Tag: 176.172

Central nervous system active compounds. XI. 1-(3-Phthalidyl)phthalazin-4-ones was written by Prager, Rolf;Ward, A. David;Marshall, Philip;Mooney, Brett. And the article was included in Heterocycles in 1982.Formula: C9H8N2O2 This article mentions the following:

Phthalidylphthalazinones I (R = H, Me, Et; R¹, R⁶ = H; R¹R², R⁵R⁶ = OCH₂O; R² = H, OMe, Me, NO₂; R³ = H, Me, OMe; R⁴, R⁵ = H, OMe, Cl) can be readily prepared by the reaction of hydrazines with the corresponding biphthalide. The reaction with unsym. biphthalides appears to be controlled mainly by electronic factors. Phthalidylphthalazinone undergoes the Mannich reaction leading to a 3-substituted product. 1-Chlorophthalazine reacts with BuLi by addition at C-4; the resulting anion is alkylated at C-3 with 2-HCOC₆H₄CO₂Me. The compounds cause loss of muscular control in mice, but their insolubility hinders further pharmacol. investigation. In the experiment, the researchers used many compounds, for example, 2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9Formula: C9H8N2O2).

2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9) belongs to phthalazine derivatives. Although, N-containing heterocyclic compounds are widely distributed in nature, the presence of two adjacent nitrogen atoms in the phthalazine ring makes it rare and not very familiar in isolated extracts from living organisms. Phthalazines are popular pharmacophores as they are the core chemical motifs in many commercially available drugs such as Azelastin (antihistamine), Vatalanib (vascular endothelial growth factor receptor (VEGFR) inhibitor), and Hydralazine (antihypertensive agent).Formula: C9H8N2O2

Referemce:
Phthalazine – Wikipedia,
Phthalazine | C8H6N2 – PubChem

Connection between taste and constitution of carboxylic hydrazides and their derivatives was written by Blanksma, J. J.;Bakels, H. A.. And the article was included in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 1939.HPLC of Formula: 18393-54-9 This article mentions the following:

The presence of one CONHNH₂ group is insufficient to produce a sweet taste; at least 2 such groups are required and the result is not always a sweet taste, contrary to the conclusion of de Graaf (C. A. 32, 3340.6). The rule of Cohn (Die organische Gesckmackstoffe, Berlin, 1914, p. 731 (C. A. 8, 3605) that the NC group produces a bitter taste is confirmed. Condensation of CH₂(CONHNH₂)₂ (I), (CH₂CONHNH₂)₂ (II), CH₂(CONHNH₂)C(OH) (CONHNH₂)CH₂CONHNH₂ (III), 2-HOCH₂C₆H₄-CONHNH₂ (IV) and 5,2-O₂N(HOCH₂)C₆H₃CONHNH₂ (V) with the following aldehydes and ketones gave compounds with the m. ps. which follow, resp.: AcH, with I, 188°, with II, 250°; EtCHO, I, 175°, II, 238°; PrCHO, I, 169°, II, 241°; iso-PrCHO, I, 173°, II, 203°; BuCHO, I, 166° II, 221°; Me(CH₂)₅CHO, I, 157°; BzH, I, 236°, II, 252°, III, 213°, IV, 152°, V, 196°; 4-MeC₆H₄CHO, I, 222°, II, 235°, III, 200°; piperonal, I, 221°, II, 268°, III, 195° IV, 183°, V, 203°; vanillin, I, 219°, II, 209°; HOC₆H₄CHO, I, 255°, II, 285° III, 211°; 4-isomer, I, 202°, II, 240°, III, 280°; 2-O₂NC₆H₄CHO, I, 249°, II, 286°, III, 206° IV, 186°, V, 207°; 3-isomer, I, 228°, II, 315°, III, 185° IV, 186°, V, 189°; 4-isomer, I, 256°, II, 292° III, 274°, IV, 213°, V, 217°; 2-ClC₆H₄CHO, I, 229°, II, 269°, IV, 182°, V, 207°; 3-isomer, I, 210°, II, 254°, IV, 153°, V, 198°; 4-isomer, I, 257°, II, 288°, IV, 175°, V, 202°; PhCH₂CHO, I, 170°, II, 228°; 2-furaldehyde, I, 243°, II, 267°, III, 179°, IV, 168°, V, 181°; 5-Me derivative, I, 207°, II, 235°, III, 178°, IV, 183°, V, 161°; 5-HOCH₂ derivative, I, 187°, II, 199° III, 166°, IV, 157°, V, 166°; Me₂CO, I, 185°, II, 200°, IV, 147°, V, 185°; AcEt, I, 142°, II, 165°; Et₂CO, I, 130°, II, 160°; Pr₂CO, I, 109°, II, 173°; BzMe, I, 220°, II, 274°, III, 182°. In addition II gave the following condensation product with AcPr, m. 144°. None of the products from III have taste, and from I and II only the products with AcH, Me₂CO, AcEt and Et₂CO have any taste, bitter in all cases, although I, II and III are sweet. o-C₆H₄(CONHNHAc)₂ (VI) (Davidis, J. prakt. Chem. [2], 54, 66(1896)) has no taste, nor does o-C₆H₄(CONHAc) CONHNH₂, m. 174°, prepared by pouring hot VI with Ac₂O into cold H₂O. No taste was found for m-C₆H₄(CONHNH₂)₂ (VII), m. 227°, or p-C₆H₄(CONHNH₂)2 (VIII), m. 320°. From VII and VIII, resp., the Me₂CO derivatives, m. 255° and 310°, were slightly bitter, the BzH derivatives m. 254° and 336°, were tasteless. From VII, a tasteless BzMe derivative, m. 251°, was secured. From VIII the N-Me derivative, m. 239°, and the N,N’-di-Me derivative, m. 175°, were slightly bitter while the Ac derivative, m. 140°, was tasteless. The condensation product of IV with 5-(hydroxymethyl)-2-furaldehyde gave a bitter Ac derivative, m. 143°. The products from V are the most bitter of the whole series. From 5,2-H₂N(HOCH₂)C₆H₃CONHNH₂ with Me₂CO and BzH, tasteless products were secured, m. 179° and 177°, resp. A number of the above compounds which are tasteless have a faint bitter after-taste. The reaction of meconin and various of its substitution products with NH₂NH₂ and condensation of these products with Me₂CO and BzH were reinvestigated (Kleemann, Ber. 20, 875(1887); Anderson, Ann. 98, 47(1856); Tasman, C. A. 21, 3357). These substances were either bitter or tasteless. The following generalizations regarding constitution and taste may be drawn from this work: the condensation products of hydrazides with aldehydes and ketones are bitter when soluble enough to taste; 2 or more CONHNH₂ groups located near to each other are required to produce a sweet taste; the introduction of a Ph group favors a bitter taste. In the experiment, the researchers used many compounds, for example, 2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9HPLC of Formula: 18393-54-9).

