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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
—— ethanethioic acid S-(methoxymethyl) ester 38634-58-1 C4H8O2S
ethanethioic acid S-(methoxymethyl) ester
—— 3-chloro-1,1-bis-ethanesulfonyl-propane 500779-49-7 C7H15ClO4S2
3-chloro-1,1-bis-ethanesulfonyl-propane
—— bis-(pentane-1-sulfonyl)-methane 18068-31-0 C11H24O4S2
bis-(pentane-1-sulfonyl)-methane
—— 3-((4R,5R)-2,2-Dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-propan-1-ol 864948-21-0 C14H20O3S
3-((4R,5R)-2,2-Dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-propan-1-ol
—— (S)-3-[4-(3-hydroxy-butylsulfanyl)-2-methyl-phenyl]-propionic acid methyl ester 847346-76-3 C15H22O3S
(S)-3-[4-(3-hydroxy-butylsulfanyl)-2-methyl-phenyl]-propionic acid methyl ester
—— (E)-methyl hex-1-enyl sulfoxide 71559-68-7 C7H14OS
(E)-methyl hex-1-enyl sulfoxide
—— 3-((p-chlorophenyl)thio)cyclohexanone 64924-10-3 C12H13ClOS
3-((p-chlorophenyl)thio)cyclohexanone
—— 1-(tetrahydropyran-2-yl)-3-ethyl-5-methylthiopyrazolo<3,4-e><1,3>oxazin-7-one 116992-68-8 C13H17N3O3S
1-(tetrahydropyran-2-yl)-3-ethyl-5-methylthiopyrazolo<3,4-e><1,3>oxazin-7-one
—— 2,3-Dihydrobenzothiophene-3-carboxylic acid 19156-56-0 C9H8O2S
2,3-Dihydrobenzothiophene-3-carboxylic acid
—— 3-ethyl-1,1,1-tris(methylthio)heptane 480425-00-1 C12H26S3
3-ethyl-1,1,1-tris(methylthio)heptane
—— 2-bromo-1,1-difluoro-4,8-dimethyl-1-methylthiononane 480425-08-9 C12H23BrF2S
2-bromo-1,1-difluoro-4,8-dimethyl-1-methylthiononane
—— 5,10-Dithia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3,6,8-trien-2-one 120079-27-8 C8H6N2OS2
5,10-Dithia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3,6,8-trien-2-one
—— 8-chloro-2,3-dihydro-5H-thiazolo<3,2-a>thieno<3,4-d>pyrimidin-5-one 126636-81-5 C8H5ClN2OS2
8-chloro-2,3-dihydro-5H-thiazolo<3,2-a>thieno<3,4-d>pyrimidin-5-one
—— Gwxjcyvgwmmndx-uhfffaoysa- 120079-34-7 C9H8N2OS2
Gwxjcyvgwmmndx-uhfffaoysa-
—— 3,4,7,8-Tetrakis(trifluormethyl)-1,2,5,6-tetrathiocin 651-38-7 C8F12S4
3,4,7,8-Tetrakis(trifluormethyl)-1,2,5,6-tetrathiocin
—— N-(6-(2-(2-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-54-0 C20H16N4OS2
N-(6-(2-(2-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(phenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-35-7 C19H14N4OS2
N-(6-(2-(phenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(3-methoxyphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-61-9 C20H16N4O2S2
N-(6-(2-(3-methoxyphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(3-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112980-30-9 C19H13FN4OS2
N-(6-(2-(3-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(4-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-56-2 C20H16N4OS2
N-(6-(2-(4-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(4-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-43-7 C19H13FN4OS2
N-(6-(2-(4-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(2-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-37-9 C19H13FN4OS2
N-(6-(2-(2-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— 3-ethyl-1-propyl-1<i>H</i>,8<i>H</i>-pyrimido[5,4-<i>b</i>][1,4]thiazine-2,4,7-trione 3950-00-3 C11H15N3O3S
3-ethyl-1-propyl-1<i>H</i>,8<i>H</i>-pyrimido[5,4-<i>b</i>][1,4]thiazine-2,4,7-trione
—— n-butyl [(3-nitropyridin-2-yl)sulfanyl]acetate 1378234-14-0 C11H14N2O4S
n-butyl [(3-nitropyridin-2-yl)sulfanyl]acetate
—— 3-allylthiosulfanyl-6-homopiperidinylaminopyridazine 1221438-73-8 C13H20N4S
3-allylthiosulfanyl-6-homopiperidinylaminopyridazine
—— (6-amino-3-ethyl-2,4-dioxo-1-propyl-1,2,3,4-tetrahydro-pyrimidin-5-ylsulfanyl)-acetic acid 91194-51-3 C11H17N3O4S
(6-amino-3-ethyl-2,4-dioxo-1-propyl-1,2,3,4-tetrahydro-pyrimidin-5-ylsulfanyl)-acetic acid
—— 4,5-Bis[2-[tert-butyl(diphenyl)silyl]oxyethylsulfanyl]-1,3-dithiol-2-one 160409-45-0 C39H46O3S4Si2
4,5-Bis[2-[tert-butyl(diphenyl)silyl]oxyethylsulfanyl]-1,3-dithiol-2-one
—— (S)-3-Phenyl-2-phenylsulfanyl-propan-1-ol 143359-30-2 C15H16OS
(S)-3-Phenyl-2-phenylsulfanyl-propan-1-ol
—— (2R<sup>*</sup>,3R<sup>*</sup>)-1,4-di-O-isopropylidene-3-phenylthio-1,2,4-butanetriol —— C13H18O3S
(2R<sup>*</sup>,3R<sup>*</sup>)-1,4-di-O-isopropylidene-3-phenylthio-1,2,4-butanetriol
—— (2Z,7S)-7-(t-butyldimethylsilyloxy)-8-(t-butyldiphenylsilyloxy)-2-methyl-5,5-(trimethylenedithio)-2-octenal 156261-87-9 C34H52O3S2Si2
(2Z,7S)-7-(t-butyldimethylsilyloxy)-8-(t-butyldiphenylsilyloxy)-2-methyl-5,5-(trimethylenedithio)-2-octenal
—— 2-(Propylsulfonyl)ethanamine 771583-65-4 C5H13NO2S
2-(Propylsulfonyl)ethanamine
—— N-[4-[[4-ethyl-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258423-76-5 C19H20N6OS2
N-[4-[[4-ethyl-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— bis-propoxythiocarbonyl-disulfane 3750-28-5 C8H14O2S4
bis-propoxythiocarbonyl-disulfane
—— N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)cyclopropanecarboxamide 1402546-06-8 C21H25N7O3S
N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)cyclopropanecarboxamide
—— 9-(3-aminopropyl)-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine 1402546-54-6 C17H21N7O2S
9-(3-aminopropyl)-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
—— N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)pivalamide 1402546-08-0 C22H29N7O3S
N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)pivalamide
—— N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)cyclopropanesulfonamide 1402546-10-4 C20H25N7O4S2
N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)cyclopropanesulfonamide
—— 2-Phenylsulfanylethyl 3-hydroxy-2-methylidenebutanoate 124919-75-1 C13H16O3S
2-Phenylsulfanylethyl 3-hydroxy-2-methylidenebutanoate
—— 3-methyl-3-[(methylthio)methoxy]cyclopent-1-ene-1-carbonitrile 615265-48-0 C9H13NOS
3-methyl-3-[(methylthio)methoxy]cyclopent-1-ene-1-carbonitrile
—— 3,6-bis(methylthio)-4-ethyl-5-methyl-1,2-diazine 112740-81-5 C9H14N2S2
3,6-bis(methylthio)-4-ethyl-5-methyl-1,2-diazine
—— 3,6-bis(methythio)-4-(n-hexyl)-1,2-diazine 112740-83-7 C12H20N2S2
3,6-bis(methythio)-4-(n-hexyl)-1,2-diazine
—— 2-phenylsulfanylethyl (3S)-3-hydroxy-2-methylidenebutanoate 124990-55-2 C13H16O3S
2-phenylsulfanylethyl (3S)-3-hydroxy-2-methylidenebutanoate
—— 1-((1-n-dodecyl-1H-imidazol-2-yl)methyl)-2-(4-fluorobenzylthio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-4(5H)-one 1417527-04-8 C30H41FN4OS
1-((1-n-dodecyl-1H-imidazol-2-yl)methyl)-2-(4-fluorobenzylthio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-4(5H)-one
—— 3,5-bis(methylthio)-1,2,4-triazine 5102-66-9 C5H7N3S2
3,5-bis(methylthio)-1,2,4-triazine
—— 3-ethoxy-5-methylsulfanyl-[1,2,4]triazine 98197-19-4 C6H9N3OS
3-ethoxy-5-methylsulfanyl-[1,2,4]triazine
—— 3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>prop-1-ene 169560-24-1 C17H22S
3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>prop-1-ene
—— N,N-dimethyl-6-(methylthio)-1,2,4,5-tetrazin-3-amine 876-09-5 C5H9N5S
N,N-dimethyl-6-(methylthio)-1,2,4,5-tetrazin-3-amine
—— 3-hydrazino-6-methylsulfanyl-[1,2,4,5]tetrazine 64499-90-7 C3H6N6S
3-hydrazino-6-methylsulfanyl-[1,2,4,5]tetrazine
—— 1-Methyl-3,6-bis(methylsulfanyl)-4-(6-methylsulfanyl-1,2,4,5-tetrazin-3-yl)-1,2,4,5-tetrazine 136506-22-4 C8H12N8S3
1-Methyl-3,6-bis(methylsulfanyl)-4-(6-methylsulfanyl-1,2,4,5-tetrazin-3-yl)-1,2,4,5-tetrazine
—— 3-Amino-6-methylthio-1,2,4,5-tetrazin 64499-91-8 C3H5N5S
3-Amino-6-methylthio-1,2,4,5-tetrazin