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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 (3R,4R,6R)-4-hydroxy-3-(2-methoxyethoxymethoxy)-6-phenylsulfanylcyclohexene-1-carboxylate 110474-30-1 C18H24O6S
methyl (3R,4R,6R)-4-hydroxy-3-(2-methoxyethoxymethoxy)-6-phenylsulfanylcyclohexene-1-carboxylate
—— Phenyl 2-deoxy-1-thio-α-L-threo-pentofuranoside 134614-93-0 C11H14O3S
Phenyl 2-deoxy-1-thio-α-L-threo-pentofuranoside
—— 5-(phenylthio)-3-o-tolyl-2-isoxazoline 1258507-20-8 C16H15NOS
5-(phenylthio)-3-o-tolyl-2-isoxazoline
—— (Z)-8-phenyl-5-(phenylthio)oct-5-en-2-one 1334484-20-6 C20H22OS
(Z)-8-phenyl-5-(phenylthio)oct-5-en-2-one
—— 4(R,S)-(Phenylthio)-6(S)-isopropenyl-1(9)-octalin 118575-88-5 C19H24S
4(R,S)-(Phenylthio)-6(S)-isopropenyl-1(9)-octalin
—— phenyl 1-(methyldiphenylsilyl)ethenyl sulfide 120395-08-6 C21H20SSi
phenyl 1-(methyldiphenylsilyl)ethenyl sulfide
—— 5-(phenylthio)norbornene 91911-07-8 C13H14S
5-(phenylthio)norbornene
—— 2-methyl-6-phenylthio-4H-5,6,-dihydropyran 75697-55-1 C12H14OS
2-methyl-6-phenylthio-4H-5,6,-dihydropyran
—— (Z)-3-amino-3-cyclohexylprop-2-enethioamide 95882-45-4 C9H16N2S
(Z)-3-amino-3-cyclohexylprop-2-enethioamide
—— 2-[2-(1,3,2-Benzodioxaborol-2-yl)-1-phenylsulfanylethyl]-1,3,2-benzodioxaborole 345921-80-4 C20H16B2O4S
2-[2-(1,3,2-Benzodioxaborol-2-yl)-1-phenylsulfanylethyl]-1,3,2-benzodioxaborole
—— 1-t-butyldimethylsilyl-1-phenylthioethylene 120395-09-7 C14H22SSi
1-t-butyldimethylsilyl-1-phenylthioethylene
—— bicyclo[2.2.1]hept-5-en-2-yl(phenyl)sulfane —— C13H14S
bicyclo[2.2.1]hept-5-en-2-yl(phenyl)sulfane
—— methyl (1R,4R,8R)-3-oxo-8-phenylsulfanyl-2-oxabicyclo[2.2.2]oct-5-ene-4-carboxylate 156899-11-5 C15H14O4S
methyl (1R,4R,8R)-3-oxo-8-phenylsulfanyl-2-oxabicyclo[2.2.2]oct-5-ene-4-carboxylate
—— 4-ethylseleno-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-thiaselenole-2-selone 444603-47-8 C12H18O2S2Se3
4-ethylseleno-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-thiaselenole-2-selone
—— 4-ethylseleno-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-diselenole-2-selone 444603-46-7 C12H18O2SSe4
4-ethylseleno-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-diselenole-2-selone
—— 3-(phenylsulfanyl)but-3-ene-1,2-diol 432502-72-2 C10H12O2S
3-(phenylsulfanyl)but-3-ene-1,2-diol
—— 4-ethylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-thiaselenole-2-one 444603-72-9 C12H18O3S3Se
4-ethylthio-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-thiaselenole-2-one
—— (Z)-1-nitro-2-phenylthioethene 130521-15-2 C8H7NO2S
(Z)-1-nitro-2-phenylthioethene
—— cis-/trans-1,3-Bis(mercaptomethyl)cyclohexane 4396-95-6 C8H16S2
cis-/trans-1,3-Bis(mercaptomethyl)cyclohexane
—— 4-chloro-2-methyl-butane-2-thiol 98137-31-6 C5H11ClS
4-chloro-2-methyl-butane-2-thiol
—— 2-chloro-3-methylthio-2-propenenitrile 127729-12-8 C4H4ClNS
2-chloro-3-methylthio-2-propenenitrile
—— acetone(6-chloropyridin-2-yl)[5-iodo-2-(methylthio)pyrimidin-4-yl]hydrazone 955369-81-0 C13H13ClIN5S
acetone(6-chloropyridin-2-yl)[5-iodo-2-(methylthio)pyrimidin-4-yl]hydrazone
—— 5-(Phenylthio)-3H-pyrrolizin 81927-41-5 C13H11NS
5-(Phenylthio)-3H-pyrrolizin
—— (2,3-Dihydro-5-oxo-5H-thiazolo(3,2-a)pyrimidin-6-yl)carbamic acid ethyl ester 93501-14-5 C9H11N3O3S
(2,3-Dihydro-5-oxo-5H-thiazolo(3,2-a)pyrimidin-6-yl)carbamic acid ethyl ester
—— methyl 2,3-dihydro-5H-oxothiazolo<3,2-a>pyrimidine-6-carbamate 93501-13-4 C8H9N3O3S
methyl 2,3-dihydro-5H-oxothiazolo<3,2-a>pyrimidine-6-carbamate
—— Benzene, [(1-chloro-2,2-difluoroethenyl)thio]- 102688-06-2 C8H5ClF2S
Benzene, [(1-chloro-2,2-difluoroethenyl)thio]-
—— (+-)-1'-Methyl-3-(2-methylphenyl)spiro(benzo(b)thiophene-2(3H),4'-piperidine) maleate 123245-21-6 C24H27NO4S
(+-)-1'-Methyl-3-(2-methylphenyl)spiro(benzo(b)thiophene-2(3H),4'-piperidine) maleate
—— 6-(2,4-Dimethylphenyl)-4-methylsulfanyl-2-oxopyran-3-carbonitrile 956041-33-1 C15H13NO2S
6-(2,4-Dimethylphenyl)-4-methylsulfanyl-2-oxopyran-3-carbonitrile
—— 2,3-dihydro-2-cyano-2-(tert-butylthio)-6-chlorobenzo<b>thiophene 92013-98-4 C13H14ClNS2
2,3-dihydro-2-cyano-2-(tert-butylthio)-6-chlorobenzo<b>thiophene
—— N,N-Dimethyl-5-fluoro-2-(3-hydroxyphenylthio)benzylamine maleate 134987-57-8 C19H20FNO5S
N,N-Dimethyl-5-fluoro-2-(3-hydroxyphenylthio)benzylamine maleate
—— N-(4-{4-[5-(2-methoxyethoxy)pyrazin-2-ylthio]-2,6-dimethylphenyl}thiazol-2-yl)isonicotinamide 1438638-83-5 C24H23N5O3S2
N-(4-{4-[5-(2-methoxyethoxy)pyrazin-2-ylthio]-2,6-dimethylphenyl}thiazol-2-yl)isonicotinamide
—— 2-((2-((Dimethylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt) 127906-23-4 C19H21NO5S
2-((2-((Dimethylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt)
—— 2-((2-((Methylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt) 127906-32-5 C18H19NO5S
2-((2-((Methylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt)
—— N,N-Diethyl-2-(phenylthio)benzylamine maleate 127876-74-8 C21H25NO4S
N,N-Diethyl-2-(phenylthio)benzylamine maleate
—— N,N-Dimethyl-2-(2-(phenylthio)phenyl)ethylamine maleate 127876-80-6 C20H23NO4S
N,N-Dimethyl-2-(2-(phenylthio)phenyl)ethylamine maleate
—— 3,3-dimethoxyspirothiirane-2,2'-tricyclo[3.3.1.13.7]decane 359415-97-7 C13H20O2S
3,3-dimethoxyspirothiirane-2,2'-tricyclo[3.3.1.13.7]decane
—— N-Methyl-2-(2,4-dimethoxyphenylthio)benzylamine maleate 127905-88-8 C20H23NO6S
N-Methyl-2-(2,4-dimethoxyphenylthio)benzylamine maleate
—— 4-((2-((Methylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt) 127906-39-2 C18H19NO5S
4-((2-((Methylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt)
—— 2-((2,5-Dimethoxyphenyl)thio)-N,N-dimethylbenzenemethanamine (Z)-2-butenedioate (1:1) 127905-79-7 C21H25NO6S
2-((2,5-Dimethoxyphenyl)thio)-N,N-dimethylbenzenemethanamine (Z)-2-butenedioate (1:1)
—— N,N-Dimethyl-1-(2-(phenylthio)phenyl)-2-propylamine maleate 127876-86-2 C21H25NO4S
N,N-Dimethyl-1-(2-(phenylthio)phenyl)-2-propylamine maleate
—— 2-((2-(Aminomethyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt) 127906-50-7 C17H17NO5S
2-((2-(Aminomethyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt)
—— 1-((2-(Phenylthio)phenyl)methyl)pyrrolidine (Z)-2-butenedioate (1:1) 127876-75-9 C21H23NO4S
1-((2-(Phenylthio)phenyl)methyl)pyrrolidine (Z)-2-butenedioate (1:1)
—— 4-((2-((Methylamino)methyl)phenyl)thio)-1,2-benzenediol (Z)-2-butenedioate (1:1) (salt) 127906-42-7 C18H19NO6S
4-((2-((Methylamino)methyl)phenyl)thio)-1,2-benzenediol (Z)-2-butenedioate (1:1) (salt)
—— N,N-Dimethyl-2-(2,4-dimethoxyphenylthio)benzylamine 127905-76-4 C21H25NO6S
N,N-Dimethyl-2-(2,4-dimethoxyphenylthio)benzylamine
—— N,N-Dimethyl-2-(phenylthio)benzylamine maleate 127876-73-7 C19H21NO4S
N,N-Dimethyl-2-(phenylthio)benzylamine maleate
—— (Z)-2-tert-butylsulfanyl-4-methoxynon-2-ene 88909-73-3 C14H28OS
(Z)-2-tert-butylsulfanyl-4-methoxynon-2-ene
—— 8-(6-(1H-pyrazol-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289543-91-4 C21H24N8O2S
8-(6-(1H-pyrazol-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 6-methyl-2-(methylthio)-N-(tetrahydrofuran-3-yl)pyrimidin-4-amine 1071977-16-6 C10H15N3OS
6-methyl-2-(methylthio)-N-(tetrahydrofuran-3-yl)pyrimidin-4-amine
—— 8-(6-(1H-pyrazol-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine 1289544-13-3 C22H26N8O2S
8-(6-(1H-pyrazol-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine
—— 6-methyl-2-methylsulfanyl-pyrimidine-4-carbonitrile 65735-62-8 C7H7N3S
6-methyl-2-methylsulfanyl-pyrimidine-4-carbonitrile