Tag: M.W=200-250

Arzel, Erwan published the artcileA new synthesis of α-substituted δ-carbolines, Synthetic Route of 146140-95-6, the publication is Journal of Heterocyclic Chemistry (1997), 34(4), 1205-1210, database is CAplus.

A new general synthesis of α-substituted δ-carbolines I [R = H, Me, Et, Ph, 2-H₂NC₆H₄, 2-pyridyl, 2-thienyl, 2-quinolyl], based on key steps such as metalation, cross-coupling and cyclization, was described. E.g., amide II (R = H) was methylated with MeI after lithiation with BuLi. The methylated amide II (R = Me) underwent acid hydrolysis to form the corresponding deprotected amine, which was then converted to δ-carboline I (R = Me) by refluxing in anhydrous pyridinium chloride at 215° followed by hydrolysis with concentrated ammonia at 0°.

Journal of Heterocyclic Chemistry published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Synthetic Route of 146140-95-6.

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

Arzel, Erwan published the artcileSynthesis of β-substituted and αβ-disubstituted δ-carbolines using a halogen-dance reaction, Related Products of amides-buliding-blocks, the publication is Heterocycles (1999), 50(1), 215-226, database is CAplus.

The first total syntheses of β-substituted δ-carbolines and αβ-disubstituted δ-carbolines was achieved starting from benzene and pyridine blocks using a halogen-dance reaction. Thus, the arylpyridine I (R = iodo, R¹ = H) was treated with LDA followed by water to give I (R = H, R¹ = iodo), which underwent coupling with PhB(OH)₂ followed by cyclization by treatment in boiling pyridinium chloride to give the carboline II.

Heterocycles published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Related Products of amides-buliding-blocks.

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

Arzel, Erwan published the artcileFirst total synthesis of cryptomisrine, SDS of cas: 146140-95-6, the publication is Tetrahedron (1999), 55(41), 12149-12156, database is CAplus.

The first total synthesis of cryptomisrine, a novel indolo[3,2-b]quinoline dimeric alkaloid from Cryptolepis sanguinolenta, is reported. The approach is based on a convergent methodol. which involves a new halogen-dance reaction in 3-fluoro-4-iodoquinoline followed by its cross-coupling reaction to give bis-2-iodo-3-fluoroquinolin-4-ylmethanol which couples with 2-pivaloylaminophenylboronic acid and then heterocyclizes to cryptomisrine.

Tetrahedron published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, SDS of cas: 146140-95-6.

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

Cochennec, Corinne published the artcileMetalation of aryl iodides. Part II. Directed ortho-lithiation of 3-iodo-N,N-diisopropyl-2-pyridinecarboxamide: halogen-dance and synthesis of an acyclic analog of meridine, Safety of (2-Pivalamidophenyl)boronic acid, the publication is Synthesis (1995), 321-4, database is CAplus.

Metalation of the title iodopyridine was successfully achieved. Lithiation was ortho-directed by the iodo group which subsequently ortho-migrates to give a more stabilized iodolithiopyridine. An intermediate 4-lithio derivative could be trapped with chlorotrimethylsilane before iodo migration had occurred. The final 3-lithio compound was obtained in high yield which was reacted with electrophiles leading to various polysubstituted pyridines. The reaction was used for the preparation of an acyclic analog of meridine (I), a new marine alkaloid.

Synthesis published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Safety of (2-Pivalamidophenyl)boronic acid.

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

Cochennec, Corinne published the artcileNucleophilic addition of lithio derivatives to 1-substituted benzo[c][2,7]naphthyridines (2,9-diazaphenanthrenes), SDS of cas: 146140-95-6, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1995), 979-84, database is CAplus.

Nucleophilic addition of lithio derivatives to 1-substituted benzo[c][2,7]naphthyridines and rearomatization of the intermediate dihydro compounds with MnO₂ gives good overall yields of product.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, SDS of cas: 146140-95-6.

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

Pasquinet, Eric published the artcileFirst Total Synthesis of Phenylpyridine Analogues of the Antimitotic Rhazinilam, Application of (2-Pivalamidophenyl)boronic acid, the publication is Journal of Organic Chemistry (2001), 66(8), 2654-2661, database is CAplus and MEDLINE.

The first synthesis of phenylpyridine analogs of rhazinilam, e.g. I, and evaluation of these new structures as inhibitors of microtubule disassembly by interaction with tubulin are described. The synthesis is based on such key steps as picolinic metalation, hetero-ring cross-coupling and reduction of an acetyl group to an Et group. Elaboration of a quaternary picolinic carbon is one of the challenges of the synthesis. Biol. evaluation of compounds bearing a quaternary picolinic carbon showed interactions with tubulin similar to (-)-rhazinilam but at a lower level.

Journal of Organic Chemistry published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Application of (2-Pivalamidophenyl)boronic acid.

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

Bhatt, L. published the artcileRecent advances in clinical development of leukotriene B4 pathway drugs, Product Details of C12H23N3S, the publication is Seminars in Immunology (2017), 65-73, database is CAplus and MEDLINE.

A review. The LTB4 pathway is an attractive target for therapeutic drug development. Two broad classes of drugs have been pursued: antagonists of the primary LTB4 receptors (BLT1 and BLT2) and inhibitors of LTA4 Hydrolase (LTA4H), the rate limiting enzyme in the production of LTB4. An initial wave of effort culminated in the 1990s. Over the past 15 years, a second wave of more selective drug candidates, including at least 5 BLT antagonists and 6 LTA4H inhibitors, have reached Phase 2 clin. trials. Despite the extensive efforts to discover and develop LTB4 pathway targeting drugs, only one has reached the market to date. Recently discovered complexities in the pathway and challenges in matching pathway intervention with therapeutic effect could explain the limited clin. success of LTB4 pathway drugs, even though there is a large body of scientific evidence linking LTB4 to human diseases and demonstrating efficacy of these compounds in a wide array of preclin. models. Herein, we describe the clin. programs for the most prominent recent examples from each broad class and discuss the clin. outcomes and their implications for future development of LTB4 pathway drugs.

