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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-Cyclohexylmethylcyclohexylisothiocyanat 38476-07-2 C14H23NS
4-Cyclohexylmethylcyclohexylisothiocyanat
—— N-[2-(5-butyl-6-methylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide 1431866-14-6 C15H22N2OS2
N-[2-(5-butyl-6-methylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide
—— 5,7a-Dihydro-4aH-cyclopenta[b][1,3]dithiolo[4,5-e][1,4]dithiine-2-thione 179009-97-3 C8H6S5
5,7a-Dihydro-4aH-cyclopenta[b][1,3]dithiolo[4,5-e][1,4]dithiine-2-thione
—— N-[2-(6-methyl-5-prop-2-enylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide 1431866-12-4 C14H18N2OS2
N-[2-(6-methyl-5-prop-2-enylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide
—— N-[2-[5-(2-hydroxyethyl)-6-methylthieno[2,3-c]pyrrol-4-yl]sulfanylethyl]acetamide 1431866-22-6 C13H18N2O2S2
N-[2-[5-(2-hydroxyethyl)-6-methylthieno[2,3-c]pyrrol-4-yl]sulfanylethyl]acetamide
—— 2-[4-(2-Hydroxyethylsulfanyl)-6-methylthieno[2,3-c]pyrrol-5-yl]ethanol 1431866-03-3 C11H15NO2S2
2-[4-(2-Hydroxyethylsulfanyl)-6-methylthieno[2,3-c]pyrrol-5-yl]ethanol
—— 3,4-dichloro-N-[5-(2-cyano-4-nitrophenylthio)-1,3,4-thiadiazol-2-yl]-benzamide 244125-89-1 C16H7Cl2N5O3S2
3,4-dichloro-N-[5-(2-cyano-4-nitrophenylthio)-1,3,4-thiadiazol-2-yl]-benzamide
—— 7,8,15,16-bisbenzo-10,13-diaza-1,6-dithia-cyclohexadecane 1228649-30-6 C20H26N2S2
7,8,15,16-bisbenzo-10,13-diaza-1,6-dithia-cyclohexadecane
—— rac-3-[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]propionyl chloride 603961-01-9 C8H5ClF6O3S
rac-3-[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]propionyl chloride
—— (5-Oxo-2,2-bis-trifluoromethyl-[1,3]oxathiolan-4-ylmethyl)-carbamic acid tert-butyl ester 184914-18-9 C11H13F6NO4S
(5-Oxo-2,2-bis-trifluoromethyl-[1,3]oxathiolan-4-ylmethyl)-carbamic acid tert-butyl ester
—— 4-(2,2,2-Trifluoro-ethyl)-2,2-bis-trifluoromethyl-[1,3]oxathiolan-5-one 291772-68-4 C7H3F9O2S
4-(2,2,2-Trifluoro-ethyl)-2,2-bis-trifluoromethyl-[1,3]oxathiolan-5-one
—— 2,2-bis(trifluoromethyl)-4-(2-oxopropyl)-1,3-oxathiolan-5-one 774603-35-9 C8H6F6O3S
2,2-bis(trifluoromethyl)-4-(2-oxopropyl)-1,3-oxathiolan-5-one
—— tert-butyl rac-3-[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]propionate 603960-98-1 C12H14F6O4S
tert-butyl rac-3-[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]propionate
—— (2-Chlorethyl)-heptyl-sulfon 24475-74-9 C9H19ClO2S
(2-Chlorethyl)-heptyl-sulfon
—— 2,2-Dimethylthietan-1,1-dioxid 31462-45-0 C5H10O2S
2,2-Dimethylthietan-1,1-dioxid
—— {2-[5-Fluoro-2-(1H-indol-3-ylsulfanyl)-phenyl]-ethyl}-methyl-carbamic acid tert-butyl ester 917390-02-4 C22H25FN2O2S
