Tag: M.W=150-200

Siddiqui, Hina; Shafi, Sarah; Ali, Hamad; Musharraf, Syed Ghulam published the artcile< Synthesis and Erythroid Induction Activity of New Thiourea Derivatives>, Name: 4-tert-Butylphenylisothiocyanate, the main research area is thiourea fetal Hb erythroid; HbF induction effect; Thiourea derivatives; cytotoxicity; erythroid induction activity; sickle-cell anemia and β-thalassemia; β-thalassemia.

The erythroid induction potential of newly synthesized thiourea derivatives Thiourea derivatives 1-27 were synthesized by using environmentally friendly methods and new compounds 3, 10 and 22 The structures of synthesized derivatives were deduced by using various spectroscopic techniques. These derivatives were then evaluated for their erythroid induction using the human erythroleukemic K562 cell line, as a model. The benzidine-H2O2 assay was used to evaluate erythroid induction, while HbF expression was studied through immunocytochem. using the Anti-HbF antibody. Cytotoxicity of compounds 1-27 was also evaluated on mouse fibroblast 3T3 cell line and cancer Hela cell line using MTT assay. All the compounds (1-27) have not been reported for their erythroid induction activity previously. Compounds 1, 2, and 3 were found to be the potent erythroid inducing agents with % induction of 45± 6.9, 44± 5.9, and 41± 6.1, at 1.56, 0.78, and 0.78 μM concentrations, resp., as compared to untreated control (12 ± 1 % induction). Furthermore, compound 1, 2, and 3 significantly induced fetal Hb the expression up to 4.2-fold, 4.06-fold, and 3.52-fold, resp., as compared to untreated control. Moreover, the compounds 1-4, 6-9, 11, 12, 15, 17, 19, 22, 23, and 25 were found to be non-cytotoxic against the 3T3 cell line. This study signifies that the compounds reported here may serve as the starting point for the designing and development of new fetal Hb inducers for the treatment of beta-hemoglobinopathies.

Medicinal Chemistry (Sharjah, United Arab Emirates) published new progress about Cytotoxicity. 19241-24-8 belongs to class esters-buliding-blocks, and the molecular formula is C11H13NS, Name: 4-tert-Butylphenylisothiocyanate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Saito, Seiki; Ishikawa, Teruhiko; Kuroda, Akiyoshi; Koga, Kazuya; Moriwake, Toshio published the artcile< A revised mechanism for chemoselective reduction of esters with borane-dimethyl sulfide complex and catalytic sodium tetrahydroborate directed by adjacent hydroxyl group>, Related Products of 617-55-0, the main research area is ester reduction chemoselectivity borane dimethyl sulfide; sodium borohydride reduction ester stereochem; chiral synthon.

The plausible mechanism for the reduction of the ester groups with a strong preference for one located α to the hydroxyl groups of (S)-malates and (R,R)-tartrate-based derivatives has been proposed together with some results with regard to its applications to the synthesis of chiral synthons. Thus, reduction of di-Et (S)-maleate with BH3·SMe2 in THF in the presence of catalytic NaBH4 gave 97% Et (3S)-3,4-dihydroxybutanoate.

Tetrahedron published new progress about Chiral synthons. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Related Products of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Dunn, A. D. published the artcile< Synthesis of new thiopyranopyridines>, Quality Control of 33402-75-4, the main research area is thiopyranopyridinecarboxylate; photochem bromination pyridinecarboxylate; bromomethylpyridinecarboxylate preparation substitution thioglycolate.

Thiopyranopyridinecarboxylates I and II (X, Y = CH, N; R = OH, NH2) are prepared from pyridine esters (e.g., III; R1 = Me, R2 = CO2Me; R1 = CO2Me, R2 = Me) and nitriles (e.g., III; R1 = Me, R2 = CN) by photochem. bromination, followed by substitution reaction of the resulting bromomethyl derivative with HSCH2CO2Me, and then base-induced intramol. cyclocondensation.

Journal fuer Praktische Chemie (Leipzig) published new progress about Cyclocondensation reaction, intramolecular. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Quality Control of 33402-75-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zheng, Ying; Jia, Yimin; Yuan, Yuan; Jiang, Zhong-Xing; Yang, Zhigang published the artcile< F--Free Deoxyhydrotrifluoromethylation of α-Keto Esters with Ph3P+CF2CO2-: Synthesis of α-CF3-Substituted Esters>, Reference of 617-55-0, the main research area is deoxyhydrotrifluoromethylation keto ester fluoromethylating reagent.

Trifluoromethylated compounds are usually obtained via trifluoromethylation reaction by the use of CF3SiMe3 and NaSO2CF3, Umemoto’s and Togni’s reagents. Here, an external fluorine anion-free direct deoxyhydrotrifluoromethylation of α-keto esters with a difluoromethylating reagent has been achieved, in which the employment of water can promote the dissociation of the CF2 group to form a CF3 moiety, which provides the successful transformation. The current protocol demonstrates one of the most practical approaches to generate α-trifluoromethyl esters with a broad substrate scope and high functional group compatibility, in which it is applicable to late-stage modification of biol. active compounds and can be readily scaled up. Mechanistic investigation reveals that an in situ-generated gem-difluoroalkene intermediate is decomposed by water, giving rise to acid fluoride and HF.

Journal of Organic Chemistry published new progress about Atom economy (and step economy). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Reference of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Sasaki, Ryosuke; Tanabe, Yoo published the artcile< Chiral synthesis of methyl (R)-2-Sulfanylcarboxylic esters and acids with optical purity determination using HPLC>, Name: (S)-Dimethyl 2-hydroxysuccinate, the main research area is sulfanylcarboxylic ester acid preparation enantioselective cyclocondensation; thiazolidinone preparation diastereoselective; 2-sulfanylmandelic ester; 2-sulfanylsuccinic ester; HPLC analysis; SN2 inversion; drug discovery; process chemistry; thiazolidin-4-one; thiolactic acid.

Accessible chiral synthesis of 3 types of (R)-2-sulfanylcarboxylic esters and acids were performed: (R)-2-sulfanylpropanoic (thiolactic) ester (53%, 98% ee) and acid (39%, 96% ee), (R)-2-sulfanylsuccinic diester (59%, 96% ee) and (R)-2-mandelic ester (78%, 90% ee) and acid (59%, 96% ee). The present practical and robust method involves (i) clean SN2 displacement of methanesulfonates of (S)-2-hydroxyesters by using com. available AcSK with tris(2-[2-methoxyethoxy]ethyl)amine and (ii) sufficiently mild deacetylation. The optical purity was determined by the corresponding (2R,5R)-trans-thiazolidin-4-one and (2S,5R)-cis-thiazolidin-4-one derivatives based on accurate high-performance liquid chromatog. anal. with high-resolution efficiency. The Ti(O-i-Pr)4 catalyst promoted smooth trans-cyclocondensation of (R)-2-sulfanylcarboxylic esters with available N-(benzylidene)methylamine to afford (2R,5R)-trans-thiazolidin-4-ones under neutral conditions without any racemization, whereas (2S,5R)-cis-thiazolidin-4-ones were obtained via cis-cyclocondensation and no catalysts. Direct high-performance liquid chromatog. of Me (R)-mandelate was also performed; however, the resolution efficiency was inferior to that of the thaizolidin-4-one derivatizations.

Chirality published new progress about Cyclocondensation reaction. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Name: (S)-Dimethyl 2-hydroxysuccinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Liu, Lei; Lee, Wes; Youshaw, Cassandra R.; Yuan, Mingbin; Geherty, Michael B.; Zavalij, Peter Y.; Gutierrez, Osvaldo published the artcile< Fe-catalyzed three-component dicarbofunctionalization of unactivated alkenes with alkyl halides and Grignard reagents>, Category: esters-buliding-blocks, the main research area is alkylarylated compound chemoselective regioselective diastereoselective preparation; alkene alkylhalide Grignard reagent three component dicarbofunctionalization iron catalyst.

A highly chemoselective iron-catalyzed three-component dicarbofunctionalization of unactivated olefins with alkyl halides (iodides and bromides) and sp2-hybridized Grignard reagents was reported. The reaction operates under fast turnover frequency and tolerated a diverse range of sp2-hybridized nucleophiles, alkyl halides and unactivated olefins to yield the desired 1,2-alkylarylated products R1R2R3CCH2CHRCH2alkyl [R = Ph, 4-MePH, 2-naphthyl, etc.; R1 = H, Me; R2 = H, Me, Et; R3 = Me, Et, (CH2)2Ph, etc.; alkyl = n-hexyl, (CH2)2CH:CH, (CH2)2Ph, etc.] with high regiocontrol. Further, this protocol was amenable for the synthesis of new (hetero)carbocycles including tetrahydrofurans and pyrrolidines such as I [Ar = 3-MeOPh, 2-MePH, 3-thienyl, etc.; X = O] via a three-component radical cascade cyclization/arylation that forges three new C-C bonds was also demonstrated.

Chemical Science published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 151259-38-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H19NO2, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Mattingly, Stephanie J.; Wuest, Frank; Schirrmacher, Ralf published the artcile< Synthesis of 2-Fluoroacetoacetic Acid and 4-Fluoro-3-hydroxybutyric Acid>, Formula: C6H10O5, the main research area is fluoroacetoacetic acid preparation; acetoacetate ester fluorination; fluoro hydroxybutyric acid preparation; epoxyester fluorination.

The synthesis of two new fluorinated butyric acids (and three related esters) these were derivatives of the metabolites acetoacetic acid and 3-hydroxybutyric acid. 4-Fluoro-3-hydroxybutyric acid was synthesized from epoxy ester precursors via ring opening by triethylamine trihydrofluoride. 2-Fluoroacetoacetic acid was prepared by electrophilic fluorination of an acid-labile β-keto ester. The gradual pH-dependent decarboxylation of 2-fluoroacetoacetic acid was investigated by 19F NMR spectroscopy.

Synthesis published new progress about Acid halides Role: SPN (Synthetic Preparation), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Drouillat, Bruno; Poupardin, Olivia; Bourdreux, Yann; Greck, Christine published the artcile< Diastereoselective syntheses of α-amino-β-hydroxyesters precursors of the ribosyl-diazepanone core of the liposidomycins>, Recommanded Product: Methyl 4,4-dimethoxy-3-oxobutanoate, the main research area is amino hydroxyester glycoside chiral synthon preparation liposidomycin; ribosyl hydroxy amino ester diastereoselective preparation.

The diastereoselective syntheses of the O-protected ribosyl-β-hydroxy-α-amino esters, precursors of α-ribosyl-diazepanone core analogs of the liposidomycins, resp., from the β-ketoesters are described. The anti relationship between the two adjacent aminated and hydroxylated carbons was controlled by sequential hydrogenation of the β-ketoesters in the presence of chiral ruthenium catalysts and electrophilic amination of the resulting β-hydroxyesters.

Tetrahedron Letters published new progress about Chiral synthons. 60705-25-1 belongs to class esters-buliding-blocks, and the molecular formula is C7H12O5, Recommanded Product: Methyl 4,4-dimethoxy-3-oxobutanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Shim, Jae Ho; Nam, Si Hun; Kim, Byeong-Seon; Ha, Deok-Chan published the artcile< Organocatalytic asymmetric Michael addition of ketones to α, β-unsaturated nitro compounds>, Related Products of 19241-24-8, the main research area is ketone unsaturated nitro compound organocatalytic asym Michael addition.

An organic catalyst “”(R, R)-1,2-diphenylethylenediamine(DPEN) derivative”” was developed as a chiral bifunctional organocatalyst and applied for asym. Michael additions of aromatic ketones to trans-β-nitroalkene compounds under neutral conditions. The isopropyl-substituted thiourea catalyst in neutral condition provides high chem. yield and enantioselectivities (ee) (up to 96% yield, 98% ee).

Catalysts published new progress about Michael reaction catalysts, stereoselective. 19241-24-8 belongs to class esters-buliding-blocks, and the molecular formula is C11H13NS, Related Products of 19241-24-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Cerda, Matthew M.; Mancuso, Jenna L.; Mullen, Emma J.; Hendon, Christopher H.; Pluth, Michael D. published the artcile< Use of Dithiasuccinoyl-Caged Amines Enables COS/H2S Release Lacking Electrophilic Byproducts>, SDS of cas: 19241-24-8, the main research area is dithiasuccinoyl carbonyl sulfide hydrogen sulfide release; bioorganic chemistry; carbonyl sulfide; hydrogen sulfide; reactive sulfur species.

The enzymic conversion of carbonyl sulfide (COS) to hydrogen sulfide (H2S) by carbonic anhydrase has been used to develop self-immolating thiocarbamates as COS-based H2S donors to further elucidate the impact of reactive sulfur species in biol. The high modularity of this approach has provided a library of COS-based H2S donors that can be activated by specific stimuli. A common limitation, however, is that many such donors result in the formation of an electrophilic quinone methide byproduct during donor activation. As a mild alternative, we demonstrate here that dithiasuccinoyl groups can function as COS/H2S donor motifs, and that these groups release two equivalent of COS/H2S and uncage an amine payload under physiol. relevant conditions. Addnl., we demonstrate that COS/H2S release from this donor motif can be altered by electronic modulation and alkyl substitution. These insights are further supported by DFT investigations, which reveal that aryl and alkyl thiocarbamates release COS with significantly different activation energies.

Chemistry – A European Journal published new progress about Free energy of activation. 19241-24-8 belongs to class esters-buliding-blocks, and the molecular formula is C11H13NS, SDS of cas: 19241-24-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics