4-Chloroindole CAS 25235-85-2

4-Chloroindoles, tseem hu ua 4-chloro-1H-indole, yog ib qho organic compound teej tug mus rau tsev neeg indole, tus yam ntxwv los ntawm nws cov cim aromatic qauv incorporating ob lub nplhaib indole thiab ib tug chlorine atom. Cov khoom no tsis muaj xim rau daj ntseg daj muaj cov khoom sib txawv ntawm lub cev, nrog rau qhov nruab nrab melting point thiab cov yam ntxwv uas muaj ntxhiab tsw. Nws yooj yim absorbs noo noo nyob rau hauv cov huab cua. Nws tuaj yeem soluble hauv dej kub thiab cawv, tab sis tsis nyob hauv ether thiab roj av ether. Qhov no txhais tau hais tias nws tuaj yeem tov nrog qee cov kuab tshuaj organic thiab dej, tab sis tej zaum yuav tsis soluble hauv qee cov organic solvents. Pom xiav fluorescence nyob rau hauv lub teeb ultraviolet.

Chemically, lub molecule nta ib tug rau -membered benzene- zoo li lub nplhaib fused nrog tsib-membered pyrrole nplhaib, nrog cov tshuaj chlorine atom hloov ntawm plaub txoj hauj lwm ntawm lub cev pob txha indole. Qhov kev hloov pauv no cuam tshuam rau nws cov kev ua haujlwm thiab kev ua haujlwm lom neeg.

4-Chloroindolesyog ib qho tseem ceeb organic compound nrog cov mis molecular C ₈ H ₆ ClN thiab molecular hnyav ntawm 151.59. Nws zoo nkaus li cov kua nplaum daj ntawm chav tsev kub thiab siab, muaj cov khoom siv tshuaj lom neeg tshwj xeeb thiab ntau yam kev siv.

4-Chloroindole plays lub luag haujlwm tseem ceeb hauv kev ua haujlwm ntawm cov organic synthesis raws li kev ua haujlwm nruab nrab uas tuaj yeem koom nrog ntau yam kev cuam tshuam cov organic thiab tsim cov qauv sib txawv.
Tsim indole tebchaw: Indole tebchaw muaj dav nyob rau hauv cov xwm, thiab muaj ntau yam bioactively active natural khoom, xws li indole alkaloids, muaj indole nplhaib qauv . 4-Chloroindole tuaj yeem qhia ntau pawg ua haujlwm ntawm ntau txoj haujlwm ntawm lub nplhaib indole los ntawm kev hloov pauv, cov tshuaj tiv thaiv ntxiv, thiab lwm yam, yog li kev sib xyaw ua ke nrog cov qauv sib xyaw ua ke. Piv txwv li, los ntawm reacting nrog sib txawv acyl chlorides los yog anhydrides, acyl pawg tuaj yeem nkag mus rau nitrogen atom ntawm 4-chloroindole los tsim N-acyl-4-chloroindole derivatives, uas muaj peev xwm siv tau hauv cov tshuaj thiab tshuaj tua kab.

Synthesis ntawm heterocyclic tebchaw: 4-Chloroindole tuaj yeem ua haujlwm tseem ceeb nruab nrab rau kev sib txuas ntawm heterocyclic compounds. Heterocyclic compounds nrog cov qauv tshwj xeeb thiab cov khoom tuaj yeem tsim los ntawm kev ua haujlwm nrog lwm cov tebchaw uas muaj heteroatoms xws li nitrogen, oxygen, lossis sulfur. Piv txwv li, los ntawm reacting nrog pyridine tebchaw, fused nplhaib tebchaw uas muaj indole thiab pyridine rings tuaj yeem ua ke, uas muaj kev tshawb fawb tseem ceeb hauv cov ntaub ntawv science thiab tshuaj chemistry.
Kev npaj ntawm cov ntaub ntawv polymer: 4-Chloroindole kuj tuaj yeem koom nrog cov tshuaj tiv thaiv polymerization los tsim cov khoom siv polymer nrog cov khoom tshwj xeeb. Piv txwv li, los ntawm copolymerizing nrog vinyl monomers, polymers uas muaj indole rings tuaj yeem ua ke, uas tej zaum yuav muaj cov khoom siv kho qhov muag, hluav taws xob, lossis thermal thiab muaj peev xwm siv hauv cov khoom siv optoelectronic, sensors, thiab lwm yam.

4-Chloroindole muaj ntau yam kev siv hauv kev lag luam tshuaj. Raws li cov khoom siv raw rau cov tshuaj molecules, nws tuaj yeem siv los ua ke ntau yam tshuaj bioactive tshuaj molecules.
Cov tshuaj tiv thaiv kab mob: Ntau yam tshuaj tiv thaiv- qog nqaij hlav muaj cov qauv ntawm lub nplhaib indole, thiab 4-chloroindole tuaj yeem ua ke rau hauv cov tshuaj molecules nrog kev tiv thaiv- qog ua haujlwm los ntawm kev hloov kho thiab kho kom zoo. Piv txwv li, qee qhov kev tshawb fawb tau pom tias kev qhia cov khoom siv tshwj xeeb ntawm lub nplhaib indole ntawm 4-chloroindole tuaj yeem txhim kho nws cov nyhuv inhibitory ntawm cov qog hlwb. Cov tshuaj molecules no tuaj yeem tiv thaiv qog nqaij hlav los ntawm kev cuam tshuam nrog cov txheej txheem xws li DNA replication, protein synthesis, lossis cell signaling hauv qog hlwb.

Cov tshuaj tua kab mob: 4-Chloroindole kuj tseem siv tau los ua cov tshuaj tua kab mob. Qee cov tshuaj indole muaj broad-spectrum antibacterial kev ua si thiab muaj inhibitory cuam tshuam rau ntau yam kab mob thiab fungi. Los ntawm kev siv 4-chloroindole ua cov khoom siv raw, kev hloov kho cov qauv thiab kev ua kom zoo tuaj yeem nqa tawm los ua ke cov tshuaj tua kab mob tshiab nrog cov tshuaj tua kab mob muaj zog thiab txo qis toxicity. Cov tshuaj no muaj txiaj ntsig tseem ceeb hauv kev kho mob, tshwj xeeb tshaj yog rau cov kab mob uas tau tsim los tiv thaiv cov tshuaj tua kab mob.
Cov tshuaj neurological: Indole nplhaib qauv kuj pom muaj nyob rau hauv qee cov tshuaj neurological, xws li tshuaj tiv thaiv kev nyuaj siab, tshuaj tiv thaiv kev puas siab puas ntsws, thiab lwm yam . 4-Chloroindole tuaj yeem tshawb nrhiav nws cov peev txheej hauv kev kho cov kab mob neurological los ntawm kev sib txuas nws cov derivatives. Piv txwv li, qee qhov kev tshawb fawb tau pom tias qee yam 4-Chloroindole derivatives muaj cov tshuaj tiv thaiv kev ntxhov siab thiab tiv thaiv kev ntxhov siab, tej zaum los ntawm kev tswj cov qib neurotransmitter los yog cuam tshuam rau cov teeb liab neuronal.

Derivatives ntawm 4-chloroindole-3-acetic acid (4-chloroindole-3-acetic acid, abbreviated as 4-Cl-IAA) muaj cov ntawv thov tseem ceeb hauv kev tswj kev loj hlob ntawm cov nroj tsuag.
Txhawb kev tsim cov hauv paus hniav: 4-Cl-IAA yog ib qho kev loj hlob hormone analog uas tuaj yeem txhawb kev loj hlob thiab kev loj hlob ntawm cov cag ntoo. Los ntawm kev nce qib ntawm auxin hauv cov ntaub so ntswg, 4-Cl-IAA tuaj yeem txhawb nqa kev faib thiab elongation ntawm cov hauv paus hniav, yog li ua kom muaj pes tsawg leeg thiab ntev ntawm cov hauv paus hniav. Qhov no yog qhov tseem ceeb heev rau kev txhim kho lub peev xwm nqus thiab kev ntxhov siab ntawm cov nroj tsuag. Piv txwv li, hauv kev ua liaj ua teb, siv 4-Cl-IAA los kho cov noob qoob loo lossis cov qoob loo tuaj yeem txhawb txoj kev loj hlob ntawm lawv cov hauv paus system, txhim kho cov qoob loo thiab zoo.

Kev tswj kev loj hlob ntawm cov nroj tsuag: 4-Cl-IAA kuj tseem tuaj yeem tswj kev loj hlob ntawm cov nroj tsuag, txhawb lossis inhibiting txheej txheem xws li paj thiab fruiting. Los ntawm kev tswj cov concentration thiab sij hawm ntawm kev siv 4-Cl-IAA, cov kev cai meej ntawm cov nroj tsuag loj hlob tuaj yeem ua tiav. Qhov no yog ib qho tseem ceeb heev rau optimizing ua liaj ua teb ntau lawm, txhim kho qoob loo yield thiab zoo. Piv txwv li, hauv kev cog ntoo txiv hmab txiv ntoo, kev siv 4-Cl-IAA tuaj yeem tswj lub sijhawm paj thiab txiv hmab txiv ntoo ntawm cov txiv hmab txiv ntoo, zam kev ua lag luam oversupply los yog tsis txaus los ntawm concentrated txiv hmab txiv ntoo ripening.
Txhim kho cov nroj tsuag kev ntxhov siab: 4-Cl-IAA tuaj yeem txhim kho cov nroj tsuag kev ntxhov siab, xws li kev tiv thaiv drought, txias tsis kam, ntsev tiv thaiv, thiab lwm yam. Los ntawm kev nce qib ntawm auxin hauv cov nroj tsuag, 4-Cl-IAA tuaj yeem ua kom muaj kev ntxhov siab ntsig txog cov noob hauv cov nroj tsuag thiab txhim kho lawv cov kev hloov mus rau qhov tsis zoo. Qhov no yog qhov tseem ceeb heev rau kev cog qoob loo nyob rau hauv ib puag ncig hnyav thiab txhim kho kev ruaj ntseg thiab kev ruaj ntseg ntawm kev ua liaj ua teb.

• Dissolve tryptophan hauv cov tshuaj sodium hydroxide, kub rau 100℃C, thiab tau txais 5-hydroxyindole. Cov kauj ruam no tuaj yeem ua tiav los ntawm cua sov thiab ntxiv alkali.

H₂N-C (NH₂) =NH + H₂O + NaOH → HO-C (NH₂) =NH + NaOH

• React 5-hydroxyindole nrog ammonium chloride los tsim 5-chloroindole.

HO-C(NH₂) =NH + NH₄Cl → Cl-C(NH₂) =NH + NaOH

• Nyob rau hauv acidic tej yam kev mob, 5-chloroindole reacts nrog chloroform kom tau 4 chloroindole.

Cl-C(NH₂) =NH + HCl + CHCl₃→ Cl-C(=N-H)CH₂Cl + H₂O

• Sib tov acetophenone nrog sodium hydroxide tov, cua sov thiab ntxiv alkali rau 160℃C los tsim acetophenone.

C₆H₅COCH₃ + NaOH → C₆H₅CH₂OH + NaCl

• React phenylethyl ketone nrog hlau chloride tov los tsim phenylacetyl chloride.

C₆H₅CH₂OH + FeCl₃ → C₆H₅COCl + FeCl₂ + HCl

• React phenylacetyl chloride nrog ammonia los tsim.

C₆H₅COCl + NH₃→ Cl-C(=N-H)CH₂NH₂ + HCl

• Sib tov o-nitroacetophenone nrog sodium hydroxide tov, kub rau 160℃C, thiab tsim o-nitroacetophenone.

C₆H₄TSIS MUAJ₂CH₂OH + NaOH → C₆H₄TSIS MUAJ₂CH₂ONa + H₂O

• React o-nitrophenylethanone nrog sodium hydride los tsim o-nitrophenylacetamide.

C₆H₄TSIS MUAJ₂CH₂ONa + NH₄OH → C₆H₄TSIS MUAJ₂CH₂ONH₂ + NaOH

• Hloov o-nitrophenylacetamide rau 4 chloroindole.

C₆H₄TSIS MUAJ₂CH₂ONH₂ + NaOH → Cl-C(=N-H)CH₂NH₂ + NOV₃+ H₂O

4-Chloroindolespom cov ntawv thov thoob plaws ntau yam. Hauv kev lag luam tshuaj, nws yog ib qho nruab nrab rau kev sib xyaw ua ke ntawm cov molecules complex, tshwj xeeb tshaj yog nyob rau hauv kev lag luam tshuaj uas nws tuaj yeem hloov mus rau hauv bioactive compounds. Nws siv hauv dyes thiab pigments kev lag luam kuj tseem ceeb heev vim nws muaj peev xwm los pab txhawb cov xim tshwj xeeb thiab kev ruaj ntseg.

Tsis tas li ntawd, cov kws tshawb fawb tau tshawb nrhiav qhov muaj peev xwm hauv kev tshawb fawb lom neeg, tshwj xeeb hauv kev nkag siab txog nws cov kev cuam tshuam nrog ntau yam receptors thiab enzymes. Cov kev tshawb pom ua ntej qhia nws lub luag haujlwm hauv kev hloov kho qee yam kev ua haujlwm ntawm lub cev, txawm hais tias kev tshawb fawb dav tseem yuav tsum tau ua kom tiav nws cov teebmeem lom.

Hauv cov ntsiab lus,4-Chloroindol hmoov, nrog nws cov qauv tshuaj tshwj xeeb thiab kev siv ntau yam, tuav qhov tseem ceeb hauv ob qho tib si hluavtaws chemistry thiab kev tshawb fawb lom neeg, cog lus tias yuav muaj kev nce qib ntxiv hauv cov haujlwm muaj feem xyuam.

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