Author: Jessica.F

Dowd, Paul published the artcileA general approach to substituted itaconate esters, Application In Synthesis of 31253-08-4, the publication is Synthetic Communications (1993), 23(16), 2307-22, database is CAplus.

General approaches to the synthesis of various itaconates, including 3-substituted esters, are presented. The complementary nature of the 3 methods is also shown. Thus, alkylation of Me₂NCH₂CH₂CO₂Et by treatment with LiN(CHMe₂)₂ (LDA), then RCHXCO₂R² (e.g., R = H, R² = Et, X = Br) affords Me₂NCH₂CH(CO₂R¹)CHRCO₂R² (42-82% yield) which are then quaternized with MeI and treated with DBU to give the elimination products, itaconate diesters RCH(CO₂R²)C(:CH₂)CO₂R¹ (86-93% yield). Deprotonation of Me₂NCH₂CH(CO₂R¹)CH₂CO₂R² (e.g., R¹ = R² = Et) with LDA and subsequent alkylation with RX (e.g., MeI) affords Me₂NCH₂CH(CO₂R¹)CHRCO₂R² in 17-46% yield. Subsequent quaternization and elimination reaction of the latter afford itaconate diesters RCH(CO₂R²)C(:CH₂)CO₂R¹ in good yield. A third alternative procedure consists of deprotonation of (EtO)₂P(O)CH₂CO₂R¹ with NaH, alkylation with RCHXCO₂R² to give (EtO)₂P(O)CH(CO₂R¹)CHRCO₂R² (51-74% yield), and subsequent methylenation with HCHO to give the itaconate diesters in 55-93% yield.

Synthetic Communications 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

Nakagawa, Yoshiaki published the artcile3-D QSAR analysis of inhibition of murine soluble epoxide hydrolase (MsEH) by benzoylureas, arylureas, and their analogues. [Erratum to document cited in CA134:174695], SDS of cas: 39115-95-2, the publication is Bioorganic & Medicinal Chemistry (2001), 9(7), 1941, database is CAplus.

The term “log P” was omitted from three sentences in the manuscript. On page 2663, line 16 of the Abstract should read, “The addition of the mol. hydrophobicity, log P, to CoMFA did not improve the correlation significantly.”. On page 2665, line 6 of the right column should read, “The hydrophobic effects were examined using either HINT terms or log P values as an addnl. independent variable.”. On page 2665, line 10 of the right column should read, “The correlations of the biol. activity index with the lattice variables and log P were analyzed by the partial least squares (PLS) method with a column filtering setting of 2 kcal mol^-1.”.

Bioorganic & 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, SDS of cas: 39115-95-2.

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

Nakagawa, Yoshiaki published the artcile3-D QSAR analysis of inhibition of murine soluble epoxide hydrolase (MsEH) by benzoylureas, arylureas, and their analogues, Category: iodides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry (2000), 8(11), 2663-2673, database is CAplus and MEDLINE.

Two hundred and seventy-one compounds including benzoylureas, arylureas and related compounds were assayed using recombinant murine soluble epoxide hydrolase (MsEH) produced from a baculovirus expression system. Among all the insect growth regulators assayed, 18 benzoylphenylurea congeners showed weak activity against MsEH. Newly synthesized cyclohexylphenylurea, 1-benzyl-3-phenylurea, and 1,3-dibenzylurea analogs were rather potent. The introduction of a Me group at the para-position of the Ph ring of cyclohexylphenylurea enhanced the activity 6-fold, though similar substituent effects were not seen for any of the benzoylphenylureas. The activities of these compounds, including several previously reported compounds, such as dicyclohexylurea, diphenylurea, and their related analogs, were quant. analyzed using comparative mol. field anal. (CoMFA), a three-dimensional quant. structure-activity relationship (3-D QSAR) method. Both steric and electrostatic factors contributing to variations in the activity were visualized using CoMFA. CoMFA results showed that one side of the cyclohexylurea moiety having a trans-amide conformation (A-ring moiety) is surrounded by large sterically unfavorable fields, while the other side of A-ring moiety and the other cyclohexyl group (B-ring moiety) is encompassed by sterically favored fields. Electrostatically neg. fields were scattered around the entire mol., and a pos. field surrounds the carbon of the carbonyl group. Hydrophobic fields were visualized using Kellogg’s hydropathic interaction (HINT) in conjunction with CoMFA. Hydrophobically favorable fields appeared beside the 4- and 4′-carbon atoms of the cyclohexyl groups, and hydrophobically unfavorable fields surrounded the urea bridge. The addition of the mol. hydrophobicity, it> /it>, to CoMFA did not improve the correlation significantly. The ligand-binding interactions shown by x-ray crystallog. data were rationalized using the results of the CoMFA and HINT analyses, and the essential physicochem. parameters for the design of new MsEH inhibitors were disclosed.

Bioorganic & 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

Naud, Sebastien published the artcileStructure-Based Design of Orally Bioavailable 1H-Pyrrolo[3,2-c]pyridine Inhibitors of Mitotic Kinase Monopolar Spindle 1 (MPS1), Category: iodides-buliding-blocks, the publication is Journal of Medicinal Chemistry (2013), 56(24), 10045-10065, database is CAplus and MEDLINE.

The protein kinase MPS1 is a crucial component of the spindle assembly checkpoint signal and is aberrantly overexpressed in many human cancers. MPS1 is one of the top 25 genes overexpressed in tumors with chromosomal instability and aneuploidy. PTEN-deficient breast tumor cells are particularly dependent upon MPS1 for their survival, making it a target of significant interest in oncol. The authors report the discovery and optimization of potent and selective MPS1 inhibitors based on the 1H-pyrrolo-[3,2-c]-pyridine scaffold, guided by structure-based design and cellular characterization of MPS1 inhibition, leading to CCT251455. This potent and selective chem. tool stabilizes an inactive conformation of MPS1 with the activation loop ordered in a manner incompatible with ATP and substrate-peptide binding; it displays a favorable oral pharmacokinetic profile, shows dose-dependent inhibition of MPS1 in an HCT116 human tumor xenograft model, and is an attractive tool compound to elucidate further the therapeutic potential of MPS1 inhibition.

Journal of Medicinal Chemistry published new progress about 866638-72-4. 866638-72-4 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Pyrazole,Fluoride,Iodide, name is 4-Iodo-3-(trifluoromethyl)-1H-pyrazole, and the molecular formula is C4H2F3IN2, Category: iodides-buliding-blocks.

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

Kadesch, Richard G. published the artcileThe steric inhibition of resonance in aromatic carbonyl compounds, Name: 4-Iodobenzohydrazide, the publication is Journal of the American Chemical Society (1941), 1310-14, database is CAplus.

The d., ns and dielec. constants were measured of benzene solutions of acetophenone, acetylmesitylene, acetyldurene, BzH, mesitylaldehyde, BzCl, 2,4,6-Me₃C₆H₂COCl and benzophenone. From these data it is shown by the method of Birtles and Hampson (cf. C. A. 31, 2198.9) that the resonance of compounds of the type PhCOR involving quinoid structures may be inhibited by 2 o-Me groups. This inhibition of resonance is purely a steric effect in which the o-Me groups block the attainment of the completely coplanar configuration necessary in the quinonoid structure. The steric effect depends on the size of the COR group, being absent in the small CHO group while COMe and COCl lead to readily observable effects.

Journal of the American Chemical Society 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, Name: 4-Iodobenzohydrazide.

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

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