Category: 1677-47-0

Dutt, Rohit published the artcileImproved superaugmented eccentric connectivity indices – Part II: Application in development of models for prediction of hiCE and hCE1 inhibitory activities of isatins, Category: indole-building-block, the main research area is carboxylesterase liver intestine superaugmented eccentric connectivity topochem index.

Topochem. versions of all the four superaugmented eccentric connectivity indexes (denoted by: SAcξ4c, SAcξ5c, SAcξ6c, and SAcξ7c) were utilized for the development of models for prediction of hiCE and hCE1 inhibitory activities. The values of these topochem. indexes were computed for each of the 65 analogs constituting the data set using an inhouse computer program. Resulting data was analyzed and suitable models were developed after identification of the active ranges by maximization of moving average with regard to active derivatives Subsequently, two biol. activities were assigned to each analog using proposed models, which were then compared with the reported hiCE and hCE1 inhibitory activities. Statistical significance of topol. indexes/models was investigated through sensitivity, specificity, and Matthews correlation coefficient (MCC). The overall accuracy of prediction varied from a min. of 81% for a model based upon SAcξ4c to a maximum of 92% in case of a model based upon SAcξ5c with regard to hiCE inhibitory activity and from a min. of 85% for a model based upon SAcξ4c to a maximum of 94% in case of a model based upon SAcξ7c with regard to hCE1 inhibitory activity. An excellent relationship between new generation superaugmented eccentric connectivity topochem. indexes (SAcξ4c, SAcξ5c, SAcξ6c, and SAcξ7c) and hiCE and hCE1 inhibitory activities can be attributed to the sensitivity of the proposed topol. indexes toward nature, number, and relative position of heteroatom. High predictability amalgamated with high potency of the active ranges offer proposed models a vast potential for providing lead structures for development of potent and selective hiCE and hCE1 inhibitors.

Medicinal Chemistry Research published new progress about Drug design. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Category: indole-building-block.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Harrison, Darwin Anil published the artcileSynthesis and antifungal activity of 1-aminomethyl-3-(p-tolylthiosemicarbazono)-4,5/5,6-dichloroindolin-2-ones, Synthetic Route of 1677-47-0, the main research area is thiosemicarbazide indolinedione amine formaldehyde condensation Mannich aminomethylation; aminomethyl thiosemicarbazonoindolinone preparation antifungal.

P-Tolylthiosemicarbazide on condensation with 4,5/5,6-dichloroindoline-2,3-diones gave 3-(p-tolylthiosemicarbazono)-4,5/5,6-dichloroindolin-2-ones which on aminomethylation with secondary amines in the presence of formaldehyde gave 1-aminomethyl-3-(p-tolylthiosemicarbazono)-4,5/5,6-dichloroindolin-2-ones. The compounds were screened for their antifungal potential against human pathogenic fungi and their structures were elucidated with the help of elemental anal. and spectral data (1H NMR and Mass).

Indian Journal of Heterocyclic Chemistry published new progress about Fungicides. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Synthetic Route of 1677-47-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Hlavac, Jan published the artcileSynthesis of oxo analogs of Lamotrigine and related compounds, Safety of 4,5-Dichloroisatin, the main research area is azauracil preparation coupling cyanoacetylcarbamate; Lamotrigine oxo analog preparation; triazinedione functionalized preparation; indolotriazinone preparation.

Lamotrigine oxo analogs I (R1 = H, Cl, Br, iodo, HO) were prepared from azauracil I (R1 = NH2) via the formation of the intermediate diazonium salt. Coupling of this diazonium salt with Et cyanoacetylcarbamate gave the corresponding carbamoyl hydrazone, which underwent intramol. cyclization upon reflux in pyridine to afford bis(triazinyl)benzene II containing two 6-azauracil rings.

ARKIVOC (Gainesville, FL, United States) published new progress about azauracil preparation coupling cyanoacetylcarbamate; Lamotrigine oxo analog preparation; triazinedione functionalized preparation; indolotriazinone preparation. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Safety of 4,5-Dichloroisatin.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Hyatt, Janice L. published the artcileSelective Inhibition of Carboxylesterases by Isatins, Indole-2,3-diones, Application In Synthesis of 1677-47-0, the main research area is isatin inhibitor carboxylesterase structure activity relationship drug metabolism.

Carboxylesterases (CE) are ubiquitous enzymes thought to be responsible for the metabolism and detoxification of xenobiotics. Numerous clin. used drugs including Demerol, lidocaine, capecitabine, and CPT-11 are hydrolyzed by these enzymes. Hence, the identification and application of selective CE inhibitors may prove useful in modulating the metabolism of esterified drugs in vivo. Having recently identified benzil (diphenylethane-1,2-dione) as a potent selective inhibitor of CEs, we sought to evaluate the inhibitory activity of related 1,2-diones toward these enzymes. Biochem. assays and kinetic studies demonstrated that isatins (indole-2,3-diones), containing hydrophobic groups attached at a variety of positions within these mols., could act as potent, specific CE inhibitors. Interestingly, the inhibitory potency of the isatin compounds was related to their hydrophobicity, such that compounds with clogP values of <1.25 were ineffective at enzyme inhibition. Conversely, analogs demonstrating clogP values >5 routinely yielded Ki values in the nM range. Furthermore, excellent 3D QSAR correlates were obtained for 2 human CEs, hCE1 and hiCE. While the isatin analogs were generally less effective at CE inhibition than the benzils, the former may represent valid lead compounds for the development of inhibitors for use in modulating drug metabolism in vivo.

Journal of Medicinal Chemistry published new progress about Drug metabolism. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Application In Synthesis of 1677-47-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Kumar, A. Sanjeeva published the artcileIndium/Fe(III)- mediated regioselective β-cross-coupling aldol type addition reaction of activated alkenes with isatins/isatinimines in aqueous media, HPLC of Formula: 1677-47-0, the main research area is hydroxy oxindole regioselective preparation; alkene isatin indium iron catalyst coupling aldol addition; amino oxindole regioselective preparation; isatinimine alkene indium iron catalyst Mannich coupling.

A highly efficient and regioselective synthesis of 3-amino/hydroxy-substituted oxindole derivatives, e.g., I and II, via β-cross coupling aldol type addition reaction of activated alkenes with isatins and Mannich-type coupling of isatinimines in presence of indium/Fe (III) was described. This synthetic protocol explores a broad substrate scope and smoothly proceeds under base-free conditions and resulting products were obtained in a short reaction time with moderate to high yields.

RSC Advances published new progress about Aldol addition. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, HPLC of Formula: 1677-47-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Onyeibor, Onyeka published the artcileSynthesis of Some Cryptolepine Analogues, Assessment of Their Antimalarial and Cytotoxic Activities, and Consideration of Their Antimalarial Mode of Action, Safety of 4,5-Dichloroisatin, the main research area is cryptolepine analog preparation; antiplasmodial cytotoxic antimalarial cryptolepine analog preparation; beta hematin formation inhibition cryptolepine preparation.

A series of analogs of cryptolepine were synthesized and evaluated for their in vitro antiplasmodial and cytotoxic properties. The IC50 values of several compounds against Plasmodium falciparum (strain K1) were <0.1 μM, 5-10-fold lower than that of cryptolepine but their cytotoxicities were only 2-4 times greater than that of cryptolepine. Compounds with a halogen in the quinoline ring and a halogen or a nitro group in the indole ring have enhanced antiplasmodial activity. In mice infected with P. berghei, the 7-bromo-2-chloro and 2-bromo-7-nitro derivatives of cryptolepine suppressed parasitemia by >90% at doses of 25 mg kg-1 day-1 with no apparent toxicity to the mice. 2,7-Dibromocryptolepine was evaluated at several dose levels, and a dose-dependent suppression of parasitemia was seen (ED90 = 21.6 mg kg-1 day-1). The antimalarial mode of action of cryptolepine suppressed parasitemia by >90% at doses of 25 mg kg-1 day-1 with no apparent toxicity to the mice. appears to be similar to that of chloroquine and involves the inhibition of hemozoin formation. A number of analogs were assessed for their effects on the inhibition of β-hematin (hemozoin) formation, and the results were compared with their antiplasmodial activities having taken account of their predicted accumulation into the acidic parasite food vacuole. No correlation was seen (r2 = 0.0781) suggesting that the potent antimalarial activity of compounds such as 2,7-dibromocryptolepine involves other mechanisms in addition to the inhibition of hemozoin formation.

Journal of Medicinal Chemistry published new progress about Antimalarials. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Safety of 4,5-Dichloroisatin.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zheng, Xudong published the artcileSynthesis of substituted tryptanthrin via aryl halides and amines as antitumor and anti-MRSA agents, Related Products of indole-building-block, the main research area is tryptanthrin derivative synthesis aryl halide amine antitumor anti MRSA.

