Tag: M.W=200-250

Ujvary, I. published the artcileSimple and economic syntheses of some (Z)-7- and (Z)-9-alkenyl acetates, and of (E,Z)-7,9-dodecadien-1-yl acetate, the sex pheromone of the European grapevine moth, using aleuritic acid as a common starting material, HPLC of Formula: 16974-11-1, the publication is Journal of Chemical Ecology (1985), 11(1), 113-24, database is CAplus and MEDLINE.

Short syntheses of (Z)-7-dodecen-1-yl acetate, (Z)-7-tetradec-1-yl acetate, (Z)-9-dodecenyl-1-yl acetate, and (Z)-9-tetradec-1-yl acetate use 7-hydroxyheptanal and 9-oxononanoic acid; precursors obtained by oxidative cleavage of aleuritic acid. The key step in these syntheses is a stereoselective Wittig reaction between aldehyde and alkylphosphonium salt. Wittig-Horner type reaction of 7-hydroxyheptanal and NCCH₂P(O)(OEt)₂ gave the α,β-unsaturated nitrile derivative which after protection of the OH group was reduced to the aldehyde. Wittig reaction of the latter, followed by acetylation, completed the synthesis of (E,Z)-7,9-dodecadien-1-yl acetate, the sex pheromone of the European grapevine moth, Lobesia botrana.

Journal of Chemical Ecology 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 C17H29BO2, HPLC of Formula: 16974-11-1.

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

Lund, Birgitte W. published the artcileDesign, Synthesis, and Structure-Activity Analysis of Isoform-Selective Retinoic Acid Receptor β Ligands, Category: esters-buliding-blocks, the publication is Journal of Medicinal Chemistry (2009), 52(6), 1540-1545, database is CAplus and MEDLINE.

We recently discovered the isoform selective RARβ2 ligand 4′-octyl-4-biphenylcarboxylic acid (3, AC-55649)(I). Although 3 is highly potent at RARβ2 and displays excellent selectivity, solubility issues make it unsuitable for drug development. Herein we describe the exploration of the SAR in a biphenyl and a phenylthiazole series of analogs of 3. This ultimately led to the design of 28 (II), a novel, orally available ligand with excellent isoform selectivity for the RARβ2.

Journal of Medicinal 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 C15H14O3, Category: esters-buliding-blocks.

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

Brahemi, Ghali published the artcileExploring the Structural Requirements for Inhibition of the Ubiquitin E3 Ligase Breast Cancer Associated Protein 2 (BCA2) as a Treatment for Breast Cancer, Computed Properties of 3052-61-7, the publication is Journal of Medicinal Chemistry (2010), 53(7), 2757-2765, database is CAplus and MEDLINE.

The zinc-ejecting aldehyde dehydrogenase (ALDH) inhibitory drug disulfiram (DSF) was a breast cancer-associated protein 2 (BCA2) inhibitor with potent antitumor activity. We herein describe our work in the synthesis and evaluation of new series of zinc-affinic mols. to explore the structural requirements for selective BCA2-inhibitory antitumor activity. An N(C=S)S-S motif was required, based on selective activity in BCA2-expressing breast cancer cell lines and against recombinant BCA2 protein. Notably, the DSF analogs (3a and 3c) and dithio(peroxo)thioate compounds (5d and 5f) were found to have potent activity (submicromolar IC₅₀) in BCA2 pos. MCF-7 and T47D cells but were inactive (IC₅₀ > 10 μM) in BCA2 neg. MDA-MB-231 breast cancer cells and the normal breast epithelial cell line MCF10A. Testing in the isogenic BCA2 +ve MDA-MB-231/ER cell line restored antitumor activity for compounds that were inactive in the BCA2 -ve MDA-MB-231 cell line. In contrast, structurally related dithiocarbamates and benzisothiazolones (lacking the disulfide bond) were all inactive. Compounds 5d and 5f were addnl. found to lack ALDH-inhibitory activity, suggestive of selective E3 ligase-inhibitory activity and worthy of further development.

Journal of Medicinal 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, Computed Properties of 3052-61-7.

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

Tripathi, Rama Pathi published the artcileSyntheses and spermicidal activities of dithiocarbamates, Quality Control of 3052-61-7, the publication is Acta Pharmaceutica (Zagreb) (1996), 46(3), 169-176, database is CAplus.

