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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
—— Methyl 3-(3,4-dimethoxyphenyl)sulfanyl-1-benzothiophene-2-carboxylate 1213779-93-1 C18H16O4S2
Methyl 3-(3,4-dimethoxyphenyl)sulfanyl-1-benzothiophene-2-carboxylate
—— RP99GC2ZB2 2136295-90-2 C5H12OS
RP99GC2ZB2
—— 2-(4-chloro-phenylsulfanyl)-<i>N</i>-methoxy-acetamide 41402-91-9 C9H10ClNO2S
2-(4-chloro-phenylsulfanyl)-<i>N</i>-methoxy-acetamide
—— Ethanethiol, 2-(octylthio)- 53787-06-7 C10H22S2
Ethanethiol, 2-(octylthio)-
—— (ethylsulfanyl-methyl)-dimethyl-amine 117409-99-1 C5H13NS
(ethylsulfanyl-methyl)-dimethyl-amine
—— 4,4'-thiobis(2-tert-butyl-m-cresol) 96-69-5 C22H30O2S
4,4'-thiobis(2-tert-butyl-m-cresol)
—— 2-methyl-2-propyl (Z)-1'-propenyl sulfoxide 69113-51-5 C7H14OS
2-methyl-2-propyl (Z)-1'-propenyl sulfoxide
—— (1S)-N-methyl-1-(2-phenylsulfanylphenyl)ethanamine 1227795-24-5 C15H17NS
(1S)-N-methyl-1-(2-phenylsulfanylphenyl)ethanamine
—— S-phenyl N-(2-trimethylsilylphenyl)carbamothioate 1233211-56-7 C16H19NOSSi
S-phenyl N-(2-trimethylsilylphenyl)carbamothioate
—— 2-(methylthio)-N-phenylpyridin-3-amine 1294517-68-2 C12H12N2S
2-(methylthio)-N-phenylpyridin-3-amine
—— 7-cyano-8-(2-furyl)-3-phenyl-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 951957-19-0 C17H12N4O2S
7-cyano-8-(2-furyl)-3-phenyl-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 1-tert-butyloxycarbonyl-2-phenylthiomethyl-2-imidazoline 272110-40-4 C15H20N2O2S
1-tert-butyloxycarbonyl-2-phenylthiomethyl-2-imidazoline
—— 3-(4-chlorophenyl)-7-cyano-8-(2-furyl)-3,4-dihydro-2Hpyrimido[2,1-b]-1,3,5-thiadiazin-6-one 951928-99-7 C17H11ClN4O2S
3-(4-chlorophenyl)-7-cyano-8-(2-furyl)-3,4-dihydro-2Hpyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 3-(4-bromophenyl)-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thia-diazin-6-one 951958-75-1 C17H11BrN4O2S
3-(4-bromophenyl)-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thia-diazin-6-one
—— 3-benzyl-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-84-8 C18H14N4O2S
3-benzyl-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— Isopropyl isopropylthiomethyl sulfoxide 37032-08-9 C7H16OS2
Isopropyl isopropylthiomethyl sulfoxide
—— 3-butyl-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-82-6 C15H16N4O2S
3-butyl-7-cyano-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 4-[Benzyl(prop-2-enyl)amino]-6-phenylsulfanylpyrimidine-5-carbaldehyde 1233706-01-8 C21H19N3OS
4-[Benzyl(prop-2-enyl)amino]-6-phenylsulfanylpyrimidine-5-carbaldehyde
—— diethyl 2-(phenylthio)cyclopent-1-en-1-yl phosphate 1233941-23-5 C15H21O4PS
diethyl 2-(phenylthio)cyclopent-1-en-1-yl phosphate
—— 1-allyl-3-methyl-2-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine 1012786-98-9 C22H22N4S
1-allyl-3-methyl-2-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine
—— 2-{[(4-Chlorophenyl)methyl]sulfanyl}-4-(furan-2-YL)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 137447-02-0 C16H10ClN3O2S
2-{[(4-Chlorophenyl)methyl]sulfanyl}-4-(furan-2-YL)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile
—— 7-cyano-8-(2-furyl)-3-isobutyl-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-83-7 C15H16N4O2S
7-cyano-8-(2-furyl)-3-isobutyl-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 6-(2-furyl)-2-(2-hydroxy-3-morpholinopropylthio)-4-morpholino-pyrimidine-5-carbonitrile 1449008-67-6 C20H25N5O4S
6-(2-furyl)-2-(2-hydroxy-3-morpholinopropylthio)-4-morpholino-pyrimidine-5-carbonitrile
—— 5-ethyl-2,3-dihydro-[1,4]dithiine 23230-02-6 C6H10S2
5-ethyl-2,3-dihydro-[1,4]dithiine
—— 6-(2-furyl)-2-methylthio-3-methyl-3,4-dihydro-4-oxopyrimidine-5-carbonitrile 137446-92-5 C11H9N3O2S
6-(2-furyl)-2-methylthio-3-methyl-3,4-dihydro-4-oxopyrimidine-5-carbonitrile
—— 2-ethylsulfanyl-4-(2-furyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 156176-72-6 C11H9N3O2S
