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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-Hydroxy-ethanethiosulfonic acid S-(2-hydroxy-ethyl) ester 77468-58-7 C4H10O4S2
2-Hydroxy-ethanethiosulfonic acid S-(2-hydroxy-ethyl) ester
—— 2,5-difluoro-1,4-bis(p-tolylthio)benzene 1055876-56-6 C20H16F2S2
2,5-difluoro-1,4-bis(p-tolylthio)benzene
—— 2-chloro-1,1,4,4-tetra(pentafluorophenylthio)-1,3-butadiene 1268626-13-6 C28HClF20S4
2-chloro-1,1,4,4-tetra(pentafluorophenylthio)-1,3-butadiene
—— ethyl 7-amino-4-hydroxy-5-((4-methoxyphenyl)thio)-2-methylbenzofuro[6,7-d]thiazole-6-carboxylate 1637475-76-3 C20H18N2O5S2
ethyl 7-amino-4-hydroxy-5-((4-methoxyphenyl)thio)-2-methylbenzofuro[6,7-d]thiazole-6-carboxylate
—— 2-<phenylthio(methyl)>-2-cyclopentene-1-ol 139294-25-0 C12H14OS
2-<phenylthio(methyl)>-2-cyclopentene-1-ol
—— Methylsulfonyl-methyl-malodinitril 10517-95-0 C5H6N2O2S
Methylsulfonyl-methyl-malodinitril
—— 4-(p-Tolylthio)-6-chlor-1,2,3-benzothiadiazol 23616-06-0 C13H9ClN2S2
4-(p-Tolylthio)-6-chlor-1,2,3-benzothiadiazol
—— trans-[bis(μ-iodo)diiodobis(cyclobutylamino)diplatinum(II)] 105691-70-1 C8H18I4N2Pt2
trans-[bis(μ-iodo)diiodobis(cyclobutylamino)diplatinum(II)]
—— morpholine-4-carbodithioic acid 4,6-dimethyl-pyrimidin-2-yl ester 32595-24-7 C11H15N3OS2
morpholine-4-carbodithioic acid 4,6-dimethyl-pyrimidin-2-yl ester
—— O,O-Diethyl-S-(dimethylsulfoximinocarbonylmethyl)thiophosphat 41286-07-1 C8H18NO5PS2
O,O-Diethyl-S-(dimethylsulfoximinocarbonylmethyl)thiophosphat
—— 3-methylsulfanyl-6-phenyl-8<i>H</i>-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazin-7-one 890-90-4 C11H9N5OS
3-methylsulfanyl-6-phenyl-8<i>H</i>-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazin-7-one
—— 2-(3-chlorophenyl)sulfanylpyridine-3-sulfonamide 84881-84-5 C11H9ClN2O2S2
2-(3-chlorophenyl)sulfanylpyridine-3-sulfonamide
—— Pentafluorphenylsulfanylessigsaeureethylester 14744-82-2 C10H7F5O2S
Pentafluorphenylsulfanylessigsaeureethylester
—— 2-phenyl-2-(phenylthio)penta-3,4-dien-1-ol 941270-77-5 C17H16OS
2-phenyl-2-(phenylthio)penta-3,4-dien-1-ol
—— 3-(Tetrahydro-pyran-2-yloxy)-6-{2-[2-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-hexan-1-ol 108383-13-7 C27H50O5S2
3-(Tetrahydro-pyran-2-yloxy)-6-{2-[2-(tetrahydro-pyran-2-yloxy)-heptyl]-[1,3]dithian-2-yl}-hexan-1-ol
