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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
—— 4-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanylpyridine 1027294-88-7 C16H14N2O4S
4-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanylpyridine
—— N-(4,5-dichlorothiophen-2-ylsulfonyl)-2-(3-(2,4-difluorophenylthio)-1H-indol-4-yloxy)acetamide 1057256-16-2 C20H12Cl2F2N2O4S3
N-(4,5-dichlorothiophen-2-ylsulfonyl)-2-(3-(2,4-difluorophenylthio)-1H-indol-4-yloxy)acetamide
—— 2,3-dichloro-7,8-dimethyl[1,4]benzodithiino[2,3-b]pyridine 245070-02-4 C13H9Cl2NS2
2,3-dichloro-7,8-dimethyl[1,4]benzodithiino[2,3-b]pyridine
—— 4-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanyl-1,3-thiazole 1025975-17-0 C14H12N2O4S2
4-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanyl-1,3-thiazole
—— 5-(4-Fluorophenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1027933-91-0 C17H14FNO4S
5-(4-Fluorophenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 5-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanyl-1,3-thiazole 1026806-34-7 C14H12N2O4S2
5-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanyl-1,3-thiazole
—— 2-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanylpyridine 1027571-86-3 C16H14N2O4S
2-(6-Nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]-5-yl)sulfanylpyridine
—— 6-Nitro-5-(4-propan-2-ylphenyl)sulfanylspiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1028292-63-8 C20H21NO4S
6-Nitro-5-(4-propan-2-ylphenyl)sulfanylspiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 6-Nitro-5-thiophen-2-ylsulfanylspiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1026980-70-0 C15H13NO4S2
6-Nitro-5-thiophen-2-ylsulfanylspiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 5-(4-Methoxyphenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1026064-29-8 C18H17NO5S
5-(4-Methoxyphenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 5-(4-Bromophenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1027080-41-6 C17H14BrNO4S
5-(4-Bromophenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 5-(3-Fluorophenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1026500-55-9 C17H14FNO4S
5-(3-Fluorophenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 5-(2-Methylphenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1026814-94-7 C18H17NO4S
5-(2-Methylphenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 6-(2,4-Difluoro-phenylsulfanyl)-2,5-dimethyl-benzothiazole-4,7-dione 650635-72-6 C15H9F2NO2S2
6-(2,4-Difluoro-phenylsulfanyl)-2,5-dimethyl-benzothiazole-4,7-dione
—— (S)-3-(2,4-difluorophenylthio)cyclohexanone 1215843-26-7 C12H12F2OS
(S)-3-(2,4-difluorophenylthio)cyclohexanone
—— 2,4-Difluoro-1-(4-methoxyphenyl)sulfanylbenzene 1170116-17-2 C13H10F2OS
2,4-Difluoro-1-(4-methoxyphenyl)sulfanylbenzene
—— 2-chloro-6-(2,4-difluorophenylthio)nicotinonitrile 1392150-43-4 C12H5ClF2N2S
2-chloro-6-(2,4-difluorophenylthio)nicotinonitrile
—— 6-acetyl-3,4,5,6-tetrahydro-2-phenyl-2H-1,6-benzothiazocine 89569-14-2 C18H19NOS
6-acetyl-3,4,5,6-tetrahydro-2-phenyl-2H-1,6-benzothiazocine
—— 1-(2-(ethylsulfinyl)ethylsulfinyl)dodecane 1310681-75-4 C16H34O2S2
1-(2-(ethylsulfinyl)ethylsulfinyl)dodecane
—— dodecyl(2-(methylthio)phenyl)sulfane 1310681-81-2 C19H32S2
dodecyl(2-(methylthio)phenyl)sulfane
—— (1R,2R)-1,2-dihydroxy-4-[1-(phenylsulfanyl)cyclohexyl]butan-4-one 531557-71-8 C22H26O3S
(1R,2R)-1,2-dihydroxy-4-[1-(phenylsulfanyl)cyclohexyl]butan-4-one
—— 1-[Oxido-di(propan-2-yloxy)phosphaniumyl]-3-[2-[[oxido-di(propan-2-yloxy)phosphaniumyl]carbamothioylamino]ethyl]thiourea 1174003-26-9 C16H36N4O6P2S2
1-[Oxido-di(propan-2-yloxy)phosphaniumyl]-3-[2-[[oxido-di(propan-2-yloxy)phosphaniumyl]carbamothioylamino]ethyl]thiourea
—— 2-(10-Methoxy-10-phenylsulfanyl-decyl)-2-methyl-[1,3]dioxolane 89037-01-4 C21H34O3S
2-(10-Methoxy-10-phenylsulfanyl-decyl)-2-methyl-[1,3]dioxolane
—— 5-Chloro-1-[(4-methoxyphenyl)methyl]-6-methyl-3-phenylsulfanylpyrazin-2-one 936804-09-0 C19H17ClN2O2S
5-Chloro-1-[(4-methoxyphenyl)methyl]-6-methyl-3-phenylsulfanylpyrazin-2-one
—— 2-acetyl-5-methyl-3-(methylthio)furan 123958-34-9 C8H10O2S
2-acetyl-5-methyl-3-(methylthio)furan
—— 3-[(4-fluorobenzyl)thio]-4-methyl-4H-1,2,4-triazole 306744-28-5 C10H10FN3S
3-[(4-fluorobenzyl)thio]-4-methyl-4H-1,2,4-triazole
—— Ethyl-(1-methyl-pentyl)-sulfid 90952-35-5 C8H18S
Ethyl-(1-methyl-pentyl)-sulfid
—— 3,4,5,6-tetrahydro-6-ethyl-2-phenyl-2H-1,6-benzothiazocine 89569-13-1 C18H21NS
3,4,5,6-tetrahydro-6-ethyl-2-phenyl-2H-1,6-benzothiazocine
—— 5-(3-Chloro-5-fluorophenyl)sulfanyl-4-nitro-2,1,3-benzoxadiazole 1422955-22-3 C12H5ClFN3O3S
5-(3-Chloro-5-fluorophenyl)sulfanyl-4-nitro-2,1,3-benzoxadiazole
—— 1-(6-Methyl-4-methylsulfanyl-2-thioxo-1-o-tolyl-1,2-dihydro-pyridin-3-yl)-ethanone 90097-28-2 C16H17NOS2
1-(6-Methyl-4-methylsulfanyl-2-thioxo-1-o-tolyl-1,2-dihydro-pyridin-3-yl)-ethanone
—— 1-(1-Benzyl-6-methyl-4-methylsulfanyl-2-thioxo-1,2-dihydro-pyridin-3-yl)-ethanone 90097-33-9 C16H17NOS2
1-(1-Benzyl-6-methyl-4-methylsulfanyl-2-thioxo-1,2-dihydro-pyridin-3-yl)-ethanone
—— N-methyl-N-[(4-phenylthio)phenyl]-2,3-dioxo-1-methylpyrrolidine-4-carboxamide 77711-84-3 C19H18N2O3S
N-methyl-N-[(4-phenylthio)phenyl]-2,3-dioxo-1-methylpyrrolidine-4-carboxamide
—— 5-(3-Fluorophenyl)sulfanyl-4-nitro-2,1,3-benzoxadiazole 1422955-21-2 C12H6FN3O3S
5-(3-Fluorophenyl)sulfanyl-4-nitro-2,1,3-benzoxadiazole
—— 5-Phenylmercapto-4-nitro-benzofurazan 18378-26-2 C12H7N3O3S
5-Phenylmercapto-4-nitro-benzofurazan
—— 2-bromo-4-methyl-1-p-tolylsulfanylbenzene 1293343-29-9 C14H13BrS
2-bromo-4-methyl-1-p-tolylsulfanylbenzene
—— Allyloxythiocarbonylhydrazin 29771-25-3 C4H8N2OS
Allyloxythiocarbonylhydrazin
—— N-methyl-2-<(4-methylphenyl)thio>ethanamine hydrochloride 115335-02-9 C10H15NS*ClH
N-methyl-2-<(4-methylphenyl)thio>ethanamine hydrochloride
—— 4-(2,6-Dichloro-phenylsulfanyl)-pyridine-3-sulfonic acid amide 64063-25-8 C11H8Cl2N2O2S2
4-(2,6-Dichloro-phenylsulfanyl)-pyridine-3-sulfonic acid amide
—— 1-methyl-5-(4'-methylphenyl)thio-4-nitroimidazole 18383-80-7 C11H11N3O2S
1-methyl-5-(4'-methylphenyl)thio-4-nitroimidazole
—— 1-[(4-Methylsulfanylphenyl)methylideneamino]-3-phenylthiourea 468087-10-7 C15H15N3S2
1-[(4-Methylsulfanylphenyl)methylideneamino]-3-phenylthiourea
—— 2-hydroxymethylbutanethiol 144686-31-7 C5H12OS
2-hydroxymethylbutanethiol
—— 5-{2-[(4-Fluorobenzyl)thio]phenyl}-1,3,4-thiadiazol-2-amine 4639-71-8 C15H12FN3S2
5-{2-[(4-Fluorobenzyl)thio]phenyl}-1,3,4-thiadiazol-2-amine
—— 8-N-(cyclopropylmethyl)-2-N-methyl-4-N-(2-methylsulfanylphenyl)-2-N-(piperidin-4-ylmethyl)pyrimido[5,4-d]pyrimidine-2,4,8-triamine 1392888-98-0 C24H32N8S
8-N-(cyclopropylmethyl)-2-N-methyl-4-N-(2-methylsulfanylphenyl)-2-N-(piperidin-4-ylmethyl)pyrimido[5,4-d]pyrimidine-2,4,8-triamine
—— 4,4'-Diethyl-5,5'-bis-methylsulfanyl-4H,4'H-[3,3']bi[[1,2,4]triazolyl] 124945-93-3 C10H16N6S2
4,4'-Diethyl-5,5'-bis-methylsulfanyl-4H,4'H-[3,3']bi[[1,2,4]triazolyl]
—— 2-Amino-1-(4-chloro-phenyl)-4-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 608519-81-9 C12H9ClN4OS
2-Amino-1-(4-chloro-phenyl)-4-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 2-Amino-4-methylsulfanyl-6-oxo-1-p-tolyl-1,6-dihydro-pyrimidine-5-carbonitrile 608519-79-5 C13H12N4OS
2-Amino-4-methylsulfanyl-6-oxo-1-p-tolyl-1,6-dihydro-pyrimidine-5-carbonitrile
—— 1,2-bis(phenylthio)-4-nitrobenzene 67745-30-6 C18H13NO2S2
1,2-bis(phenylthio)-4-nitrobenzene
—— 4-(1-Methylethyl)-3-<(phenylthio)methyl>-1-oxetan-2-one 135638-66-3 C13H16O2S
4-(1-Methylethyl)-3-<(phenylthio)methyl>-1-oxetan-2-one
—— 2-(Decane-1-sulfinylmethyl)-oxirane 93248-03-4 C13H26O2S
2-(Decane-1-sulfinylmethyl)-oxirane
—— 5-butyl-3,7-dithianonane-1,9-dithiol 135472-45-6 C11H24S4
5-butyl-3,7-dithianonane-1,9-dithiol