Tag: 100-200

3,6-Bis(4-methoxybenzyloxy)pyridazine was written by Hu, Fang Zhong;Zhang, Min;Song, Hai Bin;Zou, Xiao Mao;Yang, Hua Zheng. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2005.COA of Formula: C4H2F2N2 This article mentions the following:

In the crystal structure of the title compound, C₂₀H₂₀N₂O₄, the mols. are linked by a weak intermol. C-H···N H bond. The mol. has crystallog. 2-fold rotation symmetry. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, 3,6-Difluoropyridazine (cas: 33097-39-1COA of Formula: C4H2F2N2).

3,6-Difluoropyridazine (cas: 33097-39-1) belongs to pyridazine derivatives. The pyridazine structure is a popular pharmacophore which is found within a number of herbicides such as credazine, pyridafol and pyridate. The activity depends upon the changes of substituted groups in the pyridazine ring system resulting in different biological activities. In addition, the natural pyrimidine bases uracil, thymine, and cytosine, which are constituents of the nucleic acids, are found to be the most important naturally occurring diazines.COA of Formula: C4H2F2N2

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Proton spin-lattice relaxation on acetic acid was written by Hrynkiewicz, A. Z.;Krynicki, K.;Waluga, I.. And the article was included in Archives des Sciences in 1961.Recommanded Product: 3-Methoxypyridazine This article mentions the following:

By measuring the nuclear resonance absorption at a resonance frequency of 28 Mc., a non-exponential increase of magnetization of protons in liquid AcOH is observed with time of storage at temperatures of 20, 30, 50, and 80°. An explanation for these results is possible on the assumption of different spin-lattice relaxation times for the protons in the CH₃ and in the COOH groups. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Recommanded Product: 3-Methoxypyridazine).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. Pyridazines are rare in nature, possibly reflecting the scarcity of naturally occurring hydrazines, common building blocks for the synthesis of these heterocycles. The unsubstituted pyridazines are more resistant to eletrophilic substitution due to the nature of withdrawal of electron density from the ring by two heteroatoms, while the related electron deficiency of the ring makes pyridazine more easily attacked by nucleophiles.Recommanded Product: 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Cooperative Interactions in the Second Coordination Sphere of Pyridazine/Pyridine Containing Polyazaheterocyclic Iron(II) Complexes Favor Protonation was written by Hammoud, Ahmad;Nshimyumuremyi, Jean-Boris;Bourotte, Jeremie;Lucaccioni, Fabio;Robeyns, Koen;Dirtu, Marinela M.;Garcia, Yann;Singleton, Michael L.. And the article was included in European Journal of Inorganic Chemistry in 2018.Reference of 27349-66-2 This article mentions the following:

The new pyridazine containing iron complexes, [N,N,N’,N’-tetrakis(3-pyridazylmethyl)propylenediamine]iron(II)(PF₆)₂ (1) and [N,N’-bis(2-pyridazylmethyl)-N,N’-bis(2-pyridylmethyl)propylenediamine]iron(II) (PF₆)₂ (2) were synthesized and their reactivity towards protonation was compared to that of the analogous tetrapyridine complex [N,N,N’,N’-tetrakis(2-pyridylmethyl)propylenediamine]iron(II)(PF₆)₂ (3). The solution and solid-state structures were confirmed by NMR and x-ray crystallog. studies. For 1–3, the ligands bind in a hexadentate fashion giving similar octahedral structures with an N₆ coordination environment. Across the series, the increasing number of pyridazines has only modest effects on the spectroscopic and electrochem. properties of the metal. Nevertheless, their reactivity towards protonation is drastically different. While 2 and 3 decompose in the presence of strong acids, 1 is able to be stably protonated as a result of cooperative 2nd sphere interactions. In the experiment, the researchers used many compounds, for example, 3-(Chloromethyl)pyridazine hydrochloride (cas: 27349-66-2Reference of 27349-66-2).

3-(Chloromethyl)pyridazine hydrochloride (cas: 27349-66-2) belongs to pyridazine derivatives. Pyridazine and phthalazine have quite different spectroscopic properties compared with their isomers, pyrazine and quinoxaline. The activity depends upon the changes of substituted groups in the pyridazine ring system resulting in different biological activities. In addition, the natural pyrimidine bases uracil, thymine, and cytosine, which are constituents of the nucleic acids, are found to be the most important naturally occurring diazines.Reference of 27349-66-2

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Room-temperature nucleophilic aromatic fluorination: experimental and theoretical studies was written by Sun, Haoran;DiMagno, Stephen G.. And the article was included in Angewandte Chemie, International Edition in 2006.Safety of 3,6-Difluoropyridazine This article mentions the following:

The use of anhydrous tetrabutylammonium fluoride in nucleophilic aromatic substitution reactions, including variants of the selective halogen-exchange and fluorodenitration processes, was investigated. It was shown that TBAF permits these reactions to be performed under surprisingly mild conditions if it is used in relatively nonpolar media. In the experiment, the researchers used many compounds, for example, 3,6-Difluoropyridazine (cas: 33097-39-1Safety of 3,6-Difluoropyridazine).

3,6-Difluoropyridazine (cas: 33097-39-1) belongs to pyridazine derivatives. The pyridazine structure is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. Pyridazine and derivatives coordinate readily with transition metals to form complexes and catalysts with synthetic utility.Safety of 3,6-Difluoropyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Ab Initio EOM-CCSD Investigation of One-Bond C-C, N-C, and N-N Spin-Spin Coupling Constants in Fluoroazines was written by Del Bene, Janet E.;Alkorta, Ibon;Elguero, Jose. And the article was included in Journal of Physical Chemistry A in 2010.Application of 33097-39-1 This article mentions the following:

Ab initio EOM-CCSD calculations were carried out to examine one-bond ¹J (C-C), ¹J(N-C), and ¹J(N-N) spin-spin coupling constants in benzene, pyridine, the diazines, and selected triazines, tetrazines, and pentazine and their fluoro-substituted derivatives Relative to benzene, ¹J(C-C) decreases in the azines as N atoms are introduced into the ring, but this decrease does not exceed 5 Hz. In the fluoro-substituted derivatives, ¹J(C-C) may increase only slightly if the coupled carbon atoms form C-H bonds, or increase dramatically if either or both of the coupled atoms participate in C-F bonds. The value of ¹J(C-C) also depends on the nature of the bonding of the coupled atoms in the ring. The largest increase is found when both carbons participate in C-F bonds, and both are ortho to N atoms. Relative to pyridine, ¹J(N-C) increases as N atoms are introduced into the ring, with the magnitude of the increase depending on the bonding of the coupled atoms. It is negligible if neither atom is bonded to another N, increases if one of the coupled atoms is bonded to another N atom, and increases further if both are bonded to other N atoms. Fluoro-substitution has an opposing effect on ¹J(N-C), making this coupling constant less pos. or neg. when the coupled C participates in a C-F bond. The decrease in ¹J(N-C) relative to the parent mol. is enhanced if either of the coupled atoms is bonded to another N atom or to another C-F group. A further enhancement occurs if both coupled atoms are so bonded, with the largest increases associated with the bonding scheme in which the coupled C is bonded to another N and the coupled N to another C-F. Fluoro-substitution has a small effect on ¹J(N-C) if the coupled C forms a C-H bond, and on ¹J(N-N). Thus, the effects of fluoro-substitution on one-bond couplings tend to be localized. In the experiment, the researchers used many compounds, for example, 3,6-Difluoropyridazine (cas: 33097-39-1Application of 33097-39-1).