—— (2-dimethylcarbamoyloxy-5-phenylsulfanyl-benzyl)-trimethyl-ammonium; bromide 111501-42-9 Br*C19H25N2O2S
(2-dimethylcarbamoyloxy-5-phenylsulfanyl-benzyl)-trimethyl-ammonium; bromide
—— cycloheptatriene-1-p-methylphenyl sulfide 82291-11-0 C14H14S
cycloheptatriene-1-p-methylphenyl sulfide
—— 51245-72-8 C5H7NS
—— [4-(Dr-1tF,2cF,3rF,4-tetrahydroxy-but-catF-yl)-thiazol-2-ylsulfanyl]-acetic acid 18690-25-0 C9H13NO6S2
[4-(Dr-1tF,2cF,3rF,4-tetrahydroxy-but-catF-yl)-thiazol-2-ylsulfanyl]-acetic acid
—— methyl N-[N'-(2-acetamido-4-phenylsulfanylphenyl)carbamimidoyl]carbamate 65934-77-2 C17H18N4O3S
methyl N-[N'-(2-acetamido-4-phenylsulfanylphenyl)carbamimidoyl]carbamate
—— 2-((3-((4-acetamidophenyl)thio)-1H-indol-4-yl)oxy)-N-((4,5-dichlorothiophen-2-yl)sulfonyl)acetamide 1057256-37-7 C22H17Cl2N3O5S3
2-((3-((4-acetamidophenyl)thio)-1H-indol-4-yl)oxy)-N-((4,5-dichlorothiophen-2-yl)sulfonyl)acetamide
—— 1,3,3,3-tetrafluoro-2-trifluoromethylpropenesulfenyl chloride 75667-97-9 C4ClF7S
1,3,3,3-tetrafluoro-2-trifluoromethylpropenesulfenyl chloride
—— (4,5-difluoro-2-(4-fluoro-2-(hydroxymethyl)phenylthio)phenyl)methanol 1062599-68-1 C14H11F3O2S
(4,5-difluoro-2-(4-fluoro-2-(hydroxymethyl)phenylthio)phenyl)methanol
—— methyl-[3-(2-nitro-phenylsulfanyl)-1-(3-trifluoromethyl-benzyl)-1H-indol-6-yl]-carbamic acid tert-butyl ester 868673-27-2 C28H26F3N3O4S
methyl-[3-(2-nitro-phenylsulfanyl)-1-(3-trifluoromethyl-benzyl)-1H-indol-6-yl]-carbamic acid tert-butyl ester
—— pentafluoro-[5-nitro-2-(4-nitrophenyl)sulfanylphenyl]-λ6-sulfane 420111-91-7 C12H7F5N2O4S2
pentafluoro-[5-nitro-2-(4-nitrophenyl)sulfanylphenyl]-λ6-sulfane
—— (3-iodobenzyl)(phenyl)sulfane 470475-51-5 C13H11IS
(3-iodobenzyl)(phenyl)sulfane
—— 2-[(2-Chloroprop-2-en-1-yl)sulfanyl]-6-methylpyrimidin-4(1H)-one 88037-18-7 C8H9ClN2OS
2-[(2-Chloroprop-2-en-1-yl)sulfanyl]-6-methylpyrimidin-4(1H)-one
—— 4,4'-(2,2'-methylenebis(oxy)bis(ethane-2,1-diyl)bis(sulfanediyl))dianiline 1427278-66-7 C17H22N2O2S2
4,4'-(2,2'-methylenebis(oxy)bis(ethane-2,1-diyl)bis(sulfanediyl))dianiline
—— 5-benzyl-3-(4-methylsulfanyl-phenyl)-[1,3,5]thiadiazinane-2-thione 24852-25-3 C17H18N2S3
5-benzyl-3-(4-methylsulfanyl-phenyl)-[1,3,5]thiadiazinane-2-thione
—— 1-(3-propenylthio)-2-<(methylthio)methyl>cyclododecene 96555-31-6 C17H30S2
1-(3-propenylthio)-2-<(methylthio)methyl>cyclododecene
—— 1581769-19-8 C18H19NO2S2
