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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
—— 3-iodo-1,1-bis(phenylthio)propane 83711-18-6 C15H15IS2
3-iodo-1,1-bis(phenylthio)propane
—— 1,2-bis(phenylthio)cyclobutene 70871-28-2 C16H14S2
1,2-bis(phenylthio)cyclobutene
—— S-[3,3-bis(phenylsulfanyl)propyl] cyclohexanecarbothioate 242483-24-5 C22H26OS3
S-[3,3-bis(phenylsulfanyl)propyl] cyclohexanecarbothioate
—— ethyl 2-ethylenedioxy-t-5-<2-(Z)-(5-hydroxypent-3-enyl)-1,3-dithian-2-yl>cyclopentan-r-1-ylacetate 93832-17-8 C20H32O5S2
ethyl 2-ethylenedioxy-t-5-<2-(Z)-(5-hydroxypent-3-enyl)-1,3-dithian-2-yl>cyclopentan-r-1-ylacetate
—— 1-methyl-4-(phenylthio)-1H-imidazole-5-methanol 141524-76-7 C11H12N2OS
1-methyl-4-(phenylthio)-1H-imidazole-5-methanol
—— 5-bromo-pentane-1-thiol 114764-15-7 C5H11BrS
5-bromo-pentane-1-thiol
—— 1-((1H-tetrazol-5-yl)methyl)-2-(4-fluorobenzylthio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-4(5H)-one 1417527-01-5 C16H15FN6OS
1-((1H-tetrazol-5-yl)methyl)-2-(4-fluorobenzylthio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-4(5H)-one
—— 4-(Methylthio)phenylcarbothioic acid hydrazide 109684-10-8 C8H10N2S2
4-(Methylthio)phenylcarbothioic acid hydrazide
—— 2-cyclobutyl-2-hydroxymethyl propan-1,3-dithiol 131506-03-1 C8H16OS2
2-cyclobutyl-2-hydroxymethyl propan-1,3-dithiol
—— tert-butyl N-[5-(6-chloro-2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-yl]-N-propan-2-ylcarbamate 905300-52-9 C16H21ClN4O2S2
tert-butyl N-[5-(6-chloro-2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-yl]-N-propan-2-ylcarbamate
—— 2-[(phenylsulfanyl)methyl]dodecanal 808137-56-6 C19H30OS
2-[(phenylsulfanyl)methyl]dodecanal
—— 3,7-dimethyl-6-phenylthio-1,7-octadien-3-ol 259210-13-4 C16H22OS
3,7-dimethyl-6-phenylthio-1,7-octadien-3-ol
—— allyl-hexadecyl-sulfide 137138-70-6 C19H38S
allyl-hexadecyl-sulfide
—— (4S)-4-benzyl-3-[(2S)-2-phenylsulfanylbutanoyl]-1,3-oxazolidin-2-one 156546-60-0 C20H21NO3S
(4S)-4-benzyl-3-[(2S)-2-phenylsulfanylbutanoyl]-1,3-oxazolidin-2-one
—— (4-(but-3-enyl)phenyl)(methyl)sulfane 59209-69-7 C11H14S
(4-(but-3-enyl)phenyl)(methyl)sulfane
—— 2-benzylthio-3-(5,6-dihydro-[1,4,2]-dioxazin-3-yl)-pyridine 163349-67-5 C15H14N2O2S
2-benzylthio-3-(5,6-dihydro-[1,4,2]-dioxazin-3-yl)-pyridine
—— 2-acetylamino-5-(pyridin-2-ylthio)thiazole 133691-58-4 C10H9N3OS2
2-acetylamino-5-(pyridin-2-ylthio)thiazole
—— 3-cyano-5-phenylthio[2,1]benzisoxazole 194873-13-7 C14H8N2OS
3-cyano-5-phenylthio[2,1]benzisoxazole
—— (1-methylpyrrolidin-2-ylidene)[2-nitro-5-(phenylthio)phenyl]acetonitrile 1259405-88-3 C19H17N3O2S
(1-methylpyrrolidin-2-ylidene)[2-nitro-5-(phenylthio)phenyl]acetonitrile
—— 5-nitro-4-(phenylthio)spiro<2H-benzimidazole-2,1'-cyclohexane> 130256-93-8 C18H17N3O2S
5-nitro-4-(phenylthio)spiro<2H-benzimidazole-2,1'-cyclohexane>
—— (2-Nitro-5-(phenylthio)phenyl)acetonitrile 72301-69-0 C14H10N2O2S
(2-Nitro-5-(phenylthio)phenyl)acetonitrile
—— 2,3-dihydro-5-nitro-4-(phenylthio)spiro<1H-benzimidazole-2,1'-cyclohexane> 130256-92-7 C18H19N3O2S
2,3-dihydro-5-nitro-4-(phenylthio)spiro<1H-benzimidazole-2,1'-cyclohexane>
—— p-tolyl(phenylthio)sulfine 64874-44-8 C14H12OS2
p-tolyl(phenylthio)sulfine
—— 2,2-Bis(ethylsulfanyl)pentanedinitrile 89450-22-6 C9H14N2S2
2,2-Bis(ethylsulfanyl)pentanedinitrile
—— 2-[(2,4-dichloro-5-methylphenyl)sulfanyl]-1,3,5-tris(trifluoromethyl)benzene 1137560-53-2 C16H7Cl2F9S
2-[(2,4-dichloro-5-methylphenyl)sulfanyl]-1,3,5-tris(trifluoromethyl)benzene
—— Bis(ethylthio)acetamide 89450-18-0 C6H13NOS2
Bis(ethylthio)acetamide
—— 6,6-Dimethyl-3-methylthio-1-(1-methyl-1,2,4-triazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one 207306-69-2 C14H17N3OS2
6,6-Dimethyl-3-methylthio-1-(1-methyl-1,2,4-triazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— 6,6-Dimethyl-3-methylthio-1-(thiazol-2-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one 207306-56-7 C14H15NOS3
6,6-Dimethyl-3-methylthio-1-(thiazol-2-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— 2-benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(2-methoxypyridin-3-ylmethyl)-1H-imidazole 178982-36-0 C27H27Cl2N3O2S
2-benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(2-methoxypyridin-3-ylmethyl)-1H-imidazole
—— (4R,5S,Z)-N-((R)-2-methoxy-1-phenylethyl)-4-methyl-1-(phenylthio)undec-2-en-5-amine 1257427-96-5 C27H39NOS
(4R,5S,Z)-N-((R)-2-methoxy-1-phenylethyl)-4-methyl-1-(phenylthio)undec-2-en-5-amine
—— 2-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-2-yl)methyl-1H-imidazole 178982-64-4 C26H25Cl2N3OS
2-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-2-yl)methyl-1H-imidazole
—— 1-cyano-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid butyl ester 945740-41-0 C21H18N2O3S
1-cyano-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid butyl ester
—— (4S)-4-[(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[1-(furan-2-yl)ethenoxy]methyl]-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolane 356074-23-2 C23H28O6S
(4S)-4-[(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[1-(furan-2-yl)ethenoxy]methyl]-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolane
—— ethanethioate de S-diacetylamino-2 thienyle-3 85930-35-4 C10H11NO3S2
ethanethioate de S-diacetylamino-2 thienyle-3
—— 2,3-dihydro-6-methylbenzo[b]thiophen-3-one 68670-98-4 C9H8OS
2,3-dihydro-6-methylbenzo[b]thiophen-3-one
—— (Z)-4,5,9-trithiadodeca-1,6,11-triene 9,9-dioxide 104228-47-9 C9H14O2S3
(Z)-4,5,9-trithiadodeca-1,6,11-triene 9,9-dioxide
—— 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-N,N-dimethyloctanethioamide 218163-06-5 C10H6F15NS
2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-N,N-dimethyloctanethioamide
—— 2-[(4-cyano-5-phenylisothiazol-3-ylthio)(phenyl)methylene]malononitrile 915395-84-5 C20H10N4S2
2-[(4-cyano-5-phenylisothiazol-3-ylthio)(phenyl)methylene]malononitrile
—— (E)-4,5,9-trithiadodeca-1,6,11-triene 9,9-dioxide 104228-99-1 C9H14O2S3
(E)-4,5,9-trithiadodeca-1,6,11-triene 9,9-dioxide
—— 6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-2-phenylsulfanyl-5H-pyrrolo[3,4-b]pyridin-7-one 1373433-01-2 C26H27N3O3S
6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-2-phenylsulfanyl-5H-pyrrolo[3,4-b]pyridin-7-one
—— 2-(2-chloro-4-fluorophenyl)sulfanyl-6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5H-pyrrolo[3,4-b]pyridin-7-one 1373433-09-0 C26H25ClFN3O3S
2-(2-chloro-4-fluorophenyl)sulfanyl-6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5H-pyrrolo[3,4-b]pyridin-7-one
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5H-pyrrolo[3,4-b]pyridin-7-one 1373433-10-3 C26H25ClFN3O3S
2-(3-chloro-4-fluorophenyl)sulfanyl-6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5H-pyrrolo[3,4-b]pyridin-7-one
—— 3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol 841259-81-2 C34H32N2O4S
3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol
—— 5-chloro-2,3-bis(2-amino-6-picolinyl-3-thio)pyrazine 88048-62-8 C16H15ClN6S2
5-chloro-2,3-bis(2-amino-6-picolinyl-3-thio)pyrazine
—— 5-chloro-2,3-bis(4,6-diaminopyrimidyl-5-thio)pyrazine 88048-60-6 C12H11ClN10S2
5-chloro-2,3-bis(4,6-diaminopyrimidyl-5-thio)pyrazine
—— 2-methyl-5-(5-(3-(methylsulfonyl)phenyl)thieno[2,3-d]pyrimidin-4-ylthio)-1,3,4-oxadiazole 1370338-31-0 C16H12N4O3S3
2-methyl-5-(5-(3-(methylsulfonyl)phenyl)thieno[2,3-d]pyrimidin-4-ylthio)-1,3,4-oxadiazole
—— 3-ethyl-2-methyl-2-thiopseudourea hydroiodide 7204-32-2 C4H10N2S*HI
3-ethyl-2-methyl-2-thiopseudourea hydroiodide
—— Dimethyl-thiomethyl-sulfonium 44209-79-2 C3H9S2
Dimethyl-thiomethyl-sulfonium
—— <i>S</i>-octadecyl-isothiourea; hydrochloride 58821-59-3 C19H40N2S*ClH
<i>S</i>-octadecyl-isothiourea; hydrochloride
—— 1-<phenylthio(trimethylsilyl)methyl>-1,2,4-triazole 121743-77-9 C12H17N3SSi
1-<phenylthio(trimethylsilyl)methyl>-1,2,4-triazole