3,6-Difluoropyridazine (cas: 33097-39-1) belongs to pyridazine derivatives. The pyridazine structure is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. Pyridazine and derivatives coordinate readily with transition metals to form complexes and catalysts with synthetic utility.Application of 33097-39-1

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Imidazo[1,2-b]pyridazines. I. Some 3-alkoxy-6-halo-2-phenyl-(and 4′-substituted phenyl)imidazo[1,2-b]pyridazines and 3-methoxy-2,6-diphenylimidazo[1,2-b]pyridazine was written by Barlin, Gordon B.. And the article was included in Australian Journal of Chemistry in 1986.Recommanded Product: 33097-39-1 This article mentions the following:

A series of the title imidazopyridazines I (R = F, Cl, Br, Ph; R¹ = Me, Et; R² = H, Cl, Br, MeO; R³ = R⁴ = H) have been prepared from the relevant pyridazin-3-amines and arylglyoxals, followed by O-alkylation of the corresponding imidazo[1,2-b]pyridazin-3(5H)-ones with diazoalkanes. 6-Chloro-3-methoxy-2-phenylimidazo[2,1-a]phthalazine I (R = Cl; R¹ = Me; R² = H; R³R⁴ = CH:CHCH:CH) was prepared similarly. In the experiment, the researchers used many compounds, for example, 3,6-Difluoropyridazine (cas: 33097-39-1Recommanded Product: 33097-39-1).

3,6-Difluoropyridazine (cas: 33097-39-1) belongs to pyridazine derivatives. Pyridazine and phthalazine have quite different spectroscopic properties compared with their isomers, pyrazine and quinoxaline. Specifically, the pyridazine moiety is an important structural feature of various pharmacologically important compounds with activities like antimicrobial, analgesic, anti-inflammatory, antiplatelet, anticancer, antisecretory, antiulcer, antidepressant, cardiotonic, vasodilator, antiarrhythmic, and hypocholesterolaemic.Recommanded Product: 33097-39-1

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Cephalosporins. III. 7-(o-Aminomethylphenylacetamido)cephalosporanic acids with bicyclic heteroaromatics in the C-3 side chain was written by Naito, Takayuki;Okumura, Jun;Kamachi, Hajime;Hoshi, Hideaki;Kawaguchi, Hiroshi. And the article was included in Journal of Antibiotics in 1977.Electric Literature of C5H3ClN4O This article mentions the following:

Cephalosporins I (R = bicyclic N heterocycle) (10 compounds) were prepared Thus, 7-aminocephalosporanic acid was treated with 6-tetrazolo[1,5-b]pyridazinethiol, followed by 2-Me₃CO₂CNHCH₂C₆H₄CH₂CO₂C₆H₃(NO₂)₂-2,4 and deblocked to give 74% I (R = 6-tetrazolo[1,5-b]pyridazinyl). This compound had min. inhibitory concentrations against Staphylococcus aureus Smith 0.1 and Escherichia coli NIHJ 0.4 μg/mL. In the experiment, the researchers used many compounds, for example, 6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (cas: 33050-32-7Electric Literature of C5H3ClN4O).

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (cas: 33050-32-7) belongs to pyridazine derivatives. Pyridazines are rare in nature, possibly reflecting the scarcity of naturally occurring hydrazines, common building blocks for the synthesis of these heterocycles. Pyridazine can act as a hydrogen bond acceptor to improve the physicochemical properties of drug molecules by increasing their water solubility, and has a high affinity for complexing with targets due to its dipole moment.Electric Literature of C5H3ClN4O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Pyridazines. IX. Proton(nuclear)magnetic resonance studies of pyridazine, pyrazine, and substituted pyridazines was written by Tori, Kazuo;Ogata, Masaru. And the article was included in Chemical & Pharmaceutical Bulletin in 1964.Application In Synthesis of 3-Methoxypyridazine This article mentions the following:

