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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
—— 3-Methyl-2-thiomethoxypyridin 51933-73-4 C7H9NS
3-Methyl-2-thiomethoxypyridin
—— 2-(4-methylamino-5-amino-6-pyrimidinylmercapto)-3-hydroxy-5,5-dimethylcyclohexen-2-one 75398-62-8 C13H18N4O2S
2-(4-methylamino-5-amino-6-pyrimidinylmercapto)-3-hydroxy-5,5-dimethylcyclohexen-2-one
—— 2-(4-methylamino-5-amino-6-pyrimidinylmercapto)-3-methoxy-5,5-dimethylcyclohexen-2-one 75398-63-9 C14H20N4O2S
2-(4-methylamino-5-amino-6-pyrimidinylmercapto)-3-methoxy-5,5-dimethylcyclohexen-2-one
—— 4-Chloro-7,7-dimethyl-9-oxo-6,7,8,9-tetrahydropyrimido<4,5-b>(1,4)benzothiazine 72031-29-9 C12H12ClN3OS
4-Chloro-7,7-dimethyl-9-oxo-6,7,8,9-tetrahydropyrimido<4,5-b>(1,4)benzothiazine
—— 7,7-dimethyl-3,5,7,8-tetrahydro-6<i>H</i>-benzo[<i>b</i>]pyrimido[5,4-<i>e</i>][1,4]thiazine-4,9-dione 72031-38-0 C12H13N3O2S
7,7-dimethyl-3,5,7,8-tetrahydro-6<i>H</i>-benzo[<i>b</i>]pyrimido[5,4-<i>e</i>][1,4]thiazine-4,9-dione
—— 2-[4-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-3-methyl-isoxazol-5-ylmethylsulfanyl]-pyridine 132611-26-8 C15H17N3O2S
2-[4-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-3-methyl-isoxazol-5-ylmethylsulfanyl]-pyridine
—— 4-dimethylamino-7,7-dimethyl-7,8-dihydro-5<i>H</i>,6<i>H</i>-benzo[<i>b</i>]pyrimido[5,4-<i>e</i>][1,4]thiazin-9-one 72031-27-7 C14H18N4OS
4-dimethylamino-7,7-dimethyl-7,8-dihydro-5<i>H</i>,6<i>H</i>-benzo[<i>b</i>]pyrimido[5,4-<i>e</i>][1,4]thiazin-9-one
—— Heptan-2-yl thiocyanate 906725-48-2 C8H15NS
Heptan-2-yl thiocyanate
—— 2-(2-Methyl-1,3-dithian-2-yl)-3-buten-2-ol 62163-03-5 C9H16OS2
2-(2-Methyl-1,3-dithian-2-yl)-3-buten-2-ol
—— (E)-2-acetyl-3-methylthiothiophen oxime 74598-26-8 C7H9NOS2
(E)-2-acetyl-3-methylthiothiophen oxime
—— 4-(4-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)phenylthio)-N-methylpicolinamide 1417344-64-9 C22H16F6N4OS2
4-(4-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)phenylthio)-N-methylpicolinamide
—— 2-(phenylthio)-3-(trimethylsilyl)-1,3-butadiene 91312-41-3 C13H18SSi
2-(phenylthio)-3-(trimethylsilyl)-1,3-butadiene
—— Ethyl 2-(2,5-dimethyl-4-nitropyrazol-3-yl)sulfanylacetate 13551-66-1 C9H13N3O4S
Ethyl 2-(2,5-dimethyl-4-nitropyrazol-3-yl)sulfanylacetate
—— 2-phenylthio-3-trimethylstannyl-1,3-butadiene 91312-30-0 C13H18SSn
2-phenylthio-3-trimethylstannyl-1,3-butadiene
—— 1-Methyl-5-[4,4-ethylenedioxy-4-(4-ethylphenyl)butyl]thio-1,2,3,4-tetrazole 80087-34-9 C16H22N4O2S
1-Methyl-5-[4,4-ethylenedioxy-4-(4-ethylphenyl)butyl]thio-1,2,3,4-tetrazole
