Tag: M.W=200-250

Niwa, Christine G. published the artcileChemistry and field evaluation of the sex pheromone of ponderosa pine tip moth, Rhyacionia zozana (Lepidoptera: Tortricidae), COA of Formula: C14H26O2, the publication is Environmental Entomology (1987), 16(6), 1287-90, database is CAplus.

Chem. analyses, electroantennograms, and field bioassays were conducted to determine the sex pheromone of the ponderosa pine tip moth. The most abundant pheromone component was E-9-dodecenyl acetate with a lesser amount of E-9-dodecenol also present. While acetate/alc. ratios averaged 70:30 in gland washes, male moths were most attracted to sticky traps with synthetic baits containing ratios ranging from 70:30 to 95:5. Laboratory and field tests suggest that Z-9-dodecenyl acetate may also be a pheromone component. No Z-9-dodecenol was detected using gas chromatog.-mass spectrometry methods.

Environmental Entomology published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, COA of Formula: C14H26O2.

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

Koch, Bjoern E. V. published the artcileA quantitative in vivo assay for craniofacial developmental toxicity of histone deacetylases, Quality Control of 122110-53-6, the publication is Toxicology Letters (2021), 20-25, database is CAplus and MEDLINE.

Many bony features of the face develop from endochondral ossification of preexisting collagen-rich cartilage structures. The proper development of these cartilage structures is essential to the morphol. formation of the face. The developmental programs governing the formation of the pre-bone facial cartilages are sensitive to chem. compounds that disturb histone acetylation patterns and chromatin structure. We have taken advantage of this fact to develop a quant. morphol. assay of craniofacial developmental toxicity based on the distortion and deterioration of facial cartilage structures in zebrafish larvae upon exposure to increasing concentrations of several well-described histone deacetylase inhibitors. In this assay, we measure the angle formed by the developing ceratohyal bone as a precise, sensitive and quant. proxy for the overall developmental status of facial cartilages. Using the well-established developmental toxicant and histone deacetylase-inhibiting compound valproic acid along with 12 structurally related compounds, we demonstrate the applicability of the ceratohyal angle assay to investigate structure-activity relationships.

Toxicology Letters published new progress about 122110-53-6. 122110-53-6 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester,Inhibitor, name is (Pivaloyloxy)methyl butyrate, and the molecular formula is C10H18O4, Quality Control of 122110-53-6.

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

Nomura, Naoki published the artcileEmulsion polymerization of vinyl acetate using iodine-transfer and RAFT radical polymerizations, Application In Synthesis of 3052-61-7, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2013), 51(3), 534-545, database is CAplus.

This study deals with control of the mol. weight and mol. weight distribution of poly(vinyl acetate) by iodine-transfer radical polymerization and reversible addition-fragmentation transfer (RAFT) emulsion polymerizations as the first example. Emulsion polymerization using Et iodoacetate as the chain transfer agent more closely approximated the theor. mol. weights than did the free radical polymerization Although ¹H NMR spectra indicated that the peaks of α- and ω-terminal groups were observed, the mol. weight distributions show a relatively broad range (M_w/M_n = 2.2-4.0). On the other hand, RAFT polymerizations revealed that the dithiocarbamate 7 is an excellent candidate to control the polymer mol. weight (M_n = 9.1 × 10³, M_w/M_n = 1.48), more so than xanthate 1 (M_n = 10.0 × 10³, M_w/M_n = 1.89) under same condition, with accompanied stable emulsions produced. In the M_n vs. conversion plot, M_n increased linearly as a function of conversion. We also performed seed-emulsion polymerization using poly(nonamethylene L-tartrate) as the chiral polyester seed to fabricate emulsions with core-shell structures. The control of polymer mol. weight and emulsion stability, as well as stereoregularity, is also discussed. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012.

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 3052-61-7. 3052-61-7 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Amide, name is Benzyl diethylcarbamodithioate, and the molecular formula is C12H17NS2, Application In Synthesis of 3052-61-7.

