CFTR block by GlyH-101 with strong inward rectification, producing an increase in apparent inhibitory constant K_i from 1.4 μM at + 60 mV to 5.6 μM at – 60 mV. Apparent potency was reduced by lowering extracellular Cl^– concentration Patch-clamp experiments indicated fast channel closures within bursts of channel openings, reducing mean channel open time from 264 to 13 ms (-60 mV holding potential, 5 μM GlyH-101). GlyH-101 inhibitory potency was independent of pH from 6.5-8.0, where it exists predominantly as a monovalent anion with solubility ∼1 mM in water. Topical GlyH-101 (10 μM) in mice rapidly and reversibly inhibited forskolin-induced hyperpolarization in nasal potential differences. In a closed-loop model of cholera, intraluminal GlyH-101 (2.5 μg) reduced by ∼80% cholera toxin-induced intestinal fluid secretion. Compared with the thiazolidinone CFTR inhibitor CFTR_inh-172, GlyH-101 has substantially greater water solubility and rapidity of action, and a novel inhibition mechanism involving occlusion near the external pore entrance. Glycine hydrazides may be useful as probes of CFTR pore structure, in creating animal models of CF, and as antidiarrheals in enterotoxic-mediated secretory diarrheas.

Journal of General Physiology 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, Related Products of iodides-buliding-blocks.

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

Page, J. E. published the artcilePharmacology of diethylamine salt of 3,5-diiodo-4-pyridone-N-acetic acid, Related Products of iodides-buliding-blocks, the publication is Quarterly Journal of Pharmacy and Pharmacology (1948), 283-91, database is CAplus.

The diethylamine salt (I) is more toxic to mice than the diethanolamine salt (II) intravenously. The cardiac, blood pressure, and respiratory effects of the 2 salts are closely similar. The rate of excretion of I is slower than that of II.

Quarterly Journal of Pharmacy and Pharmacology 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, Related Products of iodides-buliding-blocks.

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