Category: 146140-95-6

Timari, Geza published the artcileSynthesis of novel ellipticine analogs and their inhibition of Moloney leukemia reverse transcriptase, Product Details of C11H16BNO3, the publication is Bioorganic & Medicinal Chemistry Letters (1996), 6(23), 2831-2836, database is CAplus.

Two new ellipticine analogs I [R = H, Cl] were synthesized as potential non-nucleoside inhibitors of reverse transcriptase and were tested on Moloney leukemia virus reverse transcriptase in vitro. Both I showed considerable inhibitory effect with ID₅₀ of 2.8 to 4.5 × 10^-5 M.

Bioorganic & Medicinal Chemistry Letters 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 C7H8BBrO3, Product Details of C11H16BNO3.

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

Timari, Geza published the artcileA convenient synthesis of two new indoloquinoline alkaloids, HPLC of Formula: 146140-95-6, the publication is Synlett (1997), 1067-1068, database is CAplus.

A concise synthesis of cryptosanguinolentine and cryptotackieine (neocryptolepine), isolated from Cryptolepis sanguinolenta is reported. The Pd-catalyzed cross-coupling reaction of 3-bromoquinoline or 3-bromo-N-methyl-2-quinolinone with 2-(pivaloylamino)phenylboronate gave the corresponding biaryls from which the indoloquinolines could be synthesized.

Synlett 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 C7H8BBrO2, HPLC of Formula: 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

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

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

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

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 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 artcileNew synthesis of benzo-δ-carbolines, cryptolepines, and their salts: in vitro cytotoxic, antiplasmodial, and antitrypanosomal activities of δ-carbolines, benzo-δ-carbolines, and cryptolepines, Quality Control of 146140-95-6, the publication is Journal of Medicinal Chemistry (2001), 44(6), 949-960, database is CAplus and MEDLINE.

Benzo-δ-carbolines I and cryptolepines II (R = H, Me, Et, Pr, Ph) and their salts were prepared using strategies based on the association between halogen-dance and hetero-ring cross-coupling. The syntheses are fully convergent and regioselective with overall yields of 27-70%. Thus, coupling of 3-fluoro-2-iodoquinoline with the phenylboronate 2-(Me₃CCONH)C₆H₄B(OH)₂ gave the phenylquinoline III. Treatment of III with pyridinium chloride at 215° for 30 min and then with aqueous NH₃ gave 83% I (R = H). A halogen-dance mechanism in the quinoline series was proposed. The formal synthesis of potential antimalarial compounds and the first total synthesis of 11-isopropylcryptolepine was described. Cytotoxic activity against mammalian cells and activities against Plasmodium falciparum and Trypanosoma cruzi of benzo-δ-carbolines and δ-carbolines were evaluated in vitro to study the structure-activity relationships. For benzo-δ-carbolines, methylation at N-5 increases the cytotoxic and antiparasitic activities. A further alkylation on C-11 generally increases the cytotoxic activity but not the antiparasitic activity, cryptolepine and 11-methylcryptolepine being the most active on both parasites. Taking advantage of the fluorescence of the indoloquinoline chromophore, cryptolepine was localized by fluorescence microscopy in parasite DNA-containing structures suggesting that these compounds act through interaction with parasite DNA as proposed for cryptolepine on melanoma cells. For δ-carbolines, methylation at N-1 is essential for the antimalarial activity. 1-Methyl-δ-carboline specifically accumulates in the intracellular parasite. It has weak cytotoxic activity and can be considered as a potential antimalarial compound

Journal of Medicinal 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, Quality Control of 146140-95-6.

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

Godard, A. published the artcileMetalation in connection with cross-coupling reactions. Coupling of hindered aryls for the synthesis of 4-phenylpyridines as part of Streptonigrin and Lavendamycin analogs, Synthetic Route of 146140-95-6, the publication is Journal of Organometallic Chemistry (1996), 517(1-2), 25-36, database is CAplus.

The synthesis of the C-D ring system of Streptonigrin and Lavendamycin alkaloid analogs by cross-coupling under Suzuki’s conditions has been studied. Steric hindrance is the main problem. It has been solved either by using strong bases or working in a sealed tube under pressure.

Journal of Organometallic 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