Dithiocarbamates R¹C(:S)S^–Na⁺ [I; R¹ = Et₂N, 1-piperidinyl, 4-morpholinyl, 4-methyl-1-piperazinyl, 4-(phenylmethyl)-1-piperazinyl] and several different esters of N,N-diethyldithiocarbamic acid were synthesized, and some of them evaluated as spermicides. The compounds I as well as Et₂NC(:S)SMe and Et₂NC(:S)SCH₂CO₂H showed 100% spermicidal activity at 0.5% or 0.1% concentration

Acta Pharmaceutica (Zagreb) 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 C8H8BFO2, Quality Control of 3052-61-7.

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

Ishizu, Koji published the artcileControlled radical polymerization of 2-hydroxyethyl methacrylate initiated by photofunctional 2-(N,N-diethyldithiocarbamyl)isobutyric acid, Formula: C12H17NS2, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2003), 42(1), 76-82, database is CAplus.

We demonstrated that d. functional theory calculations provide a reliable and quant. prediction of the trends in C-S bond dissociation energies using several model compounds as photoinitiator. On the basis of this information, we designed a possible photofunctional initiator for the polymerization of hydrophilic vinyl monomers. Photopolymerization of 2-hydroxyethyl methacrylate (HEMA) was carried out in ethanol initiated by 2-(diethyldithiocarbamoyl)isobutyric acid under UV irradiation We obtained first-order time-conversion plots in this polymerization system, and the straight line in the semilogarithmic coordinates indicated first order in monomer. The mol. weight of the prepared poly(2-hydroxyethyl methacrylate) (PHEMA) increased with increasing conversion. The mol. weight distribution (M_w/M_n) of the PHEMA was about 1.5. Me methacrylate could also be polymerized in a living fashion with such a PHEMA precursor as a macroinitiator because PHEMA exhibited a dithiocarbamate group at its terminal end. This system could be applied to the architecture of amphiphilic block copolymers. It was concluded that these polymerization systems proceeded with a controlled radical mechanism.

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, Formula: C12H17NS2.

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

Prakash, Amruta published the artcileUltraviolet induced random mutagenesis in Bacillus amyloliquefaciens (MF 510169) for improving biodiesel production, Quality Control of 121-79-9, the publication is Fuel (2021), 121380, database is CAplus.

The present study aims to mutate Bacillus amyloliquefaciens (MF 510169) randomly for improving lipid accumulation towards green and efficient transformation of bacterial oil into biodiesel. The cellular lipid content of wild type Bacillus strain is improved by exposing the strain to UV light at 254 nm (UV-C) and 365 nm (UV-A) wavelengths for different time intervals from 20 to 380 s. A remarkable increase in lipid content is noted with increase in cell dry weight when exposed to UV-C with 320 s exposure time. The accumulated lipids are extracted and transesterified through acid catalyst (H₂SO₄, 1.52%) by various means for biodiesel production The chem. profiling of thus obtained biodiesel has been done by employing various spectroscopic techniques. The phys. and chem. properties of thus transesterified biodiesel are well-matching 86-90% with International ASTM standards The antioxidant stability of produced biodiesel tested with an addition of synthetic antioxidants remains stable for 25 d.

Fuel published new progress about 121-79-9. 121-79-9 belongs to esters-buliding-blocks, auxiliary class Natural product, name is Propyl 3,4,5-trihydroxybenzoate, and the molecular formula is C10H12O5, Quality Control of 121-79-9.

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

Narita, Koichi published the artcileTotal Synthesis of the Bicyclic Depsipeptide HDAC Inhibitors Spiruchostatins A and B, 5”-epi-Spiruchostatin B, FK228 (FR901228) and Preliminary Evaluation of Their Biological Activity, Computed Properties of 106391-88-2, the publication is Chemistry – A European Journal (2009), 15(42), 11174-11186, S11174/1-S11174/103, database is CAplus and MEDLINE.

