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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
—— 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
—— 2-chloro-5-[1-ethyl-2,2-bis(ethylthio)-3-nitropropyl]pyridine 717106-80-4 C14H21ClN2O2S2
2-chloro-5-[1-ethyl-2,2-bis(ethylthio)-3-nitropropyl]pyridine
—— 3-ethylthio-5-phenylisoxazole 69528-68-3 C11H11NOS
3-ethylthio-5-phenylisoxazole
—— 2-bromo-1-[2-(methylsulfanyl)pyrimidin-4-yl]ethanone 496913-69-0 C7H7BrN2OS
2-bromo-1-[2-(methylsulfanyl)pyrimidin-4-yl]ethanone
—— 4-[(2,2-dioxido-1,3-dihydro-2-benzothien-5-yl)amino]-6-methyl-2-(methylthio)-5-pyrimidinecarbonitrile 1208170-28-8 C15H14N4O2S2
4-[(2,2-dioxido-1,3-dihydro-2-benzothien-5-yl)amino]-6-methyl-2-(methylthio)-5-pyrimidinecarbonitrile
—— 2-methylthio-4-(2-trimethylsilylethoxy)pyrimidine 146886-31-9 C10H18N2OSSi
2-methylthio-4-(2-trimethylsilylethoxy)pyrimidine
—— 2-methylthio-4-benzyloxypyrimidine 33489-53-1 C12H12N2OS
2-methylthio-4-benzyloxypyrimidine
—— 4-(cyclohexenylethynyl)-2-(methylthio)pyrimidine 1418137-05-9 C13H14N2S
4-(cyclohexenylethynyl)-2-(methylthio)pyrimidine
—— 2-chloro-5-fluoro-N-(4-((2-(methylthio)pyrimidin-4-ylamino)methyl)benzyl)pyrimidin-4-amine 1258532-46-5 C17H16ClFN6S
2-chloro-5-fluoro-N-(4-((2-(methylthio)pyrimidin-4-ylamino)methyl)benzyl)pyrimidin-4-amine
—— 2-thiomethyl-4-fluoro-5-formylpyrimidine 161124-07-8 C6H5FN2OS
2-thiomethyl-4-fluoro-5-formylpyrimidine
—— 2-(methylthio)-4-(1H-1,2,4-triazol-1-yl)pyrimidine 300552-92-5 C7H7N5S
2-(methylthio)-4-(1H-1,2,4-triazol-1-yl)pyrimidine
—— 4-methoxymethyl-2-methylthiopyrimidine 123061-70-1 C7H10N2OS
4-methoxymethyl-2-methylthiopyrimidine
—— 5-Amino-1,31-dimethyl-1λ<sup>4</sup>,2-thiazin-4-carbonitril-1-oxid 112623-08-2 C7H9N3OS
5-Amino-1,31-dimethyl-1λ<sup>4</sup>,2-thiazin-4-carbonitril-1-oxid
—— 4-Methylamino-2-methylthiopyrimidin 33268-09-6 C6H9N3S
4-Methylamino-2-methylthiopyrimidin
—— (benzylthio-2 pyrazinyl-3)-3 propenoate d'ethyle 74990-51-5 C16H16N2O2S
(benzylthio-2 pyrazinyl-3)-3 propenoate d'ethyle
—— formyl-2 methylthio-3 pyrazine 74990-47-9 C6H6N2OS
formyl-2 methylthio-3 pyrazine
—— selenothiopent-4-enoic acid S-butyl ester 180507-37-3 C9H16SSe
selenothiopent-4-enoic acid S-butyl ester
—— (methylthio-2 pyrazinyl-3)-3 propenoate d'ethyle 74990-48-0 C10H12N2O2S
(methylthio-2 pyrazinyl-3)-3 propenoate d'ethyle
—— benzylthio-3 formyl-2 pyrazine 74990-50-4 C12H10N2OS
benzylthio-3 formyl-2 pyrazine
—— 2,2-dimethyl-3-methylsulfanyl-butane 38372-66-6 C7H16S
2,2-dimethyl-3-methylsulfanyl-butane
—— 2,2-dimethyl-3-phenylthio-butane 54495-70-4 C12H18S
2,2-dimethyl-3-phenylthio-butane
—— 3-methylthiopyridin-5-yldiethylborane 141938-41-2 C10H16BNS
3-methylthiopyridin-5-yldiethylborane
—— <(methyl-2 pyrazinyl-3) thio-2>acetate d'ethyle 74990-45-7 C9H12N2O2S
<(methyl-2 pyrazinyl-3) thio-2>acetate d'ethyle
—— benzylthio-2 methyl-3 pyrazine 74990-49-1 C12H12N2S
benzylthio-2 methyl-3 pyrazine
—— (benzylthio-2 pyrazinyl-3)-3 diibromo-2,3 propenoate d'ethyle 74990-52-6 C16H16Br2N2O2S
(benzylthio-2 pyrazinyl-3)-3 diibromo-2,3 propenoate d'ethyle