Month: December 2022

Parry, Geraint published the artcileNovel auxin transport inhibitors phenocopy the auxin influx carrier mutation aux1, Quality Control of 33697-81-3, the publication is Plant Journal (2001), 25(4), 399-406, database is CAplus and MEDLINE.

The hormone auxin is transported in plants through the combined actions of diffusion and specific auxin influx and efflux carriers. In contrast to auxin efflux, for which there are well documented inhibitors, understanding the developmental roles of carrier-mediated auxin influx has been hampered by the absence of specific competitive inhibitors. However, several mols. that inhibit auxin influx in cultured cells have been described recently. The physiol. effects of two of these novel influx carrier inhibitors, 1-naphthoxyacetic acid (1-NOA) and 3-chloro-4-hydroxyphenylacetic acid (CHPAA), have been investigated in intact seedlings and tissue segments using classical and new auxin transport bioassays. Both mols. do disrupt root gravitropism, which is a developmental process requiring rapid auxin redistribution. Furthermore, the auxin-insensitive and agravitropic root-growth characteristics of aux1 plants were phenocopied by 1-NOA and CHPAA. Similarly, the agravitropic phenotype of inhibitor-treated seedlings was rescued by the auxin 1-naphthaleneacetic acid, but not by 2,4-dichlorophenoxyacetic acid, again resembling the relative abilities of these two auxins to rescue the phenotype of aux1. Further investigations have shown that none of these compounds block polar auxin transport, and that CHPAA exhibits some auxin-like activity at high concentrations While results indicate that 1-NOA and CHPAA represent useful tools for physiol. studies addressing the role of auxin influx in planta, 1-NOA is likely to prove the more useful of the two compounds

Plant Journal published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Quality Control of 33697-81-3.

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

Giordano, Assunta published the artcileVirtual Fragment Screening Identification of a Quinoline-5,8-dicarboxylic Acid Derivative as a Selective JMJD3 Inhibitor, Quality Control of 870778-91-9, the publication is ChemMedChem (2018), 13(12), 1160-1164, database is CAplus and MEDLINE.

The quinoline-5,8 dicarboxylic acid scaffold has been identified by a fragment-based approach as new potential lead compound for the development of JMJD3 inhibitors. Among them, 3-(2,4-dimethoxypyrimidin-5-yl)quinoline-5,8-dicarboxylic acid (compound 3) shows low micromolar inhibitory activity against Jumonji domain-containing protein 3 (JMJD3). The exptl. evaluation of inhibitory activity against seven related isoforms of JMJD3 highlighted an unprecedented selectivity toward the biol. target of interest.

ChemMedChem published new progress about 870778-91-9. 870778-91-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (4-((4-Chlorobenzyl)oxy)phenyl)boronic acid, and the molecular formula is C13H12BClO3, Quality Control of 870778-91-9.

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

Szafran, M. published the artcileDifferences in proton-proton coupling constants of N⁺-CH₂-CH₂ protons of some betaines, N⁺-(CH₂)_2-3-COO^–, and their complexes in aqueous solution, Safety of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Journal of Molecular Structure (2001), 555-564, database is CAplus.

Synthesis and ¹H NMR spectra in D₂O of 4 betaines and 19 betaine complexes with mineral acids containing 2 or 3 CH₂ groups in the tether, N⁺-(CH₂)_n-COO^–, n=2,3, and diverse volume of the pos. charged groups are reported. In compounds containing three CH₂ groups in the tether and three substituents at the nitrogen atom or α, α’-disubstituted pyridine ring, a characteristic multiplet for an AA’MM’X₂ spin system is observed This is consistent with preference for trans conformation (68-85%). In the spectra of compounds with two CH₂ groups in the tether or three CH₂ groups and unsubstituted pyridine ring, the multiplet changes to a triplet and gives apparent A₂X₂ and A₂M₂X₂ spectra, resp., consistent with no significant conformational preference. Both the number of CH₂ groups in tether and the bulkiness of the charged groups are responsible for the observed differences of N⁺CH₂ multiplicity and reflect changes in conformational preferences. According to the PM3 calculations, in the gas phase a gauche-like conformer is more stable than the trans, but in aqueous solution it is reverse.

Journal of Molecular Structure published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C24H12, Safety of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride.

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

Grob, Jonathan E. published the artcileOne-Pot C-N/C-C Cross-Coupling of Methyliminodiacetic Acid Boronyl Arenes Enabled by Protective Enolization, Recommanded Product: 4-Chloro-2-ethoxycarbonylphenylboronic acid, the publication is Organic Letters (2012), 14(21), 5578-5581, database is CAplus and MEDLINE.

Iterative cross-coupling is a highly efficient and versatile strategy for modular construction in organic synthesis, though this has historically been demonstrated solely in the context of C-C bond formation. A C-N cross-coupling of haloarene methyliminodiacetic acid (MIDA) boronates with a wide range of aromatic and aliphatic amines is reported. Successful cross-coupling of aliphatic amines was realized only through protective enolization of the MIDA group. This reaction paradigm was subsequently utilized to achieve a one-pot C-N/C-C cross-coupling sequence.

Organic Letters published new progress about 850568-61-5. 850568-61-5 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ester,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is 4-Chloro-2-ethoxycarbonylphenylboronic acid, and the molecular formula is C9H10BClO4, Recommanded Product: 4-Chloro-2-ethoxycarbonylphenylboronic acid.

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

Marvel, C. S. published the artcileVinyl polymers. X. Polymers of the α-haloacrylic acids and their derivatives, Safety of 2,3-Dibromopropionylchloride, the publication is Journal of the American Chemical Society (1940), 3495-8, database is CAplus.

cf. C. A. 34, 7863.8. Passing Cl into a mixture of 2265 g. tech. Me acrylate and 1 l. MeOH at a temperature below 40° for 5-6 h. gives 85% of the Me ester (I) of III, b₂₁ 72-5°; Br gives 85-8% of the Me ester (II) of IV, b₂₂ 96-8°. Refluxing 175 g. of I and 500 cc. 20% HCl for 5 h. and extracting with 3 100-cc. portions of CHCl₃ give a 65% yield of crude ClCH₂CHClCO₂H (III); II gives 72% of BrCH₂CHBrCO₂H (IV) on hydrolysis with 48% HBr. With SOCl₂ III gives 53% of the acid chloride (V), b₁₆ 52-4°, and IV gives 77% of the acid chloride (VI), b₁₈ 81-4°. With excess of the proper alc. (heating at 100° for 10 min.) V gives the following esters of III: sec-Bu, b₂₅ 65-6°, n_D²⁰ 1.4423, d₂₀²⁰ 1.150, 88%; cyclohexyl, b₂ 95-7°, n_D²⁰ 1.4752, 91%; β-chloroethyl, b₂₂ 123-6°, n_D²⁰ 1.4739. VI gives the esters of IV: sec-Bu, b₂₆ 130-5°, n_D²⁰ 1.4855, d₂₀²⁰ 130-2°, 89%; cyclohexyl, b₂ 130-2°, n_D²⁰ 1.5139, 93%. PhOH and C₅H₅N with V yield 41% of the Ph ester of III, b₁₈ 130-5°, n_D²⁰ 1.5262; VI gives 45.5% of the Ph ester of IV, b₂ 132-5°, n_D²⁰ 1.5598. The α-haloacrylates were prepared by heating about 0.07 mol of the above esters and 0.10 mol of quinoline, quinaldine or PhNEt₂ at 100° for 10 min. in a N atm. α-Chloroacrylic esters: Et, b₁₈ 51-3°, n_D²⁰ 1.4384, 81%; sec-Bu, b₂₃ 73-3.5°, n_D²⁰ 1.4360, 58%; cyclohexyl, b₂ 51-2°, n_D²⁰ 1.4735, 69%; Ph, b₈ 91-3°, n_D²⁰ 1.5808, 25%; β-chloroethyl, b₂₀ 94-6°, n_D²⁰ 1.4729, 45%. α-Bromoacrylic esters: sec-Bu, b₂₃ 80-2°, n_D²⁰ 1.4660, d₂₀²⁰ 1.303, 72%; cyclohexyl, b₄ 100-6°, n_D²⁰ 1.4954, 54%; Ph, b₂ 95-6°, n_D²⁰ 1.5480, 46%. These esters polymerize on standing at room temperature for 2-3 wk, on heating at 100° for 20-30 min., by the action of UV light for 6-8 h., in the presence of Bz₂O₂, etc. In bulk polymerization experiments clear, hard glassy products were obtained; the polymers precipitated from dioxane by ether or alc. are white powders. Poly-α-chloroacrylic esters: Et, decomposes 160-70°, n²⁵ 1.502; sec-Bu, decomposes 160-5°, n²⁵ 1.500; cyclohexyl, decomposes 210-35°, n²⁵ 1.532; Ph, decomposes 160-8°; β-chloroethyl, decomposes 230-40°, n²⁵ 1.533. α-Br derivatives: Et, decomposes 125-30°; sec-Bu, decomposes 150-60°, n²⁵ 1.542; cyclohexyl, decomposes 140-50°, n²⁵ 1.547; Ph, decomposes 175-85°, n²⁵ 1.612. CH₂:CClCO₂H (VII) results in 62% yield by adding dropwise 110 g. of I to 275 g. Ba(OH)₂.8H₂O and 500 cc. H₂O, stirring 2 h. and adding 62.5 g. concentrated H₂SO₄ in 125 cc. H₂O, extracting with 5 200-cc. portions of ether containing hydroquinone and crystallizing from petr. ether. CH₂:CBrCO₂H (VIII) similarly results in 70% yield from II. Illumination of 75 g. VII in 500 cc. anhydrous ether for 3 days gives 55 g. of the polymer (IX), m. about 300°; it is soluble in cold H₂O and forms clear, tough films. Addition of 0.1 g. Bz₂O₂ to 10 g. VII at 70° causes polymerization in 15 min. (5.5 g. of IX); boiling 10 g. IX with 50 cc. H₂O gives a gel, hardening to an easily pulverizable mass, which analyzes for C₃H₂O₂; it is apparently a cross-linked lactone with some HO groups. Dropwise addition of 25 g. of ClCH₂CHClCOCl to 25 g. of PhNEt₂ at 85° and 70-80 mm. gives 37% of the chloride, of VII, b₇₈ 45-8°, n_D²⁰ 1.4689; illumination in CCl₄ for 3 days gives 67% of the polymer, m. 210-25°; the film from 1 g. in 10 cc. H₂O resembles that of IX. The polymer of VIII is relatively unstable and loses HBr rapidly at room temperature ClCH₂CH₂COCl (50 g.) and 35 g. HOC₂H₄Cl give 62 g. (92%) of β-chloroethyl β-chloropropionate, b₂₀ 109-11°, n_D²⁰ 1.4600; treatment with quinoline at 150-60° for 20 min. gives 53% of β-chloroethyl acrylate, b₂₀ 64-6°, n_D²⁰ 1.4490; the polymer is a soft rubbery material which did not harden on longer illumination.

Journal of the American Chemical Society published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Safety of 2,3-Dibromopropionylchloride.

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

Uvarov, Vladimir M. published the artcileFirst study of rhodium(I) complexes with chiral sulfur-containing terpenoids as catalytic systems for ketone hydrosilylation, Application of ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2020), 195(5), 376-387, database is CAplus.

Using a “chiral pool” approach, a number of chiral thiolate and sulfide ligands based on natural terpenes and terpenoids have been synthesized in a few simple steps. Two new Rh-thiolate complexes with the formula [Rh(CO)₂(μ-SR)]₂ were obtained. The influence of these complexes and catalytic systems formed by combining the synthesized ligands with [Rh(CO)₂(μ-Cl)]₂ and [Rh(cod)(μ-Cl)]₂, on the reaction rate, chemoselectivity, stereoselectivity and formation of tetraphenyldisiloxane in Rh-catalyzed asym. hydrosilylation of acetophenone as a model reaction have been studied. Mechanistic aspects of formation of silyl enol ether as a side product in the presence of S-containing ligands are presented.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C9H6N2O2, Application of ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride.

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

Russo Spena, Concetta published the artcileLiposomal delivery of a Pin1 inhibitor complexed with cyclodextrins as new therapy for high-grade serous ovarian cancer, Formula: C9H8Cl2O2, the publication is Journal of Controlled Release (2018), 1-10, database is CAplus and MEDLINE.