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

Failli, Amedeo A. published the artcilePyridobenzodiazepines: A novel class of orally active, vasopressin V₂ receptor selective agonists, Product Details of C9H6F4O2, the publication is Bioorganic & Medicinal Chemistry Letters (2006), 16(4), 954-959, database is CAplus and MEDLINE.

Our efforts in seeking low mol. weight agonists of the antidiuretic peptide hormone arginine vasopressin (AVP) have led to the identification of the clin. candidate WAY-151932 (VNA-932). Further exploration of the structural requirements for agonist activity has provided another class of potent, orally active, non-peptidic vasopressin V₂ receptor selective agonists exemplified by the 5,11-dihydro-pyrido[2,3-b][1,5]benzodiazepine as a candidate for further development.

Bioorganic & Medicinal Chemistry Letters published new progress about 220141-23-1. 220141-23-1 belongs to esters-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Benzene,Ester, name is Methyl 4-fluoro-2-(trifluoromethyl)benzoate, and the molecular formula is C9H6F4O2, Product Details of C9H6F4O2.

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

Wilds, A. L. published the artcileSteroid analogs lacking ring C. II. Some analogs of progesterone and desoxycorticosterone, Safety of Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, the publication is Journal of the American Chemical Society (1950), 2388-95, database is CAplus.

