Month: December 2022

Chen, Baoquan published the artcileSynthetic process of camostat mesilate for pancreatitis treatment, Formula: C12H15NO4, the publication is Huagong Jinzhan (2010), 29(7), 1334-1337, 1349, database is CAplus.

Camostat mesilate, a drug for pancreatitis treatment was prepared from p-guanidinobenzoic acid hydrochloride and N,N-dimethylcarbamoylmethyl-p-hydroxyphenylacetate in the presence of DCC(N,N-dicyclohexylcarbodiimide) using DMAP(4-dimethylaminopyridine) as catalyst. P-Guanidinobenzoic acid hydrochloride was prepared from p-aminobenzoic acid and cyanamide by optimization of reaction conditions. This process is simple with easily available starting materials, which is suitable for industrial production

Huagong Jinzhan published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C12H15NO4, Formula: C12H15NO4.

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

Zhang, Hai-Yan published the artcilePreparation of polymer-encapsulated silica by using the living radical polymerization (iniferter) method and chromatographic performance evaluation, Safety of Benzyl diethylcarbamodithioate, the publication is Huaxue Xuebao (2008), 66(19), 2151-2156, database is CAplus.

The living radical polymerization (iniferter) method was used to prepare the polymer-encapsulated silica as a chromatog. stationary phase. The 2-ethylhexyl methacrylate and ethylene dimethacrylate were polymerized and grafted on the silica surface by the initiation of the iniferter bound on the silica. The influence of the synthetic conditions on the polymer layers and the chromatog. separation was studied. The linear relation between the polymerization time and the amount of the polymer grafted on the silica in certain reaction period was observed Meanwhile, polymer-encapsulated silica could be re-initialized for the successive grafting reaction, which showed the character of the living radical polymerization The polymer-encapsulated silica showed good separation ability and column efficiency for the alkylbenzene, basic compounds and hydroxybenzoate. The basic compounds have small peak tailings on the polymer-encapsulated silica stationary phase, which indicated that silanol groups on the silica surface were effectively covered by the polymer layer. The work provided a new method for the synthesis of polymer-encapsulated silica.

Huaxue Xuebao 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 C9H10BNO3, Safety of Benzyl diethylcarbamodithioate.

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

Luo, Ming published the artcileIntegrative analysis of multiple metabolomes and transcriptome revealed color expression mechanism in red skin root syndrome of Panax ginseng, Safety of Methyl 3-phenyl-2-propenoate, the publication is Industrial Crops and Products (2022), 114491, database is CAplus.

Red skin root syndrome causes reduction of both production and quality of Panax ginseng (ginseng). However, its development process and key metabolites are still unknown. Multiple metabolomes including non-targeted metabolome, and anthocyanins-targeted and carotenoids-targeted metabolomes were performed on field grown red skin and healthy ginseng. The detected metabolites were analyzed in combination with previous transcriptome results. The total metabolite profiles revealed that primary metabolites especially citrate was decreased, but secondary metabolites mainly involved in phenylpropanoid pathway were increased in red skin ginseng compared to those in healthy ginseng. Targeted metabolome found that each gram of fresh red skin ginseng sample contained 8 μg β-carotene, 0.56 μg α-carotene, 0.017 μg rutin, 0.248 μg chalcone, and some anthocyanins including 0.023 μg cyanidin and 0.037 μg quercetin 3-O-glucoside, albeit in low concentrations but higher than those in healthy ginseng. Furthermore, integrative metabolome and transcriptome anal. revealed that changes of metabolites related to anthocyanins synthesis were correlated with the related gene expression patterns. Addnl., jasmonate (JA) and its precursor 12-oxophytodienoic acid increased their concentrations dramatically in red skin ginseng, suggesting the possible role of JA or JA signaling pathway in regulating red skin syndrome. Consistently, the expressions of 17 MYB transcription factors were differentially regulated in red skin ginseng. JA related cis-elements are widely distributed at their promoters. Taken together, our study revealed reduction of primary metabolism but increase of secondary metabolism in red skin ginseng. MYB transcription factors of JA signal pathway were supposed to mediate accumulation of anthocyanins and carotenoids that contributed to the development of red skin ginseng.

Industrial Crops and Products published new progress about 103-26-4. 103-26-4 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester,Protease,Tyrosinase,Natural product, name is Methyl 3-phenyl-2-propenoate, and the molecular formula is C10H10O2, Safety of Methyl 3-phenyl-2-propenoate.

