2-Bromo-1H-indole-3-carbaldehyde

Qhov sib xyaw no feem ntau yog cais raws li cov khoom siv crystalline xws li daj daj mus rau lub teeb xim av. Nws cov mis molecular yog C9H6BrNO, sib xws rau qhov hnyav molecular ntawm 224.05. Lub melting point feem ntau tshaj 225 degree, feem ntau nrog decomposition pom raws li ntev cua sov. Qhov ntsuas qhov ceev yog kwv yees li 1.78 g / cm³ nyob rau hauv ambient tej yam kev mob. Nws nthuav tawm me ntsis solubility nyob rau hauv polar organic solvents xws li dimethyl sulfoxide thiab dimethylformamide, txwv solubility nyob rau hauv ethyl acetate thiab methanol, thiab negligible solubility nyob rau hauv dej thiab tsis polar solvents xws li dichloromethane thiab hexane. Cov molecule muaj ib lub nplhaib indole nrog ib tug bromine atom ntawm 2 txoj hauj lwm thiab ib pawg aldehyde ntawm 3 txoj hauj lwm. Lub indole NH yog acidic thiab tuaj yeem koom nrog hauv hydrogen bonding, thaum lub aldehyde muaj kev cuam tshuam rau condensation thiab oxidation tshua. Lub bromine atom yog qhib mus rau cross coupling los ntawm electron nplua nuj xwm ntawm lub nplhaib indole. Storage in tightly sealed amber containers under inert atmosphere at reduced temperature (2–8℃) is recommended to prevent light induced degradation and oxidation. Kev sib cuag nrog cov neeg ua haujlwm oxidizing muaj zog, cov hauv paus muaj zog, thiab cov neeg ua haujlwm txo qis yuav tsum raug zam.

2 Bromo 1H indole 3 carbaldehyde yog bifunctional indole derivative uas muaj ob qho tib si halogen thiab ib pawg formyl ntawm fused heteroaromatic scaffold. Lub indole nucleus, uas muaj ib lub nplhaib benzene fused rau ib lub nplhaib pyrrole, muab ib qho nyuaj, electron nplua nuj platform muaj peev xwm koom nrog π stacking kev sib cuam tshuam thiab hydrogen bonding los ntawm NH pawg. Lub bromine atom ntawm 2 txoj haujlwm yog qhib rau kev hloov pauv nucleophilic thiab palladium catalyzed cross coupling tshwm sim vim nws qhov sib thooj rau cov pyrrole nitrogen. Lub aldehyde ntawm 3 txoj hauj lwm muaj ib tug electrophilic kov rau reductive amination, condensation nrog amines los yog hydrazines, thiab oxidation rau cov carboxylic acid sib xws. Qhov sib thooj ntawm ob qhov hloov pauv ua rau kev tsim kho ntawm fused heterocyclic systems los ntawm cov tshuaj tiv thaiv intramolecular cyclization. Qhov kev sib xyaw ua ke ntawm ntau yam halogen thiab cov pa roj carbonyl reactive ntawm ib qho tseem ceeb ntawm cov tub ntxhais heteroaromatic ua rau qhov sib xyaw ua ke muaj txiaj ntsig zoo hauv cov tshuaj chemistry thiab cov ntaub ntawv tshawb fawb rau kev tsim cov tsev qiv ntawv sib txawv indole.

Pharmaceutical Intermediate
Hauv kev tshawb nrhiav tshuaj, qhov no bromoindole aldehyde tau ua haujlwm ua lub tsev tseem ceeb rau kev sib txuas ntawm kinase inhibitors thiab lwm yam tshuaj kho. Lub bromine enables Suzuki-Miyaura couplings nrog boronic acids qhia ntau haiv neeg aryl los yog heteroaryl pawg nyob rau hauv 2 txoj hauj lwm, thaum lub aldehyde tso cai rau reductive amination los koom nrog cov theem pib amine sab chains los yog condensation los tsim hydrazone pharmacophores. Indole derivatives npaj los ntawm qhov scaffold no tau pom cov lus cog tseg hauv kev tsom mus rau mob qog noj ntshav, mob, thiab cov kab mob hauv lub paj hlwb, qhov twg cov tub ntxhais indole pab txhawb kev khi los ntawm hydrogen bonding thiab π stacking kev sib cuam tshuam.

Kev tshawb nrhiav Anticancer
Cov derivatives ntawm no compound tau pom cytotoxic kev ua haujlwm tawm tsam ntau yam kab mob qog noj ntshav los ntawm cov txheej txheem cuam tshuam nrog apoptosis induction thiab cell voj voog ntes. Lub peev xwm los hloov kho ob qho tib si bromine thiab aldehyde txoj haujlwm ua rau muaj kev tshawb fawb ntawm cov qauv kev sib raug zoo rau kev ua kom muaj zog thiab kev xaiv tawm tsam cov qog hlwb thaum txo qis cov teebmeem ntawm lub hom phiaj.

Antimicrobial Agent Development
Lub scaffold tau raug tshawb xyuas rau nws cov khoom siv tshuaj tua kab mob, nrog cov khoom siv uas qhia txog kev ua haujlwm tiv thaiv methicillin resistant Staphylococcus aureus thiab lwm yam kab mob cuam tshuam. Cov electron nplua nuj indole core tuaj yeem cuam tshuam nrog cov kab mob enzymes thiab DNA, thaum cov khoom siv hloov pauv tau qhia los ntawm bromine kov tuaj yeem txhim kho cov txheej txheem nkag mus thiab lub hom phiaj kev sib raug zoo, muab sijhawm rau kev tsim cov tshuaj tua kab mob tshiab los tiv thaiv cov tshuaj tiv thaiv.

Organic Synthesis Building Block
Raws li ntau yam khoom siv nruab nrab, 2 bromo 1H indole 3 carbaldehyde koom nrog ntau yam kev hloov pauv xws li palladium catalyzed cross couplings, nucleophilic aromatic hloov, thiab cov tshuaj tiv thaiv condensation. Cov aldehyde tuaj yeem hloov mus rau cawv, carboxylic acids, lossis imines rau kev nthuav dav ntxiv. Qhov sib thooj ntawm ob pab pawg ua haujlwm ua rau muaj kev sib cuam tshuam hauv lub cev kom nkag mus rau fused heterocyclic systems xws li pyrido[3,4 b]indoles thiab indolo[2,3 c]quinolines. Nws cov khoom siv txuas ntxiv mus rau kev sib txuas ntawm cov khoom siv ntuj tsim analogs thiab cov khoom siv ua haujlwm uas lub nplhaib indole imparts tsim nyog siv hluav taws xob thiab cov khoom siv.

Cim npe nrov: 2-bromo-1h-indole-3-carbaldehyde, Tuam Tshoj 2-bromo-1h-indole-3-carbaldehyde tuam ntxhab