- Unexpected reaction of 2-hydrazinoperimidine with maleic anhydride: Syntheses of (8-amino-9-oxo-9,10-dihydro-8H-imidazo[1,2-a]perimidin-10-yl)acetic acid and its azomethine derivatives
-
The reaction of 2-hydrazinoperimidine (3) and maleic anhydride in mild conditions afforded the formation of an unexpected product, namely (8-amino-9-oxo-9,10-dihydro-8H-imidazo[1,2-a]perimidin-10-yl)acetic acid (5). The possible mechanism of this reaction
- Dolzhenko, Anton V.,Chui, Wai-Keung,Dolzhenko, Anna V.
-
-
Read Online
- New divalent metal ion complexes with 1,8-diaminonapthalene-2-thione: Synthesis, Spectroscopic, anti-bacterial and anticancer activity studies
-
Treatment of two molar equivalents of 1,8-diaminonaphthalene-2-thione with one molar equivalent of the metal's(II) salt (Pd, Pt, Hg, Cd, Zn) afforded both neutral thione complexes and thionate derived complexes. The prepared ligand and its complexes (1-8) were characterized via different spectroscopic technics including: FT-IR, 1H, 13C-NMR, and mass spectroscopy. The spectroscopic data analysis suggested that these compounds adopt different structural geometries. For instance, Pd(II) and Pt(II) complexes show square planar geometry. Whereas, thione complexes of Hg(II), Zn(II), and Cd(II) showed probable tetrahedral structure. However, thionate derived complexes of Hg, and Ph-Hg are expected to be linear. The thionato-Cd(II) complex show bidentate chelating mode through its N and S donor atoms. Furthermore, the newly prepared complexes exhibit nano-structural characteristics, which were measured by SEM and X-Ray diffraction of the powder. SEM data showed that complexes from (3, 5) and (8) gave irregular nano-structure, nano-rod structure, and nano-sphere structural pattern respectively. On the other hand, Complexes (1) and (2) were tested against MCF-7 (breast) and LoVo (colon) cancer cells using MTT assay. It was found that the palladium complex showed a promising antiproliferative activity against colon (LoVo) and breast (MCF-7) cancer cells with IC50 values 21.13 and 22.25 μM respectively. In addition the anti-bacterial activity was study against two different pathogenic bacteria, and the Pd(II) complex displayed highest activity compared with other complexes.
- Al-Janabi, Ahmed S.,Al-Jibori, Subhi A.,Alqahtani, Ali S.,Faihan, Ahmed S.,Hatshan, Mohammad R.,Nasr, Fahd A.
-
-
Read Online
- Chemical and Photochemical Studies on 1,8-Diaminonaphthalene
-
A novel series of naphthodiazepines 4a-e, 6 were synthesized through the reaction of 1,8-diaminonaphthalene 1 with either hydrazonoyl chlorides 2a-e, or bis-hydrazonoyl chloride 5, respectively. Moreover, new derivatives of thiazinoperimidine 9, triazolop
- Mahran, Asma M.,Othman, Dalia A. A.,Ragab, Sherif S.
-
p. 493 - 498
(2022/02/21)
-
- Regioselective synthesis of new 5-methyl-5H-pyrimido[4′,5′:4,5][1,3]thiazino [3,2-a]perimidines
-
A convenient and efficient regioselective synthesis of new pyrimido[4′,5′:4,5] [1,3]thiazino[3,2-a]perimidines is described through intermolecular heterocyclization of 2,4-dichloro-5-(chloromethyl)-6-methylpyrimidine and 1H-perimidine-2(3H)-thione in short reaction times under mild conditions.
- Firoozi, Neda,Bakavoli, Mehdi,Eshghi, Hossein,Ramezanian, Navid
-
p. 488 - 495
(2017/09/27)
-
- Fragment based search for small molecule inhibitors of HIV-1 Tat-TAR
-
Basic molecular building blocks such as benzene rings, amidines, guanidines, and amino groups have been combined in a systematic way to generate ligand candidates for HIV-1 TAR RNA. Ranking of the resulting compounds was achieved in a fluorimetric Tat-TAR
- Zeiger, Mirco,Stark, Sebastian,Kalden, Elisabeth,Ackermann, Bettina,Ferner, Jan,Scheffer, Ute,Shoja-Bazargani, Fatemeh,Erdel, Veysel,Schwalbe, Harald,G?bel, Michael W.
-
supporting information
p. 5576 - 5580
(2015/01/08)
-
- Lanthanide-catalyzed cyclocarbonylation and cyclothiocarbonylation: A facile synthesis of benzannulated 1,3-diheteroatom five- and six-membered heterocycles
-
La[N(SiMe3)2]3 proves to be an efficient catalyst system for the cyclocarbonylation of 1,2-disubstituted benzenes with isocyanates. In this approach, aryl/alkyl isocyanates react with o-phenylenediamine, o-aminophenol, o-aminothiophenol, catechols and anilines ortho-substituted by CH2NH2 and CONH2 to form, respectively, the corresponding benzimidazolones, benzoxazolones, benzothiazolones, benzodioxolones, 3,4-dihydroquinazolin-2(1H)-one, and quinazolinediones. These results represent the first example of lanthanide-catalyzed carbonylation. This methodology is also applicable for the preparation of various benzannulated 1,3-diheteroatom cyclic thioketones starting from aryl/alkyl isothiocyanates or CS2 in good to excellent yields. Based on the results of experiments performed using an o-aminobenzamido dianion lanthanide complex, a general mechanism, involving the tandem reaction of two lanthanide-ligand bonds with one heterocumulene molecule, is proposed as well.
- Jing, Yufeng,Liu, Ruiting,Lin, Yanghui,Zhou, Xigeng
-
p. 1117 - 1125
(2014/08/18)
-
- Microwave assisted synthesis of 1,2,4-triazolo[4,3-α]perimidines
-
Microwave assisted synthesis of some 1,2,4-triazolo[4,3-α]perimidines through cyclocondensation reaction of 2-hydrazino-1 H-perimidine with triethylorthoesters or aryl nitriles in solvent-free conditions is described. The present methodology offers several advantages, such as a simple procedure with an easy work-up, short reaction times, high yields and the absence of any volatile and hazardous organic solvents.
- Davoodnia,Saeidi,Tavakoli-Hoseini
-
experimental part
p. 2313 - 2316
(2012/09/07)
-
- Synthesis of new transition metal complexes of 1H-perimidine derivatives having antimicrobial and anti-inflammatory activities
-
New series of 1H-perimidine-2-thiol derivatives and (2-substituted- 1Hperimidin- 1-yl)ethane-1,2-dione derivatives and their ligands (C 24H14N4S2O2) H 2L1 and (C26H18N4S 2O2) H2L2 have been synthesized with transition metal ions, e.g., Copper (II), Silver (I), Cobalt (II) and Ruthenium (III) were prepared and evaluated for their antimicrobial, analgesic and anti-inflammatory activities. The synthesized compounds and their complexes were characterized by elemental analysis, 1H NMR, IR, MS, molar conductance, thermal gravimetric analysis and electronic spectra. All results revealed that compounds 3 and 13 exhibited high inhibitory effects against some bacterial strains by the disc diffusion method. On the other hand, compounds 2, 3, 7 and 12 displayed potent anti-inflammatory activity. Springer Science+Business Media B.V. 2012.
- Bassyouni, Fatma A.,Abu-Bakr, Sherifa M.,Hegab, Khaled H.,El-Eraky, Wafaa,El Beih, Ahmed A.,Abdel, Mohamed E.
-
p. 1527 - 1550
(2012/11/13)
-
- Synthessis of Fused Heterocycles Derived from Perimidines
-
The cyclocondensation of perimidine-2-thione 1 with propargyl bromide gave fused heterocycle 2. The isomerization and aromatization of 2 in the presence of base afforded 4.
- Bakavoli, Mehdi,Ghorbani, Mohamed H.,Rahimzadeh, Mohammad,Ghassemzadeh, Mitra,Heravi, Majid M.
-
p. 135 - 138
(2007/10/03)
-
- Potential Antitumor Agents. 53. Synthesis, DNA Binding Properties, and Biological Activity of Perimidines Designed as "Minimal" DNA-Intercalating Agents
-
A series of compounds based on perimidine have been synthesized and evaluated for their DNA-binding properties and antitumor activity.The fused tricyclic perimidine chromophore appears to be the minimal structural requirement for intercalative binding to DNA since the mode of binding could be dictated by the position of attachment of the side chain.The intercalating compounds have DNA association constants (log K = 5.8-6.5) and cytotoxic potencies (IC50 = 500-1500 nM) comparable to those shown by other classes of linear, tricyclic DNA-intercalating antitumor agents (acridinecarboxamides, phenazinecarboxamides), but none of the compounds showed in vivo activity.
- Herbert, John M.,Woodgate, Paul D.,Denny, William A.
-
p. 2081 - 2086
(2007/10/02)
-
- Reaction of 2-Hydrazinoperimidine with Acetylacetone
-
Heating 2-hydrazinoperimidine (2) with acetylacetone in absolute ethanol gave exclusively 2-(3,5-dimethyl-1-pyrazolyl)perimidine (4) via a cyclization.The possible condensate, 3,5-dimethyl-1H-1,2,4-triazepinoperimidine (5) was not produced.Spectral analyses were applied to the structure elucidation of the products.
- Liu, Kang-Chien,Chen, Hsiu-Ho
-
p. 911 - 912
(2007/10/02)
-