3- (Difluoromethyl) pyridine

3- (Difluoromethyl) pyridine

CAS Nr .: 76541-44-1
Cov mis mos molecular: C6H5F2N
Molecular Luj: 129.11SMILES Code: FC(C1=CC=}CN=}C1)F

Khoom Taw qhia

Khoom npe

3- (Difluoromethyl) pyridine

CAS Nr

76541-44-1

Molecular Formula

C6H5F2N

Molecular Luj

129.11

SMILES Code

FC(C1=CC=CN=C1)F

MDL Nr.

TIAB SA 11226584

 

Chemical Properties

 

Qhov sib xyaw no feem ntau ntsib raws li qhov tseeb, tsis muaj xim rau cov kua daj daj nrog cov yam ntxwv pyridine- zoo li tsw. Nws cov mis molecular yog C6H5F2N, sib xws rau qhov hnyav molecular ntawm 129.11. Cov ntsiab lus kub yog kwv yees li 145-150℃ntawm atmospheric siab, nrog rau kev xam qhov ceev ze ntawm 1.22 g / cm³ ntawm 20 degree. Nws yog miscible nrog cov kuab tshuaj organic xws li ethanol, dichloromethane, ethyl acetate, thiab diethyl ether, thaum qhia me ntsis solubility hauv dej thiab txwv solubility hauv aliphatic hydrocarbons. Cov molecule muaj ib lub nplhaib pyridine nrog ib tug difluoromethyl hloov ntawm 3 txoj hauj lwm. Cov pab pawg difluoromethyl yog cov khoom siv hluav taws xob nruab nrab- rho tawm thiab tuaj yeem ua cov lipophilic hydrogen daim ntawv cog lus pub dawb los ntawm cov kua qaub C-H proton. Cia nyob rau hauv cov thawv kaw nruj nreem nyob rau hauv inert cua ntawm qhov kub thiab txias (2-8 degree) yog pom zoo kom tiv thaiv hydrolysis thiab decomposition. 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. Qhov sib xyaw ua ke tuaj yeem ua rau tawv nqaij thiab qhov muag khaus, xav tau kev tiv thaiv kev nyab xeeb tsim nyog thaum tuav.

 

Kev piav qhia

 

3 (Difluoromethyl) pyridine yog fluorinated heteroaromatic compound uas muaj lub nplhaib pyridine hloov ntawm 3 txoj hauj lwm nrog ib pawg difluoromethyl. Cov tub ntxhais pyridine, nrog rau nws cov electron rho tawm nitrogen atom, muab ib tug nruab nrab electron tsis muaj ntxhiab tsw platform muaj peev xwm koom nyob rau hauv π stacking thiab hydrogen bonding kev sib tshuam. Lub difluoromethyl hloov pauv qhia cov khoom siv hluav taws xob tshwj xeeb thiab lub cev muaj zog: ob lub fluorine atoms cuam tshuam cov hluav taws xob tseem ceeb - rho tawm tus cwj pwm los ntawm kev cuam tshuam inductive, thaum cov proton seem khaws cov acidity txaus los koom nrog hydrogen bonding ua tus pub. Kev sib xyaw ua ke no tsim cov pab pawg ua haujlwm uas tuaj yeem ua haujlwm lipophilic bioisostere rau hydroxyl lossis methyl pawg hauv kev siv tshuaj chemistry. Lub difluoromethyl moiety kuj tseem txhim kho cov metabolism hauv kev ruaj ntseg los ntawm kev thaiv cov oxidative degradation txoj hauv kev uas feem ntau pom ntawm pawg methyl. Qhov no compact, functionalized pyridine derivative pab raws li ib tug tseem ceeb lub tsev thaiv rau tsim complex molecules nyob rau hauv kev tshawb fawb tshuaj thiab agrochemical, qhov twg cov fluorinated hloov pauv tau hloov lub hom phiaj affinity, metabolic stability, thiab pharmacokinetic zog.

 

Siv

 

Pharmaceutical Intermediate
Qhov no difluoromethylpyridine derivative yog ua hauj lwm nyob rau hauv lub synthesis ntawm kinase inhibitors, antifungal agents, thiab lwm yam kev kho mob tebchaw. Cov pab pawg difluoromethyl tuaj yeem ua raws li cov metabolically ruaj khov bioisostere rau hydroxyl lossis methyl pawg, feem ntau txhim kho kev sib raug zoo ntawm kev sib raug zoo los ntawm kev txhim kho lipophilic kev sib cuam tshuam thiab hydrogen bonding peev xwm. Cov tub ntxhais pyridine ua rau muaj kev koom tes nrog cov enzyme active qhov chaw los ntawm kev sib koom tes rau hlau ions los yog hydrogen bonding nrog qaum amides. Cov derivatives npaj los ntawm qhov scaffold no tau pom cov lus cog tseg hauv cov kev pab cuam tsom rau mob qog noj ntshav, mob, thiab kab mob sib kis.

 

Tsev Blocks rau Fluorinated Ligands
Cov electron tshem tawm difluoromethyl pawg tuaj yeem hloov kho cov khoom pub dawb ntawm pyridine nitrogen, ua kom tsim cov ligands nrog cov yam ntxwv ntawm cov khoom siv hluav taws xob rau kev hloov pauv hlau. Cov ligands no raug tshawb xyuas rau lawv cov kev ua haujlwm catalytic hauv kev sib txuas sib txuas, oxidation, thiab hydrogenation cov tshuaj tiv thaiv, qhov twg cov fluorinated hloov pauv tuaj yeem cuam tshuam cov hlau chaw reactivity thiab xaiv los ntawm hluav taws xob thiab steric teebmeem.

 

Kev tshawb fawb Agrochemical
Hauv kev tiv thaiv qoob loo chemistry, qhov sib xyaw no ua haujlwm ua ntej rau kev tsim cov tshuaj fungicides tshiab thiab tshuaj tua kab mob nrog kev txhim kho ib puag ncig. Cov pab pawg difluoromethyl pab txhawb rau metabolic stability thiab lipophilicity rau txhim kho cuticle nkag mus, thaum lub nplhaib pyridine tuaj yeem cuam tshuam nrog cov enzymes tseem ceeb hauv cov nroj tsuag kab mob thiab kab tsuag. Cov derivatives no tau tshawb nrhiav rau lawv cov haujlwm tiv thaiv kab mob fungal thiab hom nroj tsuag hauv cov qoob loo loj.

 

Organic Synthesis Building Block
Raws li ntau yam khoom siv nruab nrab, 3 (difluoromethyl) pyridine koom nrog ntau yam kev hloov pauv xws li nucleophilic aromatic hloov pauv (tom qab ua kom muaj zog), palladium catalyzed cross coupling tshua, thiab qhia cov tswv yim metalation. Cov pab pawg difluoromethyl tuaj yeem ua ib pab pawg tswj hwm rau C-H functionalization lossis ntxiv rau cov khoom siv difluoromethylated los ntawm cov txheej txheem radical lossis hlau. Nws cov khoom siv txuas ntxiv mus rau kev sib txuas ntawm fluorinated natural khoom analogs thiab cov khoom siv ua haujlwm uas pawg difluoromethyl muab cov khoom tsim nyog xws li metabolic stability thiab txhim kho lipophilicity.

 

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