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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
—— 2,5-hexanedithiol 4038-07-7 C6H14S2
2,5-hexanedithiol
—— bis<2-(thiophenoxy)benzyl> oxalate 120454-38-8 C28H22O4S2
bis<2-(thiophenoxy)benzyl> oxalate
—— 3-(morpholinomethyl)-2-(methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine 77527-43-6 C20H22N4O3S
3-(morpholinomethyl)-2-(methoxycarbonylamino)-6-(phenylthio) imidazo [1,2-a] pyridine
—— (4R,5E,7E,9R)-9-(tert-butyldiphenylsilyloxy)-9-((2R,4R,6R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-7-methylnona-1,5,7-trien-4-ol 920018-65-1 C38H48O4SSi
(4R,5E,7E,9R)-9-(tert-butyldiphenylsilyloxy)-9-((2R,4R,6R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-7-methylnona-1,5,7-trien-4-ol
—— 1-tert-butyl-1,1-dimethylsilyl ((4R,5R)-5-(2-methyl-1,3-dithian-2-ylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl ether 872831-94-2 C18H36O3S2Si
1-tert-butyl-1,1-dimethylsilyl ((4R,5R)-5-(2-methyl-1,3-dithian-2-ylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl ether
—— ethyl (2E,4E)-6-(tert-butyldiphenylsilyloxy)-6-((2R,4R,6R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-4-methylhexa-2,4-dienoate 920018-63-9 C37H46O5SSi
ethyl (2E,4E)-6-(tert-butyldiphenylsilyloxy)-6-((2R,4R,6R)-4-methoxy-6-(phenylthio)-tetrahydro-2H-pyran-2-yl)-4-methylhexa-2,4-dienoate
—— 1,1-bis-acetylsulfanyl-propane 729602-98-6 C7H12O2S2
1,1-bis-acetylsulfanyl-propane
—— <i>N</i>,<i>N</i>-bis-[(4-chloro-phenylsulfanyl)-methyl]-<i>p</i>-toluidine 6969-13-7 C21H19Cl2NS2
<i>N</i>,<i>N</i>-bis-[(4-chloro-phenylsulfanyl)-methyl]-<i>p</i>-toluidine
—— 2,3-epoxypropyl 3-(phenylthio)propionate 77500-64-2 C12H14O3S
2,3-epoxypropyl 3-(phenylthio)propionate
—— 3-chloro-<i>N</i>-[(4-chloro-phenylsulfanyl)-methyl]-aniline 956-65-0 C13H11Cl2NS
3-chloro-<i>N</i>-[(4-chloro-phenylsulfanyl)-methyl]-aniline
—— ethyl-propyl-thiocarbamic acid <i>S</i>-propyl ester 98956-76-4 C9H19NOS
ethyl-propyl-thiocarbamic acid <i>S</i>-propyl ester
—— <i>N</i>-[(4-chloro-phenylsulfanyl)-methyl]-<i>p</i>-toluidine 6632-00-4 C14H14ClNS
<i>N</i>-[(4-chloro-phenylsulfanyl)-methyl]-<i>p</i>-toluidine
—— 6-[(4-Chlorophenyl)sulfanyl]-3-pyridinylamine 25935-62-0 C11H9ClN2S
6-[(4-Chlorophenyl)sulfanyl]-3-pyridinylamine
—— 4-chloro-<i>N</i>-[(4-chloro-phenylsulfanyl)-methyl]-aniline 107623-18-7 C13H11Cl2NS
4-chloro-<i>N</i>-[(4-chloro-phenylsulfanyl)-methyl]-aniline
—— 2-Amino-6-(phenylthio)imidazo<1,2-a>pyridin 64064-29-5 C13H11N3S
2-Amino-6-(phenylthio)imidazo<1,2-a>pyridin
—— (N-Methyl-4-amino-benzyl)-(4-chlor-phenyl)-sulfid 7153-31-3 C14H14ClNS
