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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
—— (S)-1-(3,5-dimethylpyrazol-1-yl)-4,4,4-trifluoro-3-phenylsulfanylbutan-1-one 1374034-58-8 C15H15F3N2OS
(S)-1-(3,5-dimethylpyrazol-1-yl)-4,4,4-trifluoro-3-phenylsulfanylbutan-1-one
—— 1,3-Difluoro-5-(4-fluorophenyl)sulfanylbenzene 1376608-65-9 C12H7F3S
1,3-Difluoro-5-(4-fluorophenyl)sulfanylbenzene
—— 2-cyanomethyl-5-carboxymethylthio-1,3,4-oxadiazole 130781-73-6 C6H5N3O3S
2-cyanomethyl-5-carboxymethylthio-1,3,4-oxadiazole
—— 2-methyl-5-<4-<1-(ethoxycarbonyl)-ethylthio>-benzyl>-tetrazole 132382-33-3 C14H18N4O2S
2-methyl-5-<4-<1-(ethoxycarbonyl)-ethylthio>-benzyl>-tetrazole
—— 2-cyanomethyl-5-carbethoxymethylthio-1,3,4-oxadiazole 130781-75-8 C8H9N3O3S
2-cyanomethyl-5-carbethoxymethylthio-1,3,4-oxadiazole
—— (8R*,8aR*)-3,5,6,7,8,8a-Hexahydro-8-(methoxymethoxy)-1-(phenylthio)indolizine 128845-37-4 C16H21NO2S
(8R*,8aR*)-3,5,6,7,8,8a-Hexahydro-8-(methoxymethoxy)-1-(phenylthio)indolizine
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetohydrazide 130781-78-1 C11H12N4O2S
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetohydrazide
—— 2-(5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-<i>N</i>-hydroxy-acetamide 30452-57-4 C8H8N4O3S
2-(5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-<i>N</i>-hydroxy-acetamide
—— Methyl (Z)-2,4-bis(phenylthio)-3-pentenoate 134917-07-0 C18H18O2S2
Methyl (Z)-2,4-bis(phenylthio)-3-pentenoate
—— 59527-24-1 C9H8NS
—— 59527-13-8 C14H13S
—— 5-Methyl-3-[1-(2-morpholin-4-yl-2-oxoethyl)tetrazol-5-yl]sulfanyl-1,4-thiazin-2-one 142531-04-2 C12H14N6O3S2
5-Methyl-3-[1-(2-morpholin-4-yl-2-oxoethyl)tetrazol-5-yl]sulfanyl-1,4-thiazin-2-one
—— N-methyl-2-[5-[(5-methyl-2-oxo-1,4-thiazin-3-yl)sulfanyl]tetrazol-1-yl]acetamide 142530-97-0 C9H10N6O2S2
N-methyl-2-[5-[(5-methyl-2-oxo-1,4-thiazin-3-yl)sulfanyl]tetrazol-1-yl]acetamide
—— 5-Methyl-3-[1-(2-oxo-2-pyrrolidin-1-ylethyl)tetrazol-5-yl]sulfanyl-1,4-thiazin-2-one 142531-03-1 C12H14N6O2S2
5-Methyl-3-[1-(2-oxo-2-pyrrolidin-1-ylethyl)tetrazol-5-yl]sulfanyl-1,4-thiazin-2-one
—— cis-1β-(trimethylsilyl)-2-thiabicyclo<7.1.0>nonan-6β-ol 2,2-dioxide 138234-79-4 C11H22O3SSi
cis-1β-(trimethylsilyl)-2-thiabicyclo<7.1.0>nonan-6β-ol 2,2-dioxide
—— methyl (3aS,4R,5S,7aS)-7-[tert-butyl(dimethyl)silyl]oxy-7a-methyl-5-phenylsulfanyl-1,2,3,3a,4,5-hexahydroindene-4-carboxylate 137305-50-1 C24H36O3SSi
methyl (3aS,4R,5S,7aS)-7-[tert-butyl(dimethyl)silyl]oxy-7a-methyl-5-phenylsulfanyl-1,2,3,3a,4,5-hexahydroindene-4-carboxylate
—— 1-chloro-2-methanesulfonylmethylsulfanyl-ethane 68483-75-0 C4H9ClO2S2
1-chloro-2-methanesulfonylmethylsulfanyl-ethane
—— (Z)-2-[diethoxy(oxido)phosphaniumyl]oxy-1-methylsulfanylprop-1-ene —— C8H17O4PS
(Z)-2-[diethoxy(oxido)phosphaniumyl]oxy-1-methylsulfanylprop-1-ene
—— 2-(<i>S</i>)-<i>sec</i>-butyl-2-pentyl-[1,3]dithiane 20659-73-8 C13H26S2
2-(<i>S</i>)-<i>sec</i>-butyl-2-pentyl-[1,3]dithiane
—— 2-(2-Chloro-3,3,4,4,5,5-hexafluoro-cyclopent-1-enylsulfanyl)-ethanol 16325-84-1 C7H5ClF6OS
2-(2-Chloro-3,3,4,4,5,5-hexafluoro-cyclopent-1-enylsulfanyl)-ethanol
—— 2-butylsulfanyl-hexane 54796-94-0 C10H22S
2-butylsulfanyl-hexane
—— Methansulfenylchlorid-d(3) 51299-90-2 CH3ClS
Methansulfenylchlorid-d(3)
—— 5,6,8,9,11,12-Hexahydro-7,10-dioxa-1,3,4,13-tetrathia-cyclopentacyclododecen-2-one 142671-89-4 C9H12O3S4
5,6,8,9,11,12-Hexahydro-7,10-dioxa-1,3,4,13-tetrathia-cyclopentacyclododecen-2-one
—— isovaleraldehyde diethyldithioacetal 98958-15-7 C9H20S2
isovaleraldehyde diethyldithioacetal
—— 2-Tert-butyl-6-(3-tert-butyl-5-methyl-2-oxidophenyl)sulfanyl-4-methylphenolate;titanium(4+);dichloride 111215-59-9 C22H28Cl2O2STi
2-Tert-butyl-6-(3-tert-butyl-5-methyl-2-oxidophenyl)sulfanyl-4-methylphenolate;titanium(4+);dichloride
—— methyl (1'R,2'R,4'R,7'S)-4',7'-dimethyl-8'-oxospiro[1,3-dithiolane-2,5'-bicyclo[2.2.2]octane]-2'-carboxylate 354584-96-6 C14H20O3S2
methyl (1'R,2'R,4'R,7'S)-4',7'-dimethyl-8'-oxospiro[1,3-dithiolane-2,5'-bicyclo[2.2.2]octane]-2'-carboxylate
—— 6-(4-Chloro-phenyl)-5-methyl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile 864370-34-3 C14H10ClNO2S
6-(4-Chloro-phenyl)-5-methyl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitrile
—— bis-4,4'-[3-(2H-azirine-2-formyl)]phenylsulphide 866625-58-3 C18H12N2O2S
bis-4,4'-[3-(2H-azirine-2-formyl)]phenylsulphide
—— 2,5-Dihydro-2,2,5,5-tetrakis(trifluormethyl)-4-thiazolylthiocyanat 124177-42-0 C8F12N2S2
2,5-Dihydro-2,2,5,5-tetrakis(trifluormethyl)-4-thiazolylthiocyanat
—— 1-(1-Phenylsulfanyl-2-p-tolyl-cyclopropyl)-ethanone 728918-11-4 C18H18OS
1-(1-Phenylsulfanyl-2-p-tolyl-cyclopropyl)-ethanone
—— (S)-2-isopropyl-4,4-bis(methylsulfonyl)butanal 1283083-07-7 C9H18O5S2
(S)-2-isopropyl-4,4-bis(methylsulfonyl)butanal
—— (4R)-4-[tert-butyl(dimethyl)silyl]oxy-6-phenylsulfanylcyclohex-2-en-1-one 1289117-38-9 C18H26O2SSi
(4R)-4-[tert-butyl(dimethyl)silyl]oxy-6-phenylsulfanylcyclohex-2-en-1-one
—— (3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl-2-((ethoxycarbonothioyl)thio)propanoate) 1266375-09-0 C14H13F13O3S2
(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl-2-((ethoxycarbonothioyl)thio)propanoate)
—— 2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-1,3-benzodithiole-5,6-diol 1393349-03-5 C12H10O2S6
2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-1,3-benzodithiole-5,6-diol
—— (S)-1-(2H-tetrazol-5-ylthio)propan-2-amine 1327157-52-7 C4H9N5S
(S)-1-(2H-tetrazol-5-ylthio)propan-2-amine
—— 1310380-05-2 C42H82S4Si2Sn2
—— 1,7-dithia[7](6,6')-2,2'-bis(cyclopenta[c]pyridine)cyclophane sulfoxide 1303611-50-8 C21H24N2OS2
1,7-dithia[7](6,6')-2,2'-bis(cyclopenta[c]pyridine)cyclophane sulfoxide
—— [3-[2-(Furan-3-ylmethyl)-1,3-dithian-2-yl]cyclopenten-1-yl]oxy-tri(propan-2-yl)silane 1280709-72-9 C23H38O2S2Si
[3-[2-(Furan-3-ylmethyl)-1,3-dithian-2-yl]cyclopenten-1-yl]oxy-tri(propan-2-yl)silane
—— 2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-4-[[2-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanylmethylsulfanyl]-5-methylsulfanyl-1,3-dithiole 1308660-09-4 C19H20S16
2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-4-[[2-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanylmethylsulfanyl]-5-methylsulfanyl-1,3-dithiole
—— n-butyldithiocarbamate 22296-07-7 C5H10NS2
n-butyldithiocarbamate
—— 1-[1,2-Bis[(4-chlorophenyl)sulfanyl]ethyl]-3-methylbenzene 1313220-43-7 C21H18Cl2S2
1-[1,2-Bis[(4-chlorophenyl)sulfanyl]ethyl]-3-methylbenzene
—— 1-Fluoro-3-[2-(3-fluorophenyl)sulfanyl-1-phenylethyl]sulfanylbenzene 1313220-34-6 C20H16F2S2
1-Fluoro-3-[2-(3-fluorophenyl)sulfanyl-1-phenylethyl]sulfanylbenzene
—— 3-(4-chlorophenylthio)prop-2-en-1-ol 1018853-21-8 C9H9ClOS
3-(4-chlorophenylthio)prop-2-en-1-ol
—— 6-Phenyl-7-phenylsulfanylimidazo[2,1-b][1,3]thiazin-5-one 1020662-98-9 C18H12N2OS2
6-Phenyl-7-phenylsulfanylimidazo[2,1-b][1,3]thiazin-5-one
—— methyl 5-(2-chloroethyl)-4,6-dimethyl-2-phenylthiobenzoate 1023305-07-8 C18H19ClO2S
methyl 5-(2-chloroethyl)-4,6-dimethyl-2-phenylthiobenzoate
—— (1S,2S)-1-(phenylsulfanyl)-2-(phenylselanyl)cyclohexane 1022217-08-8 C18H20SSe
(1S,2S)-1-(phenylsulfanyl)-2-(phenylselanyl)cyclohexane
—— methyl 4,6-dimethyl-5-(2-chloroethyl)-2-(4-chlorophenylsulfanyl)benzoate 1023305-17-0 C18H18Cl2O2S
methyl 4,6-dimethyl-5-(2-chloroethyl)-2-(4-chlorophenylsulfanyl)benzoate
—— 4-(phenylthio)-1-tosyl-2-pyridone 947704-87-2 C18H15NO3S2
4-(phenylthio)-1-tosyl-2-pyridone
—— N-(3-{4-[3-(benzyloxy)phenylthio]-2-chlorophenyl}-1,1-bis(hydroxymethyl)propyl)acetamide 1023648-29-4 C26H28ClNO4S
N-(3-{4-[3-(benzyloxy)phenylthio]-2-chlorophenyl}-1,1-bis(hydroxymethyl)propyl)acetamide
—— 1-hydroxy-5-(phenylthio)pentan-2-one 1028832-41-8 C11H14O2S
1-hydroxy-5-(phenylthio)pentan-2-one