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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-(2-(2-(2-fluoroethoxy)ethoxy)ethylthio)-4-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)-1,2,5-thiadiazole 1262964-26-0 C14H22FN3O2S2
3-(2-(2-(2-fluoroethoxy)ethoxy)ethylthio)-4-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)-1,2,5-thiadiazole
—— 2-{2-[2-(2-hydroxymethyl-3-methyl-pyridin-4-ylsulfanyl)-ethoxy]-ethoxy}-ethanol 251560-53-9 C13H21NO4S
2-{2-[2-(2-hydroxymethyl-3-methyl-pyridin-4-ylsulfanyl)-ethoxy]-ethoxy}-ethanol
—— 2-(2-(2-(4-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)-1,2,5-thiadiazol-3-ylthio)ethoxy)ethoxy)ethanol 1262964-22-6 C14H23N3O3S2
2-(2-(2-(4-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)-1,2,5-thiadiazol-3-ylthio)ethoxy)ethoxy)ethanol
—— 1,3-Dibenzyl-5-ethylsulfanylpyrimidine-2,4-dione 141075-06-1 C20H20N2O2S
1,3-Dibenzyl-5-ethylsulfanylpyrimidine-2,4-dione
—— 2-bromocyclooctyl bromomethyl sulfone 102683-74-9 C9H16Br2O2S
2-bromocyclooctyl bromomethyl sulfone
—— 2-methyl-6-methylthiothiazolo<4,5-b>pyrazine 87444-44-8 C7H7N3S2
2-methyl-6-methylthiothiazolo<4,5-b>pyrazine
—— 3-(4-fluorophenyl)-6-methyl-4-(4-methylthio)phenyl-pyran-2-one 387866-32-2 C19H15FO2S
3-(4-fluorophenyl)-6-methyl-4-(4-methylthio)phenyl-pyran-2-one
—— N-butyl-2-<(2-pyridylthio)methyl>pyrrolidine 128729-92-0 C14H22N2S
N-butyl-2-<(2-pyridylthio)methyl>pyrrolidine
—— allyl trifluoromethyl sulfone 73587-48-1 C4H5F3O2S
allyl trifluoromethyl sulfone
—— 4,2'-Dinitro-3-methyldiphenylsulfid 53827-86-4 C13H10N2O4S
4,2'-Dinitro-3-methyldiphenylsulfid
—— 2-[3-(1,3-dioxan-2-yl)-2-hydroxyphenyl]sulfanyl-N,N-diethylacetamide 731785-58-3 C16H23NO4S
2-[3-(1,3-dioxan-2-yl)-2-hydroxyphenyl]sulfanyl-N,N-diethylacetamide
—— 3-(Decane-1-sulfinyl)-propan-1-ol 82811-06-1 C13H28O2S
3-(Decane-1-sulfinyl)-propan-1-ol
—— 2-(4'-methyloxycarbonylphenylthio)-6-methylnicotinic acid 889879-79-2 C15H13NO4S
2-(4'-methyloxycarbonylphenylthio)-6-methylnicotinic acid
—— 4-(3-indolylthio)nicotinic acid 242491-29-8 C14H10N2O2S
4-(3-indolylthio)nicotinic acid
—— 1,3-bis(1-propylthio)benzene 21128-52-9 C12H18S2
1,3-bis(1-propylthio)benzene
—— bis-<2,2-bis(methylthio)vinyl> sulphone 89880-21-7 C8H14O2S5
bis-<2,2-bis(methylthio)vinyl> sulphone
—— 3-(2-hydroxymethyl-5-isopropyl-3-pyridin-4-ylmethyl-3H-imidazol-4-ylsulfanyl)-phenol 620969-36-0 C19H21N3O2S
3-(2-hydroxymethyl-5-isopropyl-3-pyridin-4-ylmethyl-3H-imidazol-4-ylsulfanyl)-phenol
—— 2-[3-(4-bromo-phenylsulfanyl)propenyl]thiophene 1223575-21-0 C13H11BrS2
2-[3-(4-bromo-phenylsulfanyl)propenyl]thiophene
—— 5-Anilino-3-methylthio-1,2,4-triazin-6-carbonsaeure 112080-86-1 C11H10N4O2S
5-Anilino-3-methylthio-1,2,4-triazin-6-carbonsaeure
—— 3-methylamino-4-phenylthio-2-butenoic acid ethyl ester 827039-37-2 C13H17NO2S
3-methylamino-4-phenylthio-2-butenoic acid ethyl ester
—— 5,6-Dimethyl-2-methylsulfanyl-thieno[2,3-d][1,3]oxazin-4-one 207744-06-7 C9H9NO2S2
5,6-Dimethyl-2-methylsulfanyl-thieno[2,3-d][1,3]oxazin-4-one
—— 2-Ethylsulfanyl-5,6-dimethyl-thieno[2,3-d][1,3]oxazin-4-one 207744-07-8 C10H11NO2S2
2-Ethylsulfanyl-5,6-dimethyl-thieno[2,3-d][1,3]oxazin-4-one
—— 2-Benzylsulfanyl-5,6-dimethyl-thieno[2,3-d][1,3]oxazin-4-one 207744-08-9 C15H13NO2S2
2-Benzylsulfanyl-5,6-dimethyl-thieno[2,3-d][1,3]oxazin-4-one
—— 1-(4-chloro-phenylsulfanylmethyl)-3-isopropyl-2,2-dioxo-2,3-dihydro-1<i>H</i>-2λ<sup>6</sup>-benzo[1,2,6]thiadiazin-4-one 61225-08-9 C17H17ClN2O3S2
1-(4-chloro-phenylsulfanylmethyl)-3-isopropyl-2,2-dioxo-2,3-dihydro-1<i>H</i>-2λ<sup>6</sup>-benzo[1,2,6]thiadiazin-4-one
—— 4-thiophenoxy-6-methylnicotinic acid 1508986-89-7 C13H11NO2S
4-thiophenoxy-6-methylnicotinic acid
—— Hydrazin-dithio-carbonsaeure-phenyl-ester 89694-42-8 C7H8N2S2
Hydrazin-dithio-carbonsaeure-phenyl-ester
—— 2,3-dihydrobenzo[b][1,4]oxathiin-6-ol 402911-50-6 C8H8O2S
2,3-dihydrobenzo[b][1,4]oxathiin-6-ol
—— 1-Dithiomethoxycarbonyl-thiocarbohydrazid 88872-35-9 C3H8N4S3
1-Dithiomethoxycarbonyl-thiocarbohydrazid
—— N,N-diethyl-2-methyl-3,3-bis(phenylsulfanyl)prop-2-enethioamide 80438-79-5 C20H23NS3
N,N-diethyl-2-methyl-3,3-bis(phenylsulfanyl)prop-2-enethioamide
—— Methyl 2-oxocyclopentanedithiocarboxylate 83392-40-9 C7H10OS2
Methyl 2-oxocyclopentanedithiocarboxylate
—— 2-(Methanesulfinyl)-1,1-bis(methylsulfanyl)ethene 83483-35-6 C5H10OS3
2-(Methanesulfinyl)-1,1-bis(methylsulfanyl)ethene
—— E-1,2-bis(methylthio)-1,2-bis(phenylthio)ethylene 68374-33-4 C16H16S4
E-1,2-bis(methylthio)-1,2-bis(phenylthio)ethylene
—— 2-(6-chloro-3,5-dicyano-4-thiophen-2-yl-pyridin-2-ylsulfanyl)-acetamide 856174-77-1 C13H7ClN4OS2
2-(6-chloro-3,5-dicyano-4-thiophen-2-yl-pyridin-2-ylsulfanyl)-acetamide
—— (S)-2-(1-((6-amino-5-((3-hydroxyphenyl)thio)pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one 1605326-56-4 C25H23N7O2S
(S)-2-(1-((6-amino-5-((3-hydroxyphenyl)thio)pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
—— (S)-2-(1-((5-((3-hydroxyphenyl)thio)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one 1605326-85-9 C27H23N7O2S
(S)-2-(1-((5-((3-hydroxyphenyl)thio)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one
—— 4-(phenylthio)phenyl prop-2-en-1-yl ether 59679-43-5 C15H14OS
4-(phenylthio)phenyl prop-2-en-1-yl ether
—— N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-3-methyl-3-(methylamino)azetidine-1-sulfonamide 878387-84-9 C17H21F2N5O3S2
N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-3-methyl-3-(methylamino)azetidine-1-sulfonamide
—— (2R)-2-[[6-[(1-azetidinylsulfonyl)amino]-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]oxy]-propanoic acid ethyl ester 878385-35-4 C19H22F2N4O5S2
(2R)-2-[[6-[(1-azetidinylsulfonyl)amino]-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]oxy]-propanoic acid ethyl ester
—— (3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-yl)-methanol 443956-33-0 C8H10N2OS
(3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-yl)-methanol
—— 2-methylsulfonylacetyl chloride 56841-99-7 C3H5ClO3S
2-methylsulfonylacetyl chloride
—— [2-Chloro-1-(phenylsulfanyl)ethyl]phosphonic dichloride 88691-09-2 C8H8Cl3OPS
[2-Chloro-1-(phenylsulfanyl)ethyl]phosphonic dichloride
—— 3-methyl-5-octyl-[1,3,5]oxadiazinane-4-thione 36744-04-4 C12H24N2OS
3-methyl-5-octyl-[1,3,5]oxadiazinane-4-thione
—— 3-hexyl-5-methyl-[1,3,5]oxadiazinane-4-thione 36744-03-3 C10H20N2OS
3-hexyl-5-methyl-[1,3,5]oxadiazinane-4-thione
—— 5-(6-Methyl-pyridine-2-sulfanyl)-thiazolidine-2,4-dione 1026588-21-5 C9H8N2O2S2
5-(6-Methyl-pyridine-2-sulfanyl)-thiazolidine-2,4-dione
—— 2-methylsulfonyl-3-thiophenesulfonyl isocyanate 85126-32-5 C6H5NO5S3
2-methylsulfonyl-3-thiophenesulfonyl isocyanate
—— 3-methyl-4-phenylthiofuroxan 49739-36-8 C9H8N2O2S
3-methyl-4-phenylthiofuroxan
—— cyano-(2-methylthiopyrimidin-4-yl)acetic acid tert-butyl ester 1269440-44-9 C12H15N3O2S
cyano-(2-methylthiopyrimidin-4-yl)acetic acid tert-butyl ester
—— 5-{1-[(2-bromophenyl)thio]cyclopropyl}-6-(3-cyclopropylidenepropyl)-3,4-dihydro-2H-pyran-2-one 500703-13-9 C20H21BrO2S
5-{1-[(2-bromophenyl)thio]cyclopropyl}-6-(3-cyclopropylidenepropyl)-3,4-dihydro-2H-pyran-2-one
—— di(2-cyclooctenyl) sulfide 78400-58-5 C16H26S
di(2-cyclooctenyl) sulfide
—— α-Aethyl-α-phenylmercapto-buttersaeure 126338-60-1 C12H16O2S
α-Aethyl-α-phenylmercapto-buttersaeure