Tag: M.W=200-250

Schaefer, Bernhard published the artcileDitopic Hexadentate Ligands with a Central Dihydrobenzo-diimidazole Unit Forming a [2×2] Zn₄ Grid Complex, Formula: C6H13I, the publication is European Journal of Organic Chemistry (2021), 2021(16), 2301-2310, database is CAplus.

A family of ditopic hexadentate ligands based on the parent compound 2,6-bis(6-(pyrazol-1-yl)pyridin-2-yl)-1,5-dihydrobenzo[1,2-d:4,5-d’]diimidazole (L) was developed and synthesized by using a straightforward condensation reaction, which forms the interlinking central benzo[1,2-d:4,5-d’]diimidazole bridge in the ligand backbone. The two secondary amine groups of the benzodiimidazole unit tautomerize and allow the formation of two tauto-conformers, which upon treatment with metal salts forms different isomeric coordination complexes. Here authors report six new derivatives (1–6) that can tautomerize (varying the pyrazolylpyridine part) and 14 derivatives (7–13) with different alkyl and benzyl substitution on secondary amino groups (of L) that prevent the tautomerization. This way, it is possible to study the properties of isomeric coordination complexes and their intrinsic cooperativity by the example of [2×2] grid complexes in the future. A [2×2] Zn₄ complex of the ligand L was synthesized and structurally characterized.

European Journal of Organic Chemistry 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, Formula: C6H13I.

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

Tsuboi, Sadao published the artcileNew synthesis of (±)-menthofuran, Recommanded Product: Ethyl 2-Iodopropionate, the publication is Journal of Organic Chemistry (1980), 45(8), 1517-20, database is CAplus.

(±)-Menthofuran [(±)-I] was prepared in 3 steps from Et 4-methyl- 2-oxo-1-cyclohexanecarboxylate (II) in a reasonable overall yield. Reaction of II with MeCHICO₂Et gave Et 2-(1-ethoxycarbonyl-4-methyl-2-oxocyclohexyl)propionate, which was converted directly to 3,6-dimethyl-2,4,5,6,7,7a-hexahydro-2-benzofuranone (III) by refluxing with concentrate HCl; reduction with LiAlH₄-Me₂CHOH at -60 to -50° gave (±)-I. The reduction of III at room temperature gave 2-(4-methyl-1-cyclohexenyl)-1,2-propanediol.

Journal of Organic 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 C17H14F3N3O2S, Recommanded Product: Ethyl 2-Iodopropionate.

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

Nugent, Jeremy published the artcileSynthesis of All-Carbon Disubstituted Bicyclo[1.1.1]pentanes by Iron-Catalyzed Kumada Cross-Coupling, Category: iodides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2020), 59(29), 11866-11870, database is CAplus and MEDLINE.

1,3-Disubstituted bicyclo[1.1.1]pentanes (BCPs) are important motifs in drug design as surrogates for p-substituted arenes and alkynes. Access to all-carbon disubstituted BCPs via cross-coupling has to date been limited to use of the BCP as the organometallic component, which restricts scope due to the harsh conditions typically required for the synthesis of metalated BCPs. Here the authors report a general method to access 1,3-C-disubstituted BCPs from 1-iodo-bicyclo[1.1.1]pentanes (iodo-BCPs) by direct iron-catalyzed cross-coupling with aryl and heteroaryl Grignard reagents. This chem. represents the first general use of iodo-BCPs as electrophiles in cross-coupling, and the first Kumada coupling of tertiary iodides. Benefiting from short reaction times, mild conditions, and broad scope of the coupling partners, it enables the synthesis of a wide range of 1,3-C-disubstituted BCPs including various drug analogs.

Angewandte Chemie, International Edition 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, Category: iodides-buliding-blocks.

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

Bombaca, Ana Cristina S. published the artcileNovel N,N-di-alkylnaphthoimidazolium derivative of β-lapachone impaired Trypanosoma cruzi mitochondrial electron transport system, Name: 1-Iodohexane, the publication is Biomedicine & Pharmacotherapy (2021), 111186, database is CAplus and MEDLINE.

The current treatments are based on benznidazole and nifurtimox; however, these drugs have important limitations and limited efficacy during the chronic phase, reinforcing the necessity of an alternative chemotherapy. Here, we show the synthesis of a novel β-lapachone-derived naphthoimidazolium named N4 and assess its activity on T. cruzi stages and the mechanism of action. The new compound was very active on all parasite stages (IC50/24 h in the range of 0.8-7.9 μM) and had a selectivity index of 5.4. Mechanistic analyses reveal that mitochondrial ROS production begins after short treatment starts and primarily affects the activity of complexes II-III. After 24 h treatment, a partial restoration of mitochondrial physiol. (normal complexes II-III and IV activities and controlled H2O2 release) was observed; however, an extensive injury in its morphol. was still detected. During treatment with N4, we also observed that trypanothione reductase activity increased in a time-dependent manner and concomitant with increased oxidative stress. Mol. docking calculations indicated the ubiquinone binding site of succinate dehydrogenase as an important interaction point with N4, as with the FMN binding site of dihydroorotate dehydrogenase. The results presented here may be a good starting point for the development of alternative treatments for Chagas disease and for understanding the mechanism of naphthoimidazoles in T. cruzi.

Biomedicine & Pharmacotherapy 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, Name: 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

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

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

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

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

Nagrimanov, Ruslan N. published the artcileAdditive scheme of solvation enthalpy for halogenated aliphatic hydrocarbons at 298.15 K., Safety of 1-Iodohexane, the publication is Thermochimica Acta (2022), 179155, database is CAplus.

In this work, an additive scheme for the estimation of solvation enthalpy of halogenated aliphatic hydrocarbons in n-heptane was developed. The proposed structural fragments for halogen group contributions are dependent on the nature of neighboring atoms. A linear relationship between solvation and vaporization enthalpy at 298.15 K for mono- and di-α,ω-halogen aliphatic compounds was found. These relationships can be used for the quick estimation of standard vaporization and solution enthalpies at 298.15 K. Proposed approaches for estimation of solvation, solution and vaporization enthalpies at 298.15 K were verified by conventional methods. In most cases, absolute deviations between exptl. and estimated values for halogenated aliphatic hydrocarbons do not exceed 1-2 kJ mol^-1.

Thermochimica Acta 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