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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
—— 1,2,4-Trithiapentane 105633-23-6 C2H6S3
1,2,4-Trithiapentane
—— 2-(3-bromophenylthio)-3-(3-(pyridin-4-yl)propoxy)pyridine 263390-89-2 C19H17BrN2OS
2-(3-bromophenylthio)-3-(3-(pyridin-4-yl)propoxy)pyridine
—— 1,1-dimethyl-2-(phenylthio)ethylamine 2191-60-8 C10H15NS
1,1-dimethyl-2-(phenylthio)ethylamine
—— Hexafluor-dithioglutarsaeure-diimino-S,S'-dimethylester 662-89-5 C7H8F6N2S2
Hexafluor-dithioglutarsaeure-diimino-S,S'-dimethylester
—— 2,2-Dichlor-aethyl-mercaptan 116401-35-5 C2H4Cl2S
2,2-Dichlor-aethyl-mercaptan
—— 5-Chloro-2-[2-(methylcarbamoyl)phenyl]sulfanylbenzoic acid 198897-07-3 C15H12ClNO3S
5-Chloro-2-[2-(methylcarbamoyl)phenyl]sulfanylbenzoic acid
—— tert-butyl-2-(4-fluorophenylthio)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl-(1-(4-methoxybenzyl)-1H-pyrazol-5-yl)carbamate 1361960-90-8 C29H29FN6O3S
tert-butyl-2-(4-fluorophenylthio)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl-(1-(4-methoxybenzyl)-1H-pyrazol-5-yl)carbamate
—— 5-chloro-1-(hydroxymethyl)-2-((4-chloro-6-(hydroxymethyl)phenyl)thio)benzene 1062599-79-4 C14H12Cl2O2S
5-chloro-1-(hydroxymethyl)-2-((4-chloro-6-(hydroxymethyl)phenyl)thio)benzene
—— 5-chloro-4',5'-dihydrospiro[benzo[b]thiophene-2(3H),3'(2'H)-furan]-3,2'-dione 83175-47-7 C11H7ClO3S
5-chloro-4',5'-dihydrospiro[benzo[b]thiophene-2(3H),3'(2'H)-furan]-3,2'-dione
—— 5-Chlorospiro[1-benzothiophene-2,1'-cyclopropane]-3-one 79003-15-9 C10H7ClOS
5-Chlorospiro[1-benzothiophene-2,1'-cyclopropane]-3-one
—— tert-butyl-2-(4-fluorophenylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-yl-(1-(4-methoxybenzyl)-1H-pyrazol-5-yl)carbamate 1361960-89-5 C28H27FN6O3S
tert-butyl-2-(4-fluorophenylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-yl-(1-(4-methoxybenzyl)-1H-pyrazol-5-yl)carbamate
—— 2-(4-fluorophenylthio)-N-(1-(4-methoxybenzyl)-1H-pyrazol-5-yl)-7H-pyrrolo[2,3-d]pyrimidine-4-amine 1361960-85-1 C23H19FN6OS
2-(4-fluorophenylthio)-N-(1-(4-methoxybenzyl)-1H-pyrazol-5-yl)-7H-pyrrolo[2,3-d]pyrimidine-4-amine
—— 3-hydroxy-4-propylthio-1,2,5-thiadiazole 178369-70-5 C5H8N2OS2
3-hydroxy-4-propylthio-1,2,5-thiadiazole
—— 3-Chloro-4-(1-propylthio)-1,2,5-thiadiazole 178367-92-5 C5H7ClN2S2
3-Chloro-4-(1-propylthio)-1,2,5-thiadiazole
—— 2-(2-fluorobenzylthio)-5-(pyrimidin-2-yl)-1,3,4-thiadiazole 1404052-51-2 C13H9FN4S2
2-(2-fluorobenzylthio)-5-(pyrimidin-2-yl)-1,3,4-thiadiazole
—— 2-((3-chlorobenzyl)thio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole 1404052-54-5 C13H9ClN4S2
2-((3-chlorobenzyl)thio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole
—— 2-((2,6-difluorobenzyl)thio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole 1404052-60-3 C13H8F2N4S2
2-((2,6-difluorobenzyl)thio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole
—— 4-(benzo[d]thiazol-2'-ylthio)-5-ethylbenzene-1,2-diol 1521221-81-7 C15H13NO2S2
4-(benzo[d]thiazol-2'-ylthio)-5-ethylbenzene-1,2-diol
—— 3-bromopropyl propyl sulfone 123955-33-9 C6H13BrO2S
3-bromopropyl propyl sulfone
—— N-[(2-methoxyethyl)amidino]thiourea —— C5H12N4OS
N-[(2-methoxyethyl)amidino]thiourea
—— [5-(3-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester 52494-17-4 C13H15N3O2S2
[5-(3-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester
—— 2-(pyridin-4-ylthio)acetohydrazide 98547-88-7 C7H9N3OS
2-(pyridin-4-ylthio)acetohydrazide
—— 6-ethylthio-4-methyl-2-phenylpyrimidine-5-carbonitrile 333722-72-8 C14H13N3S
6-ethylthio-4-methyl-2-phenylpyrimidine-5-carbonitrile
—— [5-(2-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid 68197-55-7 C11H11N3O2S2
[5-(2-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid
—— n-butylamidinothiourea 71916-65-9 C6H14N4S
n-butylamidinothiourea
—— diethyl N-(propylsulfenyl)hydrazodicarboxylate 143330-50-1 C9H18N2O4S
diethyl N-(propylsulfenyl)hydrazodicarboxylate
—— [5-(2-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester 52494-16-3 C13H15N3O2S2
[5-(2-methyl-anilino)-[1,3,4]thiadiazol-2-ylsulfanyl]-acetic acid ethyl ester
—— 1,2,2,2-Tetrachlor-aethansulfensaeure-chlorid 920-62-7 C2HCl5S
1,2,2,2-Tetrachlor-aethansulfensaeure-chlorid
—— (4,5-dimethyl-6-oxo-1,6-dihydro-pyrimidin-2-ylmercapto)-acetic acid ethyl ester 148279-80-5 C10H14N2O3S
(4,5-dimethyl-6-oxo-1,6-dihydro-pyrimidin-2-ylmercapto)-acetic acid ethyl ester
—— 4,4'-Diamino-3,3'-dimethoxy-diphenylsulfid 27848-36-8 C14H16N2O2S
4,4'-Diamino-3,3'-dimethoxy-diphenylsulfid
—— N-propyl-2,2,2-trifluoroethanethioamide 1420879-02-2 C5H8F3NS
N-propyl-2,2,2-trifluoroethanethioamide
—— 4-(1-(5-Chloro-2-((3,4-dichlorophenyl)thio)phenyl)ethyl)-1-piperazineethanol bismaleate 112446-54-5 C28H31Cl3N2O9S
4-(1-(5-Chloro-2-((3,4-dichlorophenyl)thio)phenyl)ethyl)-1-piperazineethanol bismaleate
—— 3-(D-gluco-pentitol-1-yl)-6-phenyl-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine 335065-55-9 C15H18N4O5S
3-(D-gluco-pentitol-1-yl)-6-phenyl-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine
—— tert-butyl 4-(methylthio)thiazol-2-ylcarbamate 1109286-10-3 C9H14N2O2S2
tert-butyl 4-(methylthio)thiazol-2-ylcarbamate
—— 2-ethyl-3-(methylthio)propanal 159144-66-8 C6H12OS
2-ethyl-3-(methylthio)propanal
—— Tetrathiooxalsaeure 82766-65-2 C2H2S4
Tetrathiooxalsaeure
—— Methyl difluoro[(thiophen-2-yl)sulfanyl]acetate 184949-68-6 C7H6F2O2S2
Methyl difluoro[(thiophen-2-yl)sulfanyl]acetate
—— ethyl 2-[4-(methylsulfanyl)benzyl]-3-oxobutanoate 501033-06-3 C14H18O3S
ethyl 2-[4-(methylsulfanyl)benzyl]-3-oxobutanoate
—— 2-(4-formyl-3-methylisothiazol-5-ylthio)acetic acid 82519-32-2 C7H7NO3S2
2-(4-formyl-3-methylisothiazol-5-ylthio)acetic acid
—— (S)-2-methylbutyl thiocyanate 38261-82-4 C6H11NS
(S)-2-methylbutyl thiocyanate
—— 6-difluoromethyl-2-methylsulfanylpyrimidin-4(3H)-one 1204298-69-0 C6H6F2N2OS
6-difluoromethyl-2-methylsulfanylpyrimidin-4(3H)-one
—— 4-(tert-butyl)-2-(methylthio)-1H-imidazole 56658-36-7 C8H14N2S
4-(tert-butyl)-2-(methylthio)-1H-imidazole
—— (4,5-dihydro-3<i>H</i>-pyrrol-2-ylsulfanyl)-acetic acid ethyl ester 4226-71-5 C8H13NO2S
(4,5-dihydro-3<i>H</i>-pyrrol-2-ylsulfanyl)-acetic acid ethyl ester
—— 5,7-dihydro-2-(methylthio)furo[3,4-d]pyrimidin-4-ol 150787-18-1 C7H8N2O2S
5,7-dihydro-2-(methylthio)furo[3,4-d]pyrimidin-4-ol
—— 3-Acetonyl-mercaptothiophen 1723-36-0 C7H8OS2
3-Acetonyl-mercaptothiophen
—— allyl-3-thienyl sulfide 33952-64-6 C7H8S2
allyl-3-thienyl sulfide
—— 4-(2-fluoropyridin-3-yl)-5-[(thiophen-3-yl)thio]thiophene-2-carbaldehyde 1138034-24-8 C14H8FNOS3
4-(2-fluoropyridin-3-yl)-5-[(thiophen-3-yl)thio]thiophene-2-carbaldehyde
—— 6-Nitro-5-thiophen-3-ylsulfanylspiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1026049-75-1 C15H13NO4S2
6-Nitro-5-thiophen-3-ylsulfanylspiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 3-(tert-butylthio)thiophene 19509-69-4 C8H12S2
3-(tert-butylthio)thiophene
—— 2-(3-thienylsulfanyl)ethanol 100114-11-2 C6H8OS2
2-(3-thienylsulfanyl)ethanol