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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
—— [(2S,3S,4aS,5R,8aR)-2,3-dimethoxy-2,3-dimethyl-7-(phenylsulfanylmethyl)-4a,5,8,8a-tetrahydro-1,4-benzodioxin-5-yl]oxy-tert-butyl-dimethylsilane 213536-10-8 C25H40O5SSi
[(2S,3S,4aS,5R,8aR)-2,3-dimethoxy-2,3-dimethyl-7-(phenylsulfanylmethyl)-4a,5,8,8a-tetrahydro-1,4-benzodioxin-5-yl]oxy-tert-butyl-dimethylsilane
—— 2,2'-bis(phenylthio)-2,2'-azopropane 26307-20-0 C18H22N2S2
2,2'-bis(phenylthio)-2,2'-azopropane
—— 2-(ethylthio)propene 7594-45-8 C5H10S
2-(ethylthio)propene
—— (E)-2-oxo-4-phenylsulfanylpent-3-enoic acid 105633-39-4 C11H10O3S
(E)-2-oxo-4-phenylsulfanylpent-3-enoic acid
—— (1,1-Dimethyl-butyl)-phenyl-sulfid 91638-66-3 C12H18S
(1,1-Dimethyl-butyl)-phenyl-sulfid
—— 4-methoxy-2,4'-dimethyldiphenyl thioether 109592-48-5 C15H16OS
4-methoxy-2,4'-dimethyldiphenyl thioether
—— (2S)-1-[2-(8-bromooctyl)-1,3-dithian-2-yl]propan-2-ol 206124-10-9 C15H29BrOS2
(2S)-1-[2-(8-bromooctyl)-1,3-dithian-2-yl]propan-2-ol
—— 1-Phenylthio-1-(trimethylstannyl)ethylen 62762-09-8 C11H16SSn
1-Phenylthio-1-(trimethylstannyl)ethylen
—— 2-(4-chlorophenylthio)-2-(phenylthio)propane 101353-28-0 C15H15ClS2
2-(4-chlorophenylthio)-2-(phenylthio)propane
—— 3-phenylsulfanyl-crotonic acid of melting point 157-158 degree 65399-21-5 C10H10O2S
3-phenylsulfanyl-crotonic acid of melting point 157-158 degree
—— 1-{5-[7-(3-morpholinopropoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}-3-phenylurea 1370256-77-1 C24H25N7O3S2
1-{5-[7-(3-morpholinopropoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}-3-phenylurea
—— 9-phenylthioctyl bromide 136008-65-6 C14H21BrS
9-phenylthioctyl bromide
—— 1-(3-chlorophenyl)-3-{5-[7-(3-morpholinopropoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}urea 1370256-79-3 C24H24ClN7O3S2
1-(3-chlorophenyl)-3-{5-[7-(3-morpholinopropoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}urea
—— N-{5-[7-(3-morpholinopropoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}acrylamide 1370256-76-0 C20H22N6O3S2
N-{5-[7-(3-morpholinopropoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}acrylamide
—— 1-(3-ethynylphenyl)-3-{5-[7-(3-morpholinopropoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}urea 1370256-80-6 C26H25N7O3S2
1-(3-ethynylphenyl)-3-{5-[7-(3-morpholinopropoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}urea
—— 2-(phenylthio)-2-(trimethylsilyl)propane 89656-96-2 C12H20SSi
2-(phenylthio)-2-(trimethylsilyl)propane
—— N-(2,6-dimethylphenyl)(phenylseleno)(phenylthio)methanimine 924622-09-3 C21H19NSSe
N-(2,6-dimethylphenyl)(phenylseleno)(phenylthio)methanimine
—— 1,8-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]octane 390799-97-0 C22H24N6S4
1,8-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]octane
—— tert-butyl methallyl sulfone 104900-79-0 C8H16O2S
tert-butyl methallyl sulfone
—— 1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-2,2-dimethyl-propan-1-one 110984-24-2 C8H14N4OS
1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-2,2-dimethyl-propan-1-one
—— 1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-octan-1-one 110984-25-3 C11H20N4OS
1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-octan-1-one
—— 2-[[5-[(2-Chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetic acid 1038706-91-0 C11H8ClFN2O3S
2-[[5-[(2-Chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetic acid
—— (5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-cyclohexyl-methanone 110984-31-1 C10H16N4OS
(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-cyclohexyl-methanone
