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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
—— 4-(4-Chloro-phenylsulfanyl)-4-(2,4,6-trimethyl-phenyl)-butyric acid 37014-91-8 C19H21ClO2S
4-(4-Chloro-phenylsulfanyl)-4-(2,4,6-trimethyl-phenyl)-butyric acid
—— 4,7-Bis-(methylthio)-1,2,5-thiadiazolo<3,4,-d>pyridazin 33097-33-5 C6H6N4S3
4,7-Bis-(methylthio)-1,2,5-thiadiazolo<3,4,-d>pyridazin
—— N-methyl-N-[2-(1-methyl-cyclopropoxy)-ethyl]-thioacetamide 786686-63-3 C9H17NOS
N-methyl-N-[2-(1-methyl-cyclopropoxy)-ethyl]-thioacetamide
—— (2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran 477200-80-9 C38H56O3SSi2
(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran
—— [Amino(ethylsulfanyl)methylidene]azanium;[ethoxy(oxido)phosphoryl] ethyl phosphate —— C10H28N4O7P2S2
[Amino(ethylsulfanyl)methylidene]azanium;[ethoxy(oxido)phosphoryl] ethyl phosphate
—— {(2R,4S,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-4-yl}-acetic acid methyl ester 477200-78-5 C23H38O4SSi
{(2R,4S,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-4-yl}-acetic acid methyl ester
—— 2,4,6,7,9,11-Hexathiadecane 2,2,11,11-tetraoxide 155994-72-2 C6H14O4S6
2,4,6,7,9,11-Hexathiadecane 2,2,11,11-tetraoxide
—— 2-{(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-4-yl}-ethanol 477200-79-6 C22H38O3SSi
2-{(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-4-yl}-ethanol
—— (2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dienal 477200-85-4 C37H46O3SSi
(2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dienal
—— (R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol 477200-81-0 C32H42O3SSi
(R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol
—— (2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dien-1-ol 477200-84-3 C37H48O3SSi
(2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dien-1-ol
—— 1,2-Bis(n-butylthio)hexan 54796-92-8 C14H30S2
1,2-Bis(n-butylthio)hexan
—— 3-Methylsulfanyl-selenophene-2-carbaldehyde 113123-68-5 C6H6OSSe
3-Methylsulfanyl-selenophene-2-carbaldehyde
—— 2-[3-carboxymethyl-4-(2-carboxyphenylthio)phenyl]propionic acid 203519-15-7 C18H16O6S
2-[3-carboxymethyl-4-(2-carboxyphenylthio)phenyl]propionic acid
—— 5.5'-Dimethyl-2.2'-bi-2-thiazolin 41601-93-8 C8H12N2S2
5.5'-Dimethyl-2.2'-bi-2-thiazolin
—— 3-Bromo-4-(methylthio) selenophene 82451-15-8 C5H5BrSSe
3-Bromo-4-(methylthio) selenophene
—— 7,7-(1,2-Benzenediyldithio)-6-methylbicyclo<3.2.1>octan-2-one 115436-05-0 C15H16OS2
7,7-(1,2-Benzenediyldithio)-6-methylbicyclo<3.2.1>octan-2-one
—— 2-amino-3,5-dihydro-pyrimido[4,5-<i>b</i>][1,4]thiazine-4,6-dione 37489-43-3 C6H6N4O2S
2-amino-3,5-dihydro-pyrimido[4,5-<i>b</i>][1,4]thiazine-4,6-dione
—— bis(2,4-di-tert-butyl-6-methylphenyl)sulfane 1202870-60-7 C30H46S
bis(2,4-di-tert-butyl-6-methylphenyl)sulfane
—— N-Carbethoxy-thiomethylurethan 51291-77-1 C5H9NO3S
N-Carbethoxy-thiomethylurethan
—— (2,4-di-tert-butyl-6-bromophenyl)-(2,4-di-tert-butyl-6-methylphenyl)sulfane 1190974-83-4 C29H43BrS
(2,4-di-tert-butyl-6-bromophenyl)-(2,4-di-tert-butyl-6-methylphenyl)sulfane
—— 2-thioxo-2,3,6,7-tetrahydro-thiazolo[3,2-<i>a</i>][1,3,5]triazin-4-one 34683-33-5 C5H5N3OS2
2-thioxo-2,3,6,7-tetrahydro-thiazolo[3,2-<i>a</i>][1,3,5]triazin-4-one
—— 2,6-bis[[(2,3-difluorophenyl)methyl]thio]-4,5-pyrimidinediamine 354582-93-7 C18H14F4N4S2
2,6-bis[[(2,3-difluorophenyl)methyl]thio]-4,5-pyrimidinediamine
—— 4-methylsulfanyl-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-ylamine 37489-30-8 C7H8N4S2
4-methylsulfanyl-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-ylamine
—— Methylsulfonylbis(ethylsulfonyl)nitromethan 62283-53-8 C6H13NO8S3
Methylsulfonylbis(ethylsulfonyl)nitromethan
—— N-ethoxycarbonyl-O-n-hexyl thionocarbamate 109202-58-6 C10H19NO3S
N-ethoxycarbonyl-O-n-hexyl thionocarbamate
—— 5-(phenethylthio)-4H-1,2,4-triazol-3-amine —— C10H12N4S
5-(phenethylthio)-4H-1,2,4-triazol-3-amine
—— 5-((3-phenylpropyl)thio)-4H-1,2,4-triazol-3-amine —— C11H14N4S
5-((3-phenylpropyl)thio)-4H-1,2,4-triazol-3-amine
—— 4-(Methylthio)pyridin-2(1H)-one 1018443-25-8 C6H7NOS
4-(Methylthio)pyridin-2(1H)-one
—— 7-(1-Phenylsulfanyl-cyclohexyl)-[1,3]oxazepan-2-one 502174-38-1 C17H23NO2S
7-(1-Phenylsulfanyl-cyclohexyl)-[1,3]oxazepan-2-one
—— 2-(carboethoxymethylthio)-3-(1,3-dioxolan-2-yl)thiophene 1100844-80-1 C11H14O4S2
2-(carboethoxymethylthio)-3-(1,3-dioxolan-2-yl)thiophene
—— 2-(1-methylethyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-83-2 C14H14N4OS3
2-(1-methylethyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— (4-butylamino-2-methylsulfanyl-pyridine-5-yl)-methanol 1026932-67-1 C10H17N3OS
(4-butylamino-2-methylsulfanyl-pyridine-5-yl)-methanol
—— 1-(4-Methoxy-butyl)-3-phenylsulfanyl-piperidin-2-one 159599-59-4 C16H23NO2S
1-(4-Methoxy-butyl)-3-phenylsulfanyl-piperidin-2-one
—— 4-Oxo-4-(1-phenylsulfanyl-cyclohexyl)-butyronitrile 502174-42-7 C16H19NOS
4-Oxo-4-(1-phenylsulfanyl-cyclohexyl)-butyronitrile
—— 1-(2-Phenylthiobenzyl)piperazine mesylate 37652-51-0 C18H24N2O3S2
1-(2-Phenylthiobenzyl)piperazine mesylate
—— 3-Allyl-1-(4-methoxy-butyl)-3-phenylsulfanyl-piperidin-2-one 159599-60-7 C19H27NO2S
3-Allyl-1-(4-methoxy-butyl)-3-phenylsulfanyl-piperidin-2-one
—— 2-Methanesulfinylmethylsulfanyl-5-phenyl-[1,3,4]oxadiazole 189283-16-7 C10H10N2O2S2
2-Methanesulfinylmethylsulfanyl-5-phenyl-[1,3,4]oxadiazole
—— 2-(2-Chloro-phenyl)-5-methanesulfinylmethylsulfanyl-[1,3,4]oxadiazole 189283-17-8 C10H9ClN2O2S2
2-(2-Chloro-phenyl)-5-methanesulfinylmethylsulfanyl-[1,3,4]oxadiazole
—— 4-butylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde 1537216-29-7 C10H15N3OS
4-butylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde
—— 2-methyl-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-81-0 C12H10N4OS3
2-methyl-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— 1-(Ethansulfonyl)-2-methyl-propen 65832-93-1 C6H12O2S
1-(Ethansulfonyl)-2-methyl-propen
—— 2-Methyl-1-propen-1-thiol 5954-69-8 C4H8S
2-Methyl-1-propen-1-thiol
—— 2-(3-methoxypropyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-86-5 C15H16N4O2S3
2-(3-methoxypropyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— 2-ethyl-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-82-1 C13H12N4OS3
2-ethyl-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— 2-(2-methylpropyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one 1343408-84-3 C15H16N4OS3
2-(2-methylpropyl)-4-(4-methyl-4H-thieno[3',2':5,6]thiopyrano[4,3-d][1,3]thiazol-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one
—— dithiophosphoric acid <i>S</i>-(5-isopropylsulfanyl-[1,3,4]thiadiazol-2-ylmethyl) ester <i>O</i>,<i>O</i>'-dimethyl ester 38090-99-2 C8H15N2O2PS4
dithiophosphoric acid <i>S</i>-(5-isopropylsulfanyl-[1,3,4]thiadiazol-2-ylmethyl) ester <i>O</i>,<i>O</i>'-dimethyl ester
—— 7-Methylsulfanyl-3-phenyl-[1,2,4]triazolo[5,1-c][1,2,4]triazin-4-ylamine 521300-70-9 C11H10N6S
7-Methylsulfanyl-3-phenyl-[1,2,4]triazolo[5,1-c][1,2,4]triazin-4-ylamine
—— 8-ethylthio-2-chloro-4-(1-oxido-thiomorpholino)-pyrimido-[5,4-d]-pyrimidine 77776-80-8 C12H14ClN5OS2
8-ethylthio-2-chloro-4-(1-oxido-thiomorpholino)-pyrimido-[5,4-d]-pyrimidine
—— (4-Methyl-5-thiophen-2-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetonitrile 660417-63-0 C9H8N4S2
(4-Methyl-5-thiophen-2-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetonitrile