Tag: M.W=200-250

Meuldermans, W. published the artcileExcretion and metabolism of flunarizine in rats and dogs, Synthetic Route of 87179-40-6, the publication is Arzneimittel-Forschung (1983), 33(8), 1142-51, database is CAplus and MEDLINE.

The excretion and metabolism of flunarizine (I) [52468-60-7] were studied after single oral doses in rats and dogs using tritium-labeled as well as ¹⁴C-labeled drug. I was well absorbed in both species. The mass balance for the unchanged drug and its major metabolites in urine, bile and feces allowed an explanation of the differences observed for the excretion pattern of the radioactivity in I [¹³C] and I [³H] dosed rats and in male and female rats. The main metabolic pathway in male rats was the oxidative N-dealkylation resulting in bis(4-fluorophenyl)methanol  [365-24-2] and a number of complementary metabolites of the cinnamylpiperazine moiety, of which hippuric acid  [495-69-2] was the main one. In female rats and male dogs, however, 4-hydroxyflunarizine  [87166-81-2] was the main metabolite, resulting from the aromatic hydroxylation of the Ph ring of the cinnamyl moiety. Enterohepatic circulation of bis(4-fluorophenyl)methanol and hydroxyflunarizine was proved by donor-acceptor coupling in rats; in bile and urine, these two metabolites were present mainly as glucuronides. The glucuronide of hydroxyflunarizine [87179-38-2] was also the main plasma metabolite in dogs.

Arzneimittel-Forschung published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Synthetic Route of 87179-40-6.

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

Tanoury, Gerald J. published the artcileTotal synthesis of (2R,4S,2’S,3’R)-hydroxyitraconazole: implementations of a recycle protocol and a mild and safe phase-transfer reagent for preparation of the key chiral units, Application of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, the publication is Tetrahedron: Asymmetry (2003), 14(22), 3487-3493, database is CAplus.

A convergent total synthesis of enantiomerically-pure (2R,4S,2’S,3’R)-hydroxyitraconazole is described. The left dioxolane portion of the mol. was prepared in good yield by the conversion of (4S)-2,2-dimethyl-1,3-dioxolane-4-methanol to the corresponding enantiomerically and diastereomerically-pure acetonide (2R,4R)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol by a recycle protocol involving diastereoselective crystallization of the tosylate salt, followed by re-equilibration of the mother liquor and crystallization The right-hand triazolone moiety was generated by alkylation of a triazolone derivative with an enantiomerically pure cyclic sulfate [(4R,5R)-4,5-dimethyl-1,2,3-dioxathiolane 2,2-dioxide] under mild and essentially non-hazardous reaction conditions (TDA-1, K₂CO₃, acetonitrile).

Tetrahedron: Asymmetry published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C8H7NO4, Application of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone.

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

Danneman, Michael W. published the artcileOxidative Inter-/Intermolecular Alkene Diamination of Hydroxy Styrenes with Electron-Rich Amines, Recommanded Product: (E)-1-Cinnamylpiperazine, the publication is Organic Letters (2015), 17(10), 2558-2561, database is CAplus and MEDLINE.

Doubly intermol. alkene diamination is achieved with electron-rich, terminal alkenes through the use of a hypervalent iodine (PhI(OAc)₂) reagent, iodide, and electron-rich amines. Mono- and disubstituted amines combine with electron-rich alkenes, particularly o-hydroxystyrenes, to achieve the greatest level of generality. This operationally straightforward protocol, unreliant on conventional metal-based activation, is compatible with a broad range of functional groups.

Organic Letters published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Recommanded Product: (E)-1-Cinnamylpiperazine.

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

Danneman, Michael W. published the artcileA Unified Approach to the Four Azaindoline Families by Inter-/Intramolecular Annulative Diamination of Vinylpyridines, Related Products of piperazines, the publication is Organic Letters (2015), 17(15), 3806-3809, database is CAplus and MEDLINE.

An operationally straightforward and metal-free inter-/intramol. oxidative diamination of vinyl aminopyridines is a common gateway to access all four azaindoline heterocycle families. 3-Amino azaindolines are formed by the reaction of ortho-vinyl N-tosyl anilines with electron-rich amines using phenyliododiacetate (PIDA) and an iodide additive.

Organic Letters published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Related Products of piperazines.

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

Yu, Le-Mao published the artcileSynthesis and structure-activity relationship of furoquinolinediones as inhibitors of Tyrosyl-DNA phosphodiesterase 2 (TDP2), Related Products of piperazines, the publication is European Journal of Medicinal Chemistry (2018), 777-796, database is CAplus and MEDLINE.

Tyrosyl-DNA phosphodiesterase 2 (TDP2) is a recently discovered enzyme specifically repairing topoisomerase II (TOP2)-mediated DNA damage. It has been shown that inhibition of TDP2 synergize with TOP2 inhibitors. Herein, we report the discovery of the furoquinolinedione chemotype as a suitable skeleton for the development of selective TDP2 inhibitors. Compound 1 was identified as a TDP2 inhibitor as a result of screening our inhouse compound library for compounds selective for TDP2 vs. TDP1. Further SAR studies provide several selective TDP2 inhibitors at low-micromolar range. The most potent compound 74 shows inhibitory activity with IC₅₀ of 1.9 and 2.1 μM against recombinant TDP2 and TDP2 in whole cell extracts (WCE), resp.

European Journal of Medicinal Chemistry published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C11H9NO3, Related Products of piperazines.

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

Gitto, Rosaria published the artcileN-Substituted isoquinoline derivatives as potential AChE inhibitors, SDS of cas: 87179-40-6, the publication is Journal of Heterocyclic Chemistry (2010), 47(1), 54-62, database is CAplus.

N-Substituted donepezil-related 1,2,3,4-tetrahydroisoquinolines were prepared as potential acetyl choline esterase inhibitors. Microwave-assisted procedures and solution-phase parallel synthesis were chosen to optimize the synthetic approach and improve the yields. All synthesized compounds were tested for AChE inhibitory activity by colorimetry, and some of them displayed low inhibitory effects at μM concentrations

Journal of Heterocyclic Chemistry published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, SDS of cas: 87179-40-6.

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

Xie, Lan-Gui published the artcileTertiary amine synthesis via reductive coupling of amides with Grignard reagents, Recommanded Product: (E)-1-Cinnamylpiperazine, the publication is Chemical Science (2017), 8(11), 7492-7497, database is CAplus and MEDLINE.

A new iridium catalyzed reductive coupling reaction of Grignard reagents R¹MgX (R¹ = Me, H₂C:CH, Me₃SiCH₂, n-C₅H₁₁, PhCH₂, etc.; X = Cl, Br) and tertiary amides R²C(O)NR³R⁴ (R² = Ph, 4-MeOC₆H₄, 2-furyl, etc.; R³R⁴N = 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, etc; R³ = Me, MeO, Ph, PhCH₂, R⁴ = Me; etc.) affording functionalised tertiary amine products R¹R²CHNR³R⁴ via an efficient and tech.-simple one-pot, two-stage exptl. protocol, is reported. The reaction, which can be carried out on gram-scale using as little as 1 mol% Vaska’s complex [IrCl(CO)(PPh₃)₂] and tetramethyldisiloxane as the terminal reductant for the initial reductive activation step, tolerates a broad range of tertiary amides from (hetero)aromatic to aliphatic (branched, unbranched and formyl) and a wide variety of alkyl (linear, branched), vinyl, alkynyl and (hetero)aryl Grignard reagents. The new methodol. has been applied directly to bioactive mol. synthesis and the high chemoselectivity of the reductive coupling of amide has been exploited in late stage functionalization of drug mols. This reductive functionalisation of tertiary amides provides a new and practical solution to tertiary amine synthesis.

Chemical Science published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C12H9NO, Recommanded Product: (E)-1-Cinnamylpiperazine.

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

Xie, Lan-Gui published the artcileIridium-catalyzed reductive Ugi-type reactions of tertiary amides, COA of Formula: C13H18N2, the publication is Nature Communications (2018), 9(1), 1-8, database is CAplus and MEDLINE.

A series of Ugi-type reactions of tertiary amides enabled by an initial chemoselective iridium-catalyzed partial reduction, followed by reaction with isocyanide and (thio)acetic acid or trimethylsilyl azide, thus providing a multicomponent synthesis of α-amino (thio)amide or α-amino tetrazole derivatives The reductive Ugi-type reactions were amenable to a broad range of amides and isocyanides and were applicable to late-stage functionalization of various bioactive mols. and pharmaceutical compounds

Nature Communications published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C18H28N2O7, COA of Formula: C13H18N2.

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

Neumann, Karoline T. published the artcileSynthesis of Aliphatic Carboxamides Mediated by Nickel NN₂-Pincer Complexes and Adaptation to Carbon-Isotope Labeling, Recommanded Product: (E)-1-Cinnamylpiperazine, the publication is Chemistry – A European Journal (2018), 24(56), 14946-14949, database is CAplus and MEDLINE.

The development of a nickel-mediated aminocarbonylation utilizing NN₂-pincer Ni-complexes, alkylzinc reagents, stoichiometric carbon monoxide and amines is described for the first time, which can be adapted to late-stage carbon-isotope labeling. This work expands the scope of the highly established palladium-promoted version of the reaction, by allowing carbon-sp³ fragments to take part in the three-component reaction. Finally, the results obtained show a remarkable effect of the pincer ligand for the reductive elimination step with the amine, which is followed by 13C NMR spectroscopy studies.

Chemistry – A European Journal published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Recommanded Product: (E)-1-Cinnamylpiperazine.

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

Pedersen, Simon S. published the artcileA Nickel(II)-Mediated Thiocarbonylation Strategy for Carbon Isotope Labeling of Aliphatic Carboxamides, Recommanded Product: (E)-1-Cinnamylpiperazine, the publication is Chemistry – A European Journal (2021), 27(24), 7114-7123, database is CAplus and MEDLINE.

A series of pharmaceutically relevant small mols. and biopharmaceuticals bearing aliphatic carboxamides have been successfully labeled with carbon-13. Key to the success of this novel carbon isotope labeling technique is the observation that ¹³C-labeled Ni(II)-acyl complexes, formed from a ¹³CO insertion step with Ni(II)-alkyl intermediates, rapidly react in less than one minute with 2,2′-dipyridyl disulfide to quant. form the corresponding 2-pyridyl thioesters. Either the use of ¹³C-SilaCOgen or ¹³C-COgen allows for the stoichiometric addition of isotopically labeled carbon monoxide. Subsequent one-pot acylation of a series of structurally diverse amines provides the desired ¹³C-labeled carboxamides in good yields. A single electron transfer pathway is proposed between the Ni(II)-acyl complexes and the disulfide providing a reactive Ni(III)-acyl sulfide intermediate, which rapidly undergoes reductive elimination to the desired thioester. By further optimization of the reaction parameters, reaction times down to only 11 min were identified, opening up the possibility of exploring this chem. for carbon-11 isotope labeling. Finally, this isotope labeling strategy could be adapted to the synthesis of ¹³C-labeled liraglutide and insulin degludec, representing two antidiabetic drugs.

Chemistry – A European Journal published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Recommanded Product: (E)-1-Cinnamylpiperazine.

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