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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
—— 6,11:21,26-dimethano-1,16-dithia<30>annulene 128654-24-0 C30H28S2
6,11:21,26-dimethano-1,16-dithia<30>annulene
—— 4,9:17,22-dimethano-1,14-dithia<26>annulene 128677-59-8 C26H24S2
4,9:17,22-dimethano-1,14-dithia<26>annulene
—— 4-ethanesulfonyl-butan-2-one 136819-47-1 C6H12O3S
4-ethanesulfonyl-butan-2-one
—— phenyl 1-methyl-1-phenyl-2-propynyl sulfide 928842-71-1 C16H14S
phenyl 1-methyl-1-phenyl-2-propynyl sulfide
—— phenyl 1,3-dimethyl-1-phenyl-2-propynyl sulfide 928842-77-7 C17H16S
phenyl 1,3-dimethyl-1-phenyl-2-propynyl sulfide
—— Trimethyl-((E)-1-phenylsulfanyl-undeca-1,10-dienyloxy)-silane 68117-67-9 C20H32OSSi
Trimethyl-((E)-1-phenylsulfanyl-undeca-1,10-dienyloxy)-silane
—— 2-(2,2-Diethoxy-ethylsulfanyl)-1,4-dimethyl-benzene 1026131-47-4 C14H22O2S
2-(2,2-Diethoxy-ethylsulfanyl)-1,4-dimethyl-benzene
—— 1-(4-bromo-phenylsulfanyl)-3,5-bis-trifluoromethyl-benzene 1451093-05-2 C14H7BrF6S
1-(4-bromo-phenylsulfanyl)-3,5-bis-trifluoromethyl-benzene
—— 2-(2-Chlorophenyl)sulfanyl-1-(2,5-dichlorothiophen-3-yl)ethanone 1152628-27-7 C12H7Cl3OS2
2-(2-Chlorophenyl)sulfanyl-1-(2,5-dichlorothiophen-3-yl)ethanone
—— 3-chloro-4-methylthiophenylacetic thiomorpholide 947701-14-6 C13H16ClNOS2
3-chloro-4-methylthiophenylacetic thiomorpholide
—— Diselenadithiafulvalen 55681-24-8 C6H4S2Se2
Diselenadithiafulvalen
—— dibenzo[b,f][1,4,5]thiadiazepine 257-17-0 C12H8N2S
dibenzo[b,f][1,4,5]thiadiazepine
—— Benzyl-[3-(benzyl-tert-butoxycarbonyl-amino)-2-oxo-3-phenylsulfanyl-propyl]-carbamic acid tert-butyl ester 253590-93-1 C33H40N2O5S
Benzyl-[3-(benzyl-tert-butoxycarbonyl-amino)-2-oxo-3-phenylsulfanyl-propyl]-carbamic acid tert-butyl ester
—— 2,4,5-tri(2-bromophenylthio)-3,6-difluoropyridine 1292800-79-3 C23H12Br3F2NS3
2,4,5-tri(2-bromophenylthio)-3,6-difluoropyridine
—— 2-(2-bromophenylthio)-N-tert-butylbenzamide 1002759-94-5 C17H18BrNOS
2-(2-bromophenylthio)-N-tert-butylbenzamide
—— 1-<2,2-Dimethyl-1-(methylthio)propylthio>-2-fluorbenzol 116865-00-0 C12H17FS2
1-<2,2-Dimethyl-1-(methylthio)propylthio>-2-fluorbenzol
—— 2-Trimethylsilylthioanisol 33356-46-6 C10H16SSi
2-Trimethylsilylthioanisol
—— 5-<3',3'-(ethylenedithio)pentyl>pyrrolidin-2-one 116454-72-9 C11H19NOS2
5-<3',3'-(ethylenedithio)pentyl>pyrrolidin-2-one
—— <i>N</i>,<i>N</i>'-(2,2'-sulfanediyl-diphenyl)-bis-hydroxylamine 69341-53-3 C12H12N2O2S
<i>N</i>,<i>N</i>'-(2,2'-sulfanediyl-diphenyl)-bis-hydroxylamine
—— 2-[(4-methylsulfanylphenyl)methylidene]-6,7-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-3-one 731821-54-8 C14H14N2OS2
2-[(4-methylsulfanylphenyl)methylidene]-6,7-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-3-one
—— (2-bromobenzyl)(2-bromophenyl)sulfane 71403-31-1 C13H10Br2S
(2-bromobenzyl)(2-bromophenyl)sulfane
—— Pyridine amide, 11 912923-82-1 C18H19ClN2OS
Pyridine amide, 11
—— (1'R,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylisobutyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one 334816-39-6 C19H27BrO3S
(1'R,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylisobutyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one
—— 2,3-diethylthiopropanal 77890-03-0 C7H14OS2
2,3-diethylthiopropanal
—— 3-ethyl-2,3-dihydrobenzo[b]thiophene 6383-23-9 C10H12S
3-ethyl-2,3-dihydrobenzo[b]thiophene
—— (S)-3-(2-bromophenylthio)cyclohexanone 1215843-27-8 C12H13BrOS
(S)-3-(2-bromophenylthio)cyclohexanone
—— (1'R,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylethyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one 334816-35-2 C17H23BrO3S
(1'R,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylethyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one
—— 1,3-Benzodithiole, methyl-2-(7-(methyl-1,3-benzodithiol-2-ylidene)bicyclo(4.4.1)undeca-3,5,8,10-tetraen-2-ylidene)-, 1-oxide 82801-75-0 C27H20OS4
1,3-Benzodithiole, methyl-2-(7-(methyl-1,3-benzodithiol-2-ylidene)bicyclo(4.4.1)undeca-3,5,8,10-tetraen-2-ylidene)-, 1-oxide
—— benzothiirene 65330-66-7 C6H4S
benzothiirene
—— 2'-Brom-4-chlor-5-hydroxy-2-nitro-diphenylsulfid 17844-93-8 C12H7BrClNO3S
2'-Brom-4-chlor-5-hydroxy-2-nitro-diphenylsulfid
—— (E)-3-(2-bromophenyl)-1-(4-chlorophenyl)-3-methylaminopropenethione 449814-60-2 C16H13BrClNS2
(E)-3-(2-bromophenyl)-1-(4-chlorophenyl)-3-methylaminopropenethione
—— 3,4,5,6-tetrahydro-2H-benzo[b][1,4]thiazocine 46047-92-1 C10H13NS
3,4,5,6-tetrahydro-2H-benzo[b][1,4]thiazocine
—— 2-(2-Bromo-phenylsulfanyl)-5-trifluoromethyl-phenylamine 328-14-3 C13H9BrF3NS
2-(2-Bromo-phenylsulfanyl)-5-trifluoromethyl-phenylamine
—— 1,3,3a,8b-Tetrahydro-benzo[b]thieno[3,4-d]thiophene 2,2-dioxide 194085-43-3 C10H10O2S2
1,3,3a,8b-Tetrahydro-benzo[b]thieno[3,4-d]thiophene 2,2-dioxide
—— 2-(((2-bromophenyl)thio)methyl)pyridine 83782-30-3 C12H10BrNS
2-(((2-bromophenyl)thio)methyl)pyridine
—— 4-(2-Bromo-phenylsulfanyl)-3-trifluoromethyl-benzaldehyde 387873-59-8 C14H8BrF3OS
4-(2-Bromo-phenylsulfanyl)-3-trifluoromethyl-benzaldehyde
—— (E)-3-(2-bromophenylthio)-3-methylamino-1-phenylpropenethione 449814-56-6 C16H14BrNS2
(E)-3-(2-bromophenylthio)-3-methylamino-1-phenylpropenethione
—— 2-((2-bromophenyl)thio)benzene-1,4-diol 1310712-82-3 C12H9BrO2S
2-((2-bromophenyl)thio)benzene-1,4-diol
—— (1'S,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylisobutyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one 334816-51-2 C19H27BrO3S
(1'S,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylisobutyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one
—— 2-(2-bromophenylthio)-N,N-dimethylethanamine 1222866-87-6 C10H14BrNS
2-(2-bromophenylthio)-N,N-dimethylethanamine
—— 3-(difluoromethyl)-2,3-dihydrobenzo[b]thiophene 1565823-42-8 C9H8F2S
3-(difluoromethyl)-2,3-dihydrobenzo[b]thiophene
—— 1-Bromo-2-[3-(2-bromophenyl)sulfanylpropylsulfanyl]benzene 869336-01-6 C15H14Br2S2
1-Bromo-2-[3-(2-bromophenyl)sulfanylpropylsulfanyl]benzene
—— 4-Methyl-2-methylsulfanyl-5-oxo-8,9,10,11-tetrahydro-5H,7H,16bH-6-oxa-12-thia-1,3-diaza-dibenzo[a,c]cyclododecene-1-carboxylic acid tert-butyl ester 145457-88-1 C23H30N2O4S2
4-Methyl-2-methylsulfanyl-5-oxo-8,9,10,11-tetrahydro-5H,7H,16bH-6-oxa-12-thia-1,3-diaza-dibenzo[a,c]cyclododecene-1-carboxylic acid tert-butyl ester
—— (1'R,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylpropyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one 334816-37-4 C18H25BrO3S
(1'R,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylpropyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one
—— 2-<(2-Acetoxyethyl)thio>bromobenzene 117341-25-0 C10H11BrO2S
2-<(2-Acetoxyethyl)thio>bromobenzene
—— 4-(2-bromobenzenethio)tetrafluoropyridine 1292800-78-2 C11H4BrF4NS
4-(2-bromobenzenethio)tetrafluoropyridine
—— (2-bromophenyl)(methyl-d3)sulfane 892416-07-8 C7H7BrS
(2-bromophenyl)(methyl-d3)sulfane
—— (1'S,2R,5R,6R)-5-{1'-[(2-bromophenyl)sulfanyl]-3'-phenylpropyl}-2-tert-butyl-6-methyl-1,3-dioxan-4-one 334816-53-4 C24H29BrO3S
(1'S,2R,5R,6R)-5-{1'-[(2-bromophenyl)sulfanyl]-3'-phenylpropyl}-2-tert-butyl-6-methyl-1,3-dioxan-4-one
—— (1'S,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylpropyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one 334816-49-8 C18H25BrO3S
(1'S,2R,5R,6R)-5-[1'-(2-bromophenyl)sulfanylpropyl]-2-tert-butyl-6-methyl-1,3-dioxan-4-one
—— o-Bromophenyl 2-chloro-1-pentyl sulfide 54403-51-9 C11H14BrClS
o-Bromophenyl 2-chloro-1-pentyl sulfide