cf. C.A. 44, 1086c; 45, 140g. Procedures were developed for the synthesis of some analogs of progesterone (I) and desoxycorticosterone lacking ring C and with a 6-membered ring D. The method involved the Robinson-Mannich base procedure for synthesizing α,β-unsaturated cyclic ketones, modified for application to hydroxymethylene ketones. The I analogs were physiologically inactive. p-MeOC₆H₄Ph, obtained in 95-7% yield from p-HOC₆H₄Ph and Me₂SO₄, was converted to p-(p-MeOC₆H₄)C₆H₄COMe (II), m. 155-6°, in 56% yield (cf. C.A. 40, 7172.1). Oxidation of 174 g. II with NaOBr and demethylation of the resulting 176 g. crude MeO acid with 460 ml. 48% HBr and 2200 ml. AcOH by refluxing 14 hrs. with exclusion of air gave 95% 4′-hydroxy-4-biphenylcarboxylic acid (III), m. 292-4° after sublimation and recrystallization from AcOH. The Me ester of III, colorless cubes, m. 227-8° (from Me₂CO), was obtained in 92-5% yield by refluxing III 2 hrs. with MeOH saturated at 50° with HCl gas. The Et ester, m. 142-3° (from Me₂CO-CCl₄), was similarly prepared in 87% yield after refluxing 24 hrs. A suspension of 40 g. Me ester in 85 ml. absolute MeOH was hydrogenated 12 hrs. with 10 g. W-6 Raney Ni at 85° and an initial H pressure of 4500 lb./sq. in., the catalyst filtered off, and washed with MeOH (500 ml. total MeOH), 50 ml. 45% KOH added, the solution refluxed 2 hrs., diluted with 2 l. H₂O, extracted with 3 portions of CHCl₃, and the extract evaporated, giving 8.5 g. semisolid neutral material. The alk. solution was acidified, extracted with 3 portions of CHCl₃, the extract dried over Na₂SO₄, and the solvent removed, leaving 28.0 g. (70%) of a mixture of acids. Recrystallization from Me₂CO gave 1 of the stereoisomers of 4-(4-carboxycyclohexyl)cyclohexanol (IV), colorless prisms, m. 194-5°. Attempts to sep. the mixture of acids by fractional acidification of their Na₂CO₃ solution failed, yielding a mixture m. 115-205°. When the reduced ester mixture was not hydrolyzed but crystallized from Et₂O-petr. ether, recrystallization from CCl₄ of the solid (18%, m. 90-5°) gave 1 of the isomeric Me esters of IV, m. 98-100°, hydrolyzed by alkali to the same stereoisomer, m. 194-5°, of IV as above. The crude mixture of isomers of IV (28 g.) was dissolved in 500 ml. AcOH, cooled to 16°, stirred with 23 g. Cr₂O₃ in 20 ml. H₂O, 50 ml. AcOH slowly added over 1 hr., the mixture kept at 16-20° 1 addnl. hr., then treated with 25 ml. MeOH, poured into 2 l. H₂O containing 50 ml. HCl, the mixture extracted several times with CHCl₃, the extract washed with dilute HCl and H₂O, dried over Na₂SO₄, the solvent removed, and the residue recrystallized from Me₂CO, giving in 2 crops 8.7 g. (31%) of a crude isomer A of 4-(4-carboxycyclohexyl)cyclohexanone (V), m. 174-5°. From the filtrate, by crystallization from petr. ether-Et₂O, was obtained 14.1 g. (50%) of a mixture (m. 84-90°), largely a 2nd isomer B of V. The Me ester of isomer A, obtained in 99% yield with CH₂N₂ in Et₂O, from petr. ether, colorless prisms, m. 39-40° (2,4-dinitrophenylhydrazone, prepared in 57% yield in MeOH containing a trace of HCl, from AcOMe, orange prisms, m. 197-8°). Partial purification of the crude isomer B of V by fractional acidification of its solution in Na₂CO₃ or adsorption of the Me ester on alumina and fractional elution, resulting in each case in concentration of isomer B in the 1st fraction. The best method was to remove as much of isomer A as possible, then seed a solution in C₆H₆ with pure isomer B, and cool, giving a product m. 96-6.5° (from C₆H₆ and Et₂O-petr. ether). The solid isomer m. 194-5°, of IV, oxidized with Cr₂O₃, gave isomer B, m. 96-6.5°, of V. The Me ester was an oil, yielding 55% 2,4-dinitrophenylhydrazone, orange needles, m. 107-9° (from MeOH), resolidifying, and m. 131-2°. A suspension of 5 g. Et ester of III was hydrogenated 30 min. with 2 g. W-6 Raney Ni at a pressure of 2400 lb./sq.in. and 110°, the catalyst and solvent removed, and the residue dissolved in Et₂O and extracted with 3 portions of cold 5% KOH; from the Et₂O was obtained 3.80 g. oil which partially solidified, and on recrystallization from Et₂O-petr. ether gave one isomer of the Et ester of 4-(p-carboxyphenyl)cyclohexanol (VI), fine colorless needles, m. 134-5°. The remainder of the neutral product was hydrolyzed by refluxing 2 hrs. with 60 ml. MeOH and 10 ml. 45% KOH, diluted, and extracted with CHCl₃, yielding 0.17 g. neutral material. The alk. layer, acidified and extracted with warm CHCl₃ yielded 3.20 g. mixture of acids, m. 195-217°. Recrystallization from Me₂CO gave one isomer of VI, stout prisms, m. 236-7°; conversion of this acid to the Et ester with alc. HCl gave the same isomer, m. 134-5°, as above. Me ester, prepared by addition of CH₂N₂ in Et₂O to the acid in CHCl₃, colorless needles from CCl₄, m. 137-8°. From the KOH washings of the crude hydrogenation mixture was obtained 1.0 g. oily acidic material which was converted into the Me ester with MeOH and H₂SO₄; from this was isolated some unreduced Me ester of III, m. 224-6°, and a small amount of the Me ester, m. 137-38°, of IV. None of the compound with only the ring containing the carbomethoxy group reduced was isolated. The crude acid (m. 195-217°) above was oxidized in 80 ml. AcOH with 2.00 g. Cr₂O₄ in 2 ml. H₂O and 10 ml. AcOH at 15-18°; a portion of the solid keto acid from the CHCl₃ extracts recrystallized from Me₂CO as stout prisms, m. 228-30°. The remaining crude acid treated in CHCl₃ with excess CH₂N₂ in Et₂O yielded the Me ester of 4-(4-carboxyphenyl)cyclohexanone (VII), colorless platelets from Et₂O, m. 93-4.5°; 2,4-dinitrophenylhydrazone of the Me ester (92% from AcOMe), orange prisms, m. 223-4°.