Seminars in Immunology published new progress about 321673-30-7. 321673-30-7 belongs to amides-buliding-blocks, auxiliary class Immunology/Inflammation,Scavenger receptor, name is [(2-Hexylcyclopentylidene)amino]thiourea, and the molecular formula is C12H23N3S, Product Details of C12H23N3S.

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

Simons, Sami O. published the artcileMontelukast for bronchiolitis obliterans syndrome after lung transplantation, Safety of [(2-Hexylcyclopentylidene)amino]thiourea, the publication is Chest (2012), 141(1), 275-276, database is CAplus and MEDLINE.

A review. A polemic in response to Todd and Palmer (Chest 2011, 140, 2, 502-508) is given. In their study, Todd and Palmer provided an excellent overview of the pathogenesis of bronchiolitis obliterans syndrome after lung transplantation, placing emphasis on future clin. translational treatment directions. Although their review is thorough, the authors have missed one important translational development, namely the leukotriene B4 pathway in the pathophysiol. of bronchiolitis obliterans syndrome after lung transplantation.

Chest published new progress about 321673-30-7. 321673-30-7 belongs to amides-buliding-blocks, auxiliary class Immunology/Inflammation,Scavenger receptor, name is [(2-Hexylcyclopentylidene)amino]thiourea, and the molecular formula is C13H12BClO3, Safety of [(2-Hexylcyclopentylidene)amino]thiourea.

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

Ongaro, Alberto published the artcileDesign and synthesis of a peptide derivative of ametantrone targeting the major groove of the d(GGCGCC)₂ palindromic sequence, Related Products of amides-buliding-blocks, the publication is New Journal of Chemistry (2020), 44(9), 3624-3631, database is CAplus.

In oncol., some DNA intercalating agents have been used in chemotherapy for years to eradicate cancer cells, but these drugs generally suffer from a lack of selectivity for malignant tissues and consequently induce major side-effects. We report herein the design and synthesis of an antitumor intercalating agent ametantrone complemented with two identical peptide arms including a central Lys residue in order to selectively target palindromic sequences of DNA of malignant cells. The peptide arms are linked to the ametantrone core through 1,2,3-triazole. According to our docking prediction, this compound should be double-stranded β-sheet structured, and it has been designed to interact with two guanine residues upstream from a central d(CpG)₂ intercalation site on each DNA strand, owing to the H-bonds involving the Lys terminal side chain ammonium group of the peptide arms. This new ametantrone derivative has been obtained thanks to a convergent synthetic pathway, whose key steps were double nucleophilic substitution performed on the ametantrone core, followed by “double-site” 1,3-dipolar cycloaddition affording the 1,4-disubstituted triazole linker almost quant. Preliminary binding assays performed by mass spectrometry proved its accuracy for DNA palindromic sequences. The cytotoxicity of this compound was evaluated on three cancer cell lines and one healthy cell line, and compared to that of mitoxantone, a dihydroxylated analog of ametantrone. Such a peptide derivative was about ten-fold less cytotoxic than mitoxantrone on these cancer cell lines, but about fifty times less cytotoxic on healthy cells. This study could open new avenues towards the design of targeted intercalating agents.

New Journal of Chemistry published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C11H22N2O4, Related Products of amides-buliding-blocks.

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

Rodrigues, Debora Munhoz published the artcileSynthesis, antitumor activity and in silico analyses of amino acid derivatives of artepillin C, drupanin and baccharin from green propolis, Synthetic Route of 2418-95-3, the publication is Bioorganic & Medicinal Chemistry (2021), 116372, database is CAplus and MEDLINE.

Breast cancer has the highest incidence and mortality in females, while prostate cancer has the second-highest incidence in males. Studies have shown that compounds from Brazilian green propolis have antitumor activities and can selectively inhibit the AKR1C3 enzyme, overexpressed in hormone-dependent prostate and breast tumors. Thus, in an attempt to develop new cytotoxic inhibitors against these cancers, three prenylated compounds, artepillin C, drupanin and baccharin, were isolated from green propolis to synthesize new derivatives via coupling reactions with different amino acids. All obtained derivatives were submitted to antiproliferative assays against four cancer cells (MCF-7, MDA MB-231, PC-3, and DU145) and two normal cell lines (MCF-10A and PNT-2) to evaluate their cytotoxicity. In general, the best activity was observed for compound 6e, derived from drupanin, which exhibited half-maximal inhibitory concentration (IC₅₀) of 9.6 ± 3 μM and selectivity index (SI) of 5.5 against MCF-7 cells. In silico studies demonstrated that these derivatives present coherent docking interactions and binding modes against AKR1C3, which might represent a possible mechanism of inhibition in MCF-7 cells.

Bioorganic & Medicinal Chemistry published new progress about 2418-95-3. 2418-95-3 belongs to amides-buliding-blocks, auxiliary class Chiral,Carboxylic acid,Amine,Aliphatic hydrocarbon chain,Ester,Amino acide derivatives, name is H-Lys(Boc)-OH, and the molecular formula is C11H22N2O4, Synthetic Route of 2418-95-3.

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