- Quinoline-based fluorescent small molecules for live cell imaging
-
Small molecule probes are essential tools for biomedical applications, with utility as cellular stains, labels for biomolecules, environmental indicators, and biosensors. However, a fluorophore's characteristics are difficult to predict solely through calculations or rational design, making the development of a core scaffold that is amenable to late stage functionalization particularly desirable. In this chapter, we describe the synthesis and application of a tunable quinoline scaffold that can be readily functionalized and optimized for a variety of imaging applications. We present a facile synthesis that results in three functional domains that influence the compound's photophysical properties, structural diversity, and polarization. We demonstrate a method with which to study the scaffold's tunable photophysical properties as a result of its structure and environment, and finally exhibit its utility in pH sensitive, live-cell imaging.
- Lackner, Rachel M.,Jun, Joomyung V.,Petersson, E. James,Chenoweth, David M.
-
-
Read Online
- Helicity Control in the Aggregation of Achiral Squaraine Dyes in Solution and Thin Films
-
Squaraine dyes are well known for their strong absorption in the visible regime. Reports on chiral squaraine dyes are, however, scarce. To address this gap, we here report two novel chiral squaraine dyes and their achiral counterparts. The presented dyes are aggregated in solution and in thin films. A detailed chiroptical study shows that thin films formed by co-assembling the chiral dye with its achiral counterpart exhibit exceptional photophysical properties. The circular dichroism (CD) of the co-assembled structures reaches a maximum when just 25 % of the chiral dye are present in the mixture. The solid structures with the highest relative CD effect are achieved when the chiral dye is used solely as a director, rather than the structural component. The chiroptical data are further supported by selected spin-filtering measurements using mc-AFM. These findings provide a promising platform for investigating the relationship between the dissymmetry of a supramolecular structure and emerging material properties rather than a comparison between a chiral molecular structure and an achiral counterpart.
- R?sch, Andreas T.,Zhu, Qirong,Robben, Jorn,Tassinari, Francesco,Meskers, Stefan C. J.,Naaman, Ron,Palmans, Anja R. A.,Meijer
-
-
Read Online
- General and selective synthesis of primary amines using Ni-based homogeneous catalysts
-
The development of base metal catalysts for industrially relevant amination and hydrogenation reactions by applying abundant and atom economical reagents continues to be important for the cost-effective and sustainable synthesis of amines which represent highly essential chemicals. In particular, the synthesis of primary amines is of central importance because these compounds serve as key precursors and central intermediates to produce value-added fine and bulk chemicals as well as pharmaceuticals, agrochemicals and materials. Here we report a Ni-triphos complex as the first Ni-based homogeneous catalyst for both reductive amination of carbonyl compounds with ammonia and hydrogenation of nitroarenes to prepare all kinds of primary amines. Remarkably, this Ni-complex enabled the synthesis of functionalized and structurally diverse benzylic, heterocyclic and aliphatic linear and branched primary amines as well as aromatic primary amines starting from inexpensive and easily accessible carbonyl compounds (aldehydes and ketones) and nitroarenes using ammonia and molecular hydrogen. This Ni-catalyzed reductive amination methodology has been applied for the amination of more complex pharmaceuticals and steroid derivatives. Detailed DFT computations have been performed for the Ni-triphos based reductive amination reaction, and they revealed that the overall reaction has an inner-sphere mechanism with H2metathesis as the rate-determining step.
- Beller, Matthias,Chandrashekhar, Vishwas G.,Jagadeesh, Rajenahally V.,Jiao, Haijun,Murugesan, Kathiravan,Wei, Zhihong
-
p. 4332 - 4339
(2020/05/18)
-
- FLUORESCENT DYE AGENT AND CARBOSTYRIL COMPOUND
-
PROBLEM TO BE SOLVED: To provide a novel fluorescent dye agent. SOLUTION: A fluorescent dye agent contains a carbostyril compound represented by formula (1) [in the formula (1), R1 is H, a halogen atom, a hydroxyl group, a cyano group, a nitro group or the like; R2 is O; R3 is a halogen atom, a carboxyl group, an ester group, an amide group or the like; R4-R6 and R8 independently represent H, a halogen atom, a nitro group, a cyano group or the like, where mutually adjacent groups of R4-R8 may be bound to form a ring; R7 is H, a substituted or unsubstituted aliphatic group or the like]. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
- -
-
Paragraph 0153; 0154
(2019/04/03)
-
- WEE1 KINASE INHIBITORS AND METHODS OF TREATING CANCER USING THE SAME
-
A compound, or a pharmaceutically acceptable salts or prodrugs thereof, having the chemical structure (I) and methods of using these compounds to inhibit WEE1 kinase and treat cancer in a subject.
- -
-
Page/Page column 48-49
(2019/09/18)
-
- Cobalt-based nanoparticles prepared from MOF-carbon templates as efficient hydrogenation catalysts
-
The development of efficient and selective nanostructured catalysts for industrially relevant hydrogenation reactions continues to be an actual goal of chemical research. In particular, the hydrogenation of nitriles and nitroarenes is of importance for the production of primary amines, which constitute essential feedstocks and key intermediates for advanced chemicals, life science molecules and materials. Herein, we report the preparation of graphene shell encapsulated Co3O4- and Co-nanoparticles supported on carbon by the template synthesis of cobalt-terephthalic acid MOF on carbon and subsequent pyrolysis. The resulting nanoparticles create stable and reusable catalysts for selective hydrogenation of functionalized and structurally diverse aromatic, heterocyclic and aliphatic nitriles, and as well as nitro compounds to primary amines (>65 examples). The synthetic and practical utility of this novel non-noble metal-based hydrogenation protocol is demonstrated by upscaling several reactions to multigram-scale and recycling of the catalyst.
- Murugesan, Kathiravan,Senthamarai, Thirusangumurugan,Sohail, Manzar,Alshammari, Ahmad S.,Pohl, Marga-Martina,Beller, Matthias,Jagadeesh, Rajenahally V.
-
p. 8553 - 8560
(2018/11/30)
-
- Development of Potent Pyrazolopyrimidinone-Based WEE1 Inhibitors with Limited Single-Agent Cytotoxicity for Cancer Therapy
-
WEE1 kinase regulates the G2/M cell-cycle checkpoint, a critical mechanism for DNA repair in cancer cells that can confer resistance to DNA-damaging agents. We previously reported a series of pyrazolopyrimidinones based on AZD1775, a known WEE1 inhibitor, as an initial investigation into the structural requirements for WEE1 inhibition. Our lead inhibitor demonstrated WEE1 inhibition in the same nanomolar range as AZD1775, and potentiated the effects of cisplatin in medulloblastoma cells, but had reduced single-agent cytotoxicity. These results prompted the development of a more comprehensive series of WEE1 inhibitors. Herein we report a series of pyrazolopyrimidinones and identify a more potent WEE1 inhibitor than AZD1775 and additional compounds that demonstrate that WEE1 inhibition can be achieved with reduced single-agent cytotoxicity. These studies support that WEE1 inhibition can be uncoupled from the potent cytotoxic effects observed with AZD1775, and this may have important ramifications in the clinical setting where WEE1 inhibitors are used as chemosensitizers for DNA-targeted chemotherapy.
- Matheson, Christopher J.,Casalvieri, Kimberly A.,Backos, Donald S.,Reigan, Philip
-
supporting information
p. 1681 - 1694
(2018/08/01)
-
- Discovery of Potent, Selective Stem Cell Factor Receptor/Platelet Derived Growth Factor Receptor Alpha (c-KIT/PDGFRα) Dual Inhibitor for the Treatment of Imatinib-Resistant Gastrointestinal Stromal Tumors (GISTs)
-
Stem cell factor receptor (c-KIT) and platelet derived growth factor receptor alpha (PDGFRα) kinases play an important role in gastrointestinal stromal tumors (GISTs). Here, we have discovered an c-KIT/PDGFRα dual inhibitor, compound 31, with single-digit nanomolar potency against c-KIT and PDGFRα. Compared to Imatinib (1), 31 showed better antiproliferative efficacy against various TEL-c-KIT/PDGFRα-BaF3 isogenic cells, including three 1-resistant BaF3 cell lines, as well as against GIST-T1 and GIST-882 cell lines. Furthermore, compound 31 showed a good KinomeScan selectivity (468 kinases) (S score (1) = 0.01 at 1 μM concentration), good metabolic stability in liver microsomes, and no hERG inhibitory activity. It was worth noting that 31 inhibited GIST-T1 tumor growth (TGI = 81.5%) and even the BaF3-TEL-cKIT-T670I tumor progression (TGI = 41.9%, 1-resistant GISTs) at a dosage of 100 mg/kg/day without exhibiting apparent toxicity.
- Lu, Yanli,Mao, Fei,Li, Xiaokang,Zheng, Xinyu,Wang, Manjiong,Xu, Qing,Zhu, Jin,Li, Jian
-
supporting information
p. 5099 - 5119
(2017/06/28)
-
- Design, Synthesis, and Evaluation of Triazole Derivatives That Induce Nrf2 Dependent Gene Products and Inhibit the Keap1-Nrf2 Protein-Protein Interaction
-
The transcription factor Nrf2 regulates the expression of a large network of cytoprotective and metabolic enzymes and proteins. Compounds that directly and reversibly inhibit the interaction between Nrf2 and its main negative regulator Keap1 are potential pharmacological agents for a range of disease types including neurodegenerative conditions and cancer. We describe the development of a series of 1,4-diphenyl-1,2,3-triazole compounds that inhibit the Nrf2-Keap1 protein-protein interaction (PPI) in vitro and in live cells and up-regulate the expression of Nrf2-dependent gene products.
- Bertrand, Hélène C.,Schaap, Marjolein,Baird, Liam,Georgakopoulos, Nikolaos D.,Fowkes, Adrian,Thiollier, Clarisse,Kachi, Hiroko,Dinkova-Kostova, Albena T.,Wells, Geoff
-
supporting information
p. 7186 - 7194
(2015/10/05)
-
- COMPOUNDS FOR REGULATING FAK AND/OR SRC PATHWAYS
-
The present application provides novel optionally substituted fused pyridine and pyrimidine bicyclic compounds and pharmaceutically acceptable salts thereof. Also provided are methods for preparing these compounds. These compounds are useful in co-regulating FAK and/or Src activity by administering a therapeutically effective amount of one or more of the compounds to a subject. By doing so, these compounds are effective in treating conditions associated with the dysregulation of the FAK and/or Src pathway. Advantageously, these compounds perform as dual FAK and/or Src inhibitors. A variety of conditions can be treated using these compounds and include diseases which are characterized by inflammation or abnormal cellular proliferation. In one embodiment, the disease is cancer.
- -
-
Paragraph 172
(2015/03/28)
-
- Aryl-substituted aminobenzimidazoles targeting the hepatitis C virus internal ribosome entry site
-
We describe the exploration of N1-aryl-substituted benzimidazoles as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The design of the compounds was guided by the co-crystal structure of a benzimidazole viral translation inhibitor in complex with the RNA target. Structure-binding activity relationships of aryl-substituted benzimidazole ligands were established that were consistent with the crystal structure of the translation inhibitor complex.
- Ding, Kejia,Wang, Annie,Boerneke, Mark A.,Dibrov, Sergey M.,Hermann, Thomas
-
supporting information
p. 3113 - 3117
(2014/06/24)
-
- Aryl-substituted aminobenzimidazoles targeting the hepatitis C virus internal ribosome entry site
-
We describe the exploration of N1-aryl-substituted benzimidazoles as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The design of the compounds was guided by the co-crystal structure of a benzimidazole viral translation inhibitor in complex with the RNA target. Structure-binding activity relationships of aryl-substituted benzimidazole ligands were established that were consistent with the crystal structure of the translation inhibitor complex.
- Ding, Kejia,Wang, Annie,Boerneke, Mark A.,Dibrov, Sergey M.,Hermann, Thomas
-
supporting information
p. 3113 - 3117
(2015/02/05)
-
- DIAMINOPYRIMIDINE DERIVATIVES AND PROCESSES FOR THE PREPARATION THEREOF
-
The present invention provides a diaminopyrimidine derivative or its pharmaceutically acceptable salt, a process for the preparation thereof, a pharmaceutical composition comprising the same, and a use thereof. The diaminopyrimidine derivative or its pharmaceutically acceptable salt functions as a 5-HT4 receptor agonist, and therefore can be usefully applied for preventing or treating dysfunction in gastrointestinal motility, one of the gastrointestinal diseases, such as gastroesophageal reflux disease (GERD), constipation, irritable bowel syndrome (IBS), dyspepsia, post-operative ileus, delayed gastric emptying, gastroparesis, intestinal pseudo-obstruction, drug-induced delayed transit, or diabetic gastric atony.
- -
-
Page/Page column 23
(2012/09/11)
-
- NOVEL TRICYCLIC DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME
-
The present invention relates to a novel tricyclic derivative with efficient inhibitory activity against poly(ADP-ribose)polymerases (PARP) or pharmaceutically acceptable salts thereof, a preparation method thereof, and a pharmaceutical composition containing the same. The tricyclic derivative of the invention is useful for the prevention or treatment of diseases caused by excess PARP activity, especially neuropathic pain, neurodegenerative diseases, cardiovascular diseases, diabetic nephropathy, inflammatory diseases, osteoporosis, and cancer, by inhibiting the activity of poly(ADP-ribose)polymerases.
- -
-
Page/Page column 51-52
(2011/10/04)
-
- NOVEL TRICYCLIC DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME
-
The present invention relates to a novel tricyclic derivative with efficient inhibitory activity against poly(ADP-ribose)polymerases (PARP) or pharmaceutically acceptable salts thereof, a preparation method thereof, and a pharmaceutical composition containing the same. The tricyclic derivative of the invention is useful for the prevention or treatment of diseases caused by excess PARP activity, especially neuropathic pain, neurodegenerative diseases, cardiovascular diseases, diabetic nephropathy, inflammatory diseases, osteoporosis, and cancer, by inhibiting the activity of poly(ADP-ribose)polymerases.
- -
-
Page/Page column 42
(2011/10/02)
-
- 3,6-DISUBSTITUTED XANTHYLIUM SALTS
-
This invention pertains generally to processes, uses, methods and materials utilising particular xanthylium compounds, including compounds of formula (I) and (II), as further defined herein. These compounds are useful as drugs, for example, in the treatment of tauopathies, such as Alzheimer's disease.
- -
-
Page/Page column 79
(2010/07/02)
-
- Catalytic asymmetric intramolecular hydroarylations of ω-aryloxy- and arylamino-tethered α,β-unsaturated aldehydes
-
The first enantioselective organocatalytic intramolecular hydroarylations of phenol and aniline-derived enals were investigated. The proposed method provided an atom economic and straightforward approach to optically active chromans and tetrahydroquinolines in high enantioselectivities and in good yields. The study demonstrated the efficiency of organocatalysis to achieve the first asymmetric intramolecular arylation of ω aryloxy- arylamino-tethered α, and β-unsaturated aldehydes using a chiral secondary amine catalyst. Proposed transformation method resulted in the production of functionalized chromans and tetrahydroquinoline in high enantiopurity. The study also examined the scope of substrates in this organocatalytic reaction using a catalyst 4/p-TsOH.H2O in diethyl ether. The catalyst screening observed a higher yield up to 83% and comparable enantiometric excess up to 88% that can be obtained in a chiral secondary amine employed as the reaction catalyst.
- Lu, Hai-Hua,Liu, Hui,Wu, Wei,Wang, Xu-Fan,Lu, Liang-Qiu,Xiao, Wen-Jing
-
supporting information; scheme or table
p. 2742 - 2746
(2009/12/03)
-
- Mild conditions for Pd-catalyzed conversion of aryl bromides to primary anilines using benzophenone imine
-
Mild (30 °C) and efficient (53-91%) conversion of aryl bromides to primary anilines using a Pd-catalyzed amination strategy is described. A detailed account of the ligand optimization, base and solvent selection, and general substrate scope of this methodology is described herein.
- Bhagwanth, Swapna,Adjabeng, George M.,Hornberger, Keith R.
-
experimental part
p. 1582 - 1585
(2009/06/28)
-
- Isoindol-1,3-dione and isoindol-1-one derivatives with high binding affinity to β-amyloid fibrils
-
Based on the structural features of Indoprofen and PIB, a series of isoindol-1,3-diones 1a-k and isoindol-1-ones 2a-l were designed and synthesized. These 23 compounds were evaluated by competitive binding assay against aggregated Aβ42 fibrils using [125I]TZDM. All the isoindolone derivatives showed very good binding affinities with Ki values in the subnanomolar range (0.42-0.94 nM). Among them, isoindol-1,3-diones 1i and 1k and isoindol-1-ones 2c and 2i exhibited excellent binding affinities (Ki = 0.42-0.44 and 0.46-0.49 nM) than those of Indoprofen (Ki = 0.52 nM) and PIB (Ki = 0.70 nM). These results suggest that isoindolones could be served as a scaffold for potential AD diagnostic probes to monitor Aβ fibrils.
