610-27-5Relevant articles and documents
CYCLIC PEPTIDE ANALOGS OF MELANOCORTIN AND AMANITIN AND METHODS OF MAKING SUCH
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Paragraph 0115, (2021/01/29)
The invention described herein is based in part on the discovery of a protein/peptide crosslink, which introduces fluorescent properties, and which has been applied to synthesize analogues of melanocortin and amanitin as choice peptides to be explored in the context of isoindole peptides. Without limitation, it is expected that those trained in the art of peptide synthesis and stapling would appreciate the consequences of this invention such that other peptides of varied length can be similarly constrained by isoindole staples as featured herein.
Fluorescent Isoindole Crosslink (FlICk) Chemistry: A Rapid, User-friendly Stapling Reaction
Todorovic, Mihajlo,Schwab, Katerina D.,Zeisler, Jutta,Zhang, Chengcheng,Bénard, Francois,Perrin, David M.
supporting information, p. 14120 - 14124 (2019/07/31)
The stabilization of peptide secondary structure via stapling is a ubiquitous goal for creating new probes, imaging agents, and drugs. Inspired by indole-derived crosslinks found in natural peptide toxins, we employed ortho-phthalaldehydes to create isoindole staples, thus transforming inactive linear and monocyclic precursors into bioactive monocyclic and bicyclic products. Mild, metal-free conditions give an array of macrocyclic α-melanocyte-stimulating hormone (α-MSH) derivatives, of which several isoindole-stapled α-MSH analogues (Ki≈1 nm) are found to be as potent as α-MSH. Analogously, late-stage intra-annular isoindole stapling furnished a bicyclic peptide mimic of α-amanitin that is cytotoxic to CHO cells (IC50=70 μm). Given its user-friendliness, we have termed this approach FlICk (fluorescent isoindole crosslink) chemistry.
Naphthalenes Oxidation by Aqueous Sodium Hypochlorite Catalyzed by Ruthenium Salts under Phase-Transfer Catalytic Conditions
Patil, Rajendra D.,Sasson, Yoel
, p. 991 - 997 (2016/04/20)
Highly effective and fast oxidation of naphthalene(s) to phthalic acid(s) under biphasic conditions using nominal catalyst loading (0.5 mol%) of ruthenium chloride, 2.5 mol% tetrabutyl ammonium bromide as phase transfer catalyst and inexpensive aqueous sodium hypochlorite (NaOCl) as reagent has developed. Recovery, regeneration and reuse of the catalytic system add its merit to green chemistry.
Synthesis method of 2,4-diaminobenzoic acid
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Paragraph 0006, (2016/11/09)
The present invention discloses a synthesis method of 2,4-diaminobenzoic acid, and belongs to the field of chemical synthesis. The synthesis method comprises the following steps: using phthalic anhydride as a raw material; adding concentrated sulfuric acid and fuming nitric acid to generate 4-nitrophthalic acid; adding acetic anhydride into the 4-nitrophthalic acid and heating until the solid is completely dissolved; washing ether to obtain 4-nitro phthalic anhydride; mixing and heating the 4-nitro phthalic anhydride with urea; evacuating a reaction system; then adding hydrochloric acid to obtain 4-nitro-2-formyl acetaminobenzoic acid; obtaining 2-amino-4-nitrobenzoic acid under the conditions of a sodium hypochlorite solution and an ice bath; and finally refluxing with absolute ethanol, and adding an ammonium sulfide solution to finally produce 2,4-diaminobenzoic acid by using microwave heating and other conditions.
An efficient one pot method for synthesis of carboxylic acids from nitriles using recyclable ionic liquid [bmim]HSO4 Dedicated to my mentor Professor (Mrs.) Krishna Misra on her 76th birthday
Kumar, Satyanand,Dixit, Sandeep Kumar,Awasthi, Satish Kumar
supporting information, p. 3802 - 3804 (2014/07/07)
Environmentally benign ionic liquid [bmim]HSO4 was found suitable for conversion of nitriles into carboxylic acids under mild conditions with excellent purity.
Inclusion complex containing epoxy resin composition for semiconductor encapsulation
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, (2014/03/21)
The invention is an epoxy resin composition for sealing a semiconductor, including (A) an epoxy resin and (B) a clathrate complex. The clathrate complex is one of (b1) an aromatic carboxylic acid compound, and (b2) at least one imidazole compound represented by formula (II): wherein R2 represents a hydrogen atom, C1-C10 alkyl group, phenyl group, benzyl group or cyanoethyl group, and R3 to R5 represent a hydrogen atom, nitro group, halogen atom, C1-C20 alkyl group, phenyl group, benzyl group, hydroxymethyl group or C1-C20 acyl group. The composition has improved storage stability, retains flowability when sealing, and achieves an effective curing rate applicable for sealing delicate semiconductors.