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

Nordlund, Donald A. published the artcileKairomones and their use for management of entomophagous insects. XIV. Response of Telenomus remus to abdominal tips of Spodoptera frugiperda, (Z)-9-tetradecen-1-yl acetate and (Z)-9-dodecen-1-yl acetate, Safety of (Z)-Dodec-9-en-1-yl acetate, the publication is Journal of Chemical Ecology (1983), 9(6), 695-701, database is CAplus and MEDLINE.

T. remus Is a parasitoid that attacks egg masses of S. frugiperda. Increased host-seeking behavior was elicited from T. remus females in Y-tubes, Petri dish, and greenhouse bioassays by S. frugiperda female abdominal tips as well as (Z)-9-tetradecen-1-yl acetate  [16725-53-4] and (Z)-9-dodecen-1-yl acetate  [16974-11-1].

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 C14H26O2, Safety of (Z)-Dodec-9-en-1-yl acetate.

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

Bychek, Roman M. published the artcileSynthesis of Functionalized Difluorocyclopropanes: Unique Building Blocks for Drug Discovery, Computed Properties of 5205-11-8, the publication is Chemistry – A European Journal (2018), 24(47), 12291-12297, database is CAplus and MEDLINE.

Difluorocyclopropane-containing building blocks for drug discovery were synthesized from the functionalized alkenes and TMSCF₃/NaI. Novel fluorinated acids, amines, amino acids, alcs., ketones and sulfonyl chlorides were obtained.

Chemistry – A European Journal published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Computed Properties of 5205-11-8.

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

Nudelman, Abraham published the artcileThe Role of Intracellularly Released Formaldehyde and Butyric Acid in the Anticancer Activity of Acyloxyalkyl Esters, SDS of cas: 122110-53-6, the publication is Journal of Medicinal Chemistry (2005), 48(4), 1042-1054, database is CAplus and MEDLINE.

Previous studies described a family of anticancer histone deacetylase inhibitor prodrugs of formula Me(CH₂)₂COOCH(R)OR¹, which upon intracellular hydrolysis release acids and aldehydes. This study examines the mechanisms by which the prodrugs affect tumor cells and the contribution of the released aldehyde (formaldehyde or acetaldehyde) and acids to their anticancer activity. Type I prodrugs release 2 equiv of a carboxylic acid and 1 equiv of an aldehyde, and of Type II release 2 equiv of acids and 2 equiv of an aldehyde. SAR studied inhibition of proliferation, induction of differentiation and apoptosis, histone acetylation, and gene expression. Formaldehyde, measured intracellularly, was the dominant factor affecting proliferation and cell death. Among the released acids, butyric acid elicited the greatest antiproliferative activity, but the nature of the acid had minor impact on proliferation. In HL-60 cells, formaldehyde-releasing prodrugs significantly increased apoptosis. The prodrugs affected to a similar extent the wild-type HL-60 and MES-SA cell lines and their multidrug-resistant HL-60/MX2 and MES-Dx5 subclones. In a cell-free histone deacetylase (HDAC) inhibition-assay only butyric acid inhibited HDAC activity. The butyric acid and formaldehyde induced cell differentiation and increased p53 and p21 levels, suggesting that both affect cancer cells, the acid by inhibiting HDAC and the aldehyde by an as yet unknown mechanism.

Journal of Medicinal Chemistry 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, SDS of cas: 122110-53-6.

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

Maguet, Louis published the artcileEsterification of 3-methyl-1,3-butanediol, Category: esters-buliding-blocks, the publication is Bulletin de la Societe Chimique de France (1965), 3262-6, database is CAplus.