- Lee, Hyu Ji,Lim, Soo Jeong,Oh, Seung Jun,Moon, Dae Hyuk,Kim, Dong Jin,Tae, Jinsung,Yoo, Kyung Ho
-
p. 1628 - 1631
(2008/09/19)
-
- Antiprion activity of functionalized 9-aminoacridines related to quinacrine
-
A library of functionalized 6-chloro-2-methoxy-(N9-substituted)acridin-9-amines structurally related to quinacrine were synthesized and evaluated for antiprion activity on four different cell models persistently infected with scrapie prion strains (ScN2a, N167, Ch2) or a human disease prion strain (F3). Most of the compounds were distinguished by the side chain attached to 9-amino of the acridine ring. These were dialkylaminoalkyl and phenyl with basic groups on the phenyl ring. The most promising compound was 6-chloro-2-methoxy-N-(4-(4-methylpiperazin-1-yl)phenyl)acridin-9-amine (15) which had submicromolar EC50 values (0.1-0.7 μM) on all cell models, was able to clear PrPSc at non-toxic concentrations of 1.2-2.5 μM, and was more active than quinacrine in terms of EC50 values. Other promising compounds were 14 (a regioisomer of 15) and 17 which had a 1-benzylpiperidin-4-yl substituent attached to the 9-amino function. Activity was strongly dependent on the presence of a substituted acridine ring, which in this library comprised 6-chloro-2-methoxy substituents on the acridine ring. The side chains of 14, 15, and 17 have not been previously associated with antiprion activity and are interesting leads for further optimization of antiprion activity.
- Nguyen Thi, Hanh Thuy,Lee, Chong-Yew,Teruya, Kenta,Ong, Wei-Yi,Doh-ura, Katsumi,Go, Mei-Lin
-
p. 6737 - 6746
(2008/12/21)
-
- Fluorescent sensors for diamines
-
A series of seven diamine sensors was prepared using dimers of a quinolone aldehyde chromophore. Binding to six different diamine guests was explored by a combination of NMR, absorption and fluorescence spectroscopy. It was shown that the dimeric sensors bound the diamine guests by formation of a bis-iminium ion which produced large changes in the fluorescence of the quinolone core. Issues of selectivity between guests are discussed. The Royal Society of Chemistry 2005.
- Secor, Kristen,Plante, Jeffrey,Avetta, Christopher,Glass, Timothy
-
p. 4073 - 4077
(2007/10/03)
-
- Hepatitis C inhibitor compound
-
Compounds of formula (I): wherein B, X, R3, R21, R22, R1 and Rc are defined herein. The compounds are useful as inhibitors of HCV NS3 protease.
- -
-
Page/Page column 15
(2010/02/09)
-
- ELECTROCHEMISTRY OF SELF-COMPLEXATION. I. ELECTROCHEMISTRY OF PICRYL SERIES SELF-COMPLEXATION
-
The contribution of self-complexed molecular fragments to the total imtramolecular contact charge transfer between fragments of self-complexed molecules ("contact transfer") was studied by the electrochemical behavior of picryl series compounds and their mono- and dinitro analogs as well as the amines used in their synthesis.In contrast to reduction potentials the self-complexing oxidation potentials were highly dependent on the type of donor fragment.Based on a comparisonof the oxidation potentials of compounds of the trinitrophenyl and dinitrophenyl series containing the same donor fragment we proposed a formula for evaluating the contribution of the contact charge transfer to direct bonding, according to which it was no more than 10percent.
- Bumin, K. P.,Il'ina, I. G.,Moiseeva, A. A.,Reutov, O. A.
-
p. 155 - 159
(2007/10/02)
-
- The synthesis of anilines or azoxybenzenes from the reduction of nitrobenzenes in basic alcoholic media
-
Reduction of substituted nitrobenzenes in alkaline alcoholic solutions affords, depending on the experimental conditions used, either anilines or azoxybenzenes in good yields.In the presence of a methylketone, such as acetophenone, the reaction of nitroarenes with aqueous KOH in 2-propanol provides the corresponding anilines in high yields (80-90 percent).On the other hand, when the reaction is carried out in the CH3OH/toluene/KOH system, in the absence of methylketones, the azoxyderivatives are isolated in 70-90 percent yield.
