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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
—— 2-ethoxy-6-methyl-2,3-dihydro-benzo[1,4]oxathiine 69652-83-1 C11H14O2S
2-ethoxy-6-methyl-2,3-dihydro-benzo[1,4]oxathiine
—— 4-(phenylthio)but-3-yn-2-one 190840-86-9 C10H8OS
4-(phenylthio)but-3-yn-2-one
—— N-(2-Chloro-6-(2-chloro-6-nitrophenylthio)phenyl) formamide 1400810-42-5 C13H8Cl2N2O3S
N-(2-Chloro-6-(2-chloro-6-nitrophenylthio)phenyl) formamide
—— Sn(CH2SMe)4 1079098-82-0 C8H20S4Sn
Sn(CH2SMe)4
—— (S)-methyl methylsulfanylmethyl sulfoxide —— C3H8OS2
(S)-methyl methylsulfanylmethyl sulfoxide
—— tert-butyl-[(2S)-1-chloro-1-phenylsulfanylbut-3-en-2-yl]oxy-dimethylsilane 776315-78-7 C16H25ClOSSi
tert-butyl-[(2S)-1-chloro-1-phenylsulfanylbut-3-en-2-yl]oxy-dimethylsilane
—— Methoxythioacetamid-S-oxid 13614-53-4 C3H7NO2S
Methoxythioacetamid-S-oxid
—— 4-(phenylthio)but-3-yn-2-ol 190840-85-8 C10H10OS
4-(phenylthio)but-3-yn-2-ol
—— 6-methyl-4-(phenylthio)quinazoline 1449109-04-9 C15H12N2S
6-methyl-4-(phenylthio)quinazoline
—— isopropylidene 2-(phenylthio)pentane-1,1-dicarboxylate 122481-26-9 C16H20O4S
isopropylidene 2-(phenylthio)pentane-1,1-dicarboxylate
—— bis(2,4-diaminobenzo)sulphide 135713-94-9 C12H14N4S
bis(2,4-diaminobenzo)sulphide
—— 2-{[4-bromoacetyl-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester 1228440-67-2 C13H18BrNO3S2
2-{[4-bromoacetyl-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester
—— 2-{[4-(chloroacetyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester 1228440-56-9 C13H18ClNO3S2
2-{[4-(chloroacetyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester
—— 4-[5-(3,5-dichloro-phenylsulfanyl)-1-isopropyl-3-methyl-1H-pyrazol-4-ylmethyl]-pyridine 412326-19-3 C19H19Cl2N3S
4-[5-(3,5-dichloro-phenylsulfanyl)-1-isopropyl-3-methyl-1H-pyrazol-4-ylmethyl]-pyridine
—— (R)-2-(3-amino-1-phenylpropylthio)-6-methylnicotinonitrile fumarate 496869-63-7 C16H17N3S
(R)-2-(3-amino-1-phenylpropylthio)-6-methylnicotinonitrile fumarate
—— Ditiocade 157499-71-3 C5H11NOS2
Ditiocade
—— (E)-4-diphenylthiophosphinyl-5-phenylthio-4-penten-1-ol 1016637-03-8 C23H23OPS2
(E)-4-diphenylthiophosphinyl-5-phenylthio-4-penten-1-ol
—— (E)-1-cyclohexyl-1-diphenylthiophosphinyl-2-phenylthioethene 1016636-95-5 C26H27PS2
(E)-1-cyclohexyl-1-diphenylthiophosphinyl-2-phenylthioethene
—— 5-[(3,3,3-Trifluoropropyl)thio]-1H-1,2,4-triazol-3-amine 861924-91-6 C5H7F3N4S
5-[(3,3,3-Trifluoropropyl)thio]-1H-1,2,4-triazol-3-amine
—— Ethyl 3,6-dihydro-4,5-dimethyl-2-methylthio-2H-thiopyran-2-carboxylate 73496-46-5 C11H18O2S2
Ethyl 3,6-dihydro-4,5-dimethyl-2-methylthio-2H-thiopyran-2-carboxylate
—— 4-(phenylthio)but-3-yn-1-ol 73710-98-2 C10H10OS
4-(phenylthio)but-3-yn-1-ol
—— 2-(Dimethylamino)ethyl phenyl(phenylsulfanyl)acetate 32121-43-0 C18H21NO2S
2-(Dimethylamino)ethyl phenyl(phenylsulfanyl)acetate
—— α-(phenylthio)-benzyl cyanide 32121-59-8 C14H11NS
α-(phenylthio)-benzyl cyanide
—— 4-phenyl-4-phenylthio-4,5-dihydrofuran-2(3H)-one 108378-56-9 C16H14O2S
4-phenyl-4-phenylthio-4,5-dihydrofuran-2(3H)-one
—— 2-Phenyl-1-phenylsulfanylethanol 155600-94-5 C14H14OS
2-Phenyl-1-phenylsulfanylethanol
—— (S<sub>2</sub>,R<sub>3</sub>)-2-hydroxy-2-{[1-(4-methylphenyl)sulfenyl]ethyl}pentanamide 144694-83-7 C14H21NO2S
(S<sub>2</sub>,R<sub>3</sub>)-2-hydroxy-2-{[1-(4-methylphenyl)sulfenyl]ethyl}pentanamide
—— 3-(5-((5-Tert-butyloxazol-2-yl)methylthio)thiazol-2-ylamino)cyclohexanol 1093252-79-9 C17H25N3O2S2
3-(5-((5-Tert-butyloxazol-2-yl)methylthio)thiazol-2-ylamino)cyclohexanol
—— Ph3SnCH(SPh)(3,5-dimethylpyrazole) 1250942-30-3 C30H28N2SSn
Ph3SnCH(SPh)(3,5-dimethylpyrazole)
—— 10-(4'-chlorophenylethenyl)phenothiabismine 143674-40-2 C20H12BiClS
10-(4'-chlorophenylethenyl)phenothiabismine
—— 2-(2-tert-butyl-1,3-benzodithiol-2-yl)-4-pivaloylpyrrole 147089-11-0 C20H25NOS2
2-(2-tert-butyl-1,3-benzodithiol-2-yl)-4-pivaloylpyrrole
—— N,N-diethyl-2-butenethioamide 134706-12-0 C8H15NS
N,N-diethyl-2-butenethioamide
—— 1,3,5,7,9-Oxatetrathia-cyclodecan 4949-40-0 C5H10OS4
1,3,5,7,9-Oxatetrathia-cyclodecan
—— 3-{2-[(4-chlorophenyl)thio]phenyl}-N-(4-hydroxypentyl)propanamide 710960-15-9 C20H24ClNO2S
3-{2-[(4-chlorophenyl)thio]phenyl}-N-(4-hydroxypentyl)propanamide
—— 5-bromo-2-phenylthio-1,3-oxazole 1226781-97-0 C9H6BrNOS
5-bromo-2-phenylthio-1,3-oxazole
—— ethyl (4-cyano-1-hydrazino-5,6,7,8-tetrahydroisoquinolin-3-ylsulfanyl)acetate 1269792-96-2 C14H18N4O2S
ethyl (4-cyano-1-hydrazino-5,6,7,8-tetrahydroisoquinolin-3-ylsulfanyl)acetate
—— 6,6'-sulfanediyl-bis-pyridin-3-ylamine 32605-02-0 C10H10N4S
6,6'-sulfanediyl-bis-pyridin-3-ylamine
—— 5-Fluoro-2-[2-(methylaminomethyl)phenyl]sulfanylaniline 627489-23-0 C14H15FN2S
5-Fluoro-2-[2-(methylaminomethyl)phenyl]sulfanylaniline
—— 1-methyl-2-((trichloromethyl)thio)-1H-pyrrole 58679-55-3 C6H6Cl3NS
1-methyl-2-((trichloromethyl)thio)-1H-pyrrole
—— 5,5'-dinitro-2,2'-sulfanediyl-bis-pyridine 2127-11-9 C10H6N4O4S
5,5'-dinitro-2,2'-sulfanediyl-bis-pyridine
—— 2-(2-aminothiazol-5-ylthio)-6,7-dimethoxy-3-phenyl-quinazolin-4(3H)-one 1443205-05-7 C19H16N4O3S2
2-(2-aminothiazol-5-ylthio)-6,7-dimethoxy-3-phenyl-quinazolin-4(3H)-one
—— 6,7,15,16-bisbenzo-9,13-diaza-1,5-dithia-cyclohexadecane 710937-85-2 C20H26N2S2
6,7,15,16-bisbenzo-9,13-diaza-1,5-dithia-cyclohexadecane
—— Ethyl 2-amino-5-(6,7-dimethoxy-4-oxo-3-phenylquinazolin-2-yl)sulfanyl-1,3-thiazole-4-carboxylate 1443205-17-1 C22H20N4O5S2
Ethyl 2-amino-5-(6,7-dimethoxy-4-oxo-3-phenylquinazolin-2-yl)sulfanyl-1,3-thiazole-4-carboxylate
—— 2-formamidothioacetamide 5018-28-0 C3H6N2OS
2-formamidothioacetamide
—— N,N′-(2-((2-amino-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidine-4,6-diyl)diacetamide 1268273-19-3 C14H17N7O4S
N,N′-(2-((2-amino-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidine-4,6-diyl)diacetamide
—— N,N′-(2-((2-(bis(4-methoxybenzyl)amino)-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidine-4,6-diyl)diacetamide 1268273-18-2 C30H33N7O6S
N,N′-(2-((2-(bis(4-methoxybenzyl)amino)-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidine-4,6-diyl)diacetamide
—— 4-(1H-benzimidazol-2-ylsulfanyl)-3-nitrobenzamide 6522-10-7 C14H10N4O3S
4-(1H-benzimidazol-2-ylsulfanyl)-3-nitrobenzamide
—— 5-[(3,4-Difluorophenyl)methylidene]thieno[2,3-b]thiopyran-4-one 478246-99-0 C14H8F2OS2
5-[(3,4-Difluorophenyl)methylidene]thieno[2,3-b]thiopyran-4-one
—— N-[2-(2-bromophenyl)ethyl]-N-(2-(phenylthio)ethyl)acetamide 848772-55-4 C18H20BrNOS
N-[2-(2-bromophenyl)ethyl]-N-(2-(phenylthio)ethyl)acetamide
—— N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)trimethylacetamide 848772-60-1 C22H28BrNOS
N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)trimethylacetamide
—— N-(3-(2-fluoro-4,6-dimethoxypyrimidin-5-ylthio)phenyl)propionamide 1268273-71-7 C15H16FN3O3S
N-(3-(2-fluoro-4,6-dimethoxypyrimidin-5-ylthio)phenyl)propionamide