Journal of the American Chemical Society published new progress about 50670-76-3. 50670-76-3 belongs to esters-buliding-blocks, auxiliary class Benzene,Phenol,Ester, name is Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, and the molecular formula is C12H14IN, Safety of Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate.

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

Tiwari, Vinod K. published the artcileOne-pot convenient and high yielding synthesis of dithiocarbamates, HPLC of Formula: 3052-61-7, the publication is Monatshefte fuer Chemie (2007), 138(7), 653-658, database is CAplus.

A convenient and high yielding method for the synthesis of diverse dithiocarbamates having various substituents including alkyl, aryl, heteroaryl, and alkylaryl at the thiol chain or at the amine chain or at both thiol and amine chains were developed by the one-pot reaction of mercaptans, amines, and bis(benzotriazolyl)methanethione in presence of amidine base under mild reaction conditions.

Monatshefte fuer Chemie published new progress about 3052-61-7. 3052-61-7 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Amide, name is Benzyl diethylcarbamodithioate, and the molecular formula is C19H14Cl2, HPLC of Formula: 3052-61-7.

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

Schultz, T. Wayne published the artcileEffect of substituent size and dimensionality on potency of phenolic xenoestrogens evaluated with a recombinant yeast assay, Application In Synthesis of 50670-76-3, the publication is Environmental Toxicology and Chemistry (2000), 19(11), 2637-2642, database is CAplus.

Estrogenicity was assessed using the Saccharomyces cerevisiae-based Lac-Z reporter assay and was reported as the logarithm of the inverse of the 50% molar β-galactosidase activity (log[EC₅₀^-1]). Previous studies indicated that the position, size, and shape of the nonphenolic moiety of xenoestrogens affects potency. In an effort to quantify the relationship between the size and shape of the nonphenolic moiety and estrogenic potency, a series of primarily hydrocarbon, para-substituted phenols were evaluated. There is a general trend of increase in estrogenicity with increased substituent size. Attempts were made to correlate estrogenic activity with a variety of mol. parameters. These parameters included two-dimensional mol. connectivity and other topol. indexes, MO properties and other assorted steric properties, as well as hydrophobicity. Regression anal. revealed that hydrophobicity, because of its colinearity with size, was moderately correlated with estrogenic activity (r_adj² = 0.431). Among the parameters describing the bulk and/or shape of the mol., the second-order path mol. connectivity for the substituent (²χ_p(sub)) was the single best parameter correlated with estrogenicity. It modeled activity by the relationship log(EC₅₀^-1) = 0.925(²χ_p(sub)) + 3.47;, s = 0.37, r_adj² = 0.868, f = 179,. In this model, the active chem. domain is defined by the presence of the para-phenolic ring, while the potency is quantified by the values of the substituent connectivity index. A comparison of 3-, 5-, and 7-d estrogenicity and potency ratio, as compared with 17-β-estradiol, showed some compounds that were not active after the third day but that were active on the fifth and seventh days of exposure. Potency varied with length of exposure, but the potency ratio did not change. These results suggest that activity with this assay should be reported after 5 d of exposure.

Environmental Toxicology and Chemistry published new progress about 50670-76-3. 50670-76-3 belongs to esters-buliding-blocks, auxiliary class Benzene,Phenol,Ester, name is Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, and the molecular formula is C7H10BNO3, Application In Synthesis of 50670-76-3.

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

Schultz, T. Wayne published the artcileStructure-activity relationships for gene activation oestrogenicity: evaluation of a diverse set of aromatic chemicals, Name: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, the publication is Environmental Toxicology (2002), 17(1), 14-23, database is CAplus and MEDLINE.

Structure-activity relationships for estrogenicity were developed based on 120 aromatic chems. evaluated in the Saccharomyces cerevisiae-based Lac-Z reporter assay. Relative gene activation was compared to 17β-estradiol and varied over eight orders of magnitude. Anal. of the data compared to 17β-estradiol identified three structural criteria that were related to xenoestrogen activity and potency: (1) the hydrogen-bonding ability of the phenolic ring mimicking the A-ring, (2) a hydrophobic center similar in size and shape to the B- and C-rings, and (3) a hydrogen-bond donor mimicking the 17β-hydroxyl moiety of the D-ring, especially with an oxygen-to-oxygen distance similar to that between the 3- and 17β-hydroxyl groups of 17β-estradiol. Binding data were segregated into activity clusters including strong, moderate, weak, and detectable gene expression, and those compounds that were inactive. The hydrogen-bonding ability of hydroxy group in the 3-position on 17β-estradiol was observed to be essential for gene activation. Compounds with a 4-hydroxyl substituted benzene ring and a hydrophobic moiety of size and shape equivalent to the B-ring of 17β-estradiol were generally observed to be weakly active compounds Moderately active compounds have a 4-hydroxyl substituted benzene ring with a hydrophobic moiety equivalent in size and shape to the B- and C-ring of 17β-estradiol, or have a high hydrogen-bond donor capacity owing to the presence of halogens on a nonphenolic ring. Strongly active compounds, similar to 4,4′-diethylethylene bisphenol (DES), possess the same hydrophobic ring structure as described for moderately active compounds and an addnl. hydroxyl group with an oxygen-to-oxygen distance close to that exhibited by the 3- and 17-hydroxyl groups of 17β-estradiol.

Environmental Toxicology published new progress about 50670-76-3. 50670-76-3 belongs to esters-buliding-blocks, auxiliary class Benzene,Phenol,Ester, name is Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, and the molecular formula is C8H6F3NO, Name: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate.

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

Cytlak, Tomasz published the artcileFunctionalization of α-hydroxyphosphonates as a convenient route to N-tosyl-α-aminophosphonates, Product Details of C10H19NO3, the publication is RSC Advances (2018), 8(22), 11957-11974, database is CAplus and MEDLINE.

Direct conversion of the α-hydroxyl group by para-toluenesulfonamide to yield α-(N-tosyl)aminophosphonates is reported. α-Aminophosphonates 23a,b–37a,b were obtained from the corresponding α-hydroxyphosphonates 6a,b–21a,b in the presence of K₂CO₃, via the retro-Abramov reaction of the appropriate aldehydes, 1–5. The subsequent formation of imines with simultaneous addition of di-Et phosphite provided access to the α-sulfonamide phosphonates 23a,b–37a,b with better diastereoselectivity than in the case of the Pudovik reaction. The mechanism for this transformation is proposed herein. When Cbz N-protected aziridine 9a,b and phenylalanine analog 12a,b were exploited, intramol. substitution was observed, leading to the corresponding epoxide 38 as the sole product, or oxazolidin-2-one 39 as a minor product. Analogous substitution was not observed in the case of proline 18a,b and serine 21a,b derivatives

RSC Advances published new progress about 106391-88-2. 106391-88-2 belongs to esters-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Aldehyde, name is (R)-tert-Butyl (3-methyl-1-oxobutan-2-yl)carbamate, and the molecular formula is C10H19NO3, Product Details of C10H19NO3.

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

Bialecka-Florjanczyk, Ewa published the artcileThe influence of structural changes of symmetrical dimers containing two phenyl groups on liquid crystalline behaviour, Product Details of C15H14O3, the publication is Liquid Crystals (2012), 39(10), 1216-1221, database is CAplus.

Some sym. dimeric compounds containing biphenyl, biphenylcarboxylic acid or benzoiloxyphenyl moieties and polymethylene spacers were synthesized. The mesogenic properties of the synthesized compounds were studied by optical microscopy, calorimetric and x-ray methods. The location and direction of the ester bonds has a crucial significance in mesophase formation.

Liquid Crystals published new progress about 50670-76-3. 50670-76-3 belongs to esters-buliding-blocks, auxiliary class Benzene,Phenol,Ester, name is Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, and the molecular formula is C15H14O3, Product Details of C15H14O3.

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