The natural alkaloid, tryptanthrin (indolo[2,1-b]quinazoline-6,12-dione, I), and its analogs are found to exhibit potent antitumor and anti-MRSA activities. An efficient and convenient method has been developed for the synthesis of tryptanthrin D-ring derivatives through the reaction of substituted tryptanthrins and secondary amines in moderate to good yields. Some of the new compounds exhibited antitumor activities against the human tumor cell lines A549, HCT116 and MDA-MB-231, with mean IC50 values at low micromolar levels. In addition, some of the compounds showed excellent anti-MRSA activities and were more effective than vancomycin, with MIC values of 0.31-1.25 μg/mL for Mu50,RN4220, and Newman strains.

Tetrahedron published new progress about Antibacterial agents. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Related Products of indole-building-block.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Kumar, G. Santosh published the artcileCatalyst-free synthesis of 3-hydroxy-3-(alkyl/aryl)indolin-2-ones by addition of organoaluminum reagents to isatins, SDS of cas: 1677-47-0, the main research area is isatin organoaluminum reagent addition; alkyl hydroxyindolinone preparation; phenyl hydroxyindolinone preparation.

An efficient synthesis of 3-hydroxy-3-(alkyl/aryl)indol-2-one derivatives I (R = H, Me, Bn; R1 = H, Cl, Br; R2 = H, Cl, Br, I, F, OCF3, NO2; R3 = H, Cl, Br) has been described by the reactions of isatin with organoaluminum reagents. The reaction is very rapid and yields are high. The protocol is applicable for substituted isatins as well as a variety of organoaluminums.

Tetrahedron Letters published new progress about Addition reaction. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, SDS of cas: 1677-47-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Sirisoma, Nilantha published the artcileDiscovery of substituted N’-(2-oxoindolin-3-ylidene)benzohydrazides as new apoptosis inducers using a cell- and caspase-based HTS assay, Computed Properties of 1677-47-0, the main research area is antitumor oxoindolinylidenebenzohydrazide preparation apoptosis neoplasm.

The discovery of a series of substituted N’-(2-oxoindolin-3-ylidene)benzohydrazides as inducers of apoptosis using a proprietary cell- and caspase-based ASAP HTS assay is reported. Through SAR studies, N’-(4-bromo-5-methyl-2-oxoindolin-3-ylidene)-3,4,5-trimethoxybenzohydrazide (3g) was identified as a potent apoptosis inducer with an EC50 value of 0.24 μM in human colorectal carcinoma HCT116 cells, more than a 40-fold increase in potency from the initial screening hit N’-(5-bromo-2-oxoindolin-3-ylidene)-3,4,5-trimethoxybenzohydrazide (2a). Compound 3g also was found to be highly active in a growth inhibition assay with a GI50 value of 0.056 μM in HCT116 cells. A group of potentially more aqueous soluble analogs were prepared and found to be highly active. Among them, compound 4e incorporating a Me piperazine moiety was found to have EC50 values of 0.17, 0.088 and 0.14 μM in human colorectal carcinoma cells HCT116, hepatocellular carcinoma cancer SNU398 cells and human colon cancer RKO cells, resp. Compounds 3g and 4e were found to function as inhibitors of tubulin polymerization

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Computed Properties of 1677-47-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Maddela, Srinubabu published the artcileSynthesis of isatin-quinoline conjugates as possible biologically active agents, Recommanded Product: 4,5-Dichloroisatin, the main research area is isatin quinoline conjugate preparation antibacterial antifungal antiinflammatory; quinolinyl hydrazide isatin condensation.

A series of 12 new quinoline-3-carbohydrazide derivatives I (R = H, 5-F, 4-Cl, 7-Cl, etc.) were synthesized by the condensation of quinolinyl hydrazide with different isatins. The synthesized compounds were evaluated for in vitro antimicrobial and in vivo anti-inflammatory activity. Tested compounds exhibited moderate to good antibacterial and antifungal activity. Evaluation of the compounds revealed remarkable anti-inflammatory activity and were comparable with standard, indomethacin. Compounds I (R = 5-O2N, 5-F, 7-Cl, 4-Cl) inhibited paw edema in a carrageenan-induced rat hind paw edema model.

Toxicological & Environmental Chemistry published new progress about Anti-inflammatory agents. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Recommanded Product: 4,5-Dichloroisatin.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles