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4-Hydroxy-3-methylpyridine CAS 22280-02-0
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4-Hydroxy-3-methylpyridine CAS 22280-02-0

4-Hydroxy-3-methylpyridine CAS 22280-02-0

Yam khoom: BM-1-2-135
CAS Nr .: 22280-02-0
Cov mis mos molecular: C6H7NO
Molecular Luj: 109.13
PIB: 640-487-2
MDL Nr.: MFCD04114239
Hs code: 2933399990
Lub khw tseem ceeb: Tebchaws Asmeskas, Australia, Brazil, Nyiv, Lub Tebchaws Yelemees, Indonesia, UK, New Zealand, Canada thiab lwm yam.
Chaw tsim tshuaj paus: BLOOM TECH Xi'an Hoobkas
Kev Pabcuam Technology: R&D Dept.-1

Shaanxi BLOOM Tech Co., Ltd. yog ib qho ntawm cov tuam ntxhab thiab cov muag khoom ntawm 4-hydroxy-3-methylpyridine cas 22280-02-0 hauv Suav teb. Txais tos rau cov lag luam wholesale bulk zoo 4-hydroxy-3-methylpyridine cas 22280-02-0 muag ntawm no los ntawm peb lub hoobkas. Kev pabcuam zoo thiab tus nqi tsim nyog muaj.

 

4-Hydroxy-3-methylpyridineyog ib qho organic compound nrog CAS 22280-02-0 thiab molecular mis C6H7NO. Nws yog xim dawb rau lub teeb daj, feem ntau tshwm daj me ntsis. Nyob ruaj khov ntawm chav tsev kub, tab sis tuaj yeem decompose ntawm qhov kub thiab txias. Cov tshuaj no muaj alkalinity tsis muaj zog thiab tuaj yeem hnov ​​​​mob nrog cov kua qaub los tsim cov ntsev. Nws tuaj yeem siv los ua ke rau lwm hom kua ionic, xws li phosphorus uas muaj ionic kua, silicon uas muaj ionic kua, thiab lwm yam. Cov kua ionic no muaj cov khoom tshwj xeeb ntawm lub cev thiab tshuaj lom neeg thiab kev siv, thiab muaj cov kev cia siab dav hauv thaj chaw xws li cov ntaub ntawv science thiab catalytic science.

 

Daim ntawv thov nyob rau hauv synthesis ntawm alkaloids yog ib qho tseem ceeb heev raws li nws yog ib qho tseem ceeb organic compound uas yuav ua tau ib tug intermediate rau synthesizing ntau alkaloids. Alkaloids yog ib chav kawm ntawm cov khoom ntuj tsim muaj nyob rau hauv cov nroj tsuag, tsiaj txhu, thiab kab mob, thiab muaj ntau yam kev ua ub no ntawm lub cev thiab tshuaj.

 

product introduction

 

4-Hydroxy-3-methylpyridine | Shaanxi BLOOM Tech Co., Ltd

CAS 22280-02-0 | Shaanxi BLOOM Tech Co., Ltd

Tshuaj Formula

C6H7 Nr

Exact Mass

109

Molecular Luj

109

m/z

109 (100.0%), 110 (6.5%)

Elemental Analysis

C, 66.04; H, 6.47; N, 12.84; O, 14.66

Applications

 

4-hydroxy-3-methylpyridinenthuav tawm tus nqi tshwj xeeb hauv thaj chaw ntawm alkaloid synthesis, raws li nws cov hydroxyl thiab methyl substituents endow nws nrog ntau lub zog ua ib qho khoom nruab nrab, ligand, thiab kev hloov kho vaj tse.

Cov qauv taw qhia lub luag haujlwm raws li qhov tseem ceeb hluavtaws nruab nrab

1. Skeleton kev tsim kho ntawm pyridine alkaloids
Nws tuaj yeem koom nrog kev tsim kho ntawm cov qauv tseem ceeb ntawm cov pyridine alkaloids complex los ntawm oxidation ntawm hydroxyl pawg lossis kev hloov pauv ntawm methyl functional pawg. Piv txwv li:

Synthesis ntawm nicotine alkaloids: Siv lawv li raw cov ntaub ntawv, aldehyde pawg yog generated los ntawm hydroxyl oxidation, thiab ces cov amino sab chains yuav qhia tau los ntawm reductive amination cov tshuaj tiv thaiv, thaum kawg tsim lub pyridine nplhaib skeleton ntawm nicotine.

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Hom tshuaj tiv thaiv no muaj peev xwm siv tau rau hauv kev sim ua ke ntawm cov luam yeeb alkaloids, xws li nicotine thiab neonicotinoids.
Synthesis ntawm pyridine indole alkaloids: Los ntawm kev hloov cov tshuaj tiv thaiv ntawm hydroxyl pawg nrog halogenated tebchaw, indole nplhaib qauv tuaj yeem tsim ua pyridine indole skeletons. Hom qauv no feem ntau pom muaj nyob rau hauv txoj kev hluavtaws ntawm anti- qog alkaloids, xws li vinblastine.

2. Kev hloov kho cov qauv ntawm alkaloid precursors
Qhov sib xyaw no tuaj yeem ua haujlwm hloov kho rau alkaloid precursors, tswj cov kev ua haujlwm lom neeg ntawm cov hom phiaj molecules los ntawm cov nyhuv stereoselective ntawm methyl pawg lossis nucleophilicity ntawm hydroxyl pawg. Piv txwv li:
Kev hloov kho Matrine alkaloid: Hauv kev sib xyaw ntawm matrine, cov tshuaj tiv thaiv condensation ntawm hydroxyl pawg thiab cov pob txha matrine tuaj yeem qhia methyl hloov pauv los txhim kho nws cov haujlwm inhibitory ntawm daim siab fibrosis hlwb.

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Qhov kev sim tau pom tias qhov hloov pauv matrine derivative txo IC ₅₀ tus nqi ntawm HSC-T6 hlwb los ntawm 30%.
Kev ua haujlwm ntawm tropane alkaloids: Siv cov tshuaj no ua cov ligand, nws tau txais cov tshuaj tiv thaiv transesterification nrog cov ester pawg ntawm tropane alkaloids (xws li atropine) los tsim M-cholinergic receptor antagonists nrog ntau dua selectivity.

Kev siv cov hlau ligands hauv catalytic synthesis

1. Hloov cov hlau catalyzed alkaloid synthesis
Lub nplhaib pyridine nitrogen atom thiab hydroxyl oxygen atom tuaj yeem tsim kev sib koom tes ruaj khov nrog cov hlau hloov pauv xws li Pd thiab Cu, yog li ua haujlwm raws li catalysts lossis ligands los koom rau hauv kev sib txuas ntawm alkaloids.

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Piv txwv li:
Suzuki coupling cov tshuaj tiv thaiv: Nyob rau hauv C-C daim ntawv cog lus kev tsim kho ntawm pyridine alkaloids, hloov palladium catalyst tuaj yeem ua rau cov tshuaj tiv thaiv sib txuas los ntawm 60% mus rau 90%, thiab cov catalyst tuaj yeem siv tau ntau dua 5 zaug.
Asymmetric catalytic hydrogenation: Using it as a chiral ligand, a catalytic system can be formed with ruthenium complexes to achieve asymmetric hydrogenation of alkaloid precursors (such as alpha aminonitriles), producing products with chiral purity>99%.

2. Redox catalysis hauv alkaloid synthesis
Qhov sib xyaw no tuaj yeem ua haujlwm los ua cov catalyst lossis electron hloov nruab nrab rau redox cov tshuaj tiv thaiv. Piv txwv li:
Alkaloid Oxidative Dehydrogenation: Hauv qab4-hydroxy-3-methylpyridine/ Cu (II) catalytic system, methyl dehydrogenation cov tshuaj tiv thaiv tus nqi ntawm terpenoid alkaloids (xws li aconitine) yog ob npaug, thiab kev xaiv ntau dua 95%.

4-Hydroxy-3-methylpyridine uses | Shaanxi BLOOM Tech Co., Ltd
4-Hydroxy-3-methylpyridine Alkaloid reductive amination | Shaanxi BLOOM Tech Co., Ltd

Alkaloid reductive amination: Siv cov khoom no los ua hydrogen pub, nws tuaj yeem ua ke nrog palladium nanoparticles kom ua tiav kev txo qis ntawm ketone alkaloid precursors, ua rau 85% tawm los ntawm amino alkaloids (xws li quinine).

Kev hloov kho ua haujlwm hauv alkaloid qauv optimization

1. Functionalization cov tshuaj tiv thaiv ntawm hydroxyl pawg
Cov pab pawg hydroxyl ntawm 4-hydroxy-3-picoline tuaj yeem nkag mus rau hauv cov pab pawg sib txawv los ntawm esterification, etherification, lossis sulfonation cov tshuaj tiv thaiv, yog li tswj cov solubility, membrane permeability, los yog lub hom phiaj khi peev xwm ntawm alkaloids. Piv txwv li:
Esterification hloov kho txhim kho lipid solubility: hloov cov pab pawg hydroxyl mus rau acetoxy pawg tuaj yeem txhim kho lub peev xwm ntawm alkaloids (xws li reserpine) kom dhau los ntawm cov ntshav - hlwb teeb meem, ob npaug lawv inhibitory cuam tshuam rau hauv nruab nrab paj hlwb.

4-Hydroxy-3-methylpyridine hydroxyl groups | Shaanxi BLOOM Tech Co., Ltd
4-Hydroxy-3-methylpyridine Stereoscopic effect  | Shaanxi BLOOM Tech Co., Ltd

2. Stereoscopic nyhuv kev cai ntawm methyl
Qhov kev cuam tshuam tsis zoo ntawm cov tshuaj methyl tuaj yeem cuam tshuam rau txoj kev khi ntawm alkaloids thiab cov hom phiaj. Piv txwv li:
Optimization ntawm anti- qog alkaloids: Hauv kev sib xyaw ntawm camptothecin alkaloids, kev qhia txog methyl hloov ntawm 4-hydroxy-3-picoline tuaj yeem kho lub kaum sab xis ntawm cov molecule thiab DNA topoisomerase I, txo tus nqi IC50 los ntawm 50%.
Txhim kho cov kab mob ntawm cov kab mob alkaloid: Los ntawm kev cuam tshuam steric hindrance ntawm methyl pawg, kev sib cuam tshuam ntawm alkaloids (xws li berberine) thiab cov kab mob cell membranes tuaj yeem ua kom zoo, txo lawv cov txiaj ntsig MIC tiv thaiv cov tshuaj -cov kab mob resistant los ntawm peb dilutions.

Daim ntawv thov hauv alkaloid simulation synthesis

1. Simulation synthesis ntawm ntuj alkaloids
Nws tuaj yeem siv los ua ib qho tseem ceeb hauv nruab nrab los simulate txoj kev hluavtaws ntawm ntuj alkaloids. Piv txwv li:
Simulated synthesis ntawm lycorine alkaloids: Siv 4-hydroxy-3-picoline raws li cov khoom siv raw, cov pob txha isoquinoline ntawm lycorine alkaloids tuaj yeem tsim los ntawm oxidation thiab cyclization cov tshuaj tiv thaiv ntawm pawg hydroxyl, nrog rau tag nrho cov txiaj ntsig ntawm 40%.
Simulation synthesis ntawm ergometrine: Aldehyde pawg yog tsim los ntawm oxidation ntawm methyl pawg, thiab tom qab ntawd cov indolo-pyridine qauv ntawm ergometrine tuaj yeem ua ke los ntawm Pictet Spengler cov tshuaj tiv thaiv.

4-Hydroxy-3-methylpyridine Simulation synthesis | Shaanxi BLOOM Tech Co., Ltd
4-Hydroxy-3-methylpyridine alkaloid analogues | Shaanxi BLOOM Tech Co., Ltd

2. Tsim cov alkaloid analogues
Qhov sib xyaw no tseem tuaj yeem siv los tsim cov alkaloid analogues nrog cov qauv tshiab. Piv txwv li:
Anti Alzheimer's kab mob alkaloid analogues: Siv cov tshuaj no ua qauv, analogues nrog acetylcholinesterase inhibitory kev ua haujlwm tuaj yeem tsim los ntawm kev sib xyaw ua ke ntawm hydroxyl pawg nrog choline, nrog IC ₅₀ tus nqi ntawm 0.5 μ M.
Antiviral alkaloid analogues: Los ntawm kev qhia fluorine atoms los ntawm halogenation cov tshuaj tiv thaiv ntawm methyl pawg, analogues nrog inhibitory kev tiv thaiv kab mob HIV thim rov qab transcriptase tuaj yeem tsim, nrog EC ₅₀ tus nqi ntawm 2 μ M.

Cov ntaub ntawv siv tau thiab cov ntaub ntawv txhawb nqa

Case 1: Optimization ntawm Synthesis ntawm Pyridine Alkaloids

Hauv kev sib xyaw ntawm pyridine alkaloids (xws li nicotine),4-hydroxy-3-methylpyridineyog siv los ua cov khoom siv raw los tsim cov pyridine nplhaib pob txha pob txha ntawm nicotine los ntawm oxidation ntawm hydroxyl pawg thiab halogenation cov tshuaj tiv thaiv ntawm methyl pawg. Cov kev sim tau pom tias txoj kev ua kom zoo tshaj plaws tuaj yeem ua rau tag nrho cov txiaj ntsig tau los ntawm 35% mus rau 60%, nrog rau kev purity ntau dua 98%.

Case 2: Recycling of Alkaloid Catalysts

In the Suzuki coupling reaction, the modified palladium catalyst can be recycled 5 times, and the yield of each reaction is>90%. Nyob rau hauv sib piv, cov tawm los ntawm unmodified palladium catalyst txo mus rau hauv qab 70% tom qab 3 lub voj voog.

4-Hydroxy-3-methylpyridine Pyridine Alkaloids | Shaanxi BLOOM Tech Co., Ltd
4-Hydroxy-3-methylpyridine Activity evaluation | Shaanxi BLOOM Tech Co., Ltd

Case 3: Kev ntsuam xyuas ntawm alkaloid analogues

Cov tshuaj tiv thaiv Alzheimer's kab mob alkaloid analogue tau tsim los siv cov tshuaj no los ua tus qauv qhia pom qhov tseem ceeb acetylcholinesterase inhibitory kev ua haujlwm hauv vitro thwmsim (IC ₅₀=0.5 μ M), thiab nws cov tshuaj toxicity rau paj hlwb (CC ₅₀=50 μ M) tau ua lag luam qis dua li cov tshuaj CC. ₅₀=20 μ M).

Cov ntawv thov hauv Biochemical Research

Raw Khoom rau Kev Tshawb Fawb hauv Cellular Iron Metabolism Research

Cov nitrogen atom ntawm nws lub nplhaib pyridine thiab para- pawg hydroxyl daim ntawv bidentate chelating qhov chaw uas tshwj xeeb khi ferric ions. Tom qab cov pab pawg fluorescent raug hloov kho rau ntawm qhov scaffold, fluorescent probes rau intracellular hlau ions tuaj yeem tsim. Cov kws tshawb nrhiav siv cov kev sojntsuam no los taug qab kev faib tawm ntawm cov hlau dawb hauv cov hlwb rau hauv vitro cell qauv kev soj ntsuam ntsig txog oxidative stress, anemia thiab hemochromatosis, ua rau kom muaj nuj nqis ntawm kev tshawb nrhiav cov pa oxygen reactive hom tsub zuj zuj ntawm cov hlau overload.

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Nws yog dav siv los tshawb xyuas cov txheej txheem hauv qab kev laus thiab cov kab mob neurodegenerative. Lub caij no, nws cov derivatives siv cov tshuaj tua kab mob hauv nruab nrab thiab feem ntau siv los ua cov tshuaj tiv thaiv zoo los soj ntsuam cov dawb radical scavenging peev ntawm peptides thiab natural extracts.

Tsev Blocks rau kev tsim cov Lead Bioactive Molecules

Ua kom zoo dua ntawm cov pab pawg hydroxyl hloov tau yooj yim, cov pyridone me me molecules tuaj yeem muab tau los ntawm acylation thiab alkylation cov tshuaj tiv thaiv.

Cov tebchaw no ua haujlwm ua substrates rau hauv vitro enzymatic kev tshuaj ntsuam xyuas kom paub cov inhibitors tsom metalloproteinases thiab oxidases. Lawv kuj tuaj yeem siv los tsim cov tshuaj tiv thaiv kab mob rau hauv vitro tshuaj tiv thaiv kev tiv thaiv kab mob thiab cov fungi, muab cov txheej txheem heterocyclic scaffolds rau kev tshuaj ntsuam ua ntej ntawm cov tshuaj tiv thaiv tshiab - kis kab mob.

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manufacturing information

 

4-Hydroxy-3 methylpyridine yog ib qho tseem ceeb organic compound nrog ntau yam kev siv. Cov hauv qab no yog ob txoj kev sib xyaw ua ke:

Txoj Kev 1: Hoffman synthesis method

 

 

Hoffman synthesis method yog ib txoj hauv kev zoo rau kev sib xyaw 4-hydroxy-3-picoline. Txoj kev no hloov 4-chloromethylpyridine rau hauv 4-amino-3-methylpyridine los ntawm cov tshuaj tiv thaiv ammonolysis, thiab tom qab ntawd dhau los ua cov tshuaj tiv thaiv oxidation thiab hydrolysis los tsim 4-Hydroxy-3 methylpyridine. Cov kauj ruam tshwj xeeb yog raws li nram no:

1

Sib tov 4-chloromethylpyridine nrog dej ammonia, ntxiv sodium hydroxide tov, thiab teb rau 2-3 teev ntawm 80-100℃C.

2

Lim cov tshuaj tiv thaiv, acidify nrog dilute hydrochloric acid rau pH =1, thiab lim kom tau 4-amino-3-methylpyridine.

3

Sib tov 4-amino-3-methylpyridine nrog sodium nitrate thiab sulfuric acid thiab ua rau 10 teev ntawm 80℃C.

4

Lim cov tshuaj tiv thaiv, nruab nrab nrog sodium hydroxide tov rau pH =7, thiab lim kom tau 4-Hydroxy-3 methylpyridine.

Qhov zoo ntawm txoj kev no yog kev ua haujlwm yooj yim, cov tshuaj tiv thaiv me me, thiab cov txiaj ntsig siab. Txawm li cas los xij, txoj kev no siv ntau cov kuab tshuaj organic thiab cov kua qaub-base reagents, uas tuaj yeem ua rau qee qhov kev ua qias tuaj.

4-Hydroxy-3-methylpyridine chemical synthesis | Shaanxi BLOOM Tech Co., Ltd

Txoj Kev 2: Palisetz synthesis method

 

 

 

Palisetz synthesis method yog ib txoj hauv kev yooj yim rau kev sib txuas 4-Hydroxy-3 methylpyridine. Txoj kev no ncaj qha tau txais 4-Hydroxy-3 methylpyridine los ntawm reacting nrog formaldehyde thiab ammonia. Cov kauj ruam tshwj xeeb yog raws li nram no:

 

1. Sib tov 3-methylpyridine nrog cov tshuaj formaldehyde, ntxiv dej ammonia, thiab do hauv chav sov li 2 teev.

 

2. Lim cov tshuaj tiv thaiv, acidify nrog dilute hydrochloric acid rau pH =7, thiab lim kom tau cov khoom.

 

Qhov zoo ntawm txoj kev no yog kev ua haujlwm yooj yim, cov tshuaj tiv thaiv me me, thiab cov txiaj ntsig siab. Txawm li cas los xij, txoj kev no siv ntau cov kuab tshuaj organic thiab cov kua qaub-base reagents, uas tuaj yeem ua rau qee qhov kev ua qias tuaj. Tsis tas li ntawd, txoj kev no yuav tsum tau siv cov tshuaj phom sij xws li formaldehyde thiab ammonia, thiab yuav tsum tau ntsuas kev nyab xeeb nruj.

 

Nws yuav tsum raug sau tseg tias ob qho tib si ntawm cov txheej txheem saum toj no yog cov txheej txheem ntsuas ntsuas ntsuas, uas yuav xav tau kev txhim kho thiab ua kom zoo rau kev tsim khoom lag luam. Tsis tas li ntawd, cov xwm txheej tshwj xeeb synthesis thiab reagent ratios kuj yuav tsum tau kho thiab kho kom zoo raws li qhov xwm txheej tiag tiag.

 

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