Indole-3-Carboxaldehyde CAS 487-89-8
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- Appearance: White powder
- Purity: 99. 0%min
- Stock: In stock
- Sample: Available
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Indole-3-Carboxaldehyde: The Complete Guide
Indole-3-Carboxaldehyde for Sale
|Other Name:||Indole-3-aldehyde; Indole carboxaldehyde; 3-Formylindole|
|Type:||Pharmaceutical and pesticide intermediates; Daily chemicals; Pharmaceutical raw materials; Organic raw materials|
What is Indole-3-Carboxaldehyde?
Indole-3-carbaldehide (I3A), likewise called indole-3-aldehide and 3-formylindole, is a metabolite of dietary l-tryptophan, which is manufactured by human gastrointestinal germs, specifically Lactobacillus types. I3A is a biologically active metabolite, which can be used as a receptor agonist for aryl hydrocarbon receptors in digestive tract immune cells, therefore stimulating the manufacturing of interleukin 22, which promotes mucosal response.
The molecular formula of 3-indole formaldehyde is C9H7NO, and also the loved one molecular weight is 145.161. It has been reported that 3-indole formaldehyde has specific anti-bacterial, anti-inflammatory as well as anti-tumor biological tasks. Furthermore, 3-indole formaldehyde is likewise a vital pharmaceutical and organic intermediate, which can be made use of to manufacture numerous compounds with physical as well as pharmacological activities, such as indoleacetic acid, indomethacin, and so on. Today, among the primary resources of 3-indole formaldehyde is chemical synthesis, however the chemical synthesis procedure is relatively intricate, entailing lots of poisonous and also unsafe reagents, and the return is restricted; One more means is to remove from all-natural plants, which also has the issues of troublesome extraction procedure and also low yield. Presently, there is no report on the method of drawing out 3-indole formaldehyde from sea squirt.
- Indole-3-carbaldehide has antifungal properties and partially explains the protective effect of ampullaria disease observed in amphibian species carrying Janthinobecterium vividum on their skin.
- Drug intermediates; Starting materials for the synthesis of higher order indoles, including isoindolo [2,1-a] indoles, aplysinopsins and 4-substituted tetrahydrobenz [cd] indoles.
- Indole-3-carboxaldehide is a biochemical material used to prepare the analogues of indole plant antitoxin cyclobrassinin with NR1R2 team. It has likewise been utilized as a starting material for the synthesis of greater order indoles, including isoindolo [2,1-a] indole, aplysinopsins and 4-substituted tetrahydrobenzo [cd] indole.
- It has been reported that 3-indole formaldehyde has specific anti-bacterial, anti-inflammatory and anti-tumor biological activities. Additionally, 3-indole formaldehyde is also a vital pharmaceutical and also organic intermediate, which can be utilized to synthesize numerous compounds with physiological and also pharmacological tasks, such as indoleacetic acid, indomethacin, etc.
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Application of Synthesis of Bioactive Indole Alkaloids
Indole alkaloids are a huge course of all-natural items. Their varied as well as complicated frameworks have strong organic tasks, such as anticancer, anti-inflammatory, anti-bacterial, antimalarial, antimalarial and also healthy protein kinase inhibition. The splitting up of bioactive substances from natural sources is a tough, pricey and also extremely time-consuming process, so the artificial path is easier than all-natural separation to supply such compounds in big quantities. 1H-indole-3-carboxaldehide is an effective precursor for the synthesis of bioactive indole alkaloids utilizing 1H-indole-3-carboxaldehide as well as its derivatives.
Plant antivenin is a secondary metabolite developed by plants subjected to stress problems. The formed compounds constitute an essential protection against pathogenic microbes. The common core framework of greater than 20 type of separated cruciferous plant antitoxins is indole with side chain or heterocycle including one or two sulfur atoms (blend or link) More than 20 sort of plant antitoxins have been determined in cruciferous plants, which exist in several day-to-day edible vegetables. Instances of these veggies are Chinese cabbage (brassica campestris, methoxyprostadin, cyclobrassino and also methoxyprostadin), Japanese radish (brassica campestris and spirochrosin), Japanese cabbage (methoxyprostadin An and also B), Japanese turnips (cyclobrassino as well as methoxyprostadin), Japanese pseudoephedrine (camalexin) and Indian mustard (brassino).
