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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
—— 1,1'-thio-bis-(2-(1-oxa-3-oxo-4-aza-6-chlorohexyl)-naphthalene) 1198335-35-1 C28H26Cl2N2O4S
1,1'-thio-bis-(2-(1-oxa-3-oxo-4-aza-6-chlorohexyl)-naphthalene)
—— 3,3'-(o-dithiophenyl)-dipropionic acid 1160124-78-6 C12H14O4S2
3,3'-(o-dithiophenyl)-dipropionic acid
—— [(3'aR,5'R,7'aR)-2',2'-dimethylspiro[1,3-dithiane-2,7'-4,5,6,7a-tetrahydro-3aH-1,3-benzodioxole]-5'-yl]methanol 1166841-79-7 C13H22O3S2
[(3'aR,5'R,7'aR)-2',2'-dimethylspiro[1,3-dithiane-2,7'-4,5,6,7a-tetrahydro-3aH-1,3-benzodioxole]-5'-yl]methanol
—— 1-[(3aR,4R,6S,6aS)-2-methoxy-6-(phenylsulfanylmethyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione 1167433-54-6 C17H18N2O6S
1-[(3aR,4R,6S,6aS)-2-methoxy-6-(phenylsulfanylmethyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione
—— 4,5-dihydro-2H-benzo[b]thiocin-6(3H)-one 1158077-88-3 C11H12OS
4,5-dihydro-2H-benzo[b]thiocin-6(3H)-one
—— 1,5-anhydro-D-tagatose diethyldithioacetal 1169759-57-2 C10H20O4S2
1,5-anhydro-D-tagatose diethyldithioacetal
—— (R)-(+)-4-hydroxy-1-(1'-phenyl-ethyl)-3-methylsulfanyl-1H-pyridin-2-one 1174637-76-3 C14H15NO2S
(R)-(+)-4-hydroxy-1-(1'-phenyl-ethyl)-3-methylsulfanyl-1H-pyridin-2-one
—— (+/-)-4-methyl-4,5-dihydro-2H-benzo[b]thiocin-6(3H)-one 1158077-91-8 C12H14OS
(+/-)-4-methyl-4,5-dihydro-2H-benzo[b]thiocin-6(3H)-one
—— Tert-butyl 4,12-dimethyl-13-[2-(4-methylphenyl)sulfanylethyl]-11-oxo-5-(3-oxo-3-prop-2-enoxypropyl)-7,10-diazatricyclo[8.3.0.03,7]trideca-1,3,5,12-tetraene-6-carboxylate 1182308-02-6 C33H40N2O5S
Tert-butyl 4,12-dimethyl-13-[2-(4-methylphenyl)sulfanylethyl]-11-oxo-5-(3-oxo-3-prop-2-enoxypropyl)-7,10-diazatricyclo[8.3.0.03,7]trideca-1,3,5,12-tetraene-6-carboxylate
—— 1,4-Bis(prop-2-enylsulfanyl)butane 1173006-63-7 C10H18S2
1,4-Bis(prop-2-enylsulfanyl)butane
—— (4S,5S,e)-6-(2-((R)-1-methoxyallyl)-1,3-dithian-2-yl)-5-((2-methoxyethoxy)methoxy)-2,4-dimethylhex-2-enal 1141748-06-2 C20H34O5S2
(4S,5S,e)-6-(2-((R)-1-methoxyallyl)-1,3-dithian-2-yl)-5-((2-methoxyethoxy)methoxy)-2,4-dimethylhex-2-enal
—— 2,5-dibromo-3,4-ethylenedithioselenophene 1186372-58-6 C6H4Br2S2Se
2,5-dibromo-3,4-ethylenedithioselenophene
—— 2,3-dichloro-1,1,4,4-tetrakis(4-pyridylsulfanyl)buta-1,3-diene 1189129-96-1 C24H16Cl2N4S4
2,3-dichloro-1,1,4,4-tetrakis(4-pyridylsulfanyl)buta-1,3-diene
—— 1-(3,5-O-isopropylidene-2-deoxy-2-(p-thiocresyl)-α-D-xylofuranosyl)-3-propene 1185748-19-9 C18H24O3S
1-(3,5-O-isopropylidene-2-deoxy-2-(p-thiocresyl)-α-D-xylofuranosyl)-3-propene
—— 5-Chloro-2-(1-methylethoxy)-3-(phenylthio)pyrazine 1194041-66-1 C13H13ClN2OS
5-Chloro-2-(1-methylethoxy)-3-(phenylthio)pyrazine
—— 6-methoxy-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198405-90-1 C11H11N7O3S
6-methoxy-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— (2S)-1-[2-(2,2-diethoxyethyl)-1,3-dithian-2-yl]pent-4-en-2-ol 1169687-59-5 C15H28O3S2
(2S)-1-[2-(2,2-diethoxyethyl)-1,3-dithian-2-yl]pent-4-en-2-ol
—— 14,38,62,86-Tetrakis[4,5-bis(butylsulfanyl)-1,3-dithiol-2-ylidene]-8,20,32,44,56,68,80,92-octaoxa-5,11,13,15,17,23,29,35,37,39,41,47,53,59,61,63,65,71,77,83,85,87,89,95-tetracosathia-a,2,26,50,74,97,98,99-octazatridecacyclo[73.21.1.13,25.127,49.151,73.04,24.012,16.028,48.036,40.052,72.060,64.076,96.084,88]hecta-a(3),1,4(24),12(16),25,27,36(40),48,50,52(72),60(64),73(98),75(97),76(96),84(88)-pentadecaene 1220349-54-1 C104H138N8O8S40
14,38,62,86-Tetrakis[4,5-bis(butylsulfanyl)-1,3-dithiol-2-ylidene]-8,20,32,44,56,68,80,92-octaoxa-5,11,13,15,17,23,29,35,37,39,41,47,53,59,61,63,65,71,77,83,85,87,89,95-tetracosathia-a,2,26,50,74,97,98,99-octazatridecacyclo[73.21.1.13,25.127,49.151,73.04,24.012,16.028,48.036,40.052,72.060,64.076,96.084,88]hecta-a(3),1,4(24),12(16),25,27,36(40),48,50,52(72),60(64),73(98),75(97),76(96),84(88)-pentadecaene
—— [(E,3R,4R)-4-[cyclopentyl-[(2S)-1-[2-(2,2-diethoxyethyl)-1,3-dithian-2-yl]pent-4-en-2-yl]oxy-ethynylsilyl]oxy-3-methylhept-5-enyl] 2,2-dimethylpropanoate 1169687-56-2 C35H60O6S2Si
[(E,3R,4R)-4-[cyclopentyl-[(2S)-1-[2-(2,2-diethoxyethyl)-1,3-dithian-2-yl]pent-4-en-2-yl]oxy-ethynylsilyl]oxy-3-methylhept-5-enyl] 2,2-dimethylpropanoate
—— 6-allylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198405-99-0 C13H13N7O2S2
6-allylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— N-acetyl-5-p-tolylsulfanyl-3,3-dimethylindoline 1190867-41-4 C19H21NOS
N-acetyl-5-p-tolylsulfanyl-3,3-dimethylindoline
—— 6-methylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198405-98-9 C11H11N7O2S2
6-methylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— 6-benzyloxy-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198405-92-3 C17H15N7O3S
6-benzyloxy-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— (R)-2,2,2-trifluoro-1-(4'-methylsulfanylphenyl)ethanol 1135312-04-7 C9H9F3OS
(R)-2,2,2-trifluoro-1-(4'-methylsulfanylphenyl)ethanol
—— O-[2-(tert-butyldisulfanyl)ethyl]hydroxylamine 1221405-60-2 C6H15NOS2
O-[2-(tert-butyldisulfanyl)ethyl]hydroxylamine
—— 7,15,16,24,25,33,34-heptakis(tert-butylsulfanyl)-N,N-diethyl-2,5,8,11,14,17,20,23,26,29,32,35,37,38,39,40-hexadecazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,12(39),13(18),14,16,19,21(38),22(27),23,25,28,30(37),31(36),32,34-nonadecaen-6-amine 1203577-04-1 C56H75N17S7
7,15,16,24,25,33,34-heptakis(tert-butylsulfanyl)-N,N-diethyl-2,5,8,11,14,17,20,23,26,29,32,35,37,38,39,40-hexadecazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,12(39),13(18),14,16,19,21(38),22(27),23,25,28,30(37),31(36),32,34-nonadecaen-6-amine
—— 2-methyl-N-[3-(phenylsulfanylmethyl)oxetan-3-yl]propane-2-sulfinamide 1211284-27-3 C14H21NO2S2
2-methyl-N-[3-(phenylsulfanylmethyl)oxetan-3-yl]propane-2-sulfinamide
—— [1-(1,3-Dithian-2-yl)-4,4-bis(methylsulfanyl)octan-2-yl]oxy-trimethylsilane 1216983-45-7 C17H36OS4Si
[1-(1,3-Dithian-2-yl)-4,4-bis(methylsulfanyl)octan-2-yl]oxy-trimethylsilane
—— tert-butyl N-phenylsulfanylcarbothioylcarbamate 1228437-30-6 C12H15NO2S2
tert-butyl N-phenylsulfanylcarbothioylcarbamate
—— methyl (2R,3R,4S)-3-acetamido-4-azido-2-[(2-methylpropan-2-yl)oxycarbonylcarbamothioyloxymethyl]-3,4-dihydro-2H-pyran-6-carboxylate 1228437-24-8 C16H23N5O7S
methyl (2R,3R,4S)-3-acetamido-4-azido-2-[(2-methylpropan-2-yl)oxycarbonylcarbamothioyloxymethyl]-3,4-dihydro-2H-pyran-6-carboxylate
—— 2,2'-bis[(S)-4-phenyloxazolin-2-yl]diphenylsulfide 1224301-67-0 C30H24N2O2S
2,2'-bis[(S)-4-phenyloxazolin-2-yl]diphenylsulfide