Rational design of colorimetric reagent for sensitivity and selectivity enhancement for β hydroxy acid of simvastatin
Bhatia, Manish S.,Jadhav, Swapnil D.,Dhavale, Rakesh P.,Choudhari, Prafulla B.
, p. 496 - 501 (2013/08/23)
Simvastatin is used in the treatment of hypercholesterolemia as β hydroxy acid of simvastatin (BHA) which inhibits 3-hydroxy methyl glutaryl coenzyme A involved in cholesterol synthesis. The present communication deals with the development of colorimetric method for estimation of BHA through rational design of colorimetric reagent for sensitivity and selectivity enhancement. BHA is an active metabolite as well as impurity of simvastatin, synthesized by alkaline hydrolysis of simvastatin. In the developed colorimetric method, improvement in the sensitivity of quantification of BHA was found to be more than 660 folds. The detector response for BHA in colorimetric method was found to be linear in concentration range of 0.1- 3.2ng/mL. This method was validated using ICH Q2B (R1) guidelines. The reported method is found to be simple, precise, accurate, rapid and economic for quantification of BHA. The colorimetric method can be optimized further for quantification of BHA in simvastatin formulations and in plasma.
Design, synthesis and in-vitro cytotoxicity of novel platinum (II) complexes with phthalate as the leaving group
Sharma, Rajiv,Rawal, Ravindra K.,Malhotra, Manav,Gaba, Tripti,Sharma,Bhardwaj
, p. 872 - 878 (2013/12/04)
Three platinum (II) complexes (6-8) with phthalate as the leaving group were synthesized and characterized by FTIR, 1H NMR, 13C NMR, mass spectrometry and elemental analysis. In-vitro cytotoxicity of all three complexes was evaluated using COLO 205 (human colon cancer cell line) against the parent drug "oxaliplatin". The compound 4-amino-(transcyclohexane-1,2-diamine) platinum(II) (8) showed potent cytotoxicity with IC50 = 0.12 μM as compared to oxaliplatin (IC50 = 0.19 μM) and its aqueous solubility was found to be 16 mg/mL which is higher than oxaliplatin (8 mg/mL). The acute toxicity showed that the platinum complex (8) was less toxic than oxaliplatin. Molecular oxaliplatin-DNA complex structure indicates that the diaminocyclohexane (DACH) and Pt (II) showed interactions with N7 and O6 of GG base pairs of DNA helix. In this present study, it is interesting to note that all three platinum based anticancer agents with phthalate as the leaving group exhibited great cytotoxicity, less toxicity, good lipophilicity as well as better aqueous solubility. 2013 Bentham Science Publishers.
Synthesis, characterization and thermal properties of some new azopolyimides
Logesh,Rajendiran
experimental part, p. 3033 - 3038 (2012/08/29)
A new class of aromatic azopolyimides were synthesized from aromatic diamine with 3,3',4,4'-azobenzenetetracarboxlic dianhydride. The synthesis involved the reaction of the dianhydride with respective diamine to yield an intermediate, soluble, open chain
Synthesis and anticonvulsant activity of some N-phenylphthalimides
Bailleux,Vallee,Nuyts,Vamecq
, p. 1817 - 1821 (2007/10/02)
The anticonvulsant potential of a series of N-phenylphthalimide derivatives has been screened in subcutaneous pentylenetetrazole seizure (scPTZ) and maximal electroshock seizure (MES) tests. Intraperitoneal 4-amino-N-phenylphthalimides were the most potent agents against MES in mice. Referring to the N-(2,6-dimethylphenyl)phthalimide structure, the order of anticonvulsant activity appears to correspond to the phthalimide ring substitution pattern of 4-amino > 4-nitro > 4-methyl; H > 3-nitro; 3-amino. The 4-amino-N-(2-methylphenyl)phthalimide displays an anti-MES ED50 of 47.61 μmol/kg with a protective index (PI) of 4.2. Oral administration to rats of the compounds found to be active in mice showed that the 4-amino-N-(2,6-dimethylphenyl)phthalimide is the most potent anti-MES agent in rats, exhibiting an ED50 of 25.2 μmol/kg and a PI greater than 75. Regarding the nature of the 2 and 6 substituents of the N-phenyl ring, the anticonvulsant efficiencies may be ordered as follows: 2,6-dimethyl > 2-methyl > 2-ethyl > 2-ethyl-6-methyl > 2,6-diethyl > unsubstituted phenyl ring. N-Phenylphthalimide derivatives seem to have great potential as candidate anticonvulsant drugs.