CA 59, 5962b. Pyridazine (I) gives an A₂X₂ spectrum, τ₃ = τ₆ = 0.76, τ₄ = τ₅ = 2.46, J₃₄ = 4.9 cycles/sec., J₃₅ = 2.0, J₃₆ = 3.5, J₄₆ = 2.0, J₄₅ = 8.4, and J₅₆ = 4.9. 4Me-I and 3Me-I give ABX spectra. Pyrazine (II) gives a singlet τ = 1.37, J₂₅ = 1.8, J₂₆ = 0.5, J₃₅ = 0.5, J₃₆ = 1.8, and J₅₆ = 1.8 (calculated from C₁₃ satellites). The values of τ and J and the chem. shift of the protons in I due to substitution are comparable with other heteroaromatic systems. π electron ds. calculated from the ring proton chem. shift compared with C₆H₆ and compared with those calculated by the Hueckel M.O. method show large discrepancies in the case of I and II compared with pyrimidine (III). This effect is owed to the anisotropy of the N lone pair, which is mutually cancelled in III. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Application In Synthesis of 3-Methoxypyridazine).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. Pyridazines is a six-membered nitrogen-containing significant heterocycle. It has received considerable interest because of its useful applications as natural products, pharmaceuticals, and various bioactive molecules. The unsubstituted pyridazines are more resistant to eletrophilic substitution due to the nature of withdrawal of electron density from the ring by two heteroatoms, while the related electron deficiency of the ring makes pyridazine more easily attacked by nucleophiles.Application In Synthesis of 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Discovery and Characterization of Selective and Ligand-Efficient DYRK Inhibitors was written by Henderson, Scott H.;Sorrell, Fiona;Bennett, James;Fedorov, Oleg;Hanley, Marcus T.;Godoi, Paulo H.;Ruela de Sousa, Roberta;Robinson, Sean;Ashall-Kelly, Alexander;Hopkins Navratilova, Iva;Walter, Daryl S.;Elkins, Jonathan M.;Ward, Simon E.. And the article was included in Journal of Medicinal Chemistry in 2021.Synthetic Route of C5H6N2O This article mentions the following:

Dual-specificity tyrosine-regulated kinase 1A (DYRK1A) regulates the proliferation and differentiation of neuronal progenitor cells during brain development. Consequently, DYRK1A has attracted interest as a target for the treatment of neurodegenerative diseases, including Alzheimer’s disease (AD) and Down’s syndrome. Recently, the inhibition of DYRK1A has been investigated as a potential treatment for diabetes, while DYRK1A’s role as a mediator in the cell cycle has garnered interest in oncol. indications. Structure-activity relationship (SAR) anal. in combination with high-resolution X-ray crystallog. leads to a series of pyrazolo[1,5-b]pyridazine inhibitors with excellent ligand efficiencies, good physicochem. properties, and a high degree of selectivity over the kinome. Compound 11 (I) exhibited good permeability and cellular activity without P-glycoprotein liability, extending the utility of 11 in an in vivo setting. These pyrazolo[1,5-b]pyridazines are a viable lead series in the discovery of new therapies for the treatment of diseases linked to DYRK1A function. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Synthetic Route of C5H6N2O).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. The pyridazine structure is a popular pharmacophore which is found within a number of herbicides such as credazine, pyridafol and pyridate. In the past decade, X-ray data were reported with regard to the characterization and structural elucidation of a number of pyridazine-metal complexes, including pyridazine ligands with zinc, nickel, copper, cadmium and ruthenium.Synthetic Route of C5H6N2O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Syntheses of pyridazine derivatives. I. Pyridazine and its 3- and 3,6-substituted compounds was written by Itai, Takanobu;Igeta, Hiroshi. And the article was included in Yakugaku Zasshi in 1954.Recommanded Product: 3-Methoxypyridazine This article mentions the following:

Catalytic reduction of 5 g. 3,6-dichloropyridazine (I) in 50 ml. MeOH and 6 ml. concentrated NH₄OH with Pd-C (6 g. C and 15 ml. 1% PdCl₂) absorbed required amount of H in 30 min.; the solution filtered, made alk. with NH₄OH, the MeOH removed, the residue with Et₂O filtered and the filtrate distilled gave 2.5 g. pyridazine (II), b₁₆ 87-8° [picrate, m. 169° (decomposition); II.HgCl₂, columns, m. 178° (decomposition)]. Na (1 mole) in 15-20 volumes alc. (or phenol) and 1 mole I were heated 1-2 hrs. on a water bath, the excess alc. removed, the residue with water extracted with Et₂O and distilled to give 3-alkoxy-6-chloropyridazine (III) (alkoxy groups, m.ps. and yields given): MeO (IIIa), plates, m. 91°, 81.8%; EtO, leaves, m. 63° (from petr. ether), 87.5%; Me₂CHO, leaves, m. 83° (from petr. ether), 80%; PhO (IIIb), needles, m. 71° (from MeOH), 60%; PhCH₂O, leaves, m. 77° (from petr. ether), 68%; Et₂NCH₂CH₂O, b₉ 155-7° (picrate, m. 143°), 60%; similarly, 2 moles Na in 10-20 volumes alc. and 1 mole I heated 1-2 hrs. on a water bath and the product treated as above gave 3,6-dialkoxypyridazine (IV) (alkoxy group, m.ps. and yields given): MeO, plates, m. 106° (from water), 77%; EtO, columns, m. 48° (from dilute MeOH), 81%; Me₂CHO, b₇ 108-11° (bath temperature), 58%; CH₂:CHCH₂O, leaves, m. 50° (from dilute MeOH), 79%; PhCH₂O, leaves, m. 136° (from MeOH), 41%; Et₂NCH₂CH₂O, b₄ 190-200° (bath temperature) (picrate, m. 159°), 63%; PhO, needles, m. 140° (from dilute MeOH), 69%. Na (0.2 g.) in 5 ml. MeOH, 1 g. PhSH in 5 ml. MeOH and 1.3 g. I in 5 ml. MeOH heated 2 hrs. on a water bath, the MeOH removed, the residue extracted with Et₂O gave 0.8 g. 3-PhS analog of III, needles, m. 82°. Similarly, 0.35 g. Na in 5 ml. alc., 2 g. PhSH and 1 g. I gave 1.1 g. 3,6-(PhS)2 analog of IV, columns, m. 78°; 2 g. piperidine in 5 ml. C₆H₆ and 0.5 g. I refluxed 2.5 hrs., the product washed with dilute NaOH, the piperidine removed and the residue recrystallized from petr. ether gave 0.5 g. 3-piperidyl analog (V), of III, needles, m. 78°. V (0.2 g.) and 1 g. piperidine in a sealed tube heated 5 hrs. at 160° and the product treated as above gave 0.15 g. 3,6-dipiperidylpyridazine, needles, m. 115°; 2 g. IIIa in 1 ml. NH₄OH and 30 ml. MeOH reduced with Pd-C and H, the product made alk. with NH₄OH, the MeOH removed, the residue extracted with Et₂O gave 1 g. 3-methoxypyridazine, b₃ 85-6° (picrate, m. 111°). Similarly, catalytic reduction of 0.8 g. IIIb in 0.4 ml. NH₄OH and 20 ml. MeOH with Pd-C gave 0.6 g. 3-phenoxypyridazine, needles, m. 74-5°. V (2 g.) in 1.5 ml. NH₄OH and 30 ml. MeOH reduced with Pd-C and H gave 1.4 g. 3-piperidylpyridazine, b₁₄ 180-1° (picrate, columns, m. 153°). In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Recommanded Product: 3-Methoxypyridazine).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazine is bioavailable (especially in the CNS) and can reduce toxicity. Pyridazine is a component of several drug molecules, and the pyridazine pharmacophore has contributed to a variety of pharmacologically active compounds.Recommanded Product: 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem