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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
—— α-<4-Brom-phenylmercapto>-phenyl-essigsaeure 93533-99-4 C14H11BrO2S
α-<4-Brom-phenylmercapto>-phenyl-essigsaeure
—— 3-dodec-11-enyl-(5S)-methyl-3-phenylsulfanyl-dihydrofuran-2-one 943024-25-7 C23H34O2S
3-dodec-11-enyl-(5S)-methyl-3-phenylsulfanyl-dihydrofuran-2-one
—— (E)-1-methoxy-2-methyl-3-phenylthio-1-propene 119046-73-0 C11H14OS
(E)-1-methoxy-2-methyl-3-phenylthio-1-propene
—— Methyl 4-<(phenylthio)acetoxy>but-2(E)-enoate 168258-01-3 C13H14O4S
Methyl 4-<(phenylthio)acetoxy>but-2(E)-enoate
—— Ethyl (4R)-2-methyl-4-(phenylthioacetoxy)hept-2(E)-enoate 162264-77-9 C18H24O4S
Ethyl (4R)-2-methyl-4-(phenylthioacetoxy)hept-2(E)-enoate
—— 1-[(4R,5R)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2,5-trimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone 1027202-80-7 C21H35NO3SSi
1-[(4R,5R)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2,5-trimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone
—— 9-(phenylthio)-7-oxaspiro<5.4>decan-8-one 53138-49-1 C15H18O2S
9-(phenylthio)-7-oxaspiro<5.4>decan-8-one
—— 2-bromo-2-(4-bromophenylthio)acetic acid 90111-06-1 C8H6Br2O2S
2-bromo-2-(4-bromophenylthio)acetic acid
—— (4S)-4-hydroxy-2-phenylsulfanylpentanoic acid 288585-37-5 C11H14O3S
(4S)-4-hydroxy-2-phenylsulfanylpentanoic acid
—— 2-Oxoethyl 2-phenylsulfanylacetate 1027974-76-0 C10H10O3S
2-Oxoethyl 2-phenylsulfanylacetate
—— (2R,3R,4S)-[5-oxo-4-(phenylthio)-2-propyl-tetrahydrofuran-3-yl]acetic acid 750544-42-4 C15H18O4S
(2R,3R,4S)-[5-oxo-4-(phenylthio)-2-propyl-tetrahydrofuran-3-yl]acetic acid
—— N-methyl-2,2-bis(phenylsulfanyl)-N-<1-(3-pyridyl)vinyl>acetamide 142609-31-2 C22H20N2OS2
N-methyl-2,2-bis(phenylsulfanyl)-N-<1-(3-pyridyl)vinyl>acetamide
—— (3S,4R,5R)-4-(2-hydroxyethyl)-3-phenylthio-5-propyldihydrofuran-2(3H)-one 817616-81-2 C15H20O3S
(3S,4R,5R)-4-(2-hydroxyethyl)-3-phenylthio-5-propyldihydrofuran-2(3H)-one
—— (1R)-1-<1(S)-1,2-Dihydroxyethyl>butyl (phenylthio)acetate 134829-38-2 C14H20O4S
(1R)-1-<1(S)-1,2-Dihydroxyethyl>butyl (phenylthio)acetate
—— (1R,5S,7aR)-7a-methyl-2,3,5,6,7,7a-hexahydrospiro[indene-1,2'-oxiran]-5-yl 2-(phenylthio)acetate 1315116-70-1 C19H22O3S
(1R,5S,7aR)-7a-methyl-2,3,5,6,7,7a-hexahydrospiro[indene-1,2'-oxiran]-5-yl 2-(phenylthio)acetate
—— Methyl (4R)-4-<(phenylthio)acetoxy>hept-2(E)-enoate 134829-39-3 C16H20O4S
Methyl (4R)-4-<(phenylthio)acetoxy>hept-2(E)-enoate
—— S-{2-[bis(3',5'-dimethylpyrazol-1'-yl)methyl]phenyl}-N,N-dimethylthiocarbamate 1025810-05-2 C20H25N5OS
S-{2-[bis(3',5'-dimethylpyrazol-1'-yl)methyl]phenyl}-N,N-dimethylthiocarbamate
—— trifluoromethyl(chlorodifluoromethyl)trisulfane 959041-26-0 C2ClF5S3
trifluoromethyl(chlorodifluoromethyl)trisulfane
—— 3-(2-But-3-enyl-1,3-dithiolan-2-yl)-4,6-dihydrothieno[3,4-c]furan 5,5-dioxide 154343-76-7 C13H16O3S3
3-(2-But-3-enyl-1,3-dithiolan-2-yl)-4,6-dihydrothieno[3,4-c]furan 5,5-dioxide
—— sulfonyl-bis-acetaldehyde 7383-58-6 C4H6O4S
sulfonyl-bis-acetaldehyde
—— 4-(p-bromophenylthio)-3-hydroxythiolane 1,1-dioxide 899434-63-0 C10H11BrO3S2
4-(p-bromophenylthio)-3-hydroxythiolane 1,1-dioxide
—— propylsulfanyl-methanol 62839-42-3 C4H10OS
propylsulfanyl-methanol
—— 3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-cyclopentyl-1,2,4-triazin-5(2H)-one 824983-30-4 C13H14ClN3OS2
3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-cyclopentyl-1,2,4-triazin-5(2H)-one
—— (1,1-dioxo-2,3,6,7-tetrahydrothiepin-4-yl)methanol 1393559-72-2 C7H12O3S
(1,1-dioxo-2,3,6,7-tetrahydrothiepin-4-yl)methanol
—— (1R)-1-phenyl-N-(2-phenylsulfanylethyl)ethanamine 350678-27-2 C16H19NS
(1R)-1-phenyl-N-(2-phenylsulfanylethyl)ethanamine
—— 6-(4-chlorophenyl)-5-methyl-3-methylthio-1,2,4-triazine 87123-71-5 C11H10ClN3S
6-(4-chlorophenyl)-5-methyl-3-methylthio-1,2,4-triazine
—— 3-imino-5-(4-methylphenyl)sulfanylisoindol-1-amine 183059-89-4 C15H13N3S
3-imino-5-(4-methylphenyl)sulfanylisoindol-1-amine
—— 3-[(5-Phenyl-1,2,3-thiadiazol-4-yl)thio]propanenitrile 114393-83-8 C11H9N3S2
3-[(5-Phenyl-1,2,3-thiadiazol-4-yl)thio]propanenitrile
—— (1S,2R,4S,8R)-1-Methyl-8-((R)-2-methyl-1-phenylsulfanylmethyl-propyl)-2-trimethylsilanyloxy-bicyclo[2.2.2]oct-5-ene-2-carbonitrile 583866-15-3 C24H35NOSSi
(1S,2R,4S,8R)-1-Methyl-8-((R)-2-methyl-1-phenylsulfanylmethyl-propyl)-2-trimethylsilanyloxy-bicyclo[2.2.2]oct-5-ene-2-carbonitrile
—— 3-[(5-phenyl-1,2,3-thiadiazol-4-yl)thio]propanoic acid, ethyl ester 114393-21-4 C13H14N2O2S2
3-[(5-phenyl-1,2,3-thiadiazol-4-yl)thio]propanoic acid, ethyl ester
—— trifluorovinyl p-tolyl sulfide 1246013-18-2 C9H7F3S
trifluorovinyl p-tolyl sulfide
—— 1β-tert-butyloxy-7aβ-methyl-4-(phenylthiomethyl)-5,6,7,7a-tetrahydroindan-5-one 53078-18-5 C21H28O2S
1β-tert-butyloxy-7aβ-methyl-4-(phenylthiomethyl)-5,6,7,7a-tetrahydroindan-5-one
—— mer-trifluorotrithiocyanatophosphate ion 751430-95-2 C3F3N3PS3
mer-trifluorotrithiocyanatophosphate ion
—— Chloro-diethyl-(trifluoromethylsulfonylmethylidene)-lambda5-phosphane 63634-56-0 C6H11ClF3O2PS
Chloro-diethyl-(trifluoromethylsulfonylmethylidene)-lambda5-phosphane
—— 3-(4-methyl-5-oxazoyl)-4-methyl-5-methylthio-4H-1,2,4-triazole 170959-41-8 C8H10N4OS
3-(4-methyl-5-oxazoyl)-4-methyl-5-methylthio-4H-1,2,4-triazole
—— 4-(4-(methylthio)phenyl)furan-2(5H)-one 162012-28-4 C11H10O2S
4-(4-(methylthio)phenyl)furan-2(5H)-one
—— 1-Methyl-5-[3-(2-thenoyl)propyl]thio-1,2,3,4-tetrazole 80087-46-3 C10H12N4OS2
1-Methyl-5-[3-(2-thenoyl)propyl]thio-1,2,3,4-tetrazole
—— 3-chloro-4-(ethylthio)-1,2,5-thiadiazole 178367-59-4 C4H5ClN2S2
3-chloro-4-(ethylthio)-1,2,5-thiadiazole
—— 2-(methylthio)-5-nitrosopyrimidine-4,6-diamine 52222-43-2 C5H7N5OS
2-(methylthio)-5-nitrosopyrimidine-4,6-diamine
—— Cyclopentylmethylthiocyanat 31280-81-6 C7H11NS
Cyclopentylmethylthiocyanat
—— 1-methyl-2,3-dihydro-3-oxo-5H-pyrido<3,4-b>-<1,4>benzothiazine-4-carbonitrile 74275-28-8 C13H9N3OS
1-methyl-2,3-dihydro-3-oxo-5H-pyrido<3,4-b>-<1,4>benzothiazine-4-carbonitrile
—— 1-hydroxymethyl-2-phenylthioethyl acetate 110210-94-1 C11H14O3S
1-hydroxymethyl-2-phenylthioethyl acetate
—— 2-(2,6-difluoro-4-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1355011-25-4 C13H17BF2O2S
2-(2,6-difluoro-4-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
—— 2-(Phenylthio)-1,3-propanediol 15515-65-8 C9H12O2S
2-(Phenylthio)-1,3-propanediol
—— 2-methyl-4-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile 68364-40-9 C11H9N3S2
2-methyl-4-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile
—— 2-(3-benzylsulfanyl-2-ethyl-phenyl)-4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolane 1184298-11-0 C21H27BO2S
2-(3-benzylsulfanyl-2-ethyl-phenyl)-4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolane
—— 2,4-bis-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile 68364-55-6 C11H9N3S3
2,4-bis-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile
—— 2-amino-4-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile 68364-50-1 C10H8N4S2
2-amino-4-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile
—— 1H-Imidazole, 4-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]- 677343-20-3 C17H16N2OS
1H-Imidazole, 4-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]-
—— 3-(3-Benzyloxymethyl-2-phenylsulfanyl-3H-imidazol-4-yl)-1H-indole-2-carbaldehyde 391913-51-2 C26H21N3O2S
3-(3-Benzyloxymethyl-2-phenylsulfanyl-3H-imidazol-4-yl)-1H-indole-2-carbaldehyde