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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-(tert-butyldimethylsilyl)-4-[4-(tert-butyldimethylsilyl)but-3-ynyl]-1,2-dithiete 1,1,2-trioxide 1319722-89-8 C18H34O3S2Si2
3-(tert-butyldimethylsilyl)-4-[4-(tert-butyldimethylsilyl)but-3-ynyl]-1,2-dithiete 1,1,2-trioxide
—— 6-{2-[5-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-5-methyl-hexyl]-[1,3]dithian-2-yl}-2,2-dimethyl-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester 413628-26-9 C28H42N2O8S2
6-{2-[5-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)-5-methyl-hexyl]-[1,3]dithian-2-yl}-2,2-dimethyl-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester
—— 3-[(2-Chlorophenyl)methylsulfanyl]-6-pyridin-4-ylpyridazine 923061-48-7 C16H12ClN3S
3-[(2-Chlorophenyl)methylsulfanyl]-6-pyridin-4-ylpyridazine
—— 4-(2-Bromophenyl)sulfanyl-3-chlorobenzaldehyde 1027369-52-3 C13H8BrClOS
4-(2-Bromophenyl)sulfanyl-3-chlorobenzaldehyde
—— 3-Chloro-4-[2-(hydroxymethyl)phenyl]sulfanylbenzaldehyde 1027579-93-6 C14H11ClO2S
3-Chloro-4-[2-(hydroxymethyl)phenyl]sulfanylbenzaldehyde
—— 2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-22-3 C20H24IN5O2S
2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 3-Chloro-4-((1-methylindol-5-yl)thio) benzaldehyde 280752-87-6 C16H12ClNOS
3-Chloro-4-((1-methylindol-5-yl)thio) benzaldehyde
—— p-tolyl 2,3-anhydro-1-thio-β-D-ribofuranoside 828930-45-6 C12H14O3S
p-tolyl 2,3-anhydro-1-thio-β-D-ribofuranoside
—— S,S'-Bis(γ-trimethylsilyl-propyl)disufid 51231-41-5 C12H30S2Si2
S,S'-Bis(γ-trimethylsilyl-propyl)disufid
—— 1-(2-(dimethylamino)ethyl)-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-40-5 C17H18IN5O2S
1-(2-(dimethylamino)ethyl)-2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— <i>S</i>-(2-cyclohexyl-ethyl)-isothiourea; hydrobromide 122241-06-9 BrH*C9H18N2S
<i>S</i>-(2-cyclohexyl-ethyl)-isothiourea; hydrobromide
—— ethyl 2-(4,6-bis(2-cyclohexylethoxy)pyrimidin-2-ylthio)hexanoate 1231734-02-3 C28H46N2O4S
ethyl 2-(4,6-bis(2-cyclohexylethoxy)pyrimidin-2-ylthio)hexanoate
—— 3-(Trimethylsilyl)propyl-methyl-sulfon 51230-76-3 C7H18O2SSi
3-(Trimethylsilyl)propyl-methyl-sulfon
—— ethyl (9-[(3,4-dichlorophenyl)thio]-1-isopropyl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl)acetate 688357-25-7 C23H24Cl2N2O2S
ethyl (9-[(3,4-dichlorophenyl)thio]-1-isopropyl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl)acetate
—— [9-[(3,4-dichlorophenyl)thio]-1-(isopropyl)-7,8-dihydro-6H-pyrido[3,4-b]-pyrrolizin-8-yl]acetic acid 688357-17-7 C21H20Cl2N2O2S
[9-[(3,4-dichlorophenyl)thio]-1-(isopropyl)-7,8-dihydro-6H-pyrido[3,4-b]-pyrrolizin-8-yl]acetic acid
—— N-Ethyl-N-({[3-(trimethylsilyl)propyl]sulfanyl}methyl)ethanamine 50965-42-9 C11H27NSSi
N-Ethyl-N-({[3-(trimethylsilyl)propyl]sulfanyl}methyl)ethanamine
—— 1,8,15-trithia<2.2.2>(3,5)-1,3,4-thiadiazolinophane-4,11,18-trithione 91021-35-1 C9H6N6S9
1,8,15-trithia<2.2.2>(3,5)-1,3,4-thiadiazolinophane-4,11,18-trithione
—— ditridecyldithiocarbamic acid 81241-77-2 C27H55NS2
ditridecyldithiocarbamic acid
—— 2-(2-methyldithiolan-2-yl)propionic acid 281681-60-5 C7H12O2S2
2-(2-methyldithiolan-2-yl)propionic acid
—— 4-Benzyl-3-[(2-chlorophenyl)methylsulfanyl]-5-(3-thienyl)-1,2,4-triazole 1012073-96-9 C20H16ClN3S2
4-Benzyl-3-[(2-chlorophenyl)methylsulfanyl]-5-(3-thienyl)-1,2,4-triazole
—— 2-chloro-3-{(E)-[2-(4S,5S)-4-methoxymethyl-5-(4-methylthiophenyl)-4,5-dihydro-1,3-oxazol-2-yl]vinyl}pyridine 494841-80-4 C19H19ClN2O2S
2-chloro-3-{(E)-[2-(4S,5S)-4-methoxymethyl-5-(4-methylthiophenyl)-4,5-dihydro-1,3-oxazol-2-yl]vinyl}pyridine
—— 4-benzyl-3-{[2-chlorobenzyl]thio}-5-(thiophen-2-yl)-4H-1,2,4-triazole 1012073-65-2 C20H16ClN3S2
4-benzyl-3-{[2-chlorobenzyl]thio}-5-(thiophen-2-yl)-4H-1,2,4-triazole
—— methyl 2-(2-thioxo-2,3-dihydro-1,3,4-thiadiazol-5-ylthio)acetate —— C5H6N2O2S3
methyl 2-(2-thioxo-2,3-dihydro-1,3,4-thiadiazol-5-ylthio)acetate
—— 4,5-Didecyl-9-[(9,10-didecyl-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-5-yl)sulfanyl]-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene 1025884-51-8 C56H86S7
4,5-Didecyl-9-[(9,10-didecyl-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-5-yl)sulfanyl]-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
—— 5-octadecylmercapto-3<i>H</i>-[1,3,4]thiadiazole-2-thione 4858-34-8 C20H38N2S3
5-octadecylmercapto-3<i>H</i>-[1,3,4]thiadiazole-2-thione
—— 2-(2-imidazolin-2-yl)methylthio-5-mercapto-1,3,4-thiadiazole hydrochloride 127054-13-1 C6H8N4S3*ClH
2-(2-imidazolin-2-yl)methylthio-5-mercapto-1,3,4-thiadiazole hydrochloride
—— 2,5-bis(3'-dimethylaminopropylthio)-1,3,4-thiadiazole 66366-35-6 C12H24N4S3
2,5-bis(3'-dimethylaminopropylthio)-1,3,4-thiadiazole
—— 5-(2-oxo-propylsulfanyl)-3<i>H</i>-[1,3,4]thiadiazole-2-thione 62770-10-9 C5H6N2OS3
5-(2-oxo-propylsulfanyl)-3<i>H</i>-[1,3,4]thiadiazole-2-thione
—— 5-((3,4,4-trifluorobut-3-en-1-yl)thio)-1,3,4-thiadiazole-2-thiol 110003-24-2 C6H5F3N2S3
5-((3,4,4-trifluorobut-3-en-1-yl)thio)-1,3,4-thiadiazole-2-thiol
—— 7-methyl-2-[(2-thioxo-3H-1,3,4-thiadiazol-5-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 180041-29-6 C9H7N5OS4
7-methyl-2-[(2-thioxo-3H-1,3,4-thiadiazol-5-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-Methylsulfanyl-5-[3-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propylsulfanyl]-1,3,4-thiadiazole 105784-98-3 C9H12N4S6
2-Methylsulfanyl-5-[3-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propylsulfanyl]-1,3,4-thiadiazole
—— 1,3,9,11,17,19-hexathia<3.3.3>(2,5)-1,3,4-thiadiazolinophane 91021-39-5 C9H6N6S9
1,3,9,11,17,19-hexathia<3.3.3>(2,5)-1,3,4-thiadiazolinophane
—— 2,5-bis(2'-dimethylaminoethylthio)-1,3,4-thiadiazole 104818-97-5 C10H20N4S3
2,5-bis(2'-dimethylaminoethylthio)-1,3,4-thiadiazole
—— 2,5-di(Ethylthio)-1,3,4-thiadiazole 82525-43-7 C6H10N2S3
2,5-di(Ethylthio)-1,3,4-thiadiazole
—— 6-[(2-Chlorophenyl)methoxy]-2-propylsulfanylpyrimidin-4-amine 1013029-30-5 C14H16ClN3OS
6-[(2-Chlorophenyl)methoxy]-2-propylsulfanylpyrimidin-4-amine
—— 2-ethoxycarbonylmethylthio-5-mercapto-1,3,4-thiadiazole 83123-75-5 C6H8N2O2S3
2-ethoxycarbonylmethylthio-5-mercapto-1,3,4-thiadiazole
—— dimethyl S,S'-(1,3,4-thiadiazole-2,5-diyl)bis(2-mercaptopropionate) 246539-98-0 C10H14N2O4S3
dimethyl S,S'-(1,3,4-thiadiazole-2,5-diyl)bis(2-mercaptopropionate)
—— 3-{[4-(methylsulfanyl)phenyl]sulfanyl}isonicotinaldehyde 662150-31-4 C13H11NOS2
3-{[4-(methylsulfanyl)phenyl]sulfanyl}isonicotinaldehyde
—— diethyl 2,2`-(1,3,4-thiadiazole-2,5-diyl)bis(sulfanediyl)diacetate 75646-24-1 C10H14N2O4S3
diethyl 2,2`-(1,3,4-thiadiazole-2,5-diyl)bis(sulfanediyl)diacetate
—— 2-(2-chlorophenylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole 1404052-52-3 C13H9ClN4S2
2-(2-chlorophenylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole
—— di-n-octyldithiocarbamic acid 62796-30-9 C17H35NS2
di-n-octyldithiocarbamic acid
—— 2,5-di-(2'-methylpyridylthio)thiadiazole 149949-16-6 C14H12N4S3
2,5-di-(2'-methylpyridylthio)thiadiazole
—— 2,2'-(1,3,4-thiadiazole-2,5-diyl)bis(sulfanediyl)dithiazole-5-carboxylic acid 1138221-36-9 C10H4N4O4S5
2,2'-(1,3,4-thiadiazole-2,5-diyl)bis(sulfanediyl)dithiazole-5-carboxylic acid
—— 3-(5-mercapto-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile 1000269-39-5 C7H3N5S3
3-(5-mercapto-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile
—— 20,41-Dibromo-7,12,28,33,44,46-hexathia-1,9,10,18,22,30,31,39-octazapentacyclo[37.3.1.18,11.118,22.129,32]hexatetraconta-8,10,20,29,31,41-hexaene-19,40,43,45-tetrone 1314803-66-1 C32H42Br2N8O4S6
20,41-Dibromo-7,12,28,33,44,46-hexathia-1,9,10,18,22,30,31,39-octazapentacyclo[37.3.1.18,11.118,22.129,32]hexatetraconta-8,10,20,29,31,41-hexaene-19,40,43,45-tetrone
—— 3-(5-(propylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile 1000269-32-8 C10H9N5S3
3-(5-(propylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile
—— 6-Amino-3-[(2-chlorophenyl)methyl]-2-propylsulfanylpyrimidin-4-one 1013029-18-9 C14H16ClN3OS
6-Amino-3-[(2-chlorophenyl)methyl]-2-propylsulfanylpyrimidin-4-one
—— 5-dodecylsulfanyl[1,3,4]thiadiazole-2-thiol 4858-31-5 C14H26N2S3
5-dodecylsulfanyl[1,3,4]thiadiazole-2-thiol
—— 5-(2-chloroethylthio)-1-methyl-1H-tetrazole 80086-11-9 C4H7ClN4S
5-(2-chloroethylthio)-1-methyl-1H-tetrazole
—— 1-(2-chlorobenzylsulfanyl)-6,7-dihydro-5H-[2]-pyridin-3-ol 1001086-35-6 C15H14ClNOS
1-(2-chlorobenzylsulfanyl)-6,7-dihydro-5H-[2]-pyridin-3-ol