{2-[5-Fluoro-2-(1H-indol-3-ylsulfanyl)-phenyl]-ethyl}-methyl-carbamic acid tert-butyl ester
—— 2-(1-methyl-1H-tetrazol-5-ylthio)-N-phenethylacetamide 140406-25-3 C12H15N5OS
2-(1-methyl-1H-tetrazol-5-ylthio)-N-phenethylacetamide
—— (1E)-3,3-dimethyl-1-[2-(methylsulfanyl)phenyl]triaz-1-ene 52416-13-4 C9H13N3S
(1E)-3,3-dimethyl-1-[2-(methylsulfanyl)phenyl]triaz-1-ene
—— <i>meso</i>-2,3-dimercapto-butane-1,4-diol 122844-69-3 C4H10O2S2
<i>meso</i>-2,3-dimercapto-butane-1,4-diol
—— 2-methylthio-1,4,5,6,7,8-hexahydro-1,3-diazocine hydroiodide 62829-45-2 C7H14N2S*HI
2-methylthio-1,4,5,6,7,8-hexahydro-1,3-diazocine hydroiodide
—— 2-(Benzofuran-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-76-4 C14H10N4OS
2-(Benzofuran-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— N-(2-chloro-5-(S-2-[18F]fluoromethyl)thiophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine 917894-10-1 C16H17ClFN3S2
N-(2-chloro-5-(S-2-[18F]fluoromethyl)thiophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine
—— 2-(2,3-Dihydrobenzofuran-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-71-9 C14H12N4OS
2-(2,3-Dihydrobenzofuran-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— N-(2-chloro-5-(S-benzyl)thiophenyl)-N'-(3-thiomethylphenyl)-N'-methyl guanidine 917894-22-5 C22H22ClN3S2
N-(2-chloro-5-(S-benzyl)thiophenyl)-N'-(3-thiomethylphenyl)-N'-methyl guanidine
—— 2-(benzofuran-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-73-1 C19H16N4OS
2-(benzofuran-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(2,3-dihydrobenzofuran-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-69-5 C19H18N4OS
2-(2,3-dihydrobenzofuran-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(benzylsulfanyl)-5-hydroxy-6-(trifluoromethyl)pyrimidin-4(3H)-one 1417817-41-4 C12H9F3N2O2S
2-(benzylsulfanyl)-5-hydroxy-6-(trifluoromethyl)pyrimidin-4(3H)-one
—— 5-Propylamino-3-benzylmercapto-1,2,4-thiadiazol 93042-65-0 C12H15N3S2
5-Propylamino-3-benzylmercapto-1,2,4-thiadiazol
—— 2,3-Dihydro-[1,4]dithiino[2,3-d]pyridazine-5,8-diamine 57310-92-6 C6H8N4S2
2,3-Dihydro-[1,4]dithiino[2,3-d]pyridazine-5,8-diamine
—— 1-(4,4-Difluorobuta-1,3-dien-2-ylsulfanyl)-4-methylbenzene 1147999-77-6 C11H10F2S
1-(4,4-Difluorobuta-1,3-dien-2-ylsulfanyl)-4-methylbenzene
—— 3-Propylmercapto-anilin 27122-81-2 C9H13NS
3-Propylmercapto-anilin
—— 2-amino-5-chloro-4-propylthiopyridine 263276-18-2 C8H11ClN2S
2-amino-5-chloro-4-propylthiopyridine
—— (E)-3,3,3-trifluoro-1-methylsulfanyl-1-methylsulfinylprop-1-ene 1603829-00-0 C5H7F3OS2
(E)-3,3,3-trifluoro-1-methylsulfanyl-1-methylsulfinylprop-1-ene
—— 5-(Methylsulfonyl)-1-pentanol 558466-07-2 C6H14O3S
5-(Methylsulfonyl)-1-pentanol
—— Acetic acid (5R,6S,7S,8aR,10aR)-6-acetoxy-1,3,7-trimethyl-2,4-dioxo-1,2,3,4,6,7,8a,10a-octahydro-5H-8,9-dioxa-10-thia-1,3-diaza-anthracen-5-yl ester —— C16H20N2O8S
Acetic acid (5R,6S,7S,8aR,10aR)-6-acetoxy-1,3,7-trimethyl-2,4-dioxo-1,2,3,4,6,7,8a,10a-octahydro-5H-8,9-dioxa-10-thia-1,3-diaza-anthracen-5-yl ester
—— p-tolyl 3-azido-2,3,6-trideoxy-1-thio-β-L-arabino-hexopyranoside —— C13H17N3O2S
p-tolyl 3-azido-2,3,6-trideoxy-1-thio-β-L-arabino-hexopyranoside
—— (5-chloro-7-nitro-benzoxazol-2-yl)-[4-(pyridin-4-ylsulfanyl)-phenyl]-amine —— C18H11ClN4O3S
(5-chloro-7-nitro-benzoxazol-2-yl)-[4-(pyridin-4-ylsulfanyl)-phenyl]-amine
—— 4-Isopropylsulfanyl-5-methyl-3-oxo-3H-isoxazole-2-carbonyl chloride —— C8H10ClNO3S
4-Isopropylsulfanyl-5-methyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— p-tolyl 3-azido-2,3,6-trideoxy-1-thio-β-L-ribo-hexopyranoside —— C13H17N3O2S
p-tolyl 3-azido-2,3,6-trideoxy-1-thio-β-L-ribo-hexopyranoside
—— p-tolyl 3-azido-2,3,6-trideoxy-1-thio-α-L-ribo-hexopyranoside —— C13H17N3O2S
p-tolyl 3-azido-2,3,6-trideoxy-1-thio-α-L-ribo-hexopyranoside
—— {[3-(tert-butyl)pyrazol-5-yl]amino}-N-(3-(4-pyridylthio)phenyl)carboxamide —— C19H21N5OS
{[3-(tert-butyl)pyrazol-5-yl]amino}-N-(3-(4-pyridylthio)phenyl)carboxamide
—— N-(4-dimethylaminophenyl)bis[1]benzothieno[2,3-b:2′,3′-e][1,4]thiazine —— C24H18N2S3
N-(4-dimethylaminophenyl)bis[1]benzothieno[2,3-b:2′,3′-e][1,4]thiazine
—— N-(4-methoxyphenyl)bis[1]benzothieno[2,3b:2′,3′-e][1,4]thiazine —— C23H15NOS3
N-(4-methoxyphenyl)bis[1]benzothieno[2,3b:2′,3′-e][1,4]thiazine
—— N-(4-chlorophenyl)bis[1]benzothieno[2,3-b:2′,3′-e][1,4]thiazine —— C22H12ClNS3
N-(4-chlorophenyl)bis[1]benzothieno[2,3-b:2′,3′-e][1,4]thiazine
—— (1Z,3E)-1-phenyl-2-phenylthio-5-methoxy-1,3-pentadiene —— C18H18OS
(1Z,3E)-1-phenyl-2-phenylthio-5-methoxy-1,3-pentadiene
—— 3,4-di-O-acetyl-2-thio-1-O,2-S-(1,2,3,6-tetrahydro-2,6-dioxo-4,5-pyrimidinediyl)-β-L-rhamnopyranose —— C14H16N2O8S
3,4-di-O-acetyl-2-thio-1-O,2-S-(1,2,3,6-tetrahydro-2,6-dioxo-4,5-pyrimidinediyl)-β-L-rhamnopyranose
—— (Z)-1-phenyl-2-phenylsulfanyl-4-trimethylsilyl-but-1-en-3-yne —— C19H20SSi
(Z)-1-phenyl-2-phenylsulfanyl-4-trimethylsilyl-but-1-en-3-yne
—— (2-hydrazino-7-methylthiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid hydrazide —— C8H11N7OS2
(2-hydrazino-7-methylthiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid hydrazide
—— [7-methyl-2-(morpholin-4-yl)thiazolo[4,5-d]pyrimidin-5-ylsulfanyl]acetic acid ethyl ester —— C14H18N4O3S2
[7-methyl-2-(morpholin-4-yl)thiazolo[4,5-d]pyrimidin-5-ylsulfanyl]acetic acid ethyl ester
—— Diethyl-thiocarbamic acid S-(2,4,5-trichloro-phenyl) ester 22857-77-8 C11H12Cl3NOS
Diethyl-thiocarbamic acid S-(2,4,5-trichloro-phenyl) ester