2-Aminoacetophenoneyog cov organic compound uas muaj cov qauv tshuaj thiab cov khoom siv tshwj xeeb, suav nrog lub nplhaib benzene, ib pawg amino (- NH ₂), thiab acetyl pawg (- COCH ∝). Lub nplhaib benzene yog ib lub qauv cyclic nrog rau 6 carbon atoms, muaj aromaticity. Kev faib tawm ntawm huab cua hluav taws xob rau ntawm nws muab lub nplhaib benzene tshwj xeeb ruaj khov thiab ua haujlwm. Cov tsos mob feem ntau tshwm sim daj mus rau xim av muaju lossis cov kua roj oily, soluble hauv cov kuab tshuaj organic xws li ethanol, ether, chloroform, thiab lwm yam, me ntsis soluble hauv dej (solubility ntawm li 0.5 g / 100 mL, 20℃C), tab sis tuaj yeem tsim cov ntsev nrog acids thiab yaj hauv dej, soluble hauv dilute hydrochloric acid los yog sulfur. Siv rau kev ua haujlwm lom neeg, ua ib qho nruab nrab hauv cov organic synthesis, thiab tseem rau kev tshawb fawb ib puag ncig thiab tshawb pom.
Cov ntaub ntawv ntxiv ntawm chemical compound:
|
Tshuaj Formula |
C8H9 Nr |
|
Exact Mass |
135.07 |
|
Molecular Luj |
135.17 |
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m/z |
135.07 (100.0%), 136.07 (8.7%) |
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Elemental Analysis |
C, 71.09; H, 6.71; N, 10.36; O, 11.84 |
|
Melting point |
20 degree |
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Boiling point |
85-90℃0.5 hli Hg (lit.) |
|
Qhov ntom |
1.112 g / ml ntawm 25℃(lit.) |
|
Cia tej yam kev mob |
2-8 degree |
|
|
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2-Aminoacetophenone, raws li ib qho tseem ceeb ntawm cov organic compound, tau qhia tshwj xeeb daim ntawv thov tus nqi hauv ntau qhov chaw. Cov hauv qab no yuav piav qhia txog nws cov kev siv tshuaj, tshuaj synthesis, kev sim tshuaj lom neeg, tshuaj tsw qab thiab tshuaj pleev ib ce, kev ua liaj ua teb, kev tshawb fawb ib puag ncig, thiab lwm yam:
Daim ntawv thov hauv kev kho mob
Nws yog ib qho tseem ceeb ntawm kev ua pa biomarker rau Pseudomonas aeruginosa kab mob. Hauv cov neeg mob uas muaj cystic fibrosis (CF), pulmonary Pseudomonas aeruginosa kab mob yog qhov tshwm sim heev, thiab cov tshuaj no tuaj yeem nqus tau los ntawm cov neeg mob uas muaj kab mob no. Los ntawm kev kuaj pom qhov concentration ntawm 2-Aminoacetophenone hauv cov pa nqus pa ntawm cov neeg mob, nws tuaj yeem pab kho tus kab mob Pseudomonas aeruginosa. Txoj kev no muaj cov txiaj ntsig tseem ceeb xws li tsis muaj kev cuam tshuam, kev nrawm, thiab kev nkag siab siab, uas tuaj yeem ua tiav kev kuaj mob ntxov, pab ntsuas kev kho mob raws sijhawm, thiab txhim kho tus neeg mob cov kab mob. Muab piv rau cov kev kuaj mob ib txwm muaj xws li kab mob kab mob, txoj kev tshawb nrhiav raws li 2-Aminoacetophenone yog ib qho yooj yim rau kev khiav lag luam thiab tsis tas yuav tsum tau ua cov qauv ua haujlwm nyuaj, txo lub sijhawm kuaj mob. Tsis tas li ntawd, txoj kev no tsis cuam tshuam rau tus neeg mob lub cev thiab muaj kev rov zoo dua qub, tshwj xeeb tshaj yog rau cov neeg mob uas xav tau kev saib xyuas lawv tus mob mus ntev, xws li cov neeg mob cystic fibrosis. Nws tuaj yeem nkag siab raws sijhawm hloov pauv hauv cov xwm txheej kis mob thiab kho cov phiaj xwm kho mob.
