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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— ethyl 6-(ethoxycarbonyl)-1,4-dithiaspirononane-7-acatate 436849-16-0 C14H22O4S2
ethyl 6-(ethoxycarbonyl)-1,4-dithiaspirononane-7-acatate
—— 5,6-dihydrospiro[7H-cyclopenta[c]pyridine-7,2'-[1,3]dithiolane] 436849-38-6 C10H11NS2
5,6-dihydrospiro[7H-cyclopenta[c]pyridine-7,2'-[1,3]dithiolane]
—— 3,3-dimethyl-1-methylsulphonyl-2-butanol 95151-28-3 C7H16O3S
3,3-dimethyl-1-methylsulphonyl-2-butanol
—— 2-t-butyl-6-(phenylthio)imidazo<1,2-b>pyridazine 154704-29-7 C16H17N3S
2-t-butyl-6-(phenylthio)imidazo<1,2-b>pyridazine
—— 1-[(Z)-butadienesulfonyl]-3,3-dimethyl-2-butanone 862672-78-4 C10H16O3S
1-[(Z)-butadienesulfonyl]-3,3-dimethyl-2-butanone
—— 1,2,3,4,5-Pentachloro-6-[4-methylsulfanyl-1,1-bis[(2,3,4,5,6-pentachlorophenyl)sulfanyl]but-1-en-3-yn-2-yl]sulfanylbenzene 64672-73-7 C23H3Cl15S4
1,2,3,4,5-Pentachloro-6-[4-methylsulfanyl-1,1-bis[(2,3,4,5,6-pentachlorophenyl)sulfanyl]but-1-en-3-yn-2-yl]sulfanylbenzene
—— 6-t-Butyl-3-hydrazino-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine hydrochloride 278784-04-6 C8H14N6S*ClH
6-t-Butyl-3-hydrazino-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine hydrochloride
—— 1-chloro-3,3-dimethyl-2-methylthiobut-1-ene 83759-13-1 C7H13ClS
1-chloro-3,3-dimethyl-2-methylthiobut-1-ene
—— <5-Methyl-3-nitro-2-pyridyl>-pyrimidyl-thioaether 73768-57-7 C10H8N4O2S
<5-Methyl-3-nitro-2-pyridyl>-pyrimidyl-thioaether
—— 3-phenyl-2-[4-[4-(3-phenylquinoxalin-2-yl)phenyl]sulfanylphenyl]-quinoxaline 60516-70-3 C40H26N4S
3-phenyl-2-[4-[4-(3-phenylquinoxalin-2-yl)phenyl]sulfanylphenyl]-quinoxaline
—— <2,4-Dinitrophenyl>-4-chlor-pyrimidyl-thioaether 73768-54-4 C10H5ClN4O4S
<2,4-Dinitrophenyl>-4-chlor-pyrimidyl-thioaether
—— O-cis-3,3,5-Trimethylcyclohexyl methylthiocarbamate 131388-14-2 C11H21NOS
O-cis-3,3,5-Trimethylcyclohexyl methylthiocarbamate
—— Di-(s-triazolo<4,3-a>pyrid-5-yl)-sulfid 66999-72-2 C12H8N6S
Di-(s-triazolo<4,3-a>pyrid-5-yl)-sulfid
—— 2-(3-nitro-2-pyridinylthio)-1H-benzimidazole 73768-75-9 C12H8N4O2S
2-(3-nitro-2-pyridinylthio)-1H-benzimidazole
—— 1,2,3,4,5-Pentachloro-6-[4-(4-methylphenyl)sulfanyl-1,1-bis[(2,3,4,5,6-pentachlorophenyl)sulfanyl]but-1-en-3-yn-2-yl]sulfanylbenzene 64672-76-0 C29H7Cl15S4
1,2,3,4,5-Pentachloro-6-[4-(4-methylphenyl)sulfanyl-1,1-bis[(2,3,4,5,6-pentachlorophenyl)sulfanyl]but-1-en-3-yn-2-yl]sulfanylbenzene
—— 2-chloro-2-(chloro-phenyl-methyl)-5-methyl-benzo[<i>b</i>]thiophen-3-one 63743-71-5 C16H12Cl2OS
2-chloro-2-(chloro-phenyl-methyl)-5-methyl-benzo[<i>b</i>]thiophen-3-one
—— 2-(2,4-dinitro-phenylsulfanyl)-4-methyl-pyrimidine 71160-32-2 C11H8N4O4S
2-(2,4-dinitro-phenylsulfanyl)-4-methyl-pyrimidine
—— 2-Methylsulfanyl-5-undecyl-[1,3,4]oxadiazole 84143-68-0 C14H26N2OS
2-Methylsulfanyl-5-undecyl-[1,3,4]oxadiazole
—— 8-Methylthio-s-triazol<4,3-a>pyrazin 68774-92-5 C6H6N4S
8-Methylthio-s-triazol<4,3-a>pyrazin
—— 3-Methyl-8-methylthio-s-triazol<4,3-a>pyrazin 68774-93-6 C7H8N4S
3-Methyl-8-methylthio-s-triazol<4,3-a>pyrazin
—— (5-Bromo-pyridin-2-yl)-[5-(5-tert-butyl-oxazol-2-ylmethylsulfanyl)-thiazol-2-yl]-amine 350510-40-6 C16H17BrN4OS2
(5-Bromo-pyridin-2-yl)-[5-(5-tert-butyl-oxazol-2-ylmethylsulfanyl)-thiazol-2-yl]-amine
—— 1,3-bis-methylsulfanyl-propene 13169-03-4 C5H10S2
1,3-bis-methylsulfanyl-propene
—— 2-(2-cyclohexylidene-ethyl)-isothiourea 109409-56-5 C9H16N2S
2-(2-cyclohexylidene-ethyl)-isothiourea
—— 4-(4-chloro-phenyl)-3,5-bis-methylsulfanyl-isothiazole 64445-50-7 C11H10ClNS3
4-(4-chloro-phenyl)-3,5-bis-methylsulfanyl-isothiazole
—— <(ethoxythiocarbonyl)sulfanyl>(hept-4(Z)-enyloxy)acetic acid methyl ester 161254-26-8 C13H22O4S2
<(ethoxythiocarbonyl)sulfanyl>(hept-4(Z)-enyloxy)acetic acid methyl ester
—— {5-chloro-6-fluoro-2-methyl-3-[4-(morpholine-4-sulfonyl)phenylsulfanyl]indolizin-1-yl}acetic acid ethyl ester 917761-22-9 C23H24ClFN2O5S2
{5-chloro-6-fluoro-2-methyl-3-[4-(morpholine-4-sulfonyl)phenylsulfanyl]indolizin-1-yl}acetic acid ethyl ester
—— Di-cyclohex-2-enyl-disulfid 96080-58-9 C12H18S2
Di-cyclohex-2-enyl-disulfid
—— S-(2-cyclohexenyl) N-methylthiocarbamate 188400-12-6 C8H13NOS
S-(2-cyclohexenyl) N-methylthiocarbamate
—— 1-Methyl-3,3-bis(methylthio)-2-pyrrolidon 63017-89-0 C7H13NOS2
1-Methyl-3,3-bis(methylthio)-2-pyrrolidon
—— 4-cyclohexyl-2-(2,5-dimethyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 301177-43-5 C20H23N3OS
4-cyclohexyl-2-(2,5-dimethyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 1,2,3,4-Tetrahydro-1-methyl-2,4-diphenyl-6-phenylthio-S-Tetrazin 51808-05-0 C21H20N4S
1,2,3,4-Tetrahydro-1-methyl-2,4-diphenyl-6-phenylthio-S-Tetrazin
—— 4-cyclopropyl-2-(2,5-dimethylbenzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-72-7 C17H17N3OS
4-cyclopropyl-2-(2,5-dimethylbenzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 2-((tert-butyldimethylsilyloxy)(tetrahydrofuran-2-yl)methylthio)pyridine 1076691-81-0 C16H27NO2SSi
2-((tert-butyldimethylsilyloxy)(tetrahydrofuran-2-yl)methylthio)pyridine
—— 2-(2,5-dimethyl-benzylsulfanyl)-4-(1-methyl-piperidin-4-yl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-74-9 C20H24N4OS
2-(2,5-dimethyl-benzylsulfanyl)-4-(1-methyl-piperidin-4-yl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 2-(1-hydroxy-1-methylethyl)-6-carboxydiphenyl sulfide 75893-91-3 C16H16O3S
2-(1-hydroxy-1-methylethyl)-6-carboxydiphenyl sulfide
—— 2-(2,5-dimethyl-benzylsulfanyl)-4-isopropyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-71-6 C17H19N3OS
2-(2,5-dimethyl-benzylsulfanyl)-4-isopropyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 4-Methyl-2-(thiophenoxymethyl)anilin 53165-11-0 C14H15NS
4-Methyl-2-(thiophenoxymethyl)anilin
—— N,N-dimethyl-10H-pyridazino[4,3-b][1,4]benzothiazin-3-amine 10337-78-7 C12H12N4S
N,N-dimethyl-10H-pyridazino[4,3-b][1,4]benzothiazin-3-amine
—— 3-tert.Butylthiete-1,1-dioxid 25903-16-6 C7H12O2S
3-tert.Butylthiete-1,1-dioxid
—— 2,6-Bis(phenylthio)cyclohexanon 35874-90-9 C18H18OS2
2,6-Bis(phenylthio)cyclohexanon
—— 3-(phenylthio)thietane 1,1-dioxide 75299-22-8 C9H10O2S2
3-(phenylthio)thietane 1,1-dioxide
—— 2-(3,6-Dichloropyridazin-4-yl)sulfanylaniline 10344-41-9 C10H7Cl2N3S
2-(3,6-Dichloropyridazin-4-yl)sulfanylaniline
—— Methyl ((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-YL)thio)acetate 75621-68-0 C6H7N3O4S
Methyl ((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-YL)thio)acetate
—— Bis-(3-thietanyl-1.1-dioxid)-sulfid 89599-40-6 C6H10O4S3
Bis-(3-thietanyl-1.1-dioxid)-sulfid
—— 3-Methyl-sulfonylpropanolacetat 26981-50-0 C6H12O4S
3-Methyl-sulfonylpropanolacetat
—— 1,1-dioxo-1λ<sup>6</sup>-thionane-3,8-dione 71138-48-2 C8H12O4S
1,1-dioxo-1λ<sup>6</sup>-thionane-3,8-dione
—— [2-(4-chlorobenzylthio)phenyl]-acetic acid 120974-95-0 C15H13ClO2S
[2-(4-chlorobenzylthio)phenyl]-acetic acid
—— 3-Methoxy-1-methyl-5-methylsulfanyl-1-oxo-1λ<sup>6</sup>-thiopyran-4-carbonitrile 65322-14-7 C9H11NO2S2
3-Methoxy-1-methyl-5-methylsulfanyl-1-oxo-1λ<sup>6</sup>-thiopyran-4-carbonitrile
—— Didodecyldodecanbis(dithioat) 65222-84-6 C36H70S4
Didodecyldodecanbis(dithioat)
—— 4-Phenyl-but-1-ynylsulfanyl-benzene 125829-48-3 C16H14S
4-Phenyl-but-1-ynylsulfanyl-benzene