—— 9-(3-(isopropylamino)propyl)-8-(6-(thiazol-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine 1289544-83-7 C21H23N7O2S2
9-(3-(isopropylamino)propyl)-8-(6-(thiazol-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
—— 1-Methyl-5-[4,4-ethylenedioxy-4-(2-pyridyl)butyl]thio-1,2,3,4-tetrazole 80087-44-1 C13H17N5O2S
1-Methyl-5-[4,4-ethylenedioxy-4-(2-pyridyl)butyl]thio-1,2,3,4-tetrazole
—— [(RS)-1-amino-3-(phenylsulfanyl)propyl]phosphonic acid 1367824-41-6 C9H14NO3PS
[(RS)-1-amino-3-(phenylsulfanyl)propyl]phosphonic acid
—— (1S,2S,3S,4S,5S,6S)-2-Hydroxymethyl-5,6-O,O-isopropylidene-5,6-dihydroxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>heptane 121388-51-0 C15H19NO4S
(1S,2S,3S,4S,5S,6S)-2-Hydroxymethyl-5,6-O,O-isopropylidene-5,6-dihydroxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>heptane
—— diethyl N-<5-(2-methylthio)thiazolyl>aminomethylenemalonate 91478-69-2 C12H16N2O4S2
diethyl N-<5-(2-methylthio)thiazolyl>aminomethylenemalonate
—— 2,4-Bis(butylsulfanyl)-6-methylpyrimidine 55749-49-0 C13H22N2S2
2,4-Bis(butylsulfanyl)-6-methylpyrimidine
—— diethyl ({[4-(methylthio)phenyl]amino}methylidene) propanedioate 16553-17-6 C15H19NO4S
diethyl ({[4-(methylthio)phenyl]amino}methylidene) propanedioate
—— (2S,5S)-methyl 2-{(3aS,4S,6R,6aS)-6-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl}-5-methoxy-3-[2-(phenylthio)ethyl]isoxazolidine-5-carboxylate 1171098-26-2 C26H37NO9S
(2S,5S)-methyl 2-{(3aS,4S,6R,6aS)-6-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl}-5-methoxy-3-[2-(phenylthio)ethyl]isoxazolidine-5-carboxylate
—— 7-[(4-Methylphenyl)sulfanyl]-4-nitro-1-oxo-2,1lambda~5~,3-benzoxadiazole 53619-47-9 C13H9N3O4S
7-[(4-Methylphenyl)sulfanyl]-4-nitro-1-oxo-2,1lambda~5~,3-benzoxadiazole
—— 2-Methoxy-5-(3-phenylsulfanyl-but-3-enyl)-tetrahydro-furan 424835-12-1 C15H20O2S
2-Methoxy-5-(3-phenylsulfanyl-but-3-enyl)-tetrahydro-furan
—— 2,2-dichloro-N-[1-hydroxy-3-(methylsulfanylmethylsulfanyl)propan-2-yl]acetamide 5199-56-4 C7H13Cl2NO2S2
2,2-dichloro-N-[1-hydroxy-3-(methylsulfanylmethylsulfanyl)propan-2-yl]acetamide
—— 2-[(2-isobutylamino-4-methyl)benzylthio]imidazole 128936-38-9 C15H21N3S
2-[(2-isobutylamino-4-methyl)benzylthio]imidazole
—— 1-(4-bromo-phenylsulfanyl)-2,6-difluoro-benzene 1451093-04-1 C12H7BrF2S
1-(4-bromo-phenylsulfanyl)-2,6-difluoro-benzene
—— di-<i>tert</i>-pentyl trisulfide 72604-11-6 C10H22S3
di-<i>tert</i>-pentyl trisulfide
—— 1-acetyl-3-[(4-methylphenyl)sulfanyl]-2H-isoindole 1285621-07-9 C17H15NOS
1-acetyl-3-[(4-methylphenyl)sulfanyl]-2H-isoindole
—— 7-(4-Chloro-phenylsulfanyl)-4-nitro-benzo[1,2,5]oxadiazole 1-oxide 53619-49-1 C12H6ClN3O4S