Cov cim qhia kab mob
Nyob rau hauv xyoo tas los no, kev tshawb fawb tau pom tias nws cov ntsiab lus tuaj yeem hloov pauv hauv cov qauv lom neeg ntawm cov neeg mob uas muaj kab mob metabolic. Piv txwv li, nyob rau hauv cov neeg mob uas muaj kab mob metabolic xws li ntshav qab zib thiab rog rog, lawv txoj kev metabolic yuav raug cuam tshuam, uas ua rau muaj kev sib txawv ntawm cov synthesis, decomposition los yog excretion ntawm 2-Aminoacetophenone, yog li hloov nws cov concentration hauv cov ntshav, zis thiab lwm yam tshuaj lom neeg. Los ntawm kev saib xyuas cov qib ntawm 2-Aminoacetophenone hauv cov qauv no, nws yuav tsum muab cov ntsuas tshiab rau kev kuaj mob ntxov, kev ntsuam xyuas kab mob, thiab kev saib xyuas cov kab mob metabolic. Hauv kev tiv thaiv kab mob, 2-Aminoacetophenone kuj tau pom muaj peev xwm ua biomarker. Cov kab mob autoimmune xws li mob caj dab rheumatoid thiab kab mob lupus erythematosus koom nrog kev ua kom tsis zoo ntawm lub cev tiv thaiv kab mob hauv lawv cov kab mob. Kev tshawb fawb tau pom tias 2-Aminoacetophenone tuaj yeem koom nrog hauv cov teeb liab hloov pauv lossis cov txheej txheem metabolic ntawm lub cev tiv thaiv kab mob, thiab nws cov ntsiab lus yuav hloov pauv thaum tshwm sim thiab kev loj hlob ntawm cov kab mob. Kev txheeb xyuas cov theem ntawm qhov sib xyaw no hauv tus neeg mob lub cev tuaj yeem pab kom nkag siab tob txog cov kab mob ntawm lub cev tiv thaiv kab mob thiab muab cov tswv yim tshiab rau kev kuaj mob thiab kev kho mob.
Nws yog ib qho tseem ceeb nruab nrab rau synthesis ntawm ntau yam aminoglycoside tshuaj tua kab mob. Hauv cov txheej txheem synthesis ntawm cov tshuaj tua kab mob aminoglycoside, cov pab pawg ua haujlwm zoo xws li amino thiab carbonyl pawg ntawm 2-Aminoacetophenone tuaj yeem koom nrog ntau yam tshuaj lom neeg. Piv txwv li, los ntawm acylation cov tshuaj tiv thaiv, cov pab pawg acyl tshwj xeeb tuaj yeem qhia txog nws pawg amino los tsim cov tshuaj tua kab mob molecular skeleton nrog cov tshuaj tua kab mob. Kev hloov kho thiab kev ua kom zoo ntxiv tuaj yeem txhim kho cov nyhuv inhibitory ntawm cov tshuaj tua kab mob ntawm cov kab mob ntawm cov phab ntsa ntawm cov kab mob los yog cov protein synthesis, txhim kho cov kab mob tua kab mob, nthuav cov kab mob tua kab mob, thiab ua rau lawv muaj cov kab mob tua kab mob zoo tiv thaiv ntau yam tshuaj -cov kab mob resistant. Ntxiv nrog rau cov tshuaj tua kab mob aminoglycoside, 2-Aminoacetophenone kuj tuaj yeem siv los ua ke rau lwm hom tshuaj tua kab mob, xws li tshuaj tua kab mob beta lactam. Nyob rau hauv lub synthesis ntawm - lactam tshuaj tua kab mob, nws muaj peev xwm ua hauj lwm raws li ib tug sab saw precursor thiab react nrog lub - lactam nplhaib los tsim tebchaw nrog antibacterial kev ua si. Lub tswv yim hluavtaws no muab ntau cov tshuaj siv rau kev tsim cov tshuaj tua kab mob tshiab, uas pab daws qhov teeb meem loj zuj zus ntawm cov kab mob tsis zoo.