2-ethylsulfanyl-4-(2-furyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile
—— 2-benzylthio-6-(2-furyl)-4-oxo-3,4-dihydropyrimidine-5-carbonitrile 137447-01-9 C16H11N3O2S
2-benzylthio-6-(2-furyl)-4-oxo-3,4-dihydropyrimidine-5-carbonitrile
—— 7-cyano-8-(2-furyl)-3-(4-tolyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-85-9 C18H14N4O2S
7-cyano-8-(2-furyl)-3-(4-tolyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 2-Amino-6-(5-brom-2-methylmercapto-pyrimidinyl-(4)-mercapto)-purin 68498-46-4 C10H8BrN7S2
2-Amino-6-(5-brom-2-methylmercapto-pyrimidinyl-(4)-mercapto)-purin
—— 7-cyano-3-ethyl-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-81-5 C13H12N4O2S
7-cyano-3-ethyl-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 2-(4'-Oxobutyl)-2-(5"-oxopentyl)-1,3-dithiane 146353-23-3 C13H22O2S2
2-(4'-Oxobutyl)-2-(5"-oxopentyl)-1,3-dithiane
—— 2-(3'-Oxopropyl)-2-(5"-oxopentyl)-1,3-dithiane 146353-22-2 C12H20O2S2
2-(3'-Oxopropyl)-2-(5"-oxopentyl)-1,3-dithiane
—— N-(2-azidoethyl)-2-(phenylthio)acetamide 1192358-12-5 C10H12N4OS
N-(2-azidoethyl)-2-(phenylthio)acetamide
—— 2-<3'-(1,3-Dioxolanyl)propyl>-2-<4"-(1,3-dioxolanyl)butyl>-1,3-dithiane 146353-21-1 C17H30O4S2
2-<3'-(1,3-Dioxolanyl)propyl>-2-<4"-(1,3-dioxolanyl)butyl>-1,3-dithiane
—— (5R)-1-[4-(1,3-dioxolan-2-yl)butyl]-5-{[(1-tert-butyl-1H-tetrazol-5-yl)sulfanyl]methyl}pyrrolidin-2-one 1197897-14-5 C17H29N5O3S
(5R)-1-[4-(1,3-dioxolan-2-yl)butyl]-5-{[(1-tert-butyl-1H-tetrazol-5-yl)sulfanyl]methyl}pyrrolidin-2-one
—— 3,4-Trimethylen-1,6-dioxa-6a-thia<sup>IV</sup>-2,5-diazapentalen 70820-83-6 C6H6N2O2S
3,4-Trimethylen-1,6-dioxa-6a-thia<sup>IV</sup>-2,5-diazapentalen
—— 4-Chlor-2-benzylmercapto-pyrimidin 78494-41-4 C11H9ClN2S
4-Chlor-2-benzylmercapto-pyrimidin
—— 10H-Pyrazino[2,3-b][1,4]benzothiazine-8-carboxylic acid 203659-84-1 C11H7N3O2S
10H-Pyrazino[2,3-b][1,4]benzothiazine-8-carboxylic acid
—— N-(10H-Pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-1-methylpiperidine-4-carboxamide 203657-14-1 C18H21N5OS
N-(10H-Pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-1-methylpiperidine-4-carboxamide
—— 3-(2,4-difluorophenyl)-1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazine 691864-48-9 C13H10F2N4OS
3-(2,4-difluorophenyl)-1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazine
—— 1,4-Phenylenbis(benzodithioketal) 63866-46-6 C20H14S4
1,4-Phenylenbis(benzodithioketal)
—— 6-(4-cholorobutyl)-4-(phenylthio)-1,2,5,6-tetrahydro-2-pyridinone 871950-83-3 C15H18ClNOS
6-(4-cholorobutyl)-4-(phenylthio)-1,2,5,6-tetrahydro-2-pyridinone
—— 4-(4-bromophenylsulfanyl)-3,5-dimethyl-1H-pyrazole 394237-22-0 C11H11BrN2S
4-(4-bromophenylsulfanyl)-3,5-dimethyl-1H-pyrazole
—— 2-ethylsulfanyl-6-phenyl-4H-thiopyran-4-one 500169-87-9 C13H12OS2
2-ethylsulfanyl-6-phenyl-4H-thiopyran-4-one
—— 5-Methyl-4-[(4-methylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one 146795-14-4 C18H16N2OS
5-Methyl-4-[(4-methylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one
—— 5-methyl-2-[4,5-bis(pentylthio)-1,3-dithiole-2-yliden]-(1,3)-dithiolo[4,5-c]pyrrole 860306-27-0 C19H27NS6
5-methyl-2-[4,5-bis(pentylthio)-1,3-dithiole-2-yliden]-(1,3)-dithiolo[4,5-c]pyrrole
—— (S)-2-amino-4-[2-chloro-4-(2-hydroxy-5-methylphenylthio)phenyl]-2-methylbutylphosphoric acid monoester 1260512-05-7 C18H23ClNO5PS
(S)-2-amino-4-[2-chloro-4-(2-hydroxy-5-methylphenylthio)phenyl]-2-methylbutylphosphoric acid monoester
—— (R)-N-[1-(hydroxymethyl)-2-methylpropyl]cyclohexanethiocarboxamide 420133-83-1 C12H23NOS
(R)-N-[1-(hydroxymethyl)-2-methylpropyl]cyclohexanethiocarboxamide
—— (R)-2-cyclohexyl-4-isopropyl-2-thiazoline 420134-20-9 C12H21NS
(R)-2-cyclohexyl-4-isopropyl-2-thiazoline
—— (S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-methylphenylthio)phenyl]-2-methylbutan-1-ol 1260511-77-0 C25H34ClNO5S
(S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-methylphenylthio)phenyl]-2-methylbutan-1-ol