5-Benzyloxyindole hmoovyog ib qho organic compound nrog CAS 1215-59-4 thiab molecular mis C18H15NO. Nws yog xim dawb rau lub teeb daj, feem ntau nyob rau hauv daim ntawv crystalline. Muaj ib qho tsw ntxhiab tsw, tab sis tsis pom tseeb saj. Cov ntxhiab no feem ntau yog los ntawm lub nplhaib benzene hauv nws cov qauv molecular. Nws cov qauv molecular muaj benzene rings thiab nitrogen heterocycles, yog li nthuav tawm cov yam ntxwv sib txawv ntawm cov organic sib xyaw hauv cov tsos. Nws muaj qhov zoo solubility thiab tuaj yeem yaj hauv feem ntau cov kuab tshuaj organic, xws li cawv, ethers, ketones, thiab lwm yam.
Txawm li cas los xij, nws cov solubility hauv dej yog qhov tsawg. Nws tsis muaj qhov tseem ceeb conductivity thiab yog li ntawd tuaj yeem suav hais tias yog cov khoom tsis yog -cov khoom siv hluav taws xob. Qhov no muaj feem xyuam rau qhov tsis muaj kev ywj pheej txav tau hluav taws xob hauv nws cov qauv molecular. Nyob ruaj khov ntawm chav tsev kub thiab siab, tab sis tej zaum yuav raug decomposition los yog oxidation tshwm sim nyob rau hauv tej yam kev mob. Piv txwv li, nyob rau hauv lub xub ntiag ntawm muaj zog acids los yog bases, lawv cov qauv molecular tej zaum yuav undergo fragmentation los yog transformation. Nws muaj kev siv dav hauv cov teb xws li tshuaj, biotechnology, thiab organic synthesis.
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|
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C.F |
C15H13 Nr |
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E.M |
223 |
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M.W |
223 |
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m/z |
223 (100.0%), 224 (16.2%), 225 (1.2%) |
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E.A |
C, 80.69; H, 5.87; N, 6.27; O, 7.17 |
5-Benzyloxyindole hmoov(5-Benzyindole) yog ib qho indole compound nrog cov qauv tshuaj tshwj xeeb, uas tau pom cov txiaj ntsig ntawm kev siv tshuaj lom neeg, kev tshawb fawb tshuaj thiab kev tsim kho, cov ntaub ntawv tshawb fawb thiab lwm yam.
Chemical synthesis teb
Regional thiab stereoselective catalytic cov tshuaj tiv thaiv & Hlau dawb catalytic cov tshuaj tiv thaiv
5-Benzyindole tuaj yeem siv los ua ib qho tseem ceeb reagent los koom rau hauv regioselective thiab stereoselective catalytic cov tshuaj tiv thaiv. Piv txwv li:
Morpholine catalyzed C-3 alkynylation cov tshuaj tiv thaiv: Hauv cov mob me me, 5-benzyindole tau txais cov tshuaj tiv thaiv C-3 alkynylation ncaj qha nrog , - unsaturated aldehydes nyob rau hauv morpholine catalysis, tsim cov khoom alkynylation nrog cov stereoisomers tshwj xeeb. Cov tshuaj tiv thaiv no tseem ceeb heev nyob rau hauv tag nrho cov synthesis ntawm cov khoom ntuj thiab kev tsim cov tshuaj molecules.
Debenzylation cov tshuaj tiv thaiv nyob rau hauv silica palladium catalytic system: Nyob rau hauv lub silica palladium catalytic system, 5-benzyindole tuaj yeem ua ib qho kev xaiv debenzylation reagent rau kev tiv thaiv pab pawg, ua tiav kev cuam tshuam ntawm hydroxyl pawg ntawm cov haujlwm tshwj xeeb thiab muab cov kauj ruam tseem ceeb rau kev sib txuas ntawm cov molecules nyuaj.
5-Benzyindole kuj tseem siv tau rau hauv cov hlau tsis muaj cov tshuaj tiv thaiv catalytic, xws li:
Friedel Crafts alkylation cov tshuaj tiv thaiv: Raws li ib qho reagent, 5-benzyindole tuaj yeem koom nrog Friedel Crafts alkylation cov tshuaj tiv thaiv nyob rau hauv cov hlau tsis muaj hlau los tsim cov khoom arylalkylation. Cov tshuaj tiv thaiv no yog mob me me thiab zam kev siv cov hlau catalysts, uas yog nyob rau hauv txoj kab nrog txoj kev loj hlob ntawm ntsuab chemistry.
Synthesis ntawm protein kinase C (PKC) inhibitors
5-Benzyindole yog ib qho tseem ceeb nruab nrab rau cov synthesis ntawm protein kinase C (PKC) inhibitors. PKC yog ib hom serine/threonine protein kinase uas koom nrog ntau yam txheej txheem physiological xws li cell proliferation, sib txawv, thiab apoptosis. Los ntawm kev hloov kho cov qauv ntawm 5-benzyindole, PKC inhibitors nrog kev xaiv tshwj xeeb thiab kev ua haujlwm tuaj yeem tsim los kho cov kab mob xws li qog thiab mob.
Synthesis ntawm Indole / Quinoline Thiohydroxyamide Derivatives
5-Benzyindole kuj tseem tuaj yeem siv los ua cov khoom siv indole/quinoline thiolamide derivatives. Cov tebchaw no muaj cov haujlwm lom neeg tshwj xeeb, xws li tshuaj tua kab mob, tshuaj tua kab mob, tshuaj tiv thaiv qog, thiab lwm yam, thiab yog cov kev taw qhia tseem ceeb rau kev txhim kho tshuaj . 5-Benzyindolee, uas yog ib qho tseem ceeb nruab nrab, tuaj yeem siv los tsim lub tsev qiv ntawv ntawm cov khoom siv nrog cov qauv tshwj xeeb los ntawm thiohydroxy acid amidation cov tshuaj tiv thaiv, muab cov khoom siv rau kev tshuaj xyuas tshuaj.
Pharmaceutical research thiab development field
Synthesis ntawm 5-hydroxytryptophan (5-HTP)
5-Benzyindole yog ib qho tseem ceeb nruab nrab ntawm cov synthesis ntawm 5-hydroxytryptophan (5-HTP) . 5-HTP yog ib tug precursor tshuaj ntawm serotonin (5-HT) nyob rau hauv tib neeg lub cev, uas muaj sedative, antidepressant, thiab pw tsaug zog txhim kho cov teebmeem. Los ntawm cov txheej txheem tshuaj synthesis, 5-HTP tuaj yeem npaj tau zoo siv 5-benzyindole ua cov khoom siv raw, ua tau raws li cov kev xav tau ntawm cov chaw muag tshuaj thiab kev noj qab haus huv.
Kev tshawb nrhiav thiab kev txhim kho ntawm cov tshuaj tiv thaiv -cov tshuaj qog nqaij hlav
5-Benzyindole thiab nws cov derivatives muaj peev xwm siv tau tus nqi hauv kev txhim kho cov tshuaj tiv thaiv qog noj ntshav. Kev tshawb fawb tau pom tias qee cov tshuaj indole tuaj yeem cuam tshuam cov qog cell proliferation, induce qog cell apoptosis, inhibit qog angiogenesis, thiab lwm yam. Los ntawm kev hloov kho cov qauv ntawm 5-benzyindole, cov tshuaj molecules nrog ntau dua kev tiv thaiv qog thiab kev xaiv tuaj yeem tsim.