The bicyclic depsipeptide histone deacetylase (HDAC) inhibitors spiruchostatins A and B, 5”-epi-spiruchostatin B and FK228 were efficiently synthesized in a convergent and unified manner. The synthetic method involved the following crucial steps: (i) a Julia-Kocienski olefination of a 1,3-propanediol-derived sulfone and a L- or D-malic acid-derived aldehyde to access the most synthetically challenging unit, (3S or 3R,4E)-3-hydroxy-7-mercaptohept-4-enoic acid, present in a D-alanine- or D-valine-containing segment; (ii) a condensation of a D-valine-D-cysteine- or D-allo-isoleucine-D-cysteine-containing segment with a D-alanine- or D-valine-containing segment to directly assemble the corresponding seco-acids; and (iii) a macrocyclization of a seco-acid using the Shiina method or the Mitsunobu method to construct the requisite 15- or 16-membered macrolactone. The present synthesis has established the C5” stereochem. of spiruchostatin B. In addition, HDAC inhibitory assay and the cell-growth inhibition anal. of the synthesized depsipeptides determined the order of their potency and revealed some novel aspects of structure-activity relationships. It was also found that unnatural 5”-epi-spiruchostatin B shows extremely high selectivity (ca. 1600-fold) for class I HDAC1 (IC₅₀ = 2.4 nM) over class II HDAC6 (IC₅₀ = 3900 nM) with potent cell-growth-inhibitory activity at nanomolar levels of IC₅₀ values.

Chemistry – A European Journal 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, Computed Properties of 106391-88-2.

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

Shengule, Sudhir R. published the artcileDiastereoselective Pictet-Spengler reactions of a tethered 2-aminoimidazole, Formula: C10H19NO3, the publication is Australian Journal of Chemistry (2014), 67(2), 184-191, database is CAplus.

The diastereoselective Pictet-Spengler reaction of aminopropyl-2-aminoimidazole with enantiopure aldehydes was investigated. With amino acid-derived aldehydes, anti-stereochem. was favored, with a diastereoselectivity up to 92% achievable. The absolute stereochem. of the products was determined through synthesis of a rigid derivative and from NMR data in combination with mol. modeling. The diastereoselectivity dependent on the steric bulk of the amino acid side chain and independent of the nitrogen protecting group. Lewis acids catalyzed the reaction but did not affect the diastereoselectivity.

Australian Journal of Chemistry 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 C9H9NO, Formula: C10H19NO3.

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

Kafka, Wolf A. published the artcileEAC and single cell responses of the European corn borer, Ostrinia nubilalis, Z-strain (Hbn) to the sex pheromone components z11-14:Ac, e11-14:Ac, structural analogs and some of their mixtures, Computed Properties of 16974-11-1, the publication is Acta Phytopathologica et Entomologica Hungarica (1989), 24(1-2), 117-24, database is CAplus.

Efficacy values were determined electrophysiol. for the sex-pheromone components Z– and E-tetradecenyl acetate (z11-14:Ac) and about 60 structural analoges and some of their binary mixtures in both sexes of laboratory-reared Z-strain of the European corn borer, O. nubilalis). The efficacy values were defined, on the basis of electroantennogram (EAG) dose response relations, as the ratios of source loads required for the different compounds to elicit a standard EAG-response. The compounds induced no EAG-responses in the females, but, with only small inter- and intra-individual variations, strongly differentiated responses in the males. The efficacy values varied between 1 (for the most effective compound z11-14:Ac) and about 300. Binary mixtures of the highly effective compounds induced EAG-responses which were up to nearly 100% higher than those ones which were induced by merely doubling the individual source loads (EAG enlargement about 30%). Supported by preliminary recordings from single receptor cells within morphol. different types of sensilla trichodea, there are thus indicated at least 5 different types of receptor cells. They respond either to the Z– or to the E-pheromone component (both types were found within one type of sensillum) or to some of the analogs e.g. z11-14:Ac, and a (97:3) mixture of e9- and e9-14:Ac. Responses were also elicited by y11-14:Ac (y stands for acetylenic C-C bonds), but it is still open if e11-14:Ac and y11-14:Ac excite one and the same type of the receptor cell.

Acta Phytopathologica et Entomologica Hungarica 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, Computed Properties of 16974-11-1.

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

Honma, Yoshio published the artcileDifferentiation therapy for monocytic leukemia using fatty acid derivatives, Application of (Pivaloyloxy)methyl butyrate, the publication is Recent Research Developments in Lipids Research (1997), 189-198, database is CAplus.

Myeloid leukemia cells can be induced to differentiate terminally into non-dividing mature cells by various compounds, including short chain fatty acids. Many monocytoid leukemia cell lines are relatively sensitive to butyrate and its analogs with regard to the induction of differentiation and inhibition of proliferation of the cells. To develop a novel therapy for monocytic leukemia, we studied the basic issues of differentiation therapy using fatty acid derivatives

Recent Research Developments in Lipids Research 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, Application of (Pivaloyloxy)methyl butyrate.

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