Month: December 2022

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

Koraiem, A. I. M. published the artcileStudies on the synthesis and spectral behaviour of polyfunctional heterocycle cyanine dyes, Computed Properties of 606-55-3, the publication is Aswan Science & Technology Bulletin (2002), 22-35, database is CAplus.

Unsym. (sym.) incorporated cyano pyrazolo (pyrazolium) (4,5-d)oxazine (quinoxaline) 6[2(4)] or 3[4(1)] mono- and bis-3,6[4(2)] monomethine and/or substituted cyano pyrazolo(4,5-d)oxazine [quinoxaline-6-imine (one)]-N-bridgehead heterocyclic zero methine cyanine dyes were prepared The new synthesized cyanines were established by elemental and spectral anal. The spectral behavior in the visible absorption region was discussed on the basis of color – structure relationships.

Aswan Science & Technology Bulletin 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

Butler, Jeffrey D. published the artcileA Facile Synthesis of New 5H-Indazolo[3,2-b]benzo[d]-1,3-oxazines via One-Pot Intramolecular Bis-heterocyclizations, Safety of (2-Amino-5-iodophenyl)methanol, the publication is Journal of Organic Chemistry (2008), 73(1), 234-240, database is CAplus and MEDLINE.

The parent 5H-indazolo[3,2-b]benzo[d]-1,3-oxazine heterocycle (I) as well as a series of novel analogs have been synthesized utilizing two subsequent intramol. heterocyclizations in one pot. A variety of diversity groups were added to explore the scope of this reaction and to provide a number of new compounds for biol. screening (no data).

Journal of Organic 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, Safety of (2-Amino-5-iodophenyl)methanol.

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

Zubenko, Alexander A. published the artcileSystems with annulated thioxo azepinone moiety: an access through heterocyclic carbodithioate ring expansion, Application of 1-Iodohexane, the publication is Mendeleev Communications (2021), 31(4), 545-547, database is CAplus.

New 1-oxo-2-thioxo-1,2,4,5-tetrahydrobenz[d]azepines I [R¹ = H, MeO; R² = H, OH, OMe; R³ = Me, Et, n-Bu, n-hexyl, PhO(CH₂)₂] and 1-oxo-2-thioxo-1,2,4,5-tetrahydroazepino[4,5-b]indole were conveniently obtained by the novel recyclization reaction of (methylthio)carbonothioylsubstituted heterocyclic quaternary salts with expansion of the dihydropyridine ring.

Mendeleev Communications 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 C7H10O4, Application of 1-Iodohexane.

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

Manhas, Neha published the artcileCytotoxicity and Antibacterial Evaluation of O-Alkylated/Acylated Quinazolin-4-one Schiff Bases, Application of 1-Iodohexane, the publication is Chemistry & Biodiversity (2021), 18(5), e2100096, database is CAplus and MEDLINE.

A series of quinazolin-4-one Schiff bases were synthesized and tested in vitro for their cytotoxicity against two cancerous cell lines (MCF-7, Caco-2) and a human embryonic cell line (HEK-293) including their antibacterial evaluation against two Gram-pos. and four Gram-neg. bacterial strains. Most of the quinazoline-Schiff bases exhibited potent cytotoxicity against Caco-2. 3-[(Z)-({4-[(But-2-yn-1-yl)oxy]phenyl}methylidene)amino]-2-methylquinazolin-4(3H)-one (6f) with the O-butyne functional group displayed three-fold higher cytotoxic activity (IC50=376.8μM) as compared to 5-fluorouracil (5-FU; IC50=1086.1μM). However, all compounds were found to be toxic to HEK-293, except for 3-[(Z)-({4-[(2,4-difluorophenyl)methoxy]phenyl}methylidene)amino]-2-methylquinazolin-4(3H)-one (6h) that showed ∼three-fold lower toxicity and higher selectivity index than 5-FU. Structure-activity relationship (SAR) anal. revealed that O-alkylation generally increased the anticancer activity and selectivity of quinazoline-4-one Schiff bases toward Caco-2 cells. The fluorinated Schiff-base generally exhibited even more significant cytotoxic activity compared to their chlorine analogs. Surprisingly, none of the quinazoline-4-one Schiff bases displayed encouraging antibacterial activity against the bacterial strains investigated. Most of the compounds were predicted to show compliance with the Lipinski parameters and ADMET profiles, indicating their drug-like properties.

Chemistry & Biodiversity 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, Application of 1-Iodohexane.

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

Loiseau, Francois published the artcileRadical Couplings as Key Steps for the Preparation of Derivatives of Nonactic Acid, Application In Synthesis of 31253-08-4, the publication is Monatshefte fuer Chemie (2007), 138(2), 121-129, database is CAplus.

Free radical couplings from furan, as cheap starting material, were studied in view of developing a rapid strategy en route to the synthesis of derivatives of nonactin. The chain containing the alc. function was introduced in one or two steps in 86% yield. For the introduction of the second chain with the ester function two different coupling methods were tested. Starting from the advanced intermediates obtained by this method, nonactin analogs, such s I (R = CMe₃, CH₂Me), were prepared by catalytic hydrogenation of the furan ring.

Monatshefte fuer Chemie 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, Application In Synthesis of 31253-08-4.

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