—— 2,2'-bis[(S)-4-benzyloxazolin-2-yl]diphenylsulfide 1224301-68-1 C32H28N2O2S
2,2'-bis[(S)-4-benzyloxazolin-2-yl]diphenylsulfide
—— (S)-N-methoxy-N-methyl-2-(5-(methylthio)-3,4-dihydro-2H-pyrrol-2-yl)acetamide 1207721-57-0 C9H16N2O2S
(S)-N-methoxy-N-methyl-2-(5-(methylthio)-3,4-dihydro-2H-pyrrol-2-yl)acetamide
—— 1-Methyl-2,5-bis(3-methyl-5-methylsulfanylthiophen-2-yl)pyrrole 1452807-76-9 C17H19NS4
1-Methyl-2,5-bis(3-methyl-5-methylsulfanylthiophen-2-yl)pyrrole
—— 4-fluoro-N-methyl-2-phenylsulfanylbenzamide 1233541-59-7 C14H12FNOS
4-fluoro-N-methyl-2-phenylsulfanylbenzamide
—— methyl-(3-(p-hydroxyphenylthio)propyl)sulfane 1234217-80-1 C10H14OS2
methyl-(3-(p-hydroxyphenylthio)propyl)sulfane
—— 2,2,6,6-Tetrabutyl-4,8-bis(2-phenylethynyl)-[1,3]dithiolo[4,5-f][1,3]benzodithiole 1225230-43-2 C40H46S4
2,2,6,6-Tetrabutyl-4,8-bis(2-phenylethynyl)-[1,3]dithiolo[4,5-f][1,3]benzodithiole
—— 4-chlorobutyl prop-2-ene-1-sulfinate 1235334-85-6 C7H13ClO2S
4-chlorobutyl prop-2-ene-1-sulfinate
—— (1S)-N-diphenylphosphanyl-N-methyl-1-(2-phenylsulfanylphenyl)ethanamine 1227795-25-6 C27H26NPS
(1S)-N-diphenylphosphanyl-N-methyl-1-(2-phenylsulfanylphenyl)ethanamine
—— 2,2,2-trichloro-N-[(2S)-3-methyl-1-phenylsulfanylbutan-2-yl]acetamide 1239889-58-7 C13H16Cl3NOS
2,2,2-trichloro-N-[(2S)-3-methyl-1-phenylsulfanylbutan-2-yl]acetamide
—— Diethylaminomethyl-[diethylaminomethyl(dithiocarboxy)carbamothioyl]carbamodithioic acid 84522-25-8 C13H26N4S5
Diethylaminomethyl-[diethylaminomethyl(dithiocarboxy)carbamothioyl]carbamodithioic acid
—— 4-[[2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanylmethylsulfanyl]-5-methylsulfanyl-1,3-dithiol-2-one 1344677-91-3 C14H14OS12
4-[[2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanylmethylsulfanyl]-5-methylsulfanyl-1,3-dithiol-2-one
—— 6-(4-Aminophenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine-5,8-dione 129137-20-8 C14H11NO4S
6-(4-Aminophenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine-5,8-dione
—— 6-(4-Hydroxyphenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine-5,8-dione 129700-49-8 C14H10O5S
6-(4-Hydroxyphenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine-5,8-dione
—— 4-[3-[[2-(5H-[1,3]dithiolo[4,5-c]pyrrol-2-ylidene)-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanyl]propyl]phenol 1346683-31-5 C18H17NOS6
4-[3-[[2-(5H-[1,3]dithiolo[4,5-c]pyrrol-2-ylidene)-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanyl]propyl]phenol
—— 2,3,6,7,10,11,13,14-octahydro-5H,9H-4,12-(propanothiopropano)-1,8,15,23,4,12-benzote-trathiodiazacycloheptadecane-17,18-dicarbonitrile 1346257-73-5 C24H34N4S4
2,3,6,7,10,11,13,14-octahydro-5H,9H-4,12-(propanothiopropano)-1,8,15,23,4,12-benzote-trathiodiazacycloheptadecane-17,18-dicarbonitrile
—— 4-(5-(ethylthio)pyrazin-2-yl)morpholine 1345837-78-6 C10H15N3OS
4-(5-(ethylthio)pyrazin-2-yl)morpholine
—— Ph2PCH2CH2S(2-C6H4NH2) 1351378-84-1 C20H20NPS
Ph2PCH2CH2S(2-C6H4NH2)
—— 3-(1-(p-tolylthio)-3-(trimethylsilyl)propan-2-yl)thiazol-2(3H)-one 1338723-66-2 C16H23NOS2Si
3-(1-(p-tolylthio)-3-(trimethylsilyl)propan-2-yl)thiazol-2(3H)-one
—— 3-allyl-2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylthio)thiophene 1338723-62-8 C17H11F17S2
3-allyl-2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylthio)thiophene