Kev tshawb fawb txog kev kho cov kab mob neurological
5-Benzyloxyindole hmoovkuj muaj peev xwm siv tau rau hauv kev kho mob ntawm cov kab mob neurological. Piv txwv li, serotonin (5-HT) yog ib qho tseem ceeb neurotransmitter koom nrog hauv kev tswj hwm ntau yam kev ua haujlwm ntawm lub cev xws li lub siab xav, pw tsaug zog, thiab qab los noj mov . 5-HTP, ua tus thawj coj ntawm 5-HT, tuaj yeem txhim kho cov paj hlwb los ntawm kev ntxiv 5-HT qib. Yog li, 5-benzyindole muaj nuj nqis tseem ceeb hauv kev tsim cov tshuaj rau kev nyuaj siab, kev ntxhov siab, thiab kev pw tsaug zog.
Kev tshawb fawb txog tshuaj metabolism thiab pharmacokinetics
5-Benzyindole kuj tseem siv tau los ua cov qauv sib xyaw rau kev kawm txog cov txheej txheem metabolic thiab cov tshuaj pharmacokinetic ntawm cov tshuaj. Los ntawm kev taug qab nws qhov nqus, faib, cov metabolism, thiab cov txheej txheem tawm hauv lub cev, cov txheej txheem ntawm kev ua thiab qhov chaw ntawm cov tshuaj lom neeg tuaj yeem raug nthuav tawm, muab cov hauv paus kev tshawb fawb rau kev kho tshuaj thiab kev siv tshuaj kho mob.
Materials Science Field
Synthesis ntawm functional polymer cov ntaub ntawv
5-Benzyindole tuaj yeem siv los tsim cov khoom siv polymer nrog cov haujlwm tshwj xeeb. Piv txwv li, los ntawm kev qhia nws mus rau hauv cov saw hlau polymer loj lossis sab saw, cov ntaub ntawv polymer nrog photoresponsiveness, hluav taws xob teb, lossis biocompatibility tuaj yeem tsim. Cov khoom siv no muaj cov ntawv thov dav dav hauv cov teb xws li cov khoom siv ntse, cov ntaub ntawv biomedical, optoelectronic li, thiab lwm yam.
5-Benzyindole kuj tseem siv tau rau kev npaj cov khoom siv nano. Piv txwv li, nws tuaj yeem ua tus qauv lossis cov khoom ruaj khov los coj kev loj hlob thiab sib sau ua ke ntawm nanoparticles, tsim cov nanostructures nrog cov morphology tshwj xeeb thiab qhov loj.Qhov no hom ntawm nanomaterial muaj peev xwm siv tus nqi hauv cov teb xws li catalysis, sensing, biological imaging, thiab tshuaj xa.
Kev npaj ntawm nanomaterials & Nto hloov cov ntaub ntawv
5-Benzyindole kuj tseem siv tau rau kev npaj cov ntaub ntawv hloov kho saum npoo.
Los ntawm kev kho nws ntawm qhov chaw ntawm cov khoom, cov khoom nto thiab kev ua haujlwm ntawm cov khoom tuaj yeem hloov pauv. Piv txwv li, kev hloov kho 5-benzyindole ntawm cov hlau lossis cov khoom siv polymer tuaj yeem txhim kho cov khoom siv biocompatibility, corrosion kuj, thiab hnav tsis kam. Hom kev hloov kho saum npoo av no muaj qhov tseem ceeb ntawm daim ntawv thov kev lag luam xws li cov cuab yeej kho mob, biosensors, thiab cov ntaub so ntswg engineering.
Agricultural teb & Spices thiab essence
Hauv kev ua liaj ua teb, 5-benzyindole thiab nws cov derivatives tuaj yeem muaj cov txiaj ntsig kev loj hlob ntawm cov nroj tsuag. Kev tshawb fawb tau pom tias qee cov tshuaj indole tuaj yeem txhawb cov nroj tsuag kev loj hlob thiab kev loj hlob, txhim kho cov nroj tsuag kev ntxhov siab thiab tawm los. Los ntawm kev hloov kho thiab txhim kho nws cov qauv, cov nroj tsuag kev loj hlob regulators nrog ntau dua kev ua thiab kev xaiv tuaj yeem tsim, muab cov cuab yeej tshiab rau kev ua liaj ua teb.
Txheeb xyuas cov qauv tshuaj
5-Benzyindole muaj cov yam ntxwv aroma thiab tuaj yeem siv rau hauv kev sib xyaw ntawm cov txuj lom thiab cov ntsiab lus. Los ntawm kev kho nws cov qauv lossis kev sib xyaw nrog lwm cov tshuaj tsw qab, cov khoom lag luam muaj cov tshuaj tsw qab tshwj xeeb tuaj yeem npaj tau, uas tau siv dav hauv tshuaj pleev ib ce, khoom noj khoom haus, khoom siv niaj hnub thiab lwm yam haujlwm.
5-Benzyindole kuj tseem tuaj yeem siv los ua tus qauv tshuaj ntsuam xyuas rau kev ntsuas thiab tswj cov cuab yeej zoo xws li chromatography thiab huab hwm coj spectrometry. Nws siab purity thiab stability ua rau nws yog ib qho tseem ceeb reagent nyob rau hauv lub teb ntawm analytical chemistry.
Classification ntawm Synthetic Routes thiab Txheej Txheem Xaiv
5-Benzyloxyindole hmoov(CAS: 1215-59-4) yog ib qho tseem ceeb tiv thaiv nruab nrab rau 5-hydroxytryptamine thiab tryptamine kws tshuaj. Nws cov txheej txheem hluavtaws feem ntau muab faib ua ob pawg: luv luv ib-kauj ruam benzylation txoj kev thiab ntev Fisher indole cyclization txoj kev.
Rau chav kuaj- teev kev npaj, Williamson etherification txoj kev siv 5-hydroxyindole raws li cov khoom pib yog nyiam vim muaj tsawg dua cov kauj ruam thiab cov tshuaj tiv thaiv siab.
Rau kev lag luam ntau lawm, plaub- kauj ruam cyclization txoj kev pib los ntawm m-cresol yog dav siv, featuring pheej yig thiab yooj yim siv raw cov ntaub ntawv thiab superior scale - nce stability.
Daim ntawv no piav qhia txog cov txheej txheem kev sim tshuaj benzylation hluavtaws, tsom mus rau kev tawm tsam sab nraud thiab tom qab- cov txheej txheem kho kom huv, nrog rau tag nrho cov txiaj ntsig ntawm 85% mus rau 90%.
Standard Experimental Procedures
Pretreatment ntawm Anhydrous System
Ua kom qhuav cov tshuaj tiv thaiv hlab ntsha thiab ntxuav nrog nitrogen peb zaug kom tsis txhob muaj dej vapor. Them 1 sib npaug ntawm 5-hydroxyindole rau hauv peb lub khob-caj dab, ntxiv anhydrous N, N-dimethylformamide (DMF) thiab do kom txog thaum tiav kev sib cais.
Tom qab ntawd ntxiv 1.3 qhov sib npaug ntawm cov khoom tsis muaj poov tshuaj carbonate, thiab do hauv chav sov li 1 teev kom ua tiav deprotonation ntawm phenolic hydroxyl pawg, them nyiaj rau kev ncua ntawm potassium phenoxide. Tshaj poov tshuaj carbonate neutralizes hydrogen chloride generated nyob rau hauv cov tshuaj tiv thaiv thiab tswj ib tug qaug zog alkaline system los tiv thaiv substrate hydrolysis.
Kub-Controlled Benzylation Hloov Cov Lus Teb
Txias cov tshuaj tiv thaiv rau 0-5℃ntawm dej khov- da dej, tom qab ntawd maj mam ntxiv dropwise 1.1 sib npaug ntawm benzyl chloride tsis pub tsawg tshaj 2 teev, ua kom kub qis dua 10℃thoob plaws qhov sib ntxiv. Tom qab qhov sib ntxiv, tshem tawm cov dej khov da dej, sov qhov sib tov rau 65 degree, thiab do ntawm qhov kub thiab txias rau 8 teev.
Saib xyuas cov tshuaj tiv thaiv kev nce qib los ntawm nyias- txheej chromatography (TLC) nrog roj av ether-ethyl acetate (3: 1) ua cov kuab tshuaj txhim kho; txiav tawm cov tshuaj tiv thaiv ib zaug qhov chaw raw khoom ploj tag. Cov kub kub ua rau muaj kev tsim N-benzylated byproducts, yog li qhov kub yuav tsum tsis txhob siab tshaj 80 degree.
Quenching, Extraction thiab Concentration
Txias cov tshuaj tiv thaiv sib tov rau hauv chav tsev kub, ces maj mam ncuav nws mus rau hauv 10 npaug ntawm nws cov dej khov rau quenching, ua rau nag lossis daus ntawm cov khoom hnyav heev. Sau cov khoom ntawm kev nqus pom, rho tawm cov lim dej nrog ethyl acetate ob zaug, thiab muab cov txheej txheem organic nrog cov khoom siv lim dej. Ntxuav ua ntu zus nrog brine thiab dej ntshiab kom tshem tawm cov seem DMF thiab cov ntsev inorganic. Qhuav cov organic sib xyaw ua ke dhau ntawm cov dej tsis muaj sodium sulfate rau 4 teev, tom qab ntawd tshem tawm cov kuab tshuaj los ntawm rotary evaporation nyob rau hauv qhov txo qis ntawm 45℃kom tau cov khoom daj daj daj.
Purification los ntawm Recrystallization
Purify cov khoom crude los ntawm recrystallization siv ib tug ethanol - dej sib tov kuab system: dissolve cov crude khoom nyob rau hauv kub anhydrous ethanol nyob rau hauv cua sov, maj mam ntxiv deionized dej dropwise kom txog thaum me ntsis turbidity tshwm, txias kom induce crystallization, lim ntawm qis kub, thiab qhuav nyob rau hauv lub nqus tsev vacuum ntawm 40℃mus rau afford 5 pure benzy 4} los yog sib npaug rau 99.2% thiab ib zaug -qib tawm los ntawm 86%–89%. Rau cov qauv nrog cov ntsiab lus impurity siab, theem nrab recrystallization lossis luv silica gel kem chromatography tuaj yeem ua kom tshem tawm cov kab N-benzylindole impurities.
Cov txheej txheem tseem ceeb tswj thiab kev tiv thaiv sab nraud
Kev tswj tsis muaj dej: DMF yuav tsum tau lub cev qhuav dej nrog molecular sieves, thiab benzyl chloride yuav tsum muab cia rau hauv lub thawv kaw. Cov dej lim dej tau txo qis cov tshuaj tiv thaiv kev xaiv thiab tawm 5-hydroxyindole uas tsis muaj kev cuam tshuam.
Alkaline system xaiv: Cov hauv paus muaj zog xws li NaH thiab NaOH raug txwv. Muaj zog alkaline ib puag ncig ib txhij qhib indole N-H daim ntawv cog lus, thawb qhov feem ntawm N-alkylation impurities saum 15%.
Kev tswj qhov kub thiab txias: Ua qhov sib ntxiv ntawm qhov ntsuas kub qis thiab tuav cov tshuaj tiv thaiv ntawm qhov kub nruab nrab. Kev kub ceev ceev tau yooj yim ua rau tus kheej -polymerization ntawm benzyl chloride thiab ua rau benzyl ether tar impurities.
Solvent rov qab: Rov qab DMF los ntawm lub tshuab nqus tsev distillation; Tom qab ziab thiab lub cev qhuav dej, DMF rov qab tuaj yeem siv los txo cov khoom pov tseg thiab cov nqi raw khoom.
Cim npe nrov: 5-benzyloxyindole cas 1215-59-4, lwm tus neeg, manufacturers, hoobkas, lag luam wholesale, yuav, nqe, tej, kev muag khoom