- Prato, Maurizio,Quintily, Ugo,Scapol, Lucia,Scorrano, Gianfranco
-
-
- Synthesis and Spectral Characterization of Blue Dyes of the Benzene Series
-
53 Donor-acceptor substituted azo dyes of the benzene series were prepared by diazonium-coupling reactions (1a-s) or halogen-cyanide exchange (->2a-x, 3a-j).Described are the preparation of the amines 4a-m and the coupling compounds 5a-t and the procedure of diazotizing and coupling.The colouristic and spectroscopic data show that compounds of the general formula 1 are excellent brilliant blue azo dyes usefull for dyeing polyester material.
- Thiel, W.,Mayer, R.,Jauer, E.-A.,Modrow, H.,Dost, H.
-
p. 497 - 514
(2007/10/02)
-
- Reduction of Nitroarenes to Anilines in Basic Alcoholic Media
-
Substituted nitrobenzenes are reduced by alkoxide ions in alcohols to the corresponding azoxy and aniline derivatives.The reaction leading to anilines has been investigated in detail.Two different processes have been identified, both initiated by the condensation between the nitrosoarene intermediate (the first product of the reduction reaction) and the product of oxidation of the solvent.The imino derivative thus formed (ArN=CH-COR) may either undergo hydrolysis (to aniline) or form, through a series of redox processes, compounds containing the ArNH-CO moiety.These are also hydrolysed to anilines in a slower reaction.
- Prato, Maurizio,Quintily, Ugo,Scorrano, Gianfranco
-
p. 1419 - 1424
(2007/10/02)
-
- Syntheses of 5-benzylamino>-9-N,N-dialkylaminobenzophenoxazonium Chlorides
-
Reaction of 4-benzylidene-4'-N,N-dimethylaminoaniline (I) with 4-nitrobenzaldehyde in ethanol induces an aldehyde exchange reaction to provide 4-benzaldehyde (II) in crystalline form. 4-benzylidene-α-naphthylamine (IV) obtained by reaction of II with α-naphthylamine, on reduction with sodium amalgam gives 4-benzyl-α-naphthylamine (V).Condensation of V with 5-dimethylamino-2-nitrosophenol and 5-diethylamino-2-nitrosophenol in HCl affords 5-benzylamino>-9-N,N-dimethylaminobenzo phenoxazonium chloride hydrochloride (VI) and 9-N,N-diethylamino analogue (VII), respectively.Treatment of VI and VII with thionyl chloride furnishes 5-benzylamino>-9-N,N-dimethylaminobenzophenoxazonium chloride hydrochloride (VIII) and 9-diethylamino analogue (IX), respectively.The aldehyde exchange method is found to be a useful variant in the preparation of 4-N,N-dimethylaminobenzaldehyde.
- Sen, A. K.,Mukhopadhyay, Sankardeb
-
p. 642 - 645
(2007/10/02)
-
- Azo dyes derived from 3-amino pyridine in hair dye compositions
-
A composition for dyeing hair comprises in a cosmetic vehicle at least one dye compound of the formula STR1 wherein B is selected from the group consisting of STR2 and STR3 wherein R is lower alkyl containing 1-4 carbon atoms, R1 is selected from the group consisting of hydrogen, lower alkyl containing 1-4 carbon atoms, lower alkoxy containing 1-4 carbon atoms and chlorine, R2 is selected from the group consisting of hydrogen, methyl and methoxy, R4 is selected from the group consisting of hydrogen, methyl, chlorine, nitro, amino and acetylamino, R3 is hydrogen or together with R4 forms an unsaturated 6 membered ring carrying a hydroxy substituent chelated with one of the nitrogen atoms of the azo link, and STR4 where R5 is selected from the group consisting of hydrogen, -CH3, -C2 H5 and β-hydroxyethyl, and R6 is selected from the group consisting of hydrogen, --CH3, --C2 H5, β-hydroxyethyl, phenyl and -CH2 SO3 Na, With the proviso that when B is STR5 the anion X- associated with the quaternized nitrogen atom is the anion residue of a member selected from the group consisting of organic acid and mineral acid, said composition having a pH ranging from 3 to 11 and said compound being present in an amount ranging from 0.001 to 1 percent by weight of said composition.
- -
-
-
- 9-(P-phenylazoanilino)-7-methyl-1H-imidazo[4,5-f]quinolines
-
A series of 9-(substituted amino)imidazo[4,5-f]quinolines are effective anthelmintic agents; particularly in respect to the tapeworm Hymenolepis nana.
- -
-
-