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280992

4-苯基-1,2,4-三唑啉-3,5-二酮

Name: 4-苯基-1,2,4-三唑啉-3,5-二酮
Brand: ALDRICH

97%

别名:

4-苯基-3H-1,2,4-三唑-3,5(4H)-二酮, PTAD

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关于此项目

经验公式（希尔记法）:

C₈H₅N₃O₂

化学文摘社编号:

4233-33-4

分子量:

175.14

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24856961

EC Number:

224-191-7

Beilstein/REAXYS Number:

141548

MDL number:

MFCD00003148

Assay:

97%

Form:

solid

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Quality Level

100

assay

97%

form

solid

mp

165-170 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

O=C1N=NC(=O)N1c2ccccc2

InChI

1S/C8H5N3O2/c12-7-9-10-8(13)11(7)6-4-2-1-3-5-6/h1-5H

InChI key

ISULLEUFOQSBGY-UHFFFAOYSA-N

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Application

4-苯基-1,2,4-三唑啉-3,5-二酮(PTAD)可用作将硫醇氧化成二硫化物的高效选择性试剂。
它还用于：

作为环烯烃和1,2,4,5-四嗪通过逆[4+2]环加成反应合成二氢哒嗪环的脱氢剂。
作为快速杂-Diels-Alder反应合成环加成产物的亲双烯体。
作为1,4-二氢吡啶类物质合成吡啶衍生物的高效氧化剂。
作为烯丙基硅烷[3+2]环加成合成尿唑的试剂。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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[4+2] cycloaddition reactions between 1,8-disubstituted cyclooctatetraenes and diazo dienophiles: stereoelectronic effects, anticancer properties and application to the synthesis of 7,8-substituted bicyclo[4.2.0]octa-2,4-dienes.

Rebecca L Grange et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 16(29), 8894-8903 (2010-06-24)

A detailed examination of [4+2] cycloaddition reactions between 1,8-disubstituted cyclooctatetraenes and diazo compounds revealed that 4-phenyl-1,2,4-triazole-3,5-dione (PTAD) reacts to form either 2,3- or 3,4-disubstituted adducts. The product distribution can be controlled by modulating the electron density of the cyclooctatetraene. Unprecedented

Synthesis of 5-azacastanospermine, a conformationally restricted azafagomine analogue.

K Søndergaard et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 7(11), 2324-2331 (2001-07-12)

The 5-aza-6-deoxy analogue of castanospermine (+/-)-5a and its 1-epimer (+/-)-5b was synthesized. The synthesis started from the known compound 5-benzyloxy-7-hydroxyhepta-1,3-diene, which was protected and subjected to Diels-Alder reaction with 4-phenyl-1,2,4-triazoline-3,5-dione to give two epimeric adducts. One of these was transformed

Oxa-ene reaction of enols of amides with 4-phenyl-1,2,4-triazoline-3,5-dione.

Ahmad Basheer et al.

The Journal of organic chemistry, 73(1), 184-190 (2007-12-13)

The reaction of 16 enols of amides with 4-phenyl-1,2,4-triazoline-1,3-dione gave open chain adducts rather than the [2 + 2] cycloadducts with a hemiaminal moiety, both in solid state and in solution. This assignment is based on X-ray crystallography, (1)H and

4-Phenyl-1, 2, 4-triazole-3, 5-dione as a novel and reusable reagent for the aromatization of 1, 4-dihydropyridines under mild conditions

Zolfigol MA, et al.

Tetrahedron Letters, 46(33), 5581-5584 (2005)

Characterization of the metabolic pathway of 1,25-dihydroxy-16-ene vitamin D3 in rat kidney by on-line high performance liquid chromatography-electrospray tandem mass spectrometry.

B Yeung et al.

Biochemical pharmacology, 49(8), 1099-1710 (1995-04-18)

1,25-Dihydroxy-16-ene vitamin D3 is a synthetic analog of 1,25-dihydroxyvitamin D3, the most physiologically active metabolite of vitamin D3. The renal metabolism of 1,25-dihydroxy-16-ene vitamin D3 had been studied previously using a perfused rat kidney system [Reddy et al., Bioorg Med

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全球贸易项目编号

货号	GTIN
280992-1G	04061826212516
280992-5G	04061826212554

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