Pin1, a prolyl isomerase that sustains tumor progression, is overexpressed in different types of malignancies. Functional inactivation of Pin1 restrains tumor growth and leaves normal cells unaffected making it an ideal pharmaceutical target. Although many studies on Pin1 have focused on malignancies that are influenced by sex hormones, studies in ovarian cancer have lagged behind. Here, we show that Pin1 is an important therapeutic target in high-grade serous epithelial ovarian cancer. Knock down of Pin1 in ovarian cancer cell lines induces apoptosis and restrains tumor growth in a syngeneic mouse model. Since specific and non-covalent Pin1 inhibitors are still limited, the first liposomal formulation of a Pin1 inhibitor was designed. The drug was efficiently encapsulated in modified cyclodextrins and remotely loaded into pegylated liposomes. This liposomal formulation accumulates preferentially in the tumor and has a desirable pharmacokinetic profile. The liposomal inhibitor was able to alter Pin1 cancer driving-pathways trough the induction of proteasome-dependent degradation of Pin1 and was found to be effective in curbing ovarian tumor growth in vivo.

Journal of Controlled Release published new progress about 51656-68-9. 51656-68-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene, name is 3-(2,6-Dichlorophenyl)propanoic acid, and the molecular formula is C9H8Cl2O2, Formula: C9H8Cl2O2.

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

Moggio, Loredana published the artcileSolid-Phase Synthesis of Cyclic PNA and PNA-DNA Chimeras, SDS of cas: 33697-81-3, the publication is Organic Letters (2006), 8(10), 2015-2018, database is CAplus and MEDLINE.

A new and versatile online automated solid-phase approach to obtain cyclic PNA and cyclic PNA-DNA chimeras in highly pure form has been developed. Starting from a Tentagel matrix functionalized with a 3-chloro-4-hydroxyphenylacetic linker, the synthesis of representative, new cyclic mols. by standard peptide and phosphoramidite-based chem. has been achieved.

Organic Letters published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, SDS of cas: 33697-81-3.

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

Simeth, Nadja A. published the artcilePhotoswitchable architecture transformation of a DNA-hybrid assembly at the microscopic and macroscopic scale, COA of Formula: C15H14Cl2S2, the publication is Chemical Science (2022), 13(11), 3263-3272, database is CAplus and MEDLINE.

Mol. recognition-driven self-assembly employing single-stranded DNA (ssDNA) as a template is a promising approach to access complex architectures from simple building blocks. Oligonucleotide-based nanotechnol. and soft-materials benefit from the high information storage d., self-correction, and memory function of DNA. Here we control these beneficial properties with light in a photoresponsive biohybrid hydrogel, adding an extra level of function to the system. An ssDNA template was combined with a complementary photo-responsive unit to reversibly switch between various functional states of the supramol. assembly using a combination of light and heat. We studied the structural response of the hydrogel at both the microscopic and macroscopic scale using a combination of UV-vis absorption and CD spectroscopy, as well as fluorescence, transmission electron, and at. force microscopy. The hydrogels grown from these supramol. self-assembly systems show remarkable shape-memory properties and imprinting shape-behavior while the macroscopic shape of the materials obtained can be further manipulated by irradiation

Chemical Science published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C7H7ClN2, COA of Formula: C15H14Cl2S2.

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

Leggio, Antonella published the artcileUnusual Reactivity of Dimethylsulfoxonium Methylide with Esters, HPLC of Formula: 5034-06-0, the publication is European Journal of Organic Chemistry (2012), 2012(1), 114-118, database is CAplus.

Dimethylsulfoxonium methylide was treated with esters under mild conditions to rapidly afford the corresponding carboxylic acids at room temperature Moreover, by performing the procedure on enantiopure substrates, it was demonstrated that the reaction occurs without racemization. ¹⁸O-labeled reagents showed that the reaction does not proceed through an ester hydrolysis mechanism. The reactions are characterized by an unusual reactivity of the dimethylsulfoxonium methylide. This methodol. is general and can be considered a valid alternate route for ester cleavage when a substrate is sensitive to hydrolysis conditions.

European Journal of Organic Chemistry published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, HPLC of Formula: 5034-06-0.

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