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183954

1,4-二硫-2,5-二醇

Name: 1,4-二硫-2,5-二醇
Brand: ALDRICH

97%

别名:

2,5-二羟基-1,4-二噻烷, 2,5-二羟基噻二烷

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关于此项目

经验公式（希尔记法）:

C₄H₈O₂S₂

化学文摘社编号:

40018-26-6

分子量:

152.24

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24851084

EC Number:

254-751-6

Beilstein/REAXYS Number:

104402

MDL number:

MFCD00006659

Assay:

97%

Form:

powder

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属性

assay

97%

form

powder

mp

130 °C (dec.) (lit.)

functional group

hydroxyl, thioether

storage temp.

2-8°C

SMILES string

OC1CSC(O)CS1

InChI

1S/C4H8O2S2/c5-3-1-7-4(6)2-8-3/h3-6H,1-2H2

InChI key

YUIOPHXTILULQC-UHFFFAOYSA-N

说明

General description

1,4-二噻烷-2,5-二醇经过双官能方酰胺催化的磺胺-Michael/醛醇与查尔酮的级联反应，可得到三取代的四氢噻吩。它可参与到由1,4-二氮杂双环[2.2.2]辛烷催化的与偶氮甲碱亚胺的非对映选择性[3+3]环加成反应。它是一种巯基乙醛二聚体和一种有效的合成子，用于将硫醇基团插入到原位生成的硝基烯烃中。

Application

1,4-二噻烷-2,5-二醇被用于合成：

取代的四氢噻吩衍生物
2-氨基-3-（芳基磺酰基）噻吩，潜在的抗病毒和抗肿瘤剂

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pictograms

GHS06,GHS08,GHS09

signalword

Danger

hcodes

H301,H317,H330,H373,H410

pcodes

P260 - P273 - P280 - P302 + P352 - P304 + P340 + P310 - P314

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1A - STOT RE 2

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Synthesis and antiviral/antitumor evaluation of 2-amino- and 2-carboxamido-3-arylsulfonylthiophenes and related compounds as a new class of diarylsulfones.

C E Stephens et al.

Bioorganic & medicinal chemistry, 9(5), 1123-1132 (2001-05-30)

Based on general SARs previously described for anti-HIV-1 diarylsulfone derivatives, a series of 2-amino- and 2-carboxamido-3-arylsulfonylthiophenes has been prepared and evaluated as potential antiviral and antitumor agents. In cell culture, some of the 2-aminothiophenes exhibited moderate and selective activity against

1, 4-Dithiane-2, 5-diol as an efficient synthon for a straightforward synthesis of functionalized tetrahydrothiophenes via sulfa-Michael/aldol-type reactions with electrophilic alkenes.

Baricordi N, et al.

Tetrahedron, 68(1), 208-213 (2012)

Hydrogen-bond-mediated cascade reaction involving chalcones: facile synthesis of enantioenriched trisubstituted tetrahydrothiophenes.

Jun-Bing Ling et al.

Organic letters, 14(4), 1090-1093 (2012-02-09)

A bifunctional squaramide catalyzed sulfa-Michael/aldol cascade reaction between 1,4-dithiane-2,5-diol and chalcones with a low catalyst loading has been developed. Trisubstituted tetrahydrothiophenes with three contiguous stereogenic centers are obtained in a highly stereocontrolled manner. Additionally, a remarkable temperature effect on reaction

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全球贸易项目编号

货号	GTIN
183954-250G	04061838756442
183954-50G	04061838756459