Tag: M.W:300-400

192189-07-4, tert-Butyl 3-iodo-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

192189-07-4, General procedure: First, Pd(OAc)2 (4.50 mg, 0.02 mmol), NaHCO3 (210 mg, 2.50 mmol), nBu4NCl (278 mg,1.00 mmol) and dry, degassed DMF (3 mL) were placed in an argon flushed screw-cap Schlenktube. Then, (hetero)aryl iodide 1 (1.00 mmol) and allyl alcohol (2) (1.5 mmol) were added (forexperimental details, see Table 2). The mixture was placed in an oil bath at 50 C and was stirreduntil the educt had disappeared as monitored by TLC. After cooling to room temperature, MgO(75.0 mg, 1.86 mmol), PPh3, (262 mg, 1.00 mmol) and ethyl bromoacetate (167 mg, 1.00 mmol)were subsequently added to the reaction mixture and was heated to 50 C for the time t2. Aftercompletion of the sequence the crude reaction mixture was allowed to cool to room temperatureand diluted with ethyl acetate and extracted three times with water. The organic phase was driedwith anhydrous magnesium sulfate and adsorbed on Celite during evaporation. Then, theproduct was purified by chromatography on silica gel (n-hexane/ethyl acetate) to afford theanalytically pure 5-(hetero)arylpent-2-enoates 4.

As the paragraph descriping shows that 192189-07-4 is playing an increasingly important role.

Reference：
Article; Panther, Jesco; Roehrich, Adalbert; Mueller, Thomas J. J.; ARKIVOC; vol. 2012; 3; (2012); p. 297 – 311;,
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

192189-07-4, tert-Butyl 3-iodo-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,192189-07-4

In a 100 mL round bottom flask, N-Boc-3-iodoindole (0.65 g, 1.45 mmol),Tetrakis (triphenylphosphine) palladium (0.1g, 0.04mmol) was dissolved in 10mL of 1,4-dioxane,Replace gas. Triethylamine (2 mL, 14.5 mmol) and pinacol borane (0.3 mL, 2.2 mmol) were added with a syringe, and the mixture was stirred at 80 C after the dropwise addition. Stop heating after 3h,After cooling to room temperature, Ia-1 (0.58 g, 1.45 mmol) was added to the system under the protection of argon.Cesium carbonate (2.4 g, 7.25 mmol), 12 mL of methanol. After the addition was complete, the system was stirred at 100 C. overnight and monitored by TLC. After the reaction is completed, spin column chromatography is directly performed (V dichloromethane: V methanol = 100: 1 ? V dichloromethane: V methanol = 20: 1),The crude product was directly dissolved in 20 mL of acetonitrile, Boc2O (0.62 mL, 2.7 mmol) was added thereto, DMAP (0.1 g, 0.3 mmol) was stirred at room temperature for 2 h, and TLC was monitored.After the reaction was completed, spin column chromatography was performed directly (V petroleum ether: V ethyl acetate = 100: 1 ? V petroleum ether alkane: V ethyl acetate = 10: 1) to obtain 0.2 g of a white solid with a yield of 30%.

The synthetic route of 192189-07-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Nankai University; Wang Qingmin; Liu Yuxiu; Dong Ji; Wang Ziwen; Song Hongjian; Li Yongqiang; (22 pag.)CN110759893; (2020); A;,
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

1265231-91-1, 3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-(5-Hydrazinyl-1H-benzo[d]imidazol-2-yl)acetamidedihydrochloride 3d (500mg, 1.8mmol) and 3-(dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile 1f (477mg, 1.26mmol) were suspended in 20mL of absoluteethanol, the reaction solution was refluxed for 4 hours. The solution was subjected to suction filtration, the filtercake was washed with 5mL of ethanol then the filtrate was concentrated under reduced pressure. The residue wasfurther separated and purified by silica gel column chromatography (developing agent: system B) to obtainN-(5-(5-amino-4-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)-1H-pyrazol-1-yl)-1H-benzo[d]imida zol-2-yl) acetamide 3e(134mg, brown solid), yield: 13.8%.MS m / z (ESI): 539.8 [M + 1]

1265231-91-1, The synthetic route of 1265231-91-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd; CHEN, Lei; GUAN, Dongliang; BAI, Hua; YAN, Xing; MIAO, Shuai; ZHU, Songsong; (54 pag.)EP3339305; (2018); A1;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1145678-74-5,(1-Tosyl-1H-indol-4-yl)methanamine,as a common compound, the synthetic route is as follows.

Example 3: 1-U1H-indol-4-vhmethvn-9-f4.6-dimethylpyrimidin-2-yl)-1,9- diazaspiror5.51undecan-2-onea) tert-butyl 4-allyl-4-((1-tosvH H-indol-4-yl)methylamino)piperidine-1-carboxylateTo a stirred mixture of 1-Boc-piperidin-4-one (0.25 g, 1.256 mmol), 4 A molecular sieves (0.25 g), allyl boronic acid pinacol ester (0.255 g, 1.507 mmol) in toluene (10.0 mL), 1-tosyl- 1H-indol-4-yl)methanamine (0.45 g, 1.507 mmol) was added and the reaction mixture was heated to reflux for 16 h. The mixture was filtered through a pad of celite. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography (eluent: 10% ethyl acetate in hexane) to yield the title compound as a white solid (0.2 g, 70%). [LCMS RtE = 0.341 , [M+H]+ = 524.0]

1145678-74-5, As the paragraph descriping shows that 1145678-74-5 is playing an increasingly important role.

Reference：
Patent; NOVARTIS AG; BADIGER, Sangamesh; BEHNKE, Dirk; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; OFNER, Silvio; PANDIT, Chetan; ROY, Bernard Lucien; WO2012/55888; (2012); A1;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1265231-91-1,3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile,as a common compound, the synthetic route is as follows.

5-Hydrazinyl-1H-benzo[d][1,2,3]triazole 5b (583mg, 1.98mmol) and 3-(dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile 1f (550mg, 1.45mmol) were suspended in 30mL of absolute ethanol, the reaction solution was heated to reflux for 4 hours. The reaction solution was diluted with 100mL of ethyl acetate, washed with saturated sodium bicarbonate solution (20mL) and then saturated sodium chloride solution (20mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain (5-amino-1-(1H-benzo[d][1,2,3]triazol-5-yl)-1H-pyrazol-4-yl)(1-(phenylsulfonyl)-1H-indol-2-yl) methanone 5c (555mg, brown solid), yield: 89%. MS m / z (ESI): 483.8 [M + 1]

1265231-91-1, 1265231-91-1 3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile 68005411, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd; CHEN, Lei; GUAN, Dongliang; BAI, Hua; YAN, Xing; MIAO, Shuai; ZHU, Songsong; (54 pag.)EP3339305; (2018); A1;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170147-29-2,tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 93B; 5 -Hydroxy-indole- 1-carboxylic acid tert-butyl ester; [0464] A solution of the product of Example 93 A (680 mg, 2.103 mmol) in ethanol (20 mL) was treated with 10% palladium-on-carbon (68 mg) and ammonium formate (265 mg, 4.205 mmol), and stirred at room temperature under a nitrogen atmosphere for 1 hour. The reaction was filtered through a 0.45 mu PTFE membrane and the catalyst washed with methanol. The filtrate was concentrated by rotary evaporation under vacuum and the residue taken up in ethyl acetate (50 mL), washed with water (2 x 25 mL) and brine (25 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to provide the title compound as a white solid (475 mg, 96%).

170147-29-2, 170147-29-2 tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate 10663688, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; ABBOTT LABORATORIES; WO2007/76034; (2007); A2;,
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

170147-29-2, tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ferf-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate (5.75 g, 17.8 mmol), preparedaccording to the procedure described for Example 1, step 1, was added to a mixture of10% Pd/C in EtOH. Ammonium formate was added and the reaction stirred for 6 h. Themixture was filtered through Celite under a blanket of argon and the solvents were thenremoved. The residue was purified by flash chromatography to yield 3.5 g of ferf-butyl 5-hydroxy-1H-indole-1-carboxylate (74%). 1H-NMR (DMSO-d6) 5 9.19 (s, 1H), 7.84-7.78 (d,1H), 7.58-7.52 (d, 1H), 6.91 (s, 1H), 7.78-7.69 (m, 1H), 6.65-6.42 (m, 1H), 1.68-1.59 (s,9H).

170147-29-2, 170147-29-2 tert-Butyl 5-(benzyloxy)-1H-indole-1-carboxylate 10663688, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/51957; (2005); A1;,
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

Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 152121-47-6, Name is SB-203580, molecular formula is C21H16FN3OS. In an article, author is Kushida, Hirotaka,once mentioned of 152121-47-6, Product Details of 152121-47-6.

Ethnopharmacological relevance: Geissoschizine methyl ether (GM), an indole alkaloid from Uncaria hook, is an active ingredient in the traditional Japanese Kampo medicine yokukansan, which is used to treat neurosis, insomnia, irritability, and night crying in children. Aim of the study: Recent our pharmacokinetic studies suggested that there may be gender differences in the plasma concentrations of GM in rats, but not in humans. However, the details of this difference remain unverified. The purpose of this study was to clarify the reasons for the gender differences in rats. Materials and methods: GM plasma pharmacokinetics was compared in male and female rats orally administered yokukansan (4 g/kg). To confirm the involvement of cytochrome P450 (CYP) in GM liver metabolism, GM was incubated with male and female rat liver 59 fraction in the absence or presence of 1-aminobenzotriazole (a nonspecific CYP inhibitor). CYP isoforms involved in GM metabolism were estimated using recombinant rat CYP isoforms and anti-rat CYP antibodies. Results: The maximum GM plasma concentrations were significantly higher in female than in male rats. When GM was incubated with rat liver 59 fractions, GM reduction was more striking in male 59 (69.3%) than that in female 59 (10.0%) and was completely blocked with nonspecific CYP inhibitor 1-aminobenzotriazole. Screening experiments using recombinant rat cytochmme P450 (CYP) isoforms showed that CYP1A1, CYP2C6, CYP2C11, CYP2D1, and CYP3A2 were involved in GM metabolism. Of these CYP isoforms, the use of anti-rat CYP antibodies indicated that male-dependent CYP2C11 and CYP3A2 were predominantly involved in the liver micro-somal GM metabolism with gender differences. Conclusions: These results suggest that the cause of gender differences in plasma GM pharmacokinetics in rats is most likely because of male-dependent CYP2C11 and CYP3A2, and provide also useful information to further evaluate the pharmacological and toxicological effects in future. This study is the first to demonstrate that the gender differences in plasma GM pharmacokinetics in rats are caused by the gender-dependent metabolism of GM.

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Reference:
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

Electric Literature of 162359-56-0, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. 162359-56-0, Name is Fingolimod hydrochloride, SMILES is OCC(CCC1=CC=C(CCCCCCCC)C=C1)(N)CO.[H]Cl, belongs to indole-building-block compound. In a article, author is Rai, Amit, introduce new discover of the category.

Plant genomes remain highly fragmented and are often characterized by hundreds to thousands of assembly gaps. Here, we report chromosome-level reference and phased genome assembly of Ophiorrhiza pumila, a camptothecin-producing medicinal plant, through an ordered multi-scaffolding and experimental validation approach. With 21 assembly gaps and a contig N50 of 18.49Mb, Ophiorrhiza genome is one of the most complete plant genomes assembled to date. We also report 273 nitrogen-containing metabolites, including diverse monoterpene indole alkaloids (MIAs). A comparative genomics approach identifies strictosidine biogenesis as the origin of MIA evolution. The emergence of strictosidine biosynthesis-catalyzing enzymes precede downstream enzymes’ evolution post gamma whole-genome triplication, which occurred approximately 110 Mya in O. pumila, and before the whole-genome duplication in Camptotheca acuminata identified here. Combining comparative genome analysis, multi-omics analysis, and metabolic gene-cluster analysis, we propose a working model for MIA evolution, and a pangenome for MIA biosynthesis, which will help in establishing a sustainable supply of camptothecin.Ophiorrhiza pumila is a medicinal plant that can produce the anti-cancer monoterpene indole alkaloid (MIA) camptothecin. Here, the authors report its genome assembly and propose a working model for MIA evolution and biosynthesis through comparative genomics, synteny, and metabolic gene cluster analyses.

Electric Literature of 162359-56-0, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about 162359-56-0 is helpful to your research.

Reference:
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

A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, Formula: C11H19NO9, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 131-48-6, Name is N-Acetylneuraminic Acid, molecular formula is C11H19NO9. In an article, author is Kulinich, Andrii, V,once mentioned of 131-48-6.

The electronic structure of a series of benzo [cd] indole-based merocyanines and cationic polymethine dyes has been analyzed in both the ground and fluorescent states using the DFT and TD-DFT computations. The obtained data has shown the marked difference between the benzo[cd]indole dyes and those based on such typical heterocyclic cores as indole and benzimidazole. Namely, in the former, the frontier MOs have much greater coefficients at the end group(s), which leads to an enhancement of vibronic interactions in the long-wavelength absorption and fluorescence transitions. This effect seems to be the major cause of the low fluorescence lifetimes and fluorescence quantum yields of benzo[cd]indole dyes.

If you’re interested in learning more about 131-48-6. The above is the message from the blog manager. Formula: C11H19NO9.

Reference:
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