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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-N,N-di-n-propylamino-6-methyl-2-methylthiopyrimidine 111697-14-4 C12H21N3S
4-N,N-di-n-propylamino-6-methyl-2-methylthiopyrimidine
—— 1-(5-amino-2-chloro-4-fluoro-phenylthio)-cyclopropanecarboxylic acid 140909-31-5 C10H9ClFNO2S
1-(5-amino-2-chloro-4-fluoro-phenylthio)-cyclopropanecarboxylic acid
—— 3-(6-methyl-2-methylsulfanyl-pyrimidin-4-yl)-bicyclo[3.2.1]octane-2.4-dione 1111805-45-8 C14H16N2O2S
3-(6-methyl-2-methylsulfanyl-pyrimidin-4-yl)-bicyclo[3.2.1]octane-2.4-dione
—— 2-Methylmercapto-4-ethoxy-6-methyl-pyrimidin 7749-53-3 C8H12N2OS
2-Methylmercapto-4-ethoxy-6-methyl-pyrimidin
—— 4-benzylamino-6-methyl-2-methylthiopyrimidine 109389-09-5 C13H15N3S
4-benzylamino-6-methyl-2-methylthiopyrimidine
—— 2-(Methylthio)-6-methyl-pyrimidin-thiol-(4) 6310-04-9 C6H8N2S2
2-(Methylthio)-6-methyl-pyrimidin-thiol-(4)
—— N-isopropyl-6-methyl-2-(methylthio)pyrimidin-4-amine 874791-36-3 C9H15N3S
N-isopropyl-6-methyl-2-(methylthio)pyrimidin-4-amine
—— 4-(1-Bromo-2,2-diethoxyethyl)-6-methyl-2-methylsulfanylpyrimidine 874476-61-6 C12H19BrN2O2S
4-(1-Bromo-2,2-diethoxyethyl)-6-methyl-2-methylsulfanylpyrimidine
—— 4-N,N-di-n-butylamino-6-methyl-2-methylthiopyrimidine 111697-15-5 C14H25N3S
4-N,N-di-n-butylamino-6-methyl-2-methylthiopyrimidine
—— 4-methyl-2-methylthio-6-(2,2,2-trifluoroethylamino)pyrimidine 951153-47-2 C8H10F3N3S
4-methyl-2-methylthio-6-(2,2,2-trifluoroethylamino)pyrimidine
—— 4-cycloheptylamino-6-methyl-2-methylsulfanyl-pyrimidin-5-carbaldehyde 869219-81-8 C14H21N3OS
4-cycloheptylamino-6-methyl-2-methylsulfanyl-pyrimidin-5-carbaldehyde
—— 4-(1-(5-Bromo-2-(phenylthio)phenyl)ethyl)-1-methylpiperazine bismaleate 112446-64-7 C27H31BrN2O8S
4-(1-(5-Bromo-2-(phenylthio)phenyl)ethyl)-1-methylpiperazine bismaleate
—— Piperazine, 4-(1-(5-chloro-2-((3,4-dichlorophenyl)thio)phenyl)ethyl)-1-methyl-, (Z)-2-butenedioate, hydrate (1:2:1) 112446-51-2 C27H29Cl3N2O8S
Piperazine, 4-(1-(5-chloro-2-((3,4-dichlorophenyl)thio)phenyl)ethyl)-1-methyl-, (Z)-2-butenedioate, hydrate (1:2:1)
—— 5-(methylthio)thiophene-2-carboximidamide hydrochloride 1621363-56-1 C6H8N2S2*ClH
5-(methylthio)thiophene-2-carboximidamide hydrochloride
—— 2-Amino-4-phenylmercapto-6-methyl-pyrimidin 91347-37-4 C11H11N3S
2-Amino-4-phenylmercapto-6-methyl-pyrimidin
—— Piperazine, 1-(1-(5-chloro-2-((3,4-dichlorophenyl)thio)phenyl)ethyl)-4-(2-methoxyethyl)-, (Z)-2-butenedioate (1:2) 112446-56-7 C29H33Cl3N2O9S
Piperazine, 1-(1-(5-chloro-2-((3,4-dichlorophenyl)thio)phenyl)ethyl)-4-(2-methoxyethyl)-, (Z)-2-butenedioate (1:2)
—— N,2-bis(1-adamantyl)-2-oxoethanethioamide 1187551-52-5 C22H31NOS
N,2-bis(1-adamantyl)-2-oxoethanethioamide
—— N-(1-adamantyl)-3,3-dimethyl-2-oxobutanethioamide 1187551-51-4 C16H25NOS
N-(1-adamantyl)-3,3-dimethyl-2-oxobutanethioamide
—— (2-(Phenylthio)phenyl)acetamidine maleate 117596-36-8 C18H18N2O4S
(2-(Phenylthio)phenyl)acetamidine maleate
—— 4-(1-(5-Chloro-2-((2,5-dichlorophenyl)thio)phenyl)ethyl)-1-piperazineethanol bismaleate 112446-55-6 C28H31Cl3N2O9S
4-(1-(5-Chloro-2-((2,5-dichlorophenyl)thio)phenyl)ethyl)-1-piperazineethanol bismaleate
—— 1-Piperazineethanol, 4-(1-imino-2-(2-(phenylthio)phenyl)ethyl)-, (Z)-2-butenedioate (salt), hydrate (1:2:1) 117596-45-9 C28H33N3O9S
1-Piperazineethanol, 4-(1-imino-2-(2-(phenylthio)phenyl)ethyl)-, (Z)-2-butenedioate (salt), hydrate (1:2:1)
—— 2-(4-chlorophenyl)sulfanyl-N-methoxy-N-methylpyridine-3-carboxamide 639514-77-5 C14H13ClN2O2S
2-(4-chlorophenyl)sulfanyl-N-methoxy-N-methylpyridine-3-carboxamide
—— N-(2-amino-6-methyl-4-pyrimidinyl)-N-[3-fluoro-4-(4-pyridinylsulfanyl)phenyl]amine 570415-01-9 C16H14FN5S
N-(2-amino-6-methyl-4-pyrimidinyl)-N-[3-fluoro-4-(4-pyridinylsulfanyl)phenyl]amine
—— 4-(1-(5-Chloro-2-((2,5-dichlorophenyl)thio)phenyl)ethyl)-1-methylpiperazine bismaleate 112462-69-8 C27H29Cl3N2O8S
4-(1-(5-Chloro-2-((2,5-dichlorophenyl)thio)phenyl)ethyl)-1-methylpiperazine bismaleate
—— 4-(1-(5-Chloro-2-((2-chlorophenyl)thio)phenyl)ethyl)-1-piperazineethanol bismaleate 112446-53-4 C28H32Cl2N2O9S
4-(1-(5-Chloro-2-((2-chlorophenyl)thio)phenyl)ethyl)-1-piperazineethanol bismaleate
—— 3-fluoro-4-(4-pyridinylsulfanyl)aniline 569658-00-0 C11H9FN2S
3-fluoro-4-(4-pyridinylsulfanyl)aniline
—— 3,3-Dimethyl-6-(phenylthio)-4-hexenenitrile 143706-96-1 C14H17NS
3,3-Dimethyl-6-(phenylthio)-4-hexenenitrile
—— 3-Methylpent-2-cis-enylphenylsulfid 37905-01-4 C12H16S
3-Methylpent-2-cis-enylphenylsulfid
—— ethyl (1S,2S,3S,4R,5S)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-2-(2-ethoxy-2-oxoethyl)-5-phenylsulfanylcyclopentane-1-carboxylate 121542-25-4 C30H52O6SSi2
ethyl (1S,2S,3S,4R,5S)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-2-(2-ethoxy-2-oxoethyl)-5-phenylsulfanylcyclopentane-1-carboxylate
—— 2-methyl-4-(phenylthio)aniline 71300-13-5 C13H13NS
2-methyl-4-(phenylthio)aniline
—— S-phenyl N,N-dimethylselenothiocarbamate 118329-95-6 C9H11NSSe
S-phenyl N,N-dimethylselenothiocarbamate
