Tag: M.W=200-250

Alabaster, Colin T. published the artcile2(1H)-Quinolinones with cardiac stimulant activity. 1. Synthesis and biological activities of (six-membered heteroaryl)-substituted derivatives, Recommanded Product: (2-Amino-5-iodophenyl)methanol, the publication is Journal of Medicinal Chemistry (1988), 31(10), 2048-56, database is CAplus and MEDLINE.

A series of (six-membered heteroaryl)-substituted 2(1H)-quinolinones, e.g., I (R = H, R¹ = pyridin-2-yl), were synthesized, and structure-activity relationships for cardiac stimulant activity were determined Most compounds were prepared by acidic hydrolysis of a heteroaryl-2-methoxyquinoline obtained by palladium-catalyzed cross-coupling methodol. Direct reaction of a pyridinylzinc reagent with a 6-haloquinolinone also proved successful. In anesthetized dogs, I (R = H, R¹ = pyridin-3-yl)(II) (50 μg/kg) displayed greater inotropic activity (percentage increase in dP/dt max) than positional isomers, and potency was maintained with either mono- or di- alkylpyridinyl substituents. Introduction of a 4- or 7-Me group into II reduced inotropic activity, whereas the 8-isomer I (R = Me, R¹ = pyridin-3-yl)(III) proved to be the most potent member of the series. III and the 2,6-dimethylpyridinyl analog I (R = Me, R¹ = 2,6-dimethylpyridin-3-yl)(IV) were approx. 6 and 3 times, resp., more potent than milrinone. Several quinolinones displayed pos. inotropic activity (decrease in QA interval) in conscious dogs after oral administration (1 mg/kg), and III and IV were again the most potent members of the series. IV (0.25, 0.5, 1.0 mg/kg po) demonstrated dose-related cardiac stimulant activity, which was maintained for at least 4 h. No changes in heart rate were observed Compounds II, III, IV, and I (R = H, R¹ = pyridin-4-yl) also selectively stimulated the force of contraction, rather than heart rate, in the dog heart-lung preparation For a 50% increase in dP/dt max with IV, heart rate changed by less than 10 beats/min. In norepinephrine contracted rabbit femoral artery and saphenous vein, IV produced dose related (5 × 10^-7 to 5 × 10^-4 M) vasorelaxant activity. The combined cardiac stimulant and vasodilator properties displayed by IV, coupled with a lack of effect on heart rate, should be beneficial for the treatment of congestive heart failure.

Journal of Medicinal Chemistry published new progress about 53279-83-7. 53279-83-7 belongs to iodides-buliding-blocks, auxiliary class Iodide,Amine,Benzene,Alcohol, name is (2-Amino-5-iodophenyl)methanol, and the molecular formula is C7H8INO, Recommanded Product: (2-Amino-5-iodophenyl)methanol.

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

Hedidi, Madani published the artcileDeprotometalation of substituted pyridines and regioselectivity-computed CH acidity relationships, Quality Control of 1331850-50-0, the publication is Tetrahedron (2016), 72(17), 2196-2205, database is CAplus.

A series of methoxy- and fluoro-pyridines have been deprotometalated in THF at room temperature by using a mixed lithium-zinc combination obtained from ZnCl₂·TMEDA (TMEDA=N,N,N’,N’-tetramethylethylenediamine) and LiTMP (TMP=2,2,6,6-tetramethylpiperidino) in a 1:3 ratio, and the metalated species intercepted by iodine. Efficient functionalization at the 3 position was observed from 4-methoxy, 2-methoxy, 2,6-dimethoxy, 2-fluoro and 2,6-difluoropyridine, and at the 4 position from 3-methoxy and 2,3-dimethoxypyridine. Interestingly, clean dideprotonation was noted from 3-fluoropyridine (at C2 and C4) and 2,6-difluoropyridine (at C3 and C5). The obtained regioselectivities have been discussed in light of the CH acidities of the substrates, determined both in the gas phase (DFT B3LYP and G3MP2B3 levels) and in THF solution In the case of methoxypyridines, the pK_a values have also been calculated for complexes with LiCl and LiTMP.

Tetrahedron published new progress about 1331850-50-0. 1331850-50-0 belongs to iodides-buliding-blocks, auxiliary class Pyridine,Iodide,Ether,Pyridine, name is 4-Iodo-3-methoxypyridine, and the molecular formula is C6H6INO, Quality Control of 1331850-50-0.

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

Levine, B. F. published the artcileCharge transfer complexes and hyperpolarizabilities, Product Details of C5H5ClIN, the publication is Journal of Chemical Physics (1977), 66(3), 1070-4, database is CAplus.

The 2nd-order β and 3rd-order γ hyperpolarizabilities of the 3 charge-transfer complexes pyridine + I2, pyridine + ICl, and 4-aminopyridine + I2 were measured. Mulliken’s charge-transfer theory was used to interpret theor. the large magnitude and absolute sign of these hyperpolarizabilities as well as their interesting and surprising dependence on the strength of the charge-transfer interaction.

Journal of Chemical Physics published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Product Details of C5H5ClIN.

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

Blair, Victoria L. published the artcileAlkali-metal mediated zincation of N-heterocyclic substrates using the lithium zincate complex, (THF)Li(TMP)Zn(tBu)₂ and applications in in situ cross coupling reactions, Name: 4-Iodo-3-methoxypyridine, the publication is Tetrahedron Letters (2011), 52(36), 4590-4594, database is CAplus.

This study investigates the ability of the mixed-metal reagent [Li(TMP)Zn(tBu)₂] (I) to promote direct Zn-H exchange reactions (zincations) of a wide range of N-heterocyclic mols. The generated metalated intermediates from these reactions are intercepted with I₂ to yield iodoheterocycles, e.g. 3-iodo-2-methoxypyridine, and some of them are also employed as precursors in Pd-catalyzed Negishi cross-coupling applications yielding arylated N-heterocycles, e.g. 4-(4-chlorophenyl)-2-methoxypyridine. A comparison with recent precedents in metalation chem. reveals that for some of these heterocycles, I allows improved conversions, under milder conditions and in certain cases, even gives unique regioselectivities.

Tetrahedron Letters published new progress about 1331850-50-0. 1331850-50-0 belongs to iodides-buliding-blocks, auxiliary class Pyridine,Iodide,Ether,Pyridine, name is 4-Iodo-3-methoxypyridine, and the molecular formula is C6H6INO, Name: 4-Iodo-3-methoxypyridine.

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

Baillie, Sharon E. published the artcilePotassium-alkyl magnesiates: synthesis, structures and Mg-H exchange applications of aromatic and heterocyclic substrates, Safety of 4-Iodo-3-methoxypyridine, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(85), 12859-12862, database is CAplus and MEDLINE.

Using structurally well-defined dipotassium-tetra(alkyl)magnesiates, a new straightforward methodol. to promote regioselective Mg-H exchange reactions of a wide range of aromatic and heteroaromatic substrates is disclosed. E.g., reaction of anisole with (PMDETA)₂K₂Mg(CH₂SiMe₃)₂ in hexane at 20° followed by excess I₂ gave p-IC₆H₂OMe in 92% yield. Contacted ion pair intermediates probably are involved, with K being the key to facilitate the magnesiation processes.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1331850-50-0. 1331850-50-0 belongs to iodides-buliding-blocks, auxiliary class Pyridine,Iodide,Ether,Pyridine, name is 4-Iodo-3-methoxypyridine, and the molecular formula is C6H6INO, Safety of 4-Iodo-3-methoxypyridine.

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

Bowmaker, Graham A. published the artcileAn SCF-MS-Xα study of the bonding and nuclear quadrupole coupling on 1:1 complexes of amines with diatomic halogens and interhalogens, Name: Pyridine Iodochloride complex, the publication is Journal of the Chemical Society, Faraday Transactions 2: Molecular and Chemical Physics (1987), 83(12), 2211-23, database is CAplus.

SCF-MS-Xα calculations of the electronic structure of the 1:1 complexes of pyridine with I₂, IBr, and ICl, and of the 1:1 trimethylamine-I₂ complex were carried out to investigate the bonding and nuclear quadrupole coupling in these mols. Good agreement (to within 10% in most cases) was obtained between the calculated and observed halogen nuclear quadrupole coupling constants for these mols. The agreement in the case of the nitrogen quadrupole coupling parameters was not as good, but the calculations do support some of the previously reported conclusions concerning the changes in the nitrogen orbital populations which occur upon complex formation. The results essentially support previous conclusions, based on analyses of the exptl. quadrupole coupling data by using the Townes-Dailey method, concerning the extent of charge transfer and the distribution of the transferred charge in these mols. They are, however, at variance with some of the results obtained from chem. shifts in the photoelectron spectra. The elec. dipole moments of the mols. were also calculated These are âˆ?0% higher than the highest reported exptl. values, but show the expected trends from one compound to another.

Journal of the Chemical Society, Faraday Transactions 2: Molecular and Chemical Physics published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Name: Pyridine Iodochloride complex.

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

Poleshchuk, O. Kh. published the artcileHFI and DFT study of the bonding in complexes of halogen and interhalogen diatomics with Lewis base, Related Products of iodides-buliding-blocks, the publication is Journal of Molecular Structure: THEOCHEM (2006), 760(1-3), 175-182, database is CAplus.

We have analyzed by means of DFT calculations with use of the pseudo-potential the nuclear quadrupole coupling constants of a range of XY···B complexes (n aσ type in Mulliken notation) formed between diat. interhalogen mols. XY and Lewis bases B. The geometrical parameters, rotational and halogen nuclear quadrupole coupling constants obtained by these calculations substantially corresponded to the data of microwave spectroscopy in the gas phase. An anal. of the quality of the calculations that employ the pseudo-potential and the expanded basis set for the halogen compounds was carried out. The ZORA model is shown to be a viable alternative to the computationally demanding BH and HLYP model for the calculation of halogen and nitrogen coupling constants in mols. In addition, the ZORA model, in contrast to the pseudo-potential model, leads to realistic values of iodine nuclear quadrupole coupling constants From electron partitioning analyses and Klopman’s approach it follows that for the ICl···B complexes the electrostatic bonding is predominant relative to covalent bonding.

