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茚三酮

茚三酮用途

Ninhydrin 可作为显色分析探针 (chromogenic analytical probe) 用于氨基酸和蛋白质的定量分析。

茚三酮名称

[ CAS 号 ]:
485-47-2

[ 中文名 ]:
水合茚三酮

[ 英文名 ]:
Ninhydrin

[中文别名 ]:

[英文别名 ]:

2,2-Dihydroxy-1H-indene-1,3(2H)-dione
Triketohydrinden Hydrate
Ninhydrin
2,2-Dihydroxy-1,3-indanedione
Ninhydrin,spectrophotometric grade
MFCD00003791
Ninhydrin Spray
Ningidrin
indane-1,2,3-trione monohydrate
NyNhydriN

茚三酮生物活性

[ 描述 ]:

Ninhydrin 可作为显色分析探针 (chromogenic analytical probe) 用于氨基酸和蛋白质的定量分析。

[ 相关类别 ]:

研究领域 >> 其他

信号通路 >> 其他 >> 其他

[ 靶点 ]

IC50: chromogenic analytical probe[1]

[体外研究]

茚三酮用于蛋白质的氨基酸分析。除脯氨酸外,大多数氨基酸都能水解并与茚三酮反应。氨基酸在色谱分离后用比色法定量。茚三酮与伯胺和仲胺反应生成蓝色或紫色的反应产物：二氢吡啶二氢茚二胺。

[参考文献]

[1]. Omar MA, et al. Utility of ninhydrin reagent for spectrofluorimetric determination of heptaminol in human plasma.Luminescence. 2018 Sep;33(6):1107-1112.

[2]. Anantharaman S, et al. Ninhydrin-sodium molybdate chromogenic analytical probe for the assay of amino acids and proteins.rSpectrochim Acta A Mol Biomol Spectrosc. 2017 Feb 15;173:897-903.

茚三酮物理化学性质

[ 密度 ]:
1.7±0.1 g/cm3

[ 沸点 ]:
449.3±45.0 °C at 760 mmHg

[ 熔点 ]:
250 °C (dec.)(lit.)

[ 分子式 ]:
C₉H₆O₄

[ 分子量 ]:
178.141

[ 闪点 ]:
239.7±25.2 °C

[ 精确质量 ]:
178.026611

[ PSA ]:
74.60000

[ LogP ]:
1.07

[ 外观性状 ]:
白色至淡黄色结晶粉末

[ 蒸汽压 ]:
0.0±1.2 mmHg at 25°C

[ 折射率 ]:
1.737

[ 储存条件 ]:
Store at RT.

[ 稳定性 ]:
Stable. Incompatible with amines, alkalies, strong bases. Light-sensitive.

[ 水溶解性 ]:
0.1-0.5 g/100 mL at 20 ºC

茚三酮MSDS

茚三酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NK5425000

CHEMICAL NAME :: 1,3-Indandione, 2,2-dihydroxy-

CAS REGISTRY NUMBER :: 485-47-2

BEILSTEIN REFERENCE NO. :: 1910963

LAST UPDATED :: 199701

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C9-H6-O4

MOLECULAR WEIGHT :: 178.15

WISWESSER LINE NOTATION :: L56 BV DV CHJ CQ CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,28,1953

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 78 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Vascular - regional or general arteriolar or venous dilation Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 151,719,1957 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - A1175 No. of Facilities: 33 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 594 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - A1175 No. of Facilities: 476 (estimated) No. of Industries: 4 No. of Occupations: 9 No. of Employees: 5565 (estimated) No. of Female Employees: 4002 (estimated)

茚三酮安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H315-H319-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R22;R36/37/38

[ 安全声明 (欧洲) ]:
S26-S28A-S45-S16

[ 危险品运输编码 ]:
UN 1170 3/PG 2

[ WGK德国 ]:
3

[ RTECS号 ]:
NK5425000

[ 危险类别 ]:
3.0

[ 海关编码 ]:
2915900090

茚三酮合成路线

茚三酮上下游产品

茚三酮上游产品

茚三酮下游产品

茚三酮制备

1.将苯二甲酸二乙酯与乙酸乙酯在金属钠存在下反应，生成苯并戊二酮甲酸乙酯，经酸化失羧生成苯并戊二酮，再氧化生成水合茚三酮。
2.将苯二甲酸与乙酸乙酯在金属钠存在下反应，生成苯并戊二酮甲酸乙酯，经酸化失羟基生成苯并二戊二酮，再氧化生成水和茚三酮。

3.在加热的邻苯二甲酸二乙酯和适量金属钠混合物中加入过量乙酸乙酯和少量无水乙醇，加热反应，冷却后加热水溶解，冷却至70℃，在激烈搅拌下加入硫酸，使钠盐分解，冷却至15℃过滤，得苯并戊二酮粗品。将粗品加到60～70℃的二氧化硒、二烷和水的混合物中进行氧化反应，反应结束后，趁热过滤，滤液蒸发除去大部分二烷，再加水并加热，待焦油状物析出完全后滤去，滤液浓缩后加活性炭脱色，再浓缩，冷却至室温，析出的结晶粗品用水重结晶，即得纯品。
过程反应式为：

4.制法：

于装有搅拌器、回流冷凝器、温度计的反应瓶中加入二氧六环^①250mL，二氧化硒11g（0.1mol），水5mL，搅拌下加热至60～70℃，直至固体溶解。暂时撤去热源，加入茚-1,3-二酮（2）15g（0.1mol）。而后搅拌下加热回流6h。反应过程中有固体析出。过滤，蒸出二氧六环约190mL，加入100mL水。煮沸，滤去沉淀。浓缩至约50mL，过滤，滤液活性炭脱色，再浓缩至25mL左右，升温放置。抽滤，固体物用热水重结晶，得无水水合茚三酮（1）6g，收率34%。该化合物于125～130℃变为红色，mp242～243℃（分解）。注：回收的二氧六环可重复使用。

茚三酮海关

[ 海关编码 ]: 2915900090

[ 中文概述 ]:
2915900090. 其他饱和无环一元羧酸及其酸酐（酰卤、过氧）化物、过氧酸及其卤化、硝化、磺化、亚硝化衍生物. 增值税率:17.0%. 退税率:9.0%. 监管条件:AB(入境货物通关单,出境货物通关单). 最惠国关税:5.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ 监管条件 ]: A.入境货物通关单 B.出境货物通关单

[ 检验检疫 ]: R.进口食品卫生监督检验 S.出口食品卫生监督检验 M.进口商品检验 N.出口商品检验

[ Summary ]:
2915900090 other saturated acyclic monocarboxylic acids and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:5.5% General tariff:30.0%

茚三酮文献

Combined effects of nutrients and temperature on the production of fermentative aromas by Saccharomyces cerevisiae during wine fermentation.

Appl. Microbiol. Biotechnol. 99(5) , 2291-304, (2015)

Volatile compounds produced by yeast during fermentation greatly influence the organoleptic qualities of wine. We developed a model to predict the combined effects of initial nitrogen and phytosterol ...

Silica-based nanofibers for electrospun ultra-thin layer chromatography.

J. Chromatogr. A. 1364 , 261-70, (2014)

Nanofibrous silica-based stationary phases for electrospun ultra-thin layer chromatography (E-UTLC) are described. Nanofibers were produced by electrospinning a solution of silica nanoparticles disper...

Development of Man-rGO for Targeted Eradication of Macrophage Ablation.

Mol. Pharm. 12 , 3226-36, (2015)

This study was aimed to develop and evaluate a smart nanosystem that targeted photothermal ablation of inflammatory macrophages in atherosclerotic plaque. Mannosylated-reduced graphene oxide (Man-rGO)...

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茚三酮