7-(4-Chloro-phenylsulfanyl)-4-nitro-benzo[1,2,5]oxadiazole 1-oxide
—— 1-acetyl-3-(phenylsulfanyl)-2H-isoindole 1285621-05-7 C16H13NOS
1-acetyl-3-(phenylsulfanyl)-2H-isoindole
—— 4-Phenylsulfanyl-but-2-ynoic acid tert-butyl ester 633303-54-5 C14H16O2S
4-Phenylsulfanyl-but-2-ynoic acid tert-butyl ester
—— 4-Phenylthio-but-2-in-saeure 13596-96-8 C10H8O2S
4-Phenylthio-but-2-in-saeure
—— (Z)-(3-(tert-butoxy)-1-(phenylthio)prop-1-en-1-yl)dimethyl(phenyl)silane 1622445-89-9 C21H28OSSi
(Z)-(3-(tert-butoxy)-1-(phenylthio)prop-1-en-1-yl)dimethyl(phenyl)silane
—— 2-benzyl-4-phenylthio-4-butenolide 78428-95-2 C17H16O2S
2-benzyl-4-phenylthio-4-butenolide
—— 7-[(3-Methoxyphenyl)sulfanyl]-4-nitro-1-oxo-2,1lambda~5~,3-benzoxadiazole 53619-48-0 C13H9N3O5S
7-[(3-Methoxyphenyl)sulfanyl]-4-nitro-1-oxo-2,1lambda~5~,3-benzoxadiazole
—— (5R)-5-propyl-7-(2-pyridinylsulfanyl)-6,7-dihydro-8(5H)-indolizinone 415696-18-3 C16H18N2OS
(5R)-5-propyl-7-(2-pyridinylsulfanyl)-6,7-dihydro-8(5H)-indolizinone
—— Tetrathioorthokohlensaeure-isopropylester 16876-59-8 C13H28S4
Tetrathioorthokohlensaeure-isopropylester
—— 2-Methyl-2-phenylthiocyclododecanone 104281-55-2 C19H28OS
2-Methyl-2-phenylthiocyclododecanone
—— 4,5,6,7-tetrahydro-3-heptyl-1-phenylthioisobenzofurane 110363-32-1 C21H28OS
4,5,6,7-tetrahydro-3-heptyl-1-phenylthioisobenzofurane
—— 4,5,6,7-tetrahydro-3-hexyl-1-phenylthioisobenzofurane 110363-31-0 C20H26OS
4,5,6,7-tetrahydro-3-hexyl-1-phenylthioisobenzofurane
—— Z-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone 110362-98-6 C18H24OS
Z-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone
—— 4,5,6,7-tetrahydro-1-phenylthio-3-propylisobenzofurane 110363-30-9 C17H20OS
4,5,6,7-tetrahydro-1-phenylthio-3-propylisobenzofurane
—— E-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone 110363-03-6 C18H24OS
E-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone
—— 4,5,6,7-tetrahydro-3-butyl-1-phenylthioisobenzofurane 110379-05-0 C18H22OS
4,5,6,7-tetrahydro-3-butyl-1-phenylthioisobenzofurane
—— 2H,6H-2,6-dimethyl-4-acetamido-1,3,5-dithiazine 82605-76-3 C7H12N2OS2
2H,6H-2,6-dimethyl-4-acetamido-1,3,5-dithiazine
—— 5-(2-hydroxyprop-2-yl)-2-methyl-thiothiazole 159615-82-4 C7H11NOS2
5-(2-hydroxyprop-2-yl)-2-methyl-thiothiazole
—— 2,4-Dichlor-2,4-difluor-1,3-dithietan-1,1-dioxid 108319-77-3 C2Cl2F2O2S2
2,4-Dichlor-2,4-difluor-1,3-dithietan-1,1-dioxid
—— <i>N</i>-(5-benzylsulfanyl-[1,2,4]dithiazol-3-ylidene)-formamide 61079-29-6 C10H8N2OS3
<i>N</i>-(5-benzylsulfanyl-[1,2,4]dithiazol-3-ylidene)-formamide