—— 2-[(6aR,8R,9S,9aR)-8-(2,4-dioxopyrimidin-1-yl)-9-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6,6a,8,9a-tetrahydrofuro[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]acetonitrile 161258-60-2 C29H43N3O6SSi2
2-[(6aR,8R,9S,9aR)-8-(2,4-dioxopyrimidin-1-yl)-9-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6,6a,8,9a-tetrahydrofuro[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]acetonitrile
—— 3-Phenylsulfanylpent-4-enoic acid 80959-55-3 C11H12O2S
3-Phenylsulfanylpent-4-enoic acid
—— 2-nitro-5-phenylthiotoluene 60326-45-6 C13H11NO2S
2-nitro-5-phenylthiotoluene
—— 2-[(6aR,8R,9R,9aR)-8-(2,4-dioxopyrimidin-1-yl)-9-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6,6a,8,9a-tetrahydrofuro[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]acetonitrile 161258-57-7 C29H43N3O6SSi2
2-[(6aR,8R,9R,9aR)-8-(2,4-dioxopyrimidin-1-yl)-9-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6,6a,8,9a-tetrahydrofuro[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]acetonitrile
—— (1-methoxydodecyl)phenyl sulfide 1236031-79-0 C19H32OS
(1-methoxydodecyl)phenyl sulfide
—— 2-t-butylsulfonyl-3-thiophenyl-1 propene 97146-77-5 C13H18O2S2
2-t-butylsulfonyl-3-thiophenyl-1 propene
—— 4-phenylsulfanylcinnoline 766548-11-2 C14H10N2S
4-phenylsulfanylcinnoline
—— 1,1,2,2-tetrakis-(trifluoromethylsulfonyl)-ethane 129136-28-3 C6H2F12O8S4
1,1,2,2-tetrakis-(trifluoromethylsulfonyl)-ethane
—— 1,1-bis((trifluoromethyl)sulfonyl)hept-1-ene 1428869-57-1 C9H12F6O4S2
1,1-bis((trifluoromethyl)sulfonyl)hept-1-ene
—— 4,4-Bis(trifluormethylsulfonyl)buten-1 30354-36-0 C6H6F6O4S2
4,4-Bis(trifluormethylsulfonyl)buten-1
—— (E)-1,1-bis((trifluoromethyl)sulfonyl)hept-2-ene 1428869-59-3 C9H12F6O4S2
(E)-1,1-bis((trifluoromethyl)sulfonyl)hept-2-ene
—— BTSB-NB-OH 1370002-15-5 C14H18F6O6S2
BTSB-NB-OH
—— phenyl(1-m-tolylbut-3-enyl)sulfane 1382802-16-5 C17H18S
phenyl(1-m-tolylbut-3-enyl)sulfane
—— 5-methyl-6-(methylthio)-1,2,4-triazine 118459-16-8 C5H7N3S
5-methyl-6-(methylthio)-1,2,4-triazine
—— (E)-But-2-en-2-yl methyl sulfone 116088-89-2 C5H10O2S
(E)-But-2-en-2-yl methyl sulfone
—— Methyl 3-(6-chloropyrido[3,2-d]pyrimidin-4-yl)sulfanyl-4-methylbenzoate 1240349-49-8 C16H12ClN3O2S
Methyl 3-(6-chloropyrido[3,2-d]pyrimidin-4-yl)sulfanyl-4-methylbenzoate
—— 2,4-Dioxa-8,15-dithiadispiro(5.2.5.2)hexadecane 183-77-7 C12H20O2S2
2,4-Dioxa-8,15-dithiadispiro(5.2.5.2)hexadecane
—— 2-(2-Aminopropyl)-1-methyl-2-thiopseudourea 3810-32-0 C5H13N3S
2-(2-Aminopropyl)-1-methyl-2-thiopseudourea
—— 3-((4-bromophenylthio)methyl)-3-methyloxetane 1204129-89-4 C11H13BrOS
3-((4-bromophenylthio)methyl)-3-methyloxetane