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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
—— (5-Nonyl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid ethyl ester 221356-25-8 C15H26N2O2S2
(5-Nonyl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid ethyl ester
—— 1-ethyl-1-propenylthiobenzene 99965-74-9 C11H14S
1-ethyl-1-propenylthiobenzene
—— 5-(5-((2-chlorobenzyl)thio)-4-cyclopropyl-4H-1,2,4-triazol-3-yl)-4-methyl-1,2,3-thiadiazole 1352551-68-8 C15H14ClN5S2
5-(5-((2-chlorobenzyl)thio)-4-cyclopropyl-4H-1,2,4-triazol-3-yl)-4-methyl-1,2,3-thiadiazole
—— 9,13-dimethyl-1,5-dithia-dispiro[5.1.5.1]tetradecan-7-one 56063-34-4 C14H22OS2
9,13-dimethyl-1,5-dithia-dispiro[5.1.5.1]tetradecan-7-one
—— 2,6-bis[(phenylthio)methyl]phenyl phenyl telluride 201865-06-7 C26H22S2Te
2,6-bis[(phenylthio)methyl]phenyl phenyl telluride
—— 2-(2,4-Dinitrophenylthio)-3-benzyl-4(3H)-chinazolinon 70927-79-6 C21H14N4O5S
2-(2,4-Dinitrophenylthio)-3-benzyl-4(3H)-chinazolinon
—— 2-Methyl-2-propanyl {trans-4-[(methylsulfonyl)amino]cyclohexyl}carbamate 251947-23-6 C12H24N2O4S
2-Methyl-2-propanyl {trans-4-[(methylsulfonyl)amino]cyclohexyl}carbamate
—— N,N-Diisopropyl-thiocarbaminsaeure-S-pentylester 100387-12-0 C12H25NOS
N,N-Diisopropyl-thiocarbaminsaeure-S-pentylester
—— 3-phenyl-3-phenylsulfanyl-1-pyrrolidin-1-ylpropan-1-one 99507-55-8 C19H21NOS
3-phenyl-3-phenylsulfanyl-1-pyrrolidin-1-ylpropan-1-one
—— S-(5,5-Dichlor-penten-(4)-yl-(1))-isothioharnstoff 92576-63-1 C6H10Cl2N2S
S-(5,5-Dichlor-penten-(4)-yl-(1))-isothioharnstoff
—— 1,1-bis-ethanesulfonyl-D-1-deoxy-arabinitol 31818-57-2 C9H20O8S2
1,1-bis-ethanesulfonyl-D-1-deoxy-arabinitol
—— dipropyl-thiocarbamic acid <i>S</i>-<i>tert</i>-pentyl ester 100387-15-3 C12H25NOS
dipropyl-thiocarbamic acid <i>S</i>-<i>tert</i>-pentyl ester
—— (4-{4-[3-(2-nitrophenyl)-1-(3-phenylpropyl)ureido]phenylsulphanyl}phenyl)acetic acid 735314-14-4 C30H27N3O5S
(4-{4-[3-(2-nitrophenyl)-1-(3-phenylpropyl)ureido]phenylsulphanyl}phenyl)acetic acid
—— 2-(hexylthio)-1-methylbenzene 59693-89-9 C13H20S
2-(hexylthio)-1-methylbenzene
—— 1-Benzyl-3,4-bis-hexadecyloxy-2,5-bis-phenylsulfanylmethyl-1H-pyrrole 210431-57-5 C57H87NO2S2
1-Benzyl-3,4-bis-hexadecyloxy-2,5-bis-phenylsulfanylmethyl-1H-pyrrole
—— 5-chloro-3-(2-(methylthio)phenyl)-2,1-benzisoxazole 94100-13-7 C14H10ClNOS
5-chloro-3-(2-(methylthio)phenyl)-2,1-benzisoxazole
—— N-[5-(4-methoxyphenylsulfanyl)thiazol-2-yl]-3-phenylpropionamide 1384184-07-9 C19H18N2O2S2
N-[5-(4-methoxyphenylsulfanyl)thiazol-2-yl]-3-phenylpropionamide
—— 5-(4-methylmercaptophenyl)-3-(2-thienyl)-pyrazoline 1097966-24-9 C14H14N2S2
5-(4-methylmercaptophenyl)-3-(2-thienyl)-pyrazoline
—— 6-benzylsulfanyl-2,4-bis(pyrrolidinocarbonylmethylsulfanyl)pyrimidine-5-carbonitrile 948046-75-1 C24H27N5O2S3
6-benzylsulfanyl-2,4-bis(pyrrolidinocarbonylmethylsulfanyl)pyrimidine-5-carbonitrile
—— 2-(6-methoxybenzo[d][1,3]dioxol-5-ylthio)-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-40-8 C22H20N4O4S
2-(6-methoxybenzo[d][1,3]dioxol-5-ylthio)-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— tris(phenylthiomethyl)phosphane selenide 186770-43-4 C21H21PS3Se
tris(phenylthiomethyl)phosphane selenide
—— 8-methyl-6-(2,4-dimethylimidazol-1-yl)-(4H)-3,1-benzothiazin-2-thione 145622-91-9 C14H15N3S2
8-methyl-6-(2,4-dimethylimidazol-1-yl)-(4H)-3,1-benzothiazin-2-thione
—— (R)-N-<2-methyl-1-(phenylthio)heptan-2-yl>acetamide 136904-22-8 C16H25NOS
(R)-N-<2-methyl-1-(phenylthio)heptan-2-yl>acetamide
—— 1-((Z)-1-Chloromethyl-2-methoxy-vinylsulfanyl)-4-methyl-benzene 116859-04-2 C11H13ClOS
1-((Z)-1-Chloromethyl-2-methoxy-vinylsulfanyl)-4-methyl-benzene
—— 1-(3-Bromo-4-(phenylthio)cyclohexa-1,3-dienyl)ethanone 85972-24-3 C14H13BrOS
1-(3-Bromo-4-(phenylthio)cyclohexa-1,3-dienyl)ethanone
—— trans-1-p-tolylthio-2-(p-bromophenylthio)ethene 120166-51-0 C15H13BrS2
trans-1-p-tolylthio-2-(p-bromophenylthio)ethene
—— [MoTl(SC6F5)4(η-C5H5)] 113095-64-0 C29H5F20MoS4Tl
[MoTl(SC6F5)4(η-C5H5)]
—— 71921-47-6 C21H17N5O5S
—— 2-(1-hydroxyethyl)-2-methyl-3-(phenylthio)cyclohexanone 74457-15-1 C15H20O2S
2-(1-hydroxyethyl)-2-methyl-3-(phenylthio)cyclohexanone
—— N-[4-[4-[(5-methyl-1H-pyrazol-3-yl)amino]-6-(3-methyl-3-pyrrolidin-1-ylazetidin-1-yl)pyrimidin-2-yl]sulfanylphenyl]propanamide 936848-71-4 C25H32N8OS
N-[4-[4-[(5-methyl-1H-pyrazol-3-yl)amino]-6-(3-methyl-3-pyrrolidin-1-ylazetidin-1-yl)pyrimidin-2-yl]sulfanylphenyl]propanamide
—— 6H,12H,18H-Tribenzo<b,f,j><1,5,9>trithiacyclododecin 260-08-2 C21H18S3
6H,12H,18H-Tribenzo<b,f,j><1,5,9>trithiacyclododecin
—— 7-exo-t-butylbicyclo<3.3.1>nonane-3-exo-carboxylic acid 82570-57-8 C14H24O2
7-exo-t-butylbicyclo<3.3.1>nonane-3-exo-carboxylic acid
—— N,N'-di-2-methylcyclohexylthiourea 64011-31-0 C15H28N2S
N,N'-di-2-methylcyclohexylthiourea
—— S-Octyl-dithiobiuret 40218-80-2 C10H21N3S2
S-Octyl-dithiobiuret
—— Methyl-carbamic acid 2-(1,1,2,2-tetrachloro-ethyldisulfanyl)-ethyl ester 1185-48-4 C6H9Cl4NO2S2
Methyl-carbamic acid 2-(1,1,2,2-tetrachloro-ethyldisulfanyl)-ethyl ester
—— methyl (E)-2-(2-phenylthiocycloheptylidene)propionate 1194360-71-8 C17H22O2S
methyl (E)-2-(2-phenylthiocycloheptylidene)propionate
—— 1103976-16-4 C16H12ClNO2S
—— 2-Fluor-5-methylthiothiophen 32415-87-5 C5H5FS2
2-Fluor-5-methylthiothiophen
—— 3-<(n-butylthio)methylidene>-9,9-(ethylenedithio)-1,4,4aβ,5,6,6aα,7,9,10,11,11aβ,12,12aβ,12bα-tetradecahydrobenz<a>anthracen-2(3H)-one 108121-15-9 C25H36OS3
3-<(n-butylthio)methylidene>-9,9-(ethylenedithio)-1,4,4aβ,5,6,6aα,7,9,10,11,11aβ,12,12aβ,12bα-tetradecahydrobenz<a>anthracen-2(3H)-one
—— (Z)-8-azido-3-(phenylthio)-1,3-octadiene 123289-36-1 C14H17N3S
(Z)-8-azido-3-(phenylthio)-1,3-octadiene
—— (4S)-4-benzyl-3-[2-(phenylthio)propanoyl]oxazolidin-2-one 1262022-51-4 C19H19NO3S
(4S)-4-benzyl-3-[2-(phenylthio)propanoyl]oxazolidin-2-one
—— (2R,3R,4S,5S)-3,4-dihydroxy-N-(2,2-diethoxycarbonylvinyl)-5-hydroxymethyl-2-p-tolylthiopyrrolidine 1258505-45-1 C20H27NO7S
(2R,3R,4S,5S)-3,4-dihydroxy-N-(2,2-diethoxycarbonylvinyl)-5-hydroxymethyl-2-p-tolylthiopyrrolidine
—— 79093-33-7 C11H14O2S2
—— Heptafluorbuttersaeure-2-aminobenzolthiolester 36858-63-6 C10H6F7NOS
Heptafluorbuttersaeure-2-aminobenzolthiolester
—— 1,4-Bis-(2-methyl-<1,3>dithian-2-yl)-butan 5012-00-0 C14H26S4
1,4-Bis-(2-methyl-<1,3>dithian-2-yl)-butan
—— 2-(2,4-Dinitrophenylthio)-3-(m-tolyl)-4(3H)-chinazolinon 70927-82-1 C21H14N4O5S
2-(2,4-Dinitrophenylthio)-3-(m-tolyl)-4(3H)-chinazolinon
—— 6-methyl-7<i>H</i>-benzo[<i>b</i>]chromeno[4,3-<i>e</i>][1,4]thiazepine 53244-76-1 C17H13NOS
6-methyl-7<i>H</i>-benzo[<i>b</i>]chromeno[4,3-<i>e</i>][1,4]thiazepine
—— methyl 2-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}benzoate 252973-00-5 C24H19NO3S
methyl 2-{[4-(quinolin-2-ylmethoxy)phenyl]sulfanyl}benzoate
—— 2,13,19,30-tetraoxa-5,10,22,27,36,38-hexathia-7,8,16,24,25,33,35,37-octazapentacyclo[29.3.1.16,9.114,18.123,26]octatriaconta-1(34),6,8,14,16,18(37),23,25,31(35),32-decaene 132424-65-8 C20H20N8O4S6
2,13,19,30-tetraoxa-5,10,22,27,36,38-hexathia-7,8,16,24,25,33,35,37-octazapentacyclo[29.3.1.16,9.114,18.123,26]octatriaconta-1(34),6,8,14,16,18(37),23,25,31(35),32-decaene
—— 2,2,4,4-tetramethyl-5-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-[1,3]dioxolane 56881-98-2 C14H26O2S2
2,2,4,4-tetramethyl-5-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-[1,3]dioxolane