|
Khoom npe |
6 -Bromo-3-iodo-1H-indazole |
|
CAS Nr |
885521-88-0 |
|
Molecular Formula |
C7H4B 2 |
|
Molecular Luj |
322.93 |
|
SMILES Code |
IC1=NNC2=C1C=CC(Br)=C2 |
|
MDL Nr. |
ib 07781599 |
Chemical Properties
Cov tshuaj no feem ntau yog cais tawm raws li tawm -dawb mus rau daj daj crystalline hmoov uas tsis muaj ntxhiab tsw. Nws cov mis molecular yog C7H4BrIN2, sib xws rau qhov hnyav molecular ntawm 322.93. Lub melting point feem ntau pom saum toj 230 degree, feem ntau nrog maj mam decomposition thaum cua sov. kwv yees qhov ceev yog kwv yees li 2.3 g / cm³ nyob rau hauv ambient tej yam kev mob. Nws yog soluble me ntsis hauv dej thiab aliphatic hydrocarbons, tab sis dissolves yooj yim hauv cov kuab tshuaj polar aprotic xws li dimethyl sulfoxide, N, N-dimethylformamide, thiab tetrahydrofuran. Cov molecule muaj ob qho tib si bromine thiab iodine atoms nyob rau hauv lub moj khaum indazole, ua rau nws rhiab heev rau lub teeb thiab nws maj mam decomposition raws li ntev raug. Cia nyob rau hauv amber iav nyob rau hauv inert cua ntawm qhov kub thiab txias (2-8 degree) yog pom zoo kom khaws cia nws kev ncaj ncees. Kev sib cuag nrog cov hauv paus muaj zog thiab txo cov neeg ua haujlwm yuav tsum zam kom tsis txhob dehalogenation.
Kev piav qhia
6-Bromo-3-iodo-1H-indazole nta fused bicyclic indazole core nrog halogen hloov pauv ntawm 3- thiab 6-txoj haujlwm. Lub nplhaib indazole sib xyaw ua ke pyrazole chav tsev fused rau lub nplhaib benzene, muab lub ntsej muag tawv, muaj ntxhiab tsw muaj peev xwm ntawm hydrogen bonding ntawm NH pawg. Lub iodine atom ntawm 3-txoj hauj lwm yog tshwj xeeb yog labile nyob rau hauv kev hloov-hlau-catalyzed cross-coupling tshwm sim vim nws loj atomic vojvoog thiab tsis muaj zog C-I daim ntawv cog lus, thaum lub bromine ntawm 6-txoj hauj lwm muab ib tug thib ob orthogonal kov rau sequential functionalization. Qhov kev sib txawv no ua rau muaj kev xaiv qhia txog ntau haiv neeg aryl, heteroaryl, lossis alkynyl pawg ntawm txhua qhov chaw nyob rau hauv kev tswj xyuas. Qhov sib xyaw ntawm ob qhov sib txawv ntawm halogens ntawm qhov muaj cai heterocyclic scaffold ua rau qhov sib xyaw ua ke no muaj zog lub tsev thaiv rau kev tsim cov complex, polysubstituted indazoles hauv tshuaj chemistry thiab cov ntaub ntawv science.
Siv
Sequential Cross-Coupling Platform
Qhov txawv reactivity ntawm iodine piv rau bromine tso cai rau chemoselective palladium-catalyzed transformations. Lub vev xaib iodine tau txais oxidative ntxiv qhov nyiam, ua rau thawj zaug Suzuki, Sonogashira, lossis Buchwald-Hartwig couplings nyob rau hauv cov mob me. Tom qab thawj qhov kev ua haujlwm, cov bromine tseem tuaj yeem koom nrog tus ntoo khaub lig thib ob -coupling siv ntau qhov kev quab yuam lossis cov catalysts sib txawv, ua kom yooj yim rau kev sib dhos sai ntawm unsymmetrically 3,6-disubstituted indazoles.
Pharmaceutical Intermediate
Indazole derivatives muaj nyob rau hauv kinase inhibitors thiab lwm yam tshuaj kho. Qhov no dihalogenated scaffold ua rau muaj kev tshawb fawb ntawm cov qauv- kev sib raug zoo ntawm kev sib raug zoo los ntawm kev qhia ntau yam tshuaj pharmacophoric ntawm 3- thiab 6-txoj hauj lwm. Cov tshuaj tau los ntawm qhov nruab nrab no tau tshawb xyuas rau lawv cov haujlwm tiv thaiv kab mob qog noj ntshav, mob, thiab kab mob sib kis, qhov twg cov tub ntxhais indazole feem ntau ua rau adenine hauv ATP-binding hnab ris.
Tsev Blocks rau cov khoom siv organic
Qhov txuas ntxiv π-conjugation thiab hnyav halogen atoms ua rau qhov sib xyaw no muaj txiaj ntsig zoo rau kev tsim cov organic semiconductors thiab phosphorescent cov ntaub ntawv. Tom qab ua haujlwm nrog hluav taws xob- nplua nuj lossis hluav taws xob- pab pawg tsis txaus, qhov tshwm sim indazoles nthuav tawm cov khoom siv hluav taws xob zoo nkauj, suav nrog cov fluorescence thiab phosphorescence, haum rau cov teeb pom kev hauv organic-emitting diodes thiab sensing daim ntaub ntawv.
Ligand Development rau Hlau Complexes
Cov nitrogen atoms ntawm lub nplhaib indazole tuaj yeem ua haujlwm rau cov hlau hloov pauv, tsim cov complexes nrog zoo -txhais geometries. Cov halogen substituents muab tes rau ntxiv derivatization, ua kom cov synthesis ntawm chiral ligands rau asymmetric catalysis. Cov hlau complexes no tau tshawb nrhiav hauv oxidation, hydrogenation, thiab cross-coupling tshua, qhov twg cov pob txha indazole imparts rigidity thiab hluav taws xob tunability.
Cim npe nrov: 6-bromo-3-iodo-1h-indazole, Tuam Tshoj 6-bromo-3-iodo-1h-indazole manufacturers, lwm tus neeg








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