—— 3-ethyl-2-(7-phenylsulfanyl-4,4a,5,6-tetrahydro-3<i>H</i>-naphthalen-2-ylidenemethyl)-benzothiazolium; iodide 19208-16-3 C26H26NS2*I
3-ethyl-2-(7-phenylsulfanyl-4,4a,5,6-tetrahydro-3<i>H</i>-naphthalen-2-ylidenemethyl)-benzothiazolium; iodide
—— 4-ethyl-2-(phenylsulfanyl)cyclohex-2-enone 1569262-75-4 C14H16OS
4-ethyl-2-(phenylsulfanyl)cyclohex-2-enone
—— 1-benzyl-4-butyl-5-((4-methoxyphenyl)thio)-1H-1,2,3-triazole 1605324-10-4 C20H23N3OS
1-benzyl-4-butyl-5-((4-methoxyphenyl)thio)-1H-1,2,3-triazole
—— 2-(4-methylphenylthio)-4-nitrothiophene 19985-34-3 C11H9NO2S2
2-(4-methylphenylthio)-4-nitrothiophene
—— N-Ethyl-thioacetimidic acid methyl ester 39157-48-7 C5H11NS
N-Ethyl-thioacetimidic acid methyl ester
—— 3-chloro-5-methylphenyl 4-methoxyphenyl sulfide 1393715-54-2 C14H13ClOS
3-chloro-5-methylphenyl 4-methoxyphenyl sulfide
—— 1,2,4,5-tetrakis(p-tolylthio)benzene 1055876-57-7 C34H30S4
1,2,4,5-tetrakis(p-tolylthio)benzene
—— Acetic acid 3-(2-methyl-1,1,3,3-tetraoxo-1λ<sup>6</sup>,3λ<sup>6</sup>-[1,3]dithiolan-2-yl)-propyl ester 26963-87-1 C9H16O6S2
Acetic acid 3-(2-methyl-1,1,3,3-tetraoxo-1λ<sup>6</sup>,3λ<sup>6</sup>-[1,3]dithiolan-2-yl)-propyl ester
—— (E)-1-phenyl-4-(phenylthio)but-2-en-1-ol 1403961-64-7 C16H16OS
(E)-1-phenyl-4-(phenylthio)but-2-en-1-ol
—— Diethyl(-4-ethylthiobenzyl)phosphonat 34585-33-6 C13H21O3PS
Diethyl(-4-ethylthiobenzyl)phosphonat
—— 3,5-difluoro-1-(p-tolylthio)benzene 1055876-61-3 C13H10F2S
3,5-difluoro-1-(p-tolylthio)benzene
—— 2-bromo-5,6-dihydrothiazolo[3,2-b][1,2,4]-triazole 1210886-53-5 C4H4BrN3S
2-bromo-5,6-dihydrothiazolo[3,2-b][1,2,4]-triazole
—— 71560-78-6 C16F12NiS12
—— 4-(4'-methoxyphenylthio)-5-methoxymethoxy-1,3-benzodioxole 316800-29-0 C16H16O5S
4-(4'-methoxyphenylthio)-5-methoxymethoxy-1,3-benzodioxole
—— 1-<(pentafluorophenyl)thio>tricyclo<3.3.1.1<sup>3,7</sup>>decane 135394-82-0 C16H15F5S
1-<(pentafluorophenyl)thio>tricyclo<3.3.1.1<sup>3,7</sup>>decane
—— Ethylquecksilberthiocyanat 2754-57-6 C3H5HgNS
Ethylquecksilberthiocyanat
—— 1-tert-Butylsulfanyl-buta-1,2-diene 26822-54-8 C8H14S
1-tert-Butylsulfanyl-buta-1,2-diene
—— Hydrobromide salt of 2,3-Dihydrothiazolo<3,2-c>pyrimidinium-8-olate 93173-51-4 Br*C6H7N2OS
Hydrobromide salt of 2,3-Dihydrothiazolo<3,2-c>pyrimidinium-8-olate
—— 1-(4,5-dihydrofuran-3-yl)-2,2-difluoro-2-(p-tolylthio)ethanone 1162750-09-5 C13H12F2O2S
1-(4,5-dihydrofuran-3-yl)-2,2-difluoro-2-(p-tolylthio)ethanone