Tshuaj synthesis intermediates
Nws tuaj yeem ua cov khoom siv lead ua rau kev txhim kho cov tshuaj tiv thaiv - qog nqaij hlav. Nws cov qauv tshuaj tshwj xeeb tso cai rau nws nrog qee yam kev ua haujlwm lom neeg, thiab cov kws tshawb fawb tuaj yeem hloov kho thiab kho nws cov qauv raws li qhov no. Piv txwv li, los ntawm kev qhia cov khoom siv sib txawv ntawm nws lub nplhaib benzene, cov khoom siv hluav taws xob hauv huab thiab kev teeb tsa ntawm cov molecule tuaj yeem hloov pauv, yog li cuam tshuam rau nws txoj kev sib txuas nrog cov qog hlwb. Ib txhia hloov2-AminoacetophenoneCov derivatives tshwj xeeb tuaj yeem ua rau txoj kev taw qhia ntawm cov qog hlwb, cuam tshuam nrog kev loj hlob, kev sib txawv, thiab cov txheej txheem apoptosis ntawm cov qog hlwb, thiab inhibit qog kev loj hlob thiab metastasis. Tsis tas li ntawd, 2-Aminoacetophenone derivatives kuj tuaj yeem siv ua ke nrog lwm cov tshuaj tiv thaiv qog nqaij hlav los ua kom muaj zog tiv thaiv qog noj ntshav. Los ntawm kev sib xyaw nrog cov tshuaj khomob, cov tshuaj siv tshuaj kho mob, thiab lwm yam, kev tua cov nyhuv ntawm cov tshuaj ntawm cov qog hlwb tuaj yeem txhim kho, kev siv tshuaj yuav raug txo kom tsawg, cov tshuaj lom neeg tuaj yeem txo qis, thiab cov neeg mob siab ntev thiab lub neej zoo tuaj yeem txhim kho.
2-Aminoacetophenone kuj muaj qee yam kev siv hauv kev sib txuas ntawm cov tshuaj plawv. Piv txwv li, nws tuaj yeem koom nrog hauv kev sib xyaw ntawm cov tshuaj nrog cov tshuaj tiv thaiv hypertensive thiab antiarrhythmic. Los ntawm kev tsim thiab hloov kho nws cov qauv molecular, qhov kev sib raug zoo ntawm cov tshuaj thiab cov kab mob plawv muaj feem xyuam nrog cov receptors tuaj yeem tswj tau, cov tshuaj pharmacokinetic ntawm cov tshuaj tuaj yeem txhim kho, thiab kev ua tau zoo thiab kev nyab xeeb ntawm cov tshuaj tuaj yeem txhim kho tau . 2-Aminoacetophenone tuaj yeem siv los ua cov khoom nruab nrab rau kev kho cov kab mob neurological. Thaum synthesizing tshuaj xws li antiepileptic, antidepressant, thiab tshuaj tiv thaiv Parkinson tus kab mob, lawv cov tshuaj lom neeg kev ua si yog siv los tsim cov qauv molecular nrog rau kev lom zem, tswj kev tso tawm, uptake, thiab metabolism ntawm neurotransmitters, li no exerting kev kho mob ntawm cov kab mob neurological.
Daim ntawv thov nyob rau hauv lub tshav pob ntawm txuj lom thiab tshuaj pleev ib ce
Nws muaj ib tug tshwj xeeb aroma, uas yog complex thiab tshwj xeeb, nrog ib tug npaum li cas ntawm fruity, floral, thiab ib tug faint almond zoo li qab zib fragrance. Qhov sib xyaw ua ke no tso cai rau nws ntxiv qhov kev nplua nuj thiab muag olfactory rau cov khoom lag luam hauv cov txuj lom, thiab thaum ua ke nrog lwm cov khoom xyaw, nws tuaj yeem tsim cov tshuaj tsw qab thiab ntxim nyiam. Hauv kev tsim cov tshuaj tsw qab, 2-Aminoacetophenone tuaj yeem siv los ua cov tshuaj tsw qab tseem ceeb. Nws tuaj yeem ua ke nrog lwm cov floral fragrances xws li roses, jasmine, thiab lwm yam los txhim kho qhov qab zib thiab sov so ntawm cov paj aroma, ua rau cov ntawv sau paj ntau nplua nuj thiab kav ntev; Thaum ua ke nrog cov txuj lom txiv hmab txiv ntoo xws li citrus thiab txiv duaj, nws tuaj yeem txhim kho qhov freshness thiab naturalness ntawm cov txiv hmab txiv ntoo aroma, ua rau cov ntawv sau ntau vibrant; Kev sib xyaw nrog cov tshuaj tsw qab ntoo xws li sandalwood thiab cedar tuaj yeem ua rau kom qhov muag muag thiab qhov tob ntawm woody aroma, tsim kom muaj qhov chaw ruaj khov thiab muaj kuab heev. Vim nws cov qauv tshuaj tshwj xeeb, 2-Aminoacetophenone tuaj yeem siv los ua ib qho tseem ceeb hauv kev sib xyaw ntawm cov ntsiab lus nyuaj.
Daim ntawv thov nyob rau hauv daim teb ntawm txuj lom
Hauv kev lag luam tseem ceeb, los ntawm kev hloov kho thiab kev hloov pauv ntawm nws cov qauv molecular, xws li kev taw qhia ntawm cov pab pawg sib txawv los yog tshuaj lom neeg cov tshuaj tiv thaiv nrog lwm cov tebchaw, cov ntsiab lus molecules nrog cov yam ntxwv tshwj xeeb aroma thiab persistence tuaj yeem ua ke. Cov essence molecules no tuaj yeem siv rau hauv ntau yam khoom siv tshuaj tsw qab, xws li tshuaj tsw qab, tshuaj tsw qab, cua freshener, thiab lwm yam, kom ua tau raws li qhov xav tau ntawm cov neeg siv khoom sib txawv rau cov tshuaj tsw qab. Hauv cov khoom lag luam chocolate, nws tuaj yeem ntxiv cov nutty aroma zoo ib yam li almonds, ua rau lub qab ntawm chocolate ntau nplua nuj thiab mellow; Nyob rau hauv cov txiv hmab txiv ntoo flavored dej haus, nws muaj peev xwm txhim khu lub qab zib aroma ntawm txiv hmab txiv ntoo, txhim kho saj thiab txaus siab ntawm cov dej haus. Nrog rau cov neeg siv khoom nrhiav kev sib txawv ntawm cov khoom noj khoom haus,2-Aminoacetophenonemuab qhov kev xaiv tshiab tsw rau kev lag luam zaub mov. Nws tuaj yeem pab cov tuam txhab ua zaub mov tsim cov khoom lag luam tshiab thiab sib txawv uas ua tau raws li cov kev nyiam ntawm cov neeg siv khoom sib txawv rau cov khoom noj tshwj xeeb thiab nthuav dav cov khoom lag luam hauv khw noj mov.
Hauv cov tshuaj pleev ib ce, 2-Aminoacetophenone feem ntau yog siv los ua cov khoom xyaw ua kom muaj ntxhiab tsw qab rau cov khoom. Hauv cov khoom tu tawv nqaij xws li lub ntsej muag cream, tshuaj pleev, tshuaj pleev ib ce, thiab lwm yam, ntxiv qhov tsim nyog ntawm 2-Aminoacetophenone tuaj yeem ua rau cov neeg siv khoom hnov ntxhiab tsw thiab txhim khu kev siv ntawm cov khoom. Nws cov ntxhiab tsw tshwj xeeb tuaj yeem tso tawm thaum lub sijhawm siv cov khoom lag luam, tso cai rau cov neeg siv khoom txaus siab rau qhov soothing thiab relaxing aroma thaum siv cov khoom tu tawv nqaij, txhim kho cov neeg siv khoom nyiam thiab loyalty rau cov khoom. Ntau hom thiab hom tshuaj pleev ib ce tuaj yeem tsim cov yam ntxwv ntawm tus kheej los ntawm kev ntxiv cov tshuaj tsw qab xws li 2-Aminoacetophenone. Cov khoom siv tawv nqaij siab kawg yuav tsom rau kev tsim kom muaj lub ntsej muag zoo nkauj thiab zoo nkauj kom pom qhov zoo thiab qhov chaw ntawm cov khoom; Cov tshuaj pleev ib ce tsom rau cov tub ntxhais hluas cov neeg siv khoom tuaj yeem xaiv cov tshuaj tsw qab tshiab thiab muaj zog dua kom nyiam cov neeg siv khoom lub hom phiaj. Qhov no tus kheej aroma tsim pab cov khoom sawv tawm nyob rau hauv kev ua lag luam kev sib tw thiab tsim ib tug tshwj xeeb hom duab.
Daim ntawv thov nyob rau hauv cov tshuaj pleev ib ce
Thaum siv cov tshuaj pleev ib ce xws li daim di ncauj, qhov muag duab ntxoov ntxoo thiab lub hauv paus ua kua, cov neeg siv khoom kuj them sai sai rau lawv cov ntxhiab tsw. Qhov sib ntxiv ntawm 2-Aminoacetophenone tuaj yeem txhim kho cov ntxhiab tsw ntawm cov khoom siv tshuaj pleev ib ce, npog cov ntxhiab tsw ntxhiab tsw hauv cov khoom siv raw, thiab ua rau cov khoom siv ntau dua thiab qab ntxiag. Piv txwv li, ntxiv qhov tsim nyog ntawm 2-Aminoacetophenone rau qee cov lipsticks tuaj yeem ua rau lawv tawm cov ntxhiab tsw qab thiab txhim kho cov neeg siv kev pleev xim. Qhov tshwj xeeb aroma tuaj yeem dhau los ua qhov muag rau cov khoom pleev xim thiab nyiam cov neeg siv khoom nyiam. Thaum cov neeg siv khoom xaiv ntawm ntau cov khoom pleev xim, cov khoom lag luam nrog cov ntxhiab tsw qab feem ntau yuav ua rau lawv nyiam. Lub aroma imparted los ntawm 2-Aminoacetophenone rau cov khoom kom zoo nkauj tuaj yeem ua rau lawv cov nqi ntxiv thiab ua rau lawv muaj kev sib tw ntau dua hauv kev ua lag luam.
Main Synthesis Methods
Kev txo qis ntawm 2'-Nitroacetophenone
Lub hauv paus ntsiab lus: Txo cov nitro pawg (-NO₂) hauv 2'-Nitroacetophenone rau ib pawg amino (-NH₂).
Cov xwm txheej: Feem ntau siv cov tshuaj txo qis xws li hlau hmoov / hydrochloric acid, catalytic hydrogenation (H₂/Pd-C), lossis borohydride (NaBH₄) ua haujlwm.
Cov yam ntxwv: Kev siv dav hauv kev lag luam, nrog cov ntaub ntawv raw khoom yooj yim, tab sis cov kev txo qis yuav tsum tau tswj kom tsis txhob muaj kev txo qis ntau dhau los yog kev cuam tshuam sab nraud.
Cov tshuaj tiv thaiv Isatoic Anhydride nrog Organometallic Reagents
Lub hauv paus ntsiab lus: React isatoic anhydride nrog organometallic reagents xws li CH₃Li los ua ib qho nruab nrab, uas yog tom qab ntawd hydrolyzed kom tau txais cov khoom lag luam.
Cov xwm txheej: Cov tshuaj tiv thaiv yog ua nyob rau hauv qhov kub thiab txias (-78 degree) thiab nyob rau hauv ib qho chaw tsis muaj dej thiab tsis muaj oxygen. Cov kauj ruam tshuaj tiv thaiv muaj xws li cua txias, maj mam ntxiv cov reagents, thiab nplawm cov tshuaj tiv thaiv.
Cov yam ntxwv: Cov txiaj ntsig siab, tab sis cov kev ua haujlwm xav tau, tsim nyog rau me me - lab npaj.
Delepine Reaction Method
Lub hauv paus ntsiab lus: Siv 2'-Bromoacetophenone thiab hexamethylenetetramine ua raw khoom, thiab los ntawm hydrolysis ntawm quaternary ammonium ntsev nruab nrab, tau cov khoom.
Cov xwm txheej: Cov tshuaj tiv thaiv yog nqa tawm hauv diethyl ether, nplawm hauv chav sov li 12 teev, tom qab ntawd lim, ntxuav, thiab qhuav. Tom qab ntawd nws yog refluxed nrog 30% ethanol daws ntawm hydrochloric acid rau 3 teev.
Cov yam ntxwv: Ntau cov kauj ruam, tab sis cov khoom siv raw yog qhov yooj yim kom tau txais, haum rau kev sib xyaw ntawm cov txheej txheem tshwj xeeb derivatives.
Txoj kev Electrochemical Oxidation
Lub hauv paus ntsiab lus: Hauv cov pa oxygen, siv n-Bu₄NI ua oxidation-txo catalyst, los ntawm electrochemical oxidation ntawm C(sp³)-H daim ntawv cog lus ntawm 2'-aminophenylacetone, daim ntawv indigo (Isatin) derivatives.
Cov xwm txheej: Ua nyob rau hauv chav tsev kub, siv platinum electrode thiab methanol hnyav.
Yam ntxwv: Ntsuab thiab ib puag ncig tus phooj ywg, tab sis cov khoom yog ib qho derivative, yuav tsum tau hloov dua siab tshiab kom tau lub hom phiaj compound.
Cov xwm txheej tseem ceeb thiab kev ua kom zoo
Kev tswj qhov kub thiab txias:Rau txoj kev isatoic anhydride, qhov kub tsis tshua muaj (-78 degree) yuav tsum tau tiv thaiv kev cuam tshuam sab nraud; rau txoj kev electrochemical, nws yog ua nyob rau hauv chav tsev kub kom txo tau lub zog noj.
Solvent Selection:Xaiv cov polar lossis tsis yog -polar solvents raws li hom tshuaj tiv thaiv, xws li diethyl ether, chloroform, methanol, thiab lwm yam.
Catalysts thiab Reagents:Txoj kev txo qis feem ntau siv hlau hmoov, Pd-C, lossis NaBH₄; Cov txheej txheem electrochemical cia siab rau n-Bu₄NI catalyst.
Tshaj tawm -Cov kauj ruam kho:Xws li quenching, extraction, ziab, concentration, thiab purification (xws li lub tshuab nqus tsev distillation lossis kem chromatography).
Cov cheeb tsam thov thiab kev lag luam xav tau
Pharmaceutical Intermediate:Siv rau synthesizing antidepressants, tshuaj antipsychotic, thiab neuroprotective agents (xws li AMPA receptor modulators).
Flavors thiab Dyes:Raws li precursors rau synthesizing flavors los yog dyes, muab cov khoom tshwj xeeb fragrances los yog xim.
Kev tshawb fawb Reagents:Hauv kev tshawb fawb neurobiological, siv los ua cov cuab yeej siv tshuaj los tshawb txog glutamate receptor functions thiab neural plasticity mechanisms.
Kev lag luam Trend:Nrog rau kev nce qib ntawm kev tshawb fawb tshuaj thiab kev txhim kho rau kev puas siab puas ntsws thiab kev puas siab puas ntsws, kev lag luam xav tau nce zuj zus, thiab muaj kev xav tau ntau ntxiv rau siab -purity (Ntau dua lossis sib npaug rau 99%) cov khoom.
Kev nyab xeeb thiab kev tiv thaiv ib puag ncig
Raw Khoom Toxicity:Cov ntaub ntawv nyoos xws li 2'-nitroacetophenone thiab bromides yog tshuaj lom; kev ua haujlwm yuav tsum tau ua nyob rau hauv lub fume hood.
Pov tseg pov tseg:Cov tshuaj tiv thaiv- cov kua khib nyiab tsim tawm yuav tsum tau muab cais tawm thiab sau, thiab ua raws li cov tshuaj lom neeg tshwj xeeb.
Green Chemistry:Cov txheej txheem tshiab xws li cov txheej txheem electrochemical ua raws li kev tsim kho kom ruaj khov, txo kev siv cov kuab tshuaj organic thiab pov tseg.
Cim npe nrov: 2-aminoacetophenone CAS 551-93-9, lwm tus neeg, manufacturers, hoobkas, lag luam wholesale, yuav, nqe, tej, kev muag khoom