The seclusion of indole plant antiserum from cruciferous plants does not give enough quantity for organic screening. Therefore, an artificial technique has been established to prepare sufficient amounts of indole plant antivenins, including brassinol, cyclobrassinol, brassinol, cyclobrassinone, brassinol as well as (S) – (–) – spiropressinin. The essential intermediate of indole plant antivenin synthesis is 3-aminomethylindole, which is prepared from indole-3-formaldehyde.
4 bis (indole) alkaloids, rhopaladines A-D, were separated from Rhopalaea sp, an Okinawa marine tunica. Rhopaladin B showed inhibitory task against cell cycle-dependent kinase IV and also c-ErbB-2 kinase. Rhopaladin C revealed anti-bacterial task against Sacina lutea and also Corynebacterium xerosis Rhopaladins C as well as D were prepared from indole-3-formaldehyde.
Coscinamides An and B are marine all-natural products having bis (indole) divided from the sponge Cossinoderma sp. The preparation of coscinamides An as well as B starts from the protection of 1H-indole-3-carboxaldehide making use of Roush approach.
Dipodazine, Isocryptolepine and Dipodazine were separated from Penicillium dipodomyis and also subsequently from the meat related Penicillium nagiovese as well as characterized as the primary metabolites. In the presence of cesium carbonate, dipolydazine was manufactured by stereoselective aldol condensation of N-protected indole-3-formaldehyde 1b as well as 1,4-diacetyl-2,5- piperazine dione Although bifendazine does disappoint any organic activity, it is reported that it has several analogues that are energetic as antifouling representatives. Isocryptolepine is an indolequinoline alkaloid isolated from the West African plant Cryptolepis sanguinolenta. In 2011, it was reported that the total synthesis of isocryptoterpenes with photo-induced cyclization. The response of 1H-indole-3-formaldehyde (1a) with aniline in antarctic acetic acid to get the equivalent Schiff base is a vital step.
1-Oxcarbazole alkaloids (clausine E, mukonine and also koenoline) were isolated from higher plants of Rutaceae. Its synthesis entails the activation as well as intramolecular cyclization of monoester acid, which is acquired by the reaction of 1H-indole-3-formaldehyde (1a) with dimethyl succinate and also sodium hydride in methanol (Stobbe condensation).
Preparation of Indole-3-Carboxaldehyde
A method for isolating 1-hydrogen-3-indole formaldehyde from Ascidian ascidum, comprising:
1) Take Ascidian rugosa, extract it with ethanol to obtain crude ethanol extract; dissolve the crude ethanol extract with methanol and filter, concentrate the filtrate to obtain a crude extract solution, the volume ratio of crude extract solution to normal phase silica gel is 1:4 ～8 ratio, use 100～200 mesh normal phase silica gel for column chromatography; use dichloromethane-methanol mixture as eluent, and follow the sequence of 100% dichloromethane→0.5～1.5% methanol→8～12% Methanol→45～55% methanol→100% methanol for gradient elution, each gradient eluted 1～7 column volumes, collected the eluate of each column volume respectively, concentrated to dryness, and carried out TLC separation; the TLC The separation conditions are: silica gel G254 thin-layer plate, and the developing agent is a mixture of dichloromethane-methanol with a volume ratio of 8-12:1;
2) Take the components with an Rf value of 0.15-0.25 in step 1) TLC, combine them and perform reversed-phase solid-phase extraction separation, use BondElutC18 solid-phase extraction column, vacuum solid-phase extraction device, wet loading, use methanol-water The mixed solution was used as the eluent, and the gradient elution was carried out sequentially according to 100% water → 25-35% methanol → 65-75% methanol → 100% methanol, and 1-7 column volumes were eluted in each gradient. eluent, to obtain 100% water component, 25-35% methanol component, 65-75% methanol component, and 100% methanol component;
3) taking the 25-35% methanol component obtained in step 2), and concentrating to dryness to obtain a crude product;
4) Take the crude product obtained in step 3), configure it with methanol to 0.8-1.2 mg/ml, and use HPLC to purify; HPLC conditions are: stationary phase: HPLC semi-preparative column ODS-A, 20 × 250 mm, column inner diameter 5 μm; Mobile phase: 45-55% methanol; flow rate: 6-10ml/min; injection volume: 0.95-1.05ml; detector: detection wavelength: 210nm and 254nm; collect the eluate when the large peak appears in 12-18min, concentrate, That is, 3-indole carboxaldehyde.
- Indole-3-carbaldehyde – WikiPedia
- CN201510336497.9 A method for separating 1-hydrogen-3-indole formaldehyde from ascidian ascidian
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