A method is described for the diesterification of Me₂C(OH)CH₂CH₂OH (I) by organic acid anhydrides without the dehydration of the tertiary OH. I was also converted to the corresponding Me₂C(OH)CH₂CH₂O₂CR (II) and Me₂C:CHCH₂O₂CR (III) and(or) CH₂:CMeCH₂CH₂O₂CR (IV). I (104 g.) and 102 g. Ac₂O kept 1 hr. slightly below 70° and heated 1 hr. at 147° yielded 94% II (R = Me) (V), b₂₀ 105°, n²⁰_D 1.4300, d₂₅ 0.9993. I (38 g.) and 81 g. (C₆H₁₃CO)₂O (VI) in 63 g. MePh refluxed 6 hrs. gave 87% II (R = C₆H₁₃) (VII), b_0.15 87-93°, n²⁰_D 1.4412. I (114 g.), 150 cc. C₆H₆, and 110 g. Na₂CO₃ treated during 2 hrs. at 60° with 148 g. C₆H₁₃COCI (VIIa) and heated 2 hrs. at 60-70° yielded 137 g. VII, b_0.60 105°, n²⁰_D 1.4411, d₂₅ 0.9336. I with BzCl gave similarly during 4 hrs. 68% II (R = Ph) (VIII), b_0.9 127-8°, n²_D⁰ 1.5138, d₂₅ 1.0762. I (156 g.), 142 g. C₁₇H₃₅CO₂H, 77 cc. xylene, and 3 g. Al₂O₃ refluxed 17 hrs. with the azeotropic removal of H₂O yielded 116 g. II (R = C₁₇H₃₅), m. 40° (heptane). C₈H₁₇CH:CH(CH₂)₇CO₂Me (169 g.) and 119 g. I distilled to remove 10 cc. I, treated with a piece of K, heated to 180° with the overhead removal of the MeOH, treated with 0.8 g. K in small pieces at intervals during 5 hrs., and distilled gave 70% II [R = C₈H₁₇CH:CH(CH₂)₇], b_0.03 178-85°, n²⁰_D 1.4623, d₂₅ 0.9045. I (86 g.) added dropwise during 15 min. to 132.6 g. refluxing Ac₂O yielded 115 g. IV (R = Me) (IX), b₇₆₀ 143-5°, n²⁰_D 1.4212, d₂₅ 0.9137. I (104 g.), 71 g. AcOH, 150 cc. C₆H₆, and 1 g. PhSO₃H refluxed 5 hrs. with the azeotropic removal of H₂O yielded 74 g. mixture, b₄₀ 63-72°, of 80% IX and 20% III (R = Me) (X). V (22.2 g.) in 50 cc. MePh refluxed with 1% iodine gave isoprene and only 30% mixture of IX and X; a similar run in C₆H₆ with C₁₀H₇SO₃H yielded 50% mixture of 85% IX and 15% X. C₆H₁₃CO₂H (65 g.), 57 g. I, 135 cc. C₆H₆, and 0.6 g. C₁₀H₇SO₃H gave similarly 49 g. 80:20 mixture of IV (R = C₆H₁₃) (XI) and III (R = C₆H₁₃) (XII), b_1.7 84-87°, n²⁰_D 1.4378, d₂₅ 0.879, and 18g. 65:35 mixture of XI and XII, b_1.787-95°. BzOH (183 g.), 172 g. I, 300 cc. C₆H₆, and 1 g. PhSO₃H refluxed 13 hrs. yielded after 11 g. forerun, b_0.2 45-56°, n²⁰_D 1.4608, 34.5 g. mixture, b_0.2 60-4°, n²⁰_D 1.5093, d₂₅ 1.0125, of IV (R = Ph) (XIII) and III (R = Ph) (XIV) containing mostly XIII, and 24 g. mixture, b_0.2 64-5°, n_20D 1.5118, of XIII and XIV containing mostly XIV. CH₂: CMeCH₂CH₂OH (35 g.), 50 cc. CHCl₃, and 29 g. C₅H₅N treated dropwise during 2 hrs. with 101 g. C₁₇H₃₅COCl in 100 cc. CHCl₃ at 30-40° and refluxed 2 hrs. yielded 95 g. IV (R = C₁₇H₃₅), n²⁰_D 1.4518, d₂₀ 0.8670. Similarly was prepared from oleyl chloride 71% IV [R = C₈H₁₇CH:CH(CH₂)₇], b_0.01 150-65°, n²⁰_D 1.4605, d₂₀ 0.8765. Ac₂O (1326 g.) treated at reflux with 520 g. I yielded 797 g. Me₂C (O₂CR)CH₂CH₂O₂CR’ (XV) (R = R’ = Me), b₁₉ 108-9°, n²⁰_D 1.4247, d₂₅ 1.0189, and a small amount of a mixture of 63% IX and 37% X. I (26 g.), 156 g. VI, and 80 g. MePh refluxed 13 hrs. yielded 61.5 g. XV (R = R’ = C₆H₁₃) (XVI), b_0.1 128-34°, n²⁰_D 1.4418. I (36.4 g.) in 150 cc. CHCl₃ and 100 cc. C₅H₅N treated dropwise with stirring during 3 hrs. with 119 g. VIIa at 30° and heated 5 hrs. at 60° yielded 100 g. XVI, b_0.15 130-5°, n²⁰_D 1.4418, d₂₅ 0.9256. I (47 g.) with 135 g. BzCl gave similarly 31 g. distillate, b. 120-2°, containing mostly VIII and 82 g. XV (R = R’ = Ph), m. 34° (AmOH), d₂₅ 1.1212. VIII (104 g.) and 67 g. Ac₂O heated 5 hrs. at 140° yielded 112 g. XV (R = Me, R’ = Ph), b_0.85 131-2°, n²⁰_D 1.4974, d₂₅ 1.0820. Similarly were prepared the following XV (R = Me) (R’, % yield, b.p./mm. or m.p., n²⁰_D, and d₂₀ given): C₆H₁₃, 94, 109-10°/0.6, 1.4360, 0.95874; C₈H₁₇CH:CH(CH₂)₇, 95, –, 1.4582, 0.92084; C₁₇H₃₅, 98, 24-5°, –, –.

Bulletin de la Societe Chimique de France published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Category: esters-buliding-blocks.

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

Cohen, Marianne published the artcileBiomolecules from olive pruning waste in Sierra Magina – Engaging the energy transition by multi-actor and multidisciplinary analyses, Safety of 3-Acetyldihydrofuran-2(3H)-one, the publication is Journal of Environmental Management (2018), 204-213, database is CAplus and MEDLINE.

The price volatility of fossil resources, the uncertainty of their long-term availability and the environmental, climatic and societal problems posed by their operation lead to the need of an energy transition enabling the development and utilization of other alternative and sustainable resources. Acknowledging that indirect land-use change can increase greenhouse gas emission, the European Union (EU) has reshaped its biofuel policy. It has set criteria for sustainability to ensure that the use of biofuels guarantees real carbon savings and protects biodiversity. Approaching economic, environmental and social sustainability at the local level and in an integrated way should help to maximize benefits and minimize risks. This approach has been adopted and is described in the present work that combines chem., biol., social and territorial studies on the management of pruning waste residues from olive trees in the Sierra Magina in Spain. The biol. and social analyses helped to orientate the research towards an attractive chem. process based on extraction and pyrolysis, in which high added value mols. are recovered and in which the residual biochar may be used as pathogen-free fertilizer. In this region where farmers face declining economic margins, the new intended method may both solve greenhouse gas emission problems and provide farmers with addnl. revenues and convenient fertilizers.

Journal of Environmental Management published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, Safety of 3-Acetyldihydrofuran-2(3H)-one.

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

Wu, Di published the artcile4D Printing of a Fully Biobased Shape Memory Copolyester via a UV-Assisted FDM Strategy, Application of Dimethyl itaconate, the publication is ACS Sustainable Chemistry & Engineering (2022), 10(19), 6304-6312, database is CAplus.

The emergence of 4D-printing technol. provides a new opportunity for the development of shape memory polymers (SMPs) with sophisticated or individualized architectures in the most material-saving way. Fused deposition modeling (FDM) has been regarded as a feasible and facile printing technol. to print thermoplastics, but the low adhesion between interlayers of the obtained objects is an unavoidable problem caused by its printing principle. Fortunately, abundant biobased chems. with a variety of reactive groups make it easy to design ecofriendly linear SMPs with active sites, which are ready for in situ reactions during FDM printing. Herein, we developed fully biobased shape memory copolyesters (PBSe-co-PBIs) by polycondensation of di-Me itaconate, di-Me sebacate, and 1,4-butanediol. The flexible and crystalline PBSe may serve as a mol. switch to ensure the desirable shape memory effect (SME) of the materials, and the PBI moiety with double bonds forming crosslinking points between layers during the printing process under UV irradiation acts as net points for SMPs and enhances interlayer adhesion. The shape memory performance and the enhanced interlayer adhesion of printed materials by this strategy were verified by DMA anal. and tensile tests. Finally, a 4D-printed “Sanxingdui bronze mask” and an overheating protection cover were demonstrated, which indicated a great potential in high-temperature protection devices.

ACS Sustainable Chemistry & Engineering published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C18H35NO, Application of Dimethyl itaconate.

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

Fang, Wan-Yin published the artcileSO₂F₂-Mediated One-Pot Synthesis of Aryl Carboxylic Acids and Esters from Phenols through a Pd-Catalyzed Insertion of Carbon Monoxide, Safety of 3-(Methoxycarbonyl)benzoic acid, the publication is Chemistry – An Asian Journal (2017), 12(17), 2323-2331, database is CAplus and MEDLINE.

A one-pot Pd-catalyzed carbonylation of phenols into their corresponding aryl carboxylic acids and esters through the insertion of carbon monoxide has been developed. This procedure offers a direct synthesis of aryl carboxylic acids and esters from inexpensive and abundant starting materials (phenols, SO₂F₂ and CO) under mild conditions. This method tolerates a broad range of functional groups and is also applicable for the modification of complicated natural products.

Chemistry – An Asian Journal published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Safety of 3-(Methoxycarbonyl)benzoic acid.

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