—— 5-methoxy-2-methylsulfanyl-3-p-tolylpyrimidin-4(3H)-one 1262446-28-5 C13H14N2O2S
5-methoxy-2-methylsulfanyl-3-p-tolylpyrimidin-4(3H)-one
—— 6-Ethyl-3-methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine 112394-41-9 C7H8N4S2
6-Ethyl-3-methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine
—— (3-Benzylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl)-acetic acid 112081-02-4 C12H11N3O3S
(3-Benzylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl)-acetic acid
—— 8-bromo-1-methylsulfanyloctane 64053-04-9 C9H19BrS
8-bromo-1-methylsulfanyloctane
—— (3-Methylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl)-acetic acid 112081-00-2 C6H7N3O3S
(3-Methylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl)-acetic acid
—— 5-amino-6-methylthio-3-phenyl-1,2,4-triazine 113424-45-6 C10H10N4S
5-amino-6-methylthio-3-phenyl-1,2,4-triazine
—— (2,6-dimethylphenyl)(o-tolyl)sulfane 38630-01-2 C15H16S
(2,6-dimethylphenyl)(o-tolyl)sulfane
—— 3-Amino-2-(2-carbomethoxyethylthio)pyridine 111042-83-2 C9H12N2O2S
3-Amino-2-(2-carbomethoxyethylthio)pyridine
—— 5-amino-6-methylthio-3-pyridin-2-yl-1,2,4-triazine 113424-46-7 C9H9N5S
5-amino-6-methylthio-3-pyridin-2-yl-1,2,4-triazine
—— 2-<<(N-t-Boc)-2-aminoethyl>sulphonyl>ethanol 142604-13-5 C9H19NO5S
2-<<(N-t-Boc)-2-aminoethyl>sulphonyl>ethanol
—— 5-methoxy-3-methyl-2-(methylthio)pyrimidin-4(3H)-one 1671-10-9 C7H10N2O2S
5-methoxy-3-methyl-2-(methylthio)pyrimidin-4(3H)-one
—— 1-Chloro-2-(methylsulfanyl)octane 112762-76-2 C9H19ClS
1-Chloro-2-(methylsulfanyl)octane
—— 1-[4-(3,5-dimethylphenylsulfanyl)-5-iodo-2-methyl-6-oxo-1,6-dihydropyridin-3-ylmethyl]piperidine-4-carboxamide 1185190-71-9 C21H26IN3O2S
1-[4-(3,5-dimethylphenylsulfanyl)-5-iodo-2-methyl-6-oxo-1,6-dihydropyridin-3-ylmethyl]piperidine-4-carboxamide
—— (E)-3-acetoxy-2-phenylthiohex-2-ene 123639-43-0 C14H18O2S
(E)-3-acetoxy-2-phenylthiohex-2-ene
—— 2-(Phenylthio)hexan-3-one 66080-38-4 C12H16OS
2-(Phenylthio)hexan-3-one
—— 2,3-bis(4-chlorophenylsulfany)hexane 1217367-17-3 C18H20Cl2S2
2,3-bis(4-chlorophenylsulfany)hexane
—— 4-tert-Butyl-1,1-bis-butylsulfanyl-cyclohexane 111784-50-0 C18H36S2
4-tert-Butyl-1,1-bis-butylsulfanyl-cyclohexane
—— 3-Methylsulfanyl-6-phenyl-thiazolo[5,4-e][1,2,4]triazine 112394-40-8 C11H8N4S2
3-Methylsulfanyl-6-phenyl-thiazolo[5,4-e][1,2,4]triazine
—— 6-Methylsulfanyl-3-phenyl-thiazolo[5,4-e][1,2,4]triazine 112394-71-5 C11H8N4S2
6-Methylsulfanyl-3-phenyl-thiazolo[5,4-e][1,2,4]triazine
—— 5-p-Tolylmercapto-toluchinon 30771-64-3 C14H12O2S
5-p-Tolylmercapto-toluchinon
—— methyl 7-benzyloxy-4-(3-chloropropyl)-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate 110668-57-0 C21H21ClO5S
methyl 7-benzyloxy-4-(3-chloropropyl)-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate
—— 4-heptafluoropropylthio-2,3,5,6-tetrachloropyridine 129626-68-2 C8Cl4F7NS
4-heptafluoropropylthio-2,3,5,6-tetrachloropyridine
—— Ethyl propyl [(phenylsulfanyl)methyl]phosphonate 114077-27-9 C12H19O3PS
Ethyl propyl [(phenylsulfanyl)methyl]phosphonate
—— 2-Cyano-2,2-bis-phenylsulfanyl-acetamide 79296-19-8 C15H12N2OS2
2-Cyano-2,2-bis-phenylsulfanyl-acetamide
—— [(2-Methoxy-2-methylhex-4-yn-3-yl)sulfanyl]benzene 114232-43-8 C14H18OS
[(2-Methoxy-2-methylhex-4-yn-3-yl)sulfanyl]benzene
—— 4-oxa-2,6,8,10-tetrathiabicyclo<5.3.0>-9-(ethylthio)-1(7)-decene 113768-96-0 C7H10OS5
4-oxa-2,6,8,10-tetrathiabicyclo<5.3.0>-9-(ethylthio)-1(7)-decene
—— N-(1-Phenylethyl)-2-[(phenylsulfanyl)methyl]prop-2-enamide 111947-39-8 C18H19NOS
N-(1-Phenylethyl)-2-[(phenylsulfanyl)methyl]prop-2-enamide