Journal of Molecular Structure: THEOCHEM published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Related Products of iodides-buliding-blocks.

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

Piers, Edward published the artcileStereoselective total synthesis of copa and ylango sesquiterpenoids. Preparation of (-)-(1S,4S,5R,7R)-1,7-dimethyl-4-isopropylbicyclo[3.2.1]octa-6,8-dione and (+)-(1R,4S,5S,7S)-1,7-dimethyl-4-isopropylbicyclo[3.2.1]octa-6,8-dione, Synthetic Route of 31253-08-4, the publication is Canadian Journal of Chemistry (1975), 53(19), 2827-37, database is CAplus.

The efficient, stereoselective syntheses of 2 diastereomeric bicyclo[3.2.1]octadiones (I, II) are described and the potential use of these materials for the synthesis of the copa (III, R,R1 = O; R = H,R1 = OH, R = OH, R1 = H; IV, V and the ylango (VI,RR1 = O;R = H,R1 = OH;R = OH,R1 = H; VII,VIII) sesquiterpenoids, resp., is outlined. Conversion of (+)-carvomenthone (IX,Z = H2) into the corresponding n-butylthiomethylene derivative [IX,Z = CHS(CH2)3Me], followed by alkylation of the latter with EtO2CCHIMe, gave dione [X,R = Et,Z = CHS(CH2)3Me]. Removal of the blocking group from the latter was accompanied by ester hydrolysis and afforded keto acid (X,R = H,Z = H2). An efficient intramolecular Claisen condensation of the corresponding ester (X,R = Me,Z = H2) yielded (-)-(1S,4S,5R,7R)-1,7-dimethyl-4-isopropylbicyclo[3.2.1]octa-6,8-dione (I). Conversion of the known octalone XI (R = H,Z = H2) into the cross-conjugated keto aldehyde XII was accomplished by standard reactions. Treatment of the latter with LiCuMe2, followed by trapping of the resultant enolate anion with AcCl gave XI(R = Me,Z = CHOAc). Oxidative ozonolysis of this material yielded the keto acid XIII (R = H). Esterification of the latter, followed by intramol. Claisen condensation of the resulting keto ester XIII,R = Me, afforded (+)-(1R,4S,5S,7S)-1,7-dimethyl-4-isopropylbicyclo[3.2.1]octa-6,8-dione (II).

Canadian Journal of Chemistry published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, Synthetic Route of 31253-08-4.

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

Rubenacker, Gerald V. published the artcileNitrogen-14 nuclear quadrupole resonance spectra of coordinated pyridine. An extended evaluation of the coordinated nitrogen model, SDS of cas: 6443-90-9, the publication is Inorganic Chemistry (1980), 19(2), 392-8, database is CAplus.

The ¹⁴N NQR spectra at 77 K of several solid pyridine complexes with a wide range of Lewis acids were measured by a double-resonance method. The data are interpreted in terms of a coordinated N model, which permits an estimation of σ, the occupancy of the N donor orbital directed toward the Lewis acid. The values observed for σ in a series of pyridinium salts permit an ordering of the strength of H bonding to the anions: HSO₄^– â‰?NO₃^– > Cl^– > ClO₃^– > Br^– > ClO₄^–. The ¹⁴N NQR data correlate well with the NQR data for the H-bonded ²H in these compounds From comparisons of σ values it is possible to order the acidities of the Lewis acids as follows: Li⁺ < Ag⁺ < Cd²⁺ â‰?Mo(0) â‰?Cr(0) < Zn²⁺ â‰?Hg²⁺ âˆ?Fe(0) < BR₃ < BCl₃ < BBr₃ < SO₃ < H⁺ â‰?CH₃⁺. The relative positions in a few cases are uncertain because an insufficient number of complexes was studied to date.

Inorganic Chemistry published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, SDS of cas: 6443-90-9.

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

Rubenacker, Gerald V. published the artcileNitrogen-14 nuclear quadrupole resonance spectra of pyridine-halogen complexes, Recommanded Product: Pyridine Iodochloride complex, the publication is Inorganic Chemistry (1980), 19(2), 398-401, database is CAplus.

The ¹⁴N NQR spectra at 77 K are reported for adducts of pyridine with Cl₂, Br₂, I₂, ICN, ICl, IBr, BrCl, Br⁺, and I⁺. The data are interpreted in terms of a model for coordinated N based on the Townes-Dailey approximations The model yields estimates of the donor orbital occupancy, σ, for the N orbital directed toward the Lewis acid. The order of Lewis acid strengths based on relative σ values is ICN < I₂ < IBr < ICl < BrCl. The pyridine-Cl₂ complex appears to be ionic. The most reasonable formulation is [(py)Cl]Cl. Among the halogen cations the order of Lewis acidities is as expected: I⁺ < Br⁺ < Cl⁺.

Inorganic Chemistry published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Recommanded Product: Pyridine Iodochloride complex.

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