(N-Methyl-4-amino-benzyl)-(4-chlor-phenyl)-sulfid
—— 2-(2-aminophenylthio)-2-(2-thienyl)ethyl 2-thienyl cetone 101441-84-3 C17H15NOS3
2-(2-aminophenylthio)-2-(2-thienyl)ethyl 2-thienyl cetone
—— (3aS,8aR)-3-[phenylsulfanyl(trimethylsilyl)methyl]-3,3a,4,5,6,7,8,8a-octahydrocyclohepta[b]furan-2-one 118522-18-2 C19H28O2SSi
(3aS,8aR)-3-[phenylsulfanyl(trimethylsilyl)methyl]-3,3a,4,5,6,7,8,8a-octahydrocyclohepta[b]furan-2-one
—— 1,12-bis-carbamimidoylmercapto-dodecane 62476-83-9 C14H30N4S2
1,12-bis-carbamimidoylmercapto-dodecane
—— tert-Butyl-thiocarbamic acid O-ethyl ester 82360-13-2 C7H15NOS
tert-Butyl-thiocarbamic acid O-ethyl ester
—— 4-[2-benzyloxymethyl-4-isopropyl-5-(3-methoxy-phenylsulfanyl)-imidazol-1-ylmethyl]-pyridine 620969-33-7 C27H29N3O2S
4-[2-benzyloxymethyl-4-isopropyl-5-(3-methoxy-phenylsulfanyl)-imidazol-1-ylmethyl]-pyridine
—— 8-amino-6-hydroxy-1,4,7,9-tetraazabenzo<b>phenothiazine 77708-96-4 C12H8N6OS
8-amino-6-hydroxy-1,4,7,9-tetraazabenzo<b>phenothiazine
—— GK 03192 679391-42-5 C12H9F3N2OS
GK 03192
—— 1-methoxy-1-(phenylthio)octane 89423-37-0 C15H24OS
1-methoxy-1-(phenylthio)octane
—— 2-(4-Chlorophenyl)sulfanyl-1,3-dinitro-5-(trifluoromethyl)benzene 17811-50-6 C13H6ClF3N2O4S
2-(4-Chlorophenyl)sulfanyl-1,3-dinitro-5-(trifluoromethyl)benzene
—— 4-chloro-1-(2,5-dimethoxy-phenylsulfanyl)-2-nitro-benzene 72418-75-8 C14H12ClNO4S
4-chloro-1-(2,5-dimethoxy-phenylsulfanyl)-2-nitro-benzene
—— 5-exo-methyl-2-exo-phenylsulfenyl-4,7-dioxatricyclo<3.2.1.0<sup>3,6</sup>>octane 114765-67-2 C13H14O2S
5-exo-methyl-2-exo-phenylsulfenyl-4,7-dioxatricyclo<3.2.1.0<sup>3,6</sup>>octane
—— 3,5-Bis-cyanomethylsulfanyl-isothiazole-4-carbonitrile 24134-78-9 C8H4N4S3
3,5-Bis-cyanomethylsulfanyl-isothiazole-4-carbonitrile
—— 3,5-Bis(cyanomethylthio)-1,2,4-thiadiazole 332110-36-8 C6H4N4S3
3,5-Bis(cyanomethylthio)-1,2,4-thiadiazole
—— 1H-1,2,4-Triazole-1-propanenitrile, 3-amino-5-(methylthio)- 87866-44-2 C6H9N5S
1H-1,2,4-Triazole-1-propanenitrile, 3-amino-5-(methylthio)-
—— 4-(4-chlorophenyl)sulfanyl-N-(1-ethynylcyclohexyl)-3-nitrobenzenesulfonamide 675104-57-1 C20H19ClN2O4S2
4-(4-chlorophenyl)sulfanyl-N-(1-ethynylcyclohexyl)-3-nitrobenzenesulfonamide
—— 3-allyl-2-(phenylthio)thiophene 790715-17-2 C13H12S2
3-allyl-2-(phenylthio)thiophene
—— N-(1-ethynylcyclohexyl)-3-nitro-4-pyridin-2-ylsulfanylbenzenesulfonamide 675104-59-3 C19H19N3O4S2
N-(1-ethynylcyclohexyl)-3-nitro-4-pyridin-2-ylsulfanylbenzenesulfonamide
—— morpholin-4-yl-acetic acid [2-oxo-2-(4-phenylsulfanyl-phenyl)-ethylidene]-hydrazide 6592-87-6 C20H21N3O3S
morpholin-4-yl-acetic acid [2-oxo-2-(4-phenylsulfanyl-phenyl)-ethylidene]-hydrazide
—— N-(1-ethynylcyclohexyl)-3-nitro-4-phenylsulfanylbenzenesulfonamide 675104-58-2 C20H20N2O4S2
N-(1-ethynylcyclohexyl)-3-nitro-4-phenylsulfanylbenzenesulfonamide
—— Benzo[b]thiophen-3(2H)-one, 2-[(2-methylphenyl)methylene]-, (Z)- 97871-91-5 C16H12OS
Benzo[b]thiophen-3(2H)-one, 2-[(2-methylphenyl)methylene]-, (Z)-
—— butan-2-one-dimethyldithioacetal 82726-71-4 C6H14S2
butan-2-one-dimethyldithioacetal
—— 2-(allylthio)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile 166113-79-7 C12H12N2S
2-(allylthio)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
—— 2-prop-2-enylsulfanyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile 123413-88-7 C14H16N2S
2-prop-2-enylsulfanyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile
—— 2-(methylsulfanyl)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile 154384-15-3 C10H10N2S
2-(methylsulfanyl)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
—— 2-Methylthio-5,6,7,8,9-pentahydrocyclohepta[2,1-b]pyridine-3-carbonitrile 130506-73-9 C12H14N2S
2-Methylthio-5,6,7,8,9-pentahydrocyclohepta[2,1-b]pyridine-3-carbonitrile
—— ethyl 4-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]-3-oxobutanoate 290299-63-7 C17H20N2O3S
ethyl 4-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]-3-oxobutanoate
—— (1Z)-N'-hydroxy-2-(isopropylsulfonyl)ethanimidamide 1923816-08-3 C5H12N2O3S
(1Z)-N'-hydroxy-2-(isopropylsulfonyl)ethanimidamide
—— 1-chloro-5-nitro-2,4-bis-phenylsulfanyl-benzene 93819-59-1 C18H12ClNO2S2
1-chloro-5-nitro-2,4-bis-phenylsulfanyl-benzene
—— 5-(2-methylsulfanyl-pyrimidin-4-yl)-thiophene-2-sulfonic acid dimethylamide 882278-17-3 C11H13N3O2S3
5-(2-methylsulfanyl-pyrimidin-4-yl)-thiophene-2-sulfonic acid dimethylamide
—— 4-[5-(4-Bromo-3,5-dimethylpyrazol-1-yl)sulfonylthiophen-2-yl]-2-methylsulfanylpyrimidine 4762-39-4 C14H13BrN4O2S3
4-[5-(4-Bromo-3,5-dimethylpyrazol-1-yl)sulfonylthiophen-2-yl]-2-methylsulfanylpyrimidine
—— 6,6-Dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-one 172516-40-4 C11H14OS2
6,6-Dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-one
—— (1''RS,1'R,4'R)-[4-(2-bromo-1-ethoxy-ethoxymethyl)cyclopent-2-enyllsulfanyl]-benzene 371783-79-8 C16H21BrO2S
(1''RS,1'R,4'R)-[4-(2-bromo-1-ethoxy-ethoxymethyl)cyclopent-2-enyllsulfanyl]-benzene
—— 1-[4-Methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-ethanone 473530-81-3 C12H13NOS3
1-[4-Methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-ethanone
—— (1'R,4'R)-(+)-(4-phenylsulfanyl-cyclopent-2-enyl)methanol 371783-78-7 C12H14OS
(1'R,4'R)-(+)-(4-phenylsulfanyl-cyclopent-2-enyl)methanol