2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9) belongs to phthalazine derivatives. Pyridazine and phthalazine have quite different spectroscopic properties compared with their isomers, pyrazine and quinoxaline. Both pyridazine and phthalazine give rise to very good TREPR signals in rigid media at low temperatures.HPLC of Formula: 18393-54-9

Referemce:
Phthalazine – Wikipedia,
Phthalazine | C8H6N2 – PubChem

Reaction of DMSO with phthalazinediones was written by Czuba, Wladyslaw;Sedzik-Hibner, Dorota. And the article was included in Universitatis Iagellonicae Acta Chimica in 1991.Name: 2-Methyl-2,3-dihydrophthalazine-1,4-dione This article mentions the following:

Treatment of 1,4-phthalazinedione with DMSO afforded 2-(methylthiomethyl)phthalazine-1,4-dione, 2,3-bis(methylthiomethyl)phthalazine-1,4-dione, and 4-(methylthiomethoxy)-2-(methylthiomethyl)phthalazin-1-one in a 8:3:3 ratio. In the experiment, the researchers used many compounds, for example, 2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9Name: 2-Methyl-2,3-dihydrophthalazine-1,4-dione).

2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9) belongs to phthalazine derivatives. Phthalazine is isomeric with other naphthyridines including quinoxaline, cinnoline and quinazoline. As with cinnolines, phthalazines were also prepared most frequently through condensations of hydrazine derivatives and carbonyl-containing compounds.Name: 2-Methyl-2,3-dihydrophthalazine-1,4-dione

Referemce:
Phthalazine – Wikipedia,
Phthalazine | C8H6N2 – PubChem

Novel rearrangement of a diaziridine was written by Heine, Harold W.;Lehman, Laura S.;Glaze, Alan P.;Douglas, Alan W.. And the article was included in Journal of Organic Chemistry in 1980.Quality Control of 2-Methyl-2,3-dihydrophthalazine-1,4-dione This article mentions the following:

Diaziridine I isomerizes in refluxing toluene or in Me₂SO solutions containing KOCMe₃ into the phthalazinone II. The structure of II was characterized by ¹³C and ¹H NMR and by alk. hydrolysis and N-methylation. In the experiment, the researchers used many compounds, for example, 2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9Quality Control of 2-Methyl-2,3-dihydrophthalazine-1,4-dione).

2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9) belongs to phthalazine derivatives. Like many other isomeric benzodiazines, phthalazine derivatives reveal numerous pharmacological and biological activities such as anticonvulsant, antitumor, antiproliferative, antiepileptic, anti-inflammatory, and vasorelaxant. As with cinnolines, phthalazines were also prepared most frequently through condensations of hydrazine derivatives and carbonyl-containing compounds.Quality Control of 2-Methyl-2,3-dihydrophthalazine-1,4-dione

Referemce:
Phthalazine – Wikipedia,
Phthalazine | C8H6N2 – PubChem

Design, synthesis and antitumor activity of phthalazine-1,4-dione-based menaquinone analogs was written by Fujii, Shinya;Miura, Takahiro;Oikawa, Tsuyoshi;Qin, Xian-Yang;Kojima, Soichi;Kagechika, Hiroyuki. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2021.Related Products of 18393-54-9 This article mentions the following:

New chemotherapeutics are needed to treat hepatocellular carcinoma (HCC), and menaquinones, homologs of vitamin K consisting of a 1,4-naphthoquinone core and a (poly)isoprene chain, are potential candidates. In this study, we designed and synthesized a series of phthalazine-1,4-dione-based menaquinone analogs such as I. Among them, compounds bearing the intact isoprene chain exhibited selective antiproliferative activity towards HCC cell line JHH7, as compared with normal hepatocytes. The geranyl derivative I showed submicromolar potency, and might be a promising lead compound for anticancer agents. In the experiment, the researchers used many compounds, for example, 2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9Related Products of 18393-54-9).

2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9) belongs to phthalazine derivatives. Like many other isomeric benzodiazines, phthalazine derivatives reveal numerous pharmacological and biological activities such as anticonvulsant, antitumor, antiproliferative, antiepileptic, anti-inflammatory, and vasorelaxant. Both pyridazine and phthalazine give rise to very good TREPR signals in rigid media at low temperatures.Related Products of 18393-54-9

Referemce:
Phthalazine – Wikipedia,
Phthalazine | C8H6N2 – PubChem

Hydrazinolysis study of phthalimido- and phthalisoimido-penicillin amide derivatives was written by Ceric, Helena;Sindler-Kulyk, Marija. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2009.Electric Literature of C9H8N2O2 This article mentions the following:

New phthalimido-penicillin amide (6-PhtPABn, I) and phthalisoimido-penicillin amide (6-isoPhtPABn, II) were prepared and the susceptibility of their different carbonyl functions toward hydrazine derivatives investigated in order to establish the feasibility of dephthaloylation within penicillin class compounds Hydrazinolysis of I resulted in dephthaloylation and β-lactam ring opening into thiazolidine derivatives, while in the case of II, the desired amino-penicillin amide was isolated in low yield. In the experiment, the researchers used many compounds, for example, 2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9Electric Literature of C9H8N2O2).

2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9) belongs to phthalazine derivatives. Pyridazine and phthalazine have quite different spectroscopic properties compared with their isomers, pyrazine and quinoxaline. Phthalazine derivatives are also considered as p38MAP kinase inhibitors, selective binders of gamma-aminobutyric acid (GABA) receptors, cyclooxygenase-2 (COX-2) inhibitors, and high-affinity ligands of voltages gated calcium channels.Electric Literature of C9H8N2O2

Referemce:
Phthalazine – Wikipedia,
Phthalazine | C8H6N2 – PubChem

Development and application of catalytic tyrosine modification was written by Sato, Shinichi;Tsushima, Michihiko;Nakamura, Kosuke;Nakamura, Hiroyuki. And the article was included in Yakugaku Zasshi in 2018.Recommanded Product: 18393-54-9 This article mentions the following:

The chem. labeling of proteins with synthetic probes is a key technique used in chem. biol., protein-based therapy, and material science. Much of the chem. labeling of native proteins, however, depends on the labeling of lysine and cysteine residues. While those methods have significantly contributed to native protein labeling, alternative methods that can modify different amino acid residues are still required. Herein we report the development of a novel methodol. of tyrosine labeling, inspired by the luminol chemiluminescence reaction. Tyrosine residues are often exposed on a protein surface and are thus expected to be good targets for protein functionalization. In our studies so far, we have found that (1) hemin oxidatively activates luminol derivatives as a catalyst, (2) N-Me luminol derivative specifically forms a covalent bond with a tyrosine residue among the 20 kinds of natural amino acid residues, and (3) the efficiency of tyrosine labeling with N-Me luminol derivative is markedly improved by using horseradish peroxidase (HRP) as a catalyst. We were able to use mol. oxygen as an oxidant under HRP/NADH conditions. By using these methods, the functionalization of purified proteins was carried out. Because N-Me luminol derivative is an excellent protein labeling reagent that responds to the activation of peroxidase, this new method is expected to open doors to such biol. applications as the signal amplification of HRP-conjugated antibodies and the detection of protein association in combination with peroxidase-tag technol. In the experiment, the researchers used many compounds, for example, 2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9Recommanded Product: 18393-54-9).

2-Methyl-2,3-dihydrophthalazine-1,4-dione (cas: 18393-54-9) belongs to phthalazine derivatives. Although, N-containing heterocyclic compounds are widely distributed in nature, the presence of two adjacent nitrogen atoms in the phthalazine ring makes it rare and not very familiar in isolated extracts from living organisms. As with pyridazines, phthalazines, the other benzopyridazines, were also prepared most frequently through the condensation of hydrazines with carbonyl-containing compounds, typically phthalate derivatives. Recommanded Product: 18393-54-9

Referemce:
Phthalazine – Wikipedia,
Phthalazine | C8H6N2 – PubChem