Tag: M.W=100-150

Arafa, Reem K. published the artcileSynthesis, DNA Affinity, and Antiprotozoal Activity of Fused Ring Dicationic Compounds and Their Prodrugs, Related Products of catalysis-chemistry, the publication is Journal of Medicinal Chemistry (2005), 48(17), 5480-5488, database is CAplus and MEDLINE.

Dicationic guanidine, N-alkylguanidine, and reversed amidine derivatives of fused ring systems (e.g. I, II) have been synthesized from their corresponding bis-amines. DNA binding studies suggest that the diguanidines and the N-alkyl diguanidine fluorenes bind in the minor groove in a manner similar to that of the previously reported dicationic carbazole derivatives The diguanidines and the N-alkyl diguanidines showed promising in vitro activity against both Trypanosoma brucei rhodesiense and Plasmodium falciparum. Promising in vivo biol. results were obtained for the dicationic N-isopropylguanidino-9H-fluorene (I), giving 4/4 cures of the treated animals in the STIB900 animal model for African trypanosomiasis. The N-Me analog showed high activity as well. In addition, with the goal of enhancing the oral bioavailability, two novel classes of potential guanidine prodrugs were prepared The N-alkoxyguanidine derivatives and were not effective as prodrugs. In contrast, a number of the carbamates showed promising activity. The value of the carbamate prodrugs was clearly demonstrated by the results for II, which gave 4/4 cures on oral administration in the STIB900 mouse model.

Journal of Medicinal Chemistry published new progress about 6084-58-8. 6084-58-8 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is O-Isobutylhydroxylamine hydrochloride, and the molecular formula is C4H12ClNO, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Padmanabhan, S. published the artcileRelative affinities of divalent polyamines and of their N-methylated analogs for helical DNA determined by sodium-23 NMR, HPLC of Formula: 10517-44-9, the publication is Biochemistry (1991), 30(30), 7550-9, database is CAplus and MEDLINE.

Interactions of divalent polyamines with double-helical DNA in aqueous solution are investigated by monitoring the decrease in ²³Na NMR relaxation rates as NaDNA is titrated with H₃N⁺-(CH₂)_m^-+NH₃, where m = 3, 4, 5, or 6. Analogous measurements are made for the same homologous series of methylated polyamines (methonium ions). The dependence of the ²³Na relaxation rates on the amount of added divalent cation (M²⁺) is analyzed quant. in terms of a two-state model. The sodium ions are assumed to be in rapid exchange between a bound state, where they are close enough to DNA so that it affects their relaxation rate, and a free state in bulk solution, where their relaxation rate is the same as in solutions containing no DNA. The distribution of Na⁺ and M²⁺ between these states is described quant. in terms of an ion-exchange parameter: D_Mú·(p_B^M)(1 – p_B^Na)ⁿ/(p_B^Na)ⁿ(1 = p_B^M), where p_B^Na and p_B^M are the fractions of Na⁺ and M²⁺ that are close enough to DNA to be considered bound (by the NMR criterion), and n is the number of sodium ions displaced from DNA by the binding of one M²⁺ ion. For each of the polyamines and methonium ions investigated here, equations derived from this two-state model yield acceptable fittings of the titration curves if r_Na^o, the number of sodium ions bound per DNA phosphate when no competing cations are present, is assigned a value between 0.6 and 1.00. Within this range, changing the value assigned to r_Na^o does change the best-fitted values of D_M determined for the polyamines (D_H) and for the methonium ions (D_Me) but does not alter the following conclusions about the trends in these parameters. (1) For polyamines and methonium ions of the same m, D_H exceeds D_Me by factors that are significantly larger for m = 3 and 4 than for m = 5 and 6. (2) D_H For m = 3 and 4 is larger than D_H for m = 5 and 6. (3) D_Me For m = 3 and 4 is smaller than D_Me for m = 5 and 6.

Biochemistry published new progress about 10517-44-9. 10517-44-9 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is Propane-1,3-diamine dihydrochloride, and the molecular formula is C3H12Cl2N2, HPLC of Formula: 10517-44-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Jia, Jingwen published the artcileA cobalt covalent organic framework: a dual-functional atomic-level catalyst for visible-light-driven C-H annulation of amides with alkynes, Synthetic Route of 118-90-1, the publication is Journal of Materials Chemistry A: Materials for Energy and Sustainability (2022), 10(21), 11514-11523, database is CAplus.

Herein, a synthesis of a dual-functional cobalt covalent organic framework (CoCOF-SYNU-1) for visible-light-driven C-H annulation of amides with alkynes was reported. An at.-level cobalt center ensures the occurrence of powerful chelation with amides and subsequent precise C-H activation, while the photoactive covalent organic framework was responsible for absorbing visible light to accelerate the catalytic cycle. In the presence of CoCOF-SYNU-1, visible-light-driven regioselective [4 + 2] C-H annulation proceeded smoothly, delivering a wide range of isoquinolin-1(2H)-one derivatives I [R¹ = n-Pr, n-Bu, Ph, etc.; R² = H, n-Pr, trimethylsilyl, etc.; R³ = H, 6-Me, 8-I, etc.; Q = 8-quinolyl] with high efficiency. Significantly, due to the inherent heterogeneous nature and good stability of CoCOF-SYNU-1, the reaction exhibited excellent catalyst recyclability and practicability.

Journal of Materials Chemistry A: Materials for Energy and Sustainability published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C8H8O2, Synthetic Route of 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Andres, Miriam published the artcileStructure-activity relationships and structure-kinetic relationships of pyrrolopiperidinone acetic acids as CRTh2 antagonists, Product Details of C3H6F3N, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(21), 5111-5117, database is CAplus and MEDLINE.

Pyrrolopiperidinone acetic acids, e.g. I [R = Me, Et, Ph, etc.] were identified as highly potent CRTh2 receptor antagonists. In addition, many of these compounds displayed slow-dissociation kinetics from the receptor. Structure-kinetic relationship studies allowed optimization of the kinetics to give potent analogs with long receptor residence half-lives of up to 23 h. Low permeability was a general feature of this series, however oral bioavailability could be achieved through the use of ester prodrugs.

Bioorganic & Medicinal Chemistry Letters published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Product Details of C3H6F3N.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Meikle, Peter J. published the artcilePreparation of polysaccharide-enzyme conjugates for competitive binding assays, Application In Synthesis of 10517-44-9, the publication is Glycoconjugate Journal (1990), 7(3), 207-18, database is CAplus.

A variety of bacterial O-polysaccharides were covalently linked to enzymes and it was demonstrated with three discrete monoclonal antibodies that enzyme-glycoconjugates function as convenient labeled antigens in direct enzyme immunoassays, particularly competitive assays that quantify bacterial O-antigens. Two strategies, each involving reductive amination, were used to couple O-polysaccharides to enzymes, while retaining high enzymic activity. Reduction of the Schiff base formed between 1,3-diaminopropane and the terminal reducing ketodeoxyoctanoic acid (KDO) residue present in the majority of the lipopolysaccharide (LPS) core domains, following mild acid removal of Lipid A, offered the most direct route to mono-aminated polysaccharide. Alternatively, mild periodate oxidation of KDO and heptose residues generated multiple aldehyde targets for Schiff base formation, without affecting the O-antigenic determinant. Hetero- and homobifunctional coupling reagents, sulfosuccinimidyl-4-(N-maleimidomethyl)-cyclohexane-1-carboxylate and disuccinimidyl suberate, activated polysaccharide for coupling to enzymes at amino and sulphydryl sites and produced conjugates that retained at least 95% of the original enzymic activity. The most suitable enzyme conjugates, especially for competitive inhibition EIA were those bearing one polysaccharide chain, and these were easily prepared from horse-radish peroxidase. Although the extent of conjugation of activated polysaccharide to ¦Â-galactosidase and alk. phosphatase could be controlled by reaction stoichiometry, the use of these enzymes were a less effective utilization of valuable antigen and enzyme.

Glycoconjugate Journal published new progress about 10517-44-9. 10517-44-9 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is Propane-1,3-diamine dihydrochloride, and the molecular formula is C3H12Cl2N2, Application In Synthesis of 10517-44-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

El Hajj, A. published the artcileNew process of preparation of pyrazolidine: synthesis, extraction and flow-sheet, Related Products of catalysis-chemistry, the publication is MATEC Web of Conferences (2013), 01045, database is CAplus.

A new process for the preparation of the pyrazolidine (PYRZ), by intramol. Raschig way was developed. Synthesis and extraction are described. The formation of pyrazolidine is carried out in two successive steps. The first involves the oxidation of 1,3-diaminopropane (DAP) by sodium hypochlorite and formation of N-chloro-1,3-diaminopropane. The second step consists of a cyclization of N-chloro-1,3-diaminopropane leading to pyrazolidine. For the extraction the authors determined 3 isothermal sections (289, 313, and 323 K) of the solid-liquid-liquid isobaric ternary system H2O-DAP-NaOH by isoplethic thermal anal. and acid-base titration The second stage involves a selective precipitation of the two compounds in form of a salt by addition of hydrochloric acid.

MATEC Web of Conferences published new progress about 10517-44-9. 10517-44-9 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is Propane-1,3-diamine dihydrochloride, and the molecular formula is C3H12Cl2N2, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Beaulieu, Pierre L. published the artcileNon-Nucleoside Benzimidazole-Based Allosteric Inhibitors of the Hepatitis C Virus NS5B Polymerase: Inhibition of Subgenomic Hepatitis C Virus RNA Replicons in Huh-7 Cells, Application of 1,1-Dimethylthiourea, the publication is Journal of Medicinal Chemistry (2004), 47(27), 6884-6892, database is CAplus and MEDLINE.

A previously disclosed series of nonnucleoside allosteric inhibitors of the NS5B polymerase of the hepatitis C virus (HCV) was optimized to yield novel compounds with improved physicochem. properties and activity in cell-based assays. Replacement of ionizable carboxylic acids with neutral substituents in lead compounds produced inhibitors with cellular permeability and antiviral activity in a cell-based assay of subgenomic HCV RNA replication (replicon EC₅₀ as low as 1.7 ¦ÌM). The improvement in potency in this ex vivo model of HCV RNA replication validates, in part, the mechanism by which this class of allosteric benzimidazole derivatives inhibits the polymerase and represents a significant step forward in the discovery of novel HCV therapeutics.

Journal of Medicinal Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Application of 1,1-Dimethylthiourea.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Heald, Robert published the artcileNoncovalent Mutant Selective Epidermal Growth Factor Receptor Inhibitors: A Lead Optimization Case Study, Category: catalysis-chemistry, the publication is Journal of Medicinal Chemistry (2015), 58(22), 8877-8895, database is CAplus and MEDLINE.

Because of their increased activity against activating mutants, first-generation epidermal growth factor receptor (EGFR) kinase inhibitors have had remarkable success in treating non-small-cell lung cancer (NSCLC) patients, but acquired resistance, through a secondary mutation of the gatekeeper residue, means that clin. responses only last for 8-14 mo. Addressing this unmet medical need requires agents that can target both of the most common double mutants: T790M/L858R (TMLR) and T790M/del(746-750) (TMdel). Herein we describe how a noncovalent double mutant selective lead compound was optimized using a strategy focused on the structure-guided increase in potency without added lipophilicity or reduction of three-dimensional character. Following successive rounds of design and synthesis it was discovered that cis-fluoro substitution on 4-hydroxy- and 4-methoxypiperidinyl groups provided synergistic, substantial, and specific potency gain through direct interaction with the enzyme and/or effects on the proximal ligand oxygen atom. Further development of the fluorohydroxypiperidine series resulted in the identification of a pair of diastereomers that showed 50-fold enzyme and cell based selectivity for T790M mutants over wild-type EGFR (wtEGFR) in vitro and pathway knock-down in an in vivo xenograft model.

Journal of Medicinal Chemistry published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Pien, Nele published the artcileProteomics as a tool to gain next level insights into photo-crosslinkable biopolymer modifications, Product Details of C5H11NO2S, the publication is Bioactive Materials (2022), 204-220, database is CAplus and MEDLINE.

The distribution of photo-crosslinkable moieties onto a protein backbone can affect a biomaterials crosslinking behavior, and therefore also its mech. and biol. properties. A profound insight in this respect is essential for biomaterials exploited in tissue engineering and regenerative medicine. In the present work, photo-crosslinkable moieties have been introduced on the primary amine groups of: (i) a recombinant collagen peptide (RCPhC1) with a known amino acid (AA) sequence, and (ii) bovine skin collagen (COL BS) with an unknown AA sequence. The degree of substitution (DS) was quantified with two conventional techniques: an ortho-phthalic dialdehyde (OPA) assay and 1H NMR spectroscopy. However, neither of both provides information on the exact type and location of the modified AAs. Therefore, for the first time, proteomic anal. was evaluated herein as a tool to identify functionalized AAs as well as the exact position of photo-crosslinkable moieties along the AA sequence, thereby enabling an in-depth, unprecedented characterization of functionalized photo-crosslinkable biopolymers. Moreover, our strategy enabled to visualize the spatial distribution of the modifications within the overall structure of the protein. Proteomics has proven to provide unprecedented insight in the distribution of photo-crosslinkable moieties along the protein backbone, undoubtedly contributing to superior functional biomaterial design to serve regenerative medicine.

Bioactive Materials published new progress about 63-68-3. 63-68-3 belongs to catalysis-chemistry, auxiliary class Natural product, name is (S)-2-Amino-4-(methylthio)butanoic acid, and the molecular formula is C5H11NO2S, Product Details of C5H11NO2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Brisson, Josee published the artcileNew refinement of the crystal structure of 1,3-diaminopropane dihydrochloride, Computed Properties of 10517-44-9, the publication is Journal of Crystallographic and Spectroscopic Research (1982), 12(1), 39-43, database is CAplus.

The title compound is orthorhombic, space group Pbcn, with a 8.567(3), b 9.341(2), and c 9.444(9) ?; d.(exptl.) = 1.30 and d.(calculated) = 1.29 for Z = 4. The structure, which had previously been solved and refined to R = 0.196 by S. Hirokawa et al. (1968), was refined to R = 0.034. At. parameters, bond angles and distances are given.

Journal of Crystallographic and Spectroscopic Research published new progress about 10517-44-9. 10517-44-9 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is Propane-1,3-diamine dihydrochloride, and the molecular formula is C3H12Cl2N2, Computed Properties of 10517-44-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia