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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
—— 1-(N,N-Dimethyldithiocarbamoyl)-5-hydroxy-5-[1'-(phenylsulfanyl)cyclohexyl]pentane 174784-16-8 C20H31NOS3
1-(N,N-Dimethyldithiocarbamoyl)-5-hydroxy-5-[1'-(phenylsulfanyl)cyclohexyl]pentane
—— 3-hydroxy-2,2-dimethylpropanethiol 15718-66-8 C5H12OS
3-hydroxy-2,2-dimethylpropanethiol
—— N-(2',4'-dinitro-6'-(phenylthio)benzylidene)-4-dimethylaminoaniline 312522-86-4 C21H18N4O4S
N-(2',4'-dinitro-6'-(phenylthio)benzylidene)-4-dimethylaminoaniline
—— 1-Fluoro-4-(isopropylthio)benzene 702-13-6 C9H11FS
1-Fluoro-4-(isopropylthio)benzene
—— S,S'-(1,3,4-thiadiazole-2,5-diyl)bis(2-mercaptopropionic acid) dihydrazide 246539-99-1 C8H14N6O2S3
S,S'-(1,3,4-thiadiazole-2,5-diyl)bis(2-mercaptopropionic acid) dihydrazide
—— phenyl-(2-thiocyanato-phenyl)-amine 15973-81-6 C13H10N2S
phenyl-(2-thiocyanato-phenyl)-amine
—— 4-chloro-2,6-dipropylthiopyrimidine 1314704-85-2 C10H15ClN2S2
4-chloro-2,6-dipropylthiopyrimidine
—— 2-methyl-2-(methylsulfinyl)propanoic acid 3680-05-5 C5H10O3S
2-methyl-2-(methylsulfinyl)propanoic acid
—— (E)-4,4-Dimethyl-5-phenylsulfanyl-pent-2-enoic acid methyl ester 501701-62-8 C14H18O2S
(E)-4,4-Dimethyl-5-phenylsulfanyl-pent-2-enoic acid methyl ester
—— 1,4-bis(2-ethylhexylthio)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]-pyrrole 1370507-71-3 C30H40N2S4
1,4-bis(2-ethylhexylthio)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]-pyrrole
—— 4-(4-methylbenzyl)amino-2,6-dipropylthiopyrimidine 1314704-92-1 C18H25N3S2
4-(4-methylbenzyl)amino-2,6-dipropylthiopyrimidine
—— 3-[[2-[[(1,1-Dimethylethoxy)carbonyl]amino]thiazol-5-yl]thio]benzoic Acid Methyl Ester 439578-77-5 C16H18N2O4S2
3-[[2-[[(1,1-Dimethylethoxy)carbonyl]amino]thiazol-5-yl]thio]benzoic Acid Methyl Ester
—— N'-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]-4-methylbenzenecarboximidamide 86663-46-9 C12H15N5S2
N'-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]-4-methylbenzenecarboximidamide
—— 1-(N,N-Dimethyldithiocarbamoyl)-6-hydroxy-6-[1'-(phenylsulfanyl)cyclohexyl]hexane 174784-17-9 C21H33NOS3
1-(N,N-Dimethyldithiocarbamoyl)-6-hydroxy-6-[1'-(phenylsulfanyl)cyclohexyl]hexane
—— tert-butyl (3-(isopropylthio)pyridin-2-yl)methylcarbamate 918810-86-3 C14H22N2O2S
tert-butyl (3-(isopropylthio)pyridin-2-yl)methylcarbamate
—— 2-amino-5-[(3-carbomethoxyphenyl)thio]thiazole 439578-76-4 C11H10N2O2S2
2-amino-5-[(3-carbomethoxyphenyl)thio]thiazole
—— 1-(N,N-Dimethyldithiocarbamoyl)-4-hydroxy-4-[1'-(phenylsulfanyl)cyclohexyl]butane 174784-15-7 C19H29NOS3
1-(N,N-Dimethyldithiocarbamoyl)-4-hydroxy-4-[1'-(phenylsulfanyl)cyclohexyl]butane
—— (4,6-Bis-phenylsulfanyl-[1,3,5]triazin-2-yl)-trimethyl-ammonium; chloride 341536-88-7 C18H19N4S2*Cl
(4,6-Bis-phenylsulfanyl-[1,3,5]triazin-2-yl)-trimethyl-ammonium; chloride
—— (R)-3-amino-1-(6-((cyclohexylmethyl)thio)pyridin-2-yl)propan-1-ol 1448434-37-4 C15H24N2OS
(R)-3-amino-1-(6-((cyclohexylmethyl)thio)pyridin-2-yl)propan-1-ol
—— tert-butyl N-[(3R)-3-[6-(cyclohexylmethylsulfanyl)pyridin-2-yl]-3-hydroxypropyl]carbamate 1448434-45-4 C20H32N2O3S
tert-butyl N-[(3R)-3-[6-(cyclohexylmethylsulfanyl)pyridin-2-yl]-3-hydroxypropyl]carbamate
—— bis((2-bromobenzo[b]thiophen-3-yl)sulfane) 20896-22-4 C16H8Br2S3
bis((2-bromobenzo[b]thiophen-3-yl)sulfane)
—— benzyl(cyano-3 pyridyl-2) sulfure 89407-37-4 C13H10N2S
benzyl(cyano-3 pyridyl-2) sulfure
—— 3,3'-dibromo-2,2'-dithienyl sulfide 28504-80-5 C8H4Br2S3
3,3'-dibromo-2,2'-dithienyl sulfide
—— 5-(3,5-Dichlorophenylthio)-1-fluoromethyl-4-isopropyl-1H-imidazol-2-ylmethanol 178979-24-3 C14H15Cl2FN2OS
5-(3,5-Dichlorophenylthio)-1-fluoromethyl-4-isopropyl-1H-imidazol-2-ylmethanol
—— (4-Brom-butyl)-p-tolyl-sulfid 21890-65-3 C11H15BrS
(4-Brom-butyl)-p-tolyl-sulfid
—— E-1-bromo-2-phenylthioethene 17101-82-5 C8H7BrS
E-1-bromo-2-phenylthioethene
—— N-(2-chloro-5-fluoromethylthiophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine 917894-05-4 C16H17ClFN3S2
N-(2-chloro-5-fluoromethylthiophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine
—— 1-(Butyldisulfanyl)hexadecane 241492-45-5 C20H42S2
1-(Butyldisulfanyl)hexadecane
—— N,N'-bis(methylthio)-2,5 thiophenediyl-3,4 diamine 90070-00-1 C6H10N2S3
N,N'-bis(methylthio)-2,5 thiophenediyl-3,4 diamine
—— β,β-dibromovinyl phenyl sulfide 86143-89-7 C8H6Br2S
β,β-dibromovinyl phenyl sulfide
—— 7-Methoxy-3-methylsulfanyl-5,6,7,8-tetrahydropyrazino[2,3-e][1,2,4]triazin-6-ol 87611-91-4 C7H11N5O2S
7-Methoxy-3-methylsulfanyl-5,6,7,8-tetrahydropyrazino[2,3-e][1,2,4]triazin-6-ol
—— 2-Methanethioyl-3-oxoprop-2-enal 397872-12-7 C4H2O2S
2-Methanethioyl-3-oxoprop-2-enal
—— 7-methoxy-5-methyl-3-methylsulfanyl-7,8-dihydro-6H-pyrazino[2,3-e][1,2,4]triazin-6-ol 87611-89-0 C8H13N5O2S
7-methoxy-5-methyl-3-methylsulfanyl-7,8-dihydro-6H-pyrazino[2,3-e][1,2,4]triazin-6-ol
—— 4,4'-Sulfanediylbis(N-hydroxypyridine-2-carboxamide) 86416-66-2 C12H10N4O4S
4,4'-Sulfanediylbis(N-hydroxypyridine-2-carboxamide)
—— 7-Ethoxy-3-methylsulfanyl-5,6,7,8-tetrahydropyrazino[2,3-e][1,2,4]triazin-6-ol 87611-92-5 C8H13N5O2S
7-Ethoxy-3-methylsulfanyl-5,6,7,8-tetrahydropyrazino[2,3-e][1,2,4]triazin-6-ol
—— 2.2-Dibenzyl-1.3-dithian 40939-52-4 C18H20S2
2.2-Dibenzyl-1.3-dithian
—— 3-(4-methylphenylsulfanyl)but-2-enoic acid methyl ester 1093350-48-1 C12H14O2S
3-(4-methylphenylsulfanyl)but-2-enoic acid methyl ester
—— 2,2-bis(benzyl)-1,3-dithiolane 76312-47-5 C17H18S2
2,2-bis(benzyl)-1,3-dithiolane
—— methyl 5-[(benzylsulfonyl)amino]-2-(phenylthio)benzoate 619332-90-0 C21H19NO4S2
methyl 5-[(benzylsulfonyl)amino]-2-(phenylthio)benzoate
—— 2-benzylsulphenyl-6-bromopyridine 93681-52-8 C12H10BrNS
2-benzylsulphenyl-6-bromopyridine
—— 1-Methyl-sulfinyl-undecen-(2) 13159-40-5 C12H24OS
1-Methyl-sulfinyl-undecen-(2)
—— 2-(benzylthio)-5-fluoropyridine 1210867-92-7 C12H10FNS
2-(benzylthio)-5-fluoropyridine
—— 5-(2-Methylpentan-2-yl)-1-benzothiophen-3(2H)-one 106853-90-1 C14H18OS
5-(2-Methylpentan-2-yl)-1-benzothiophen-3(2H)-one
—— 5,6-dihydro-7H-2-benzylmercaptopyrrolo<1,2-a>imidazole 126647-11-8 C13H14N2S
5,6-dihydro-7H-2-benzylmercaptopyrrolo<1,2-a>imidazole
—— 2-(benzylthio)-N-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)pyrimidine-4,6-diamine 654072-59-0 C20H32N4OSSi
2-(benzylthio)-N-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)pyrimidine-4,6-diamine
—— S-Benzyl-5-mercaptouracil 21736-44-7 C11H10N2O2S
S-Benzyl-5-mercaptouracil
—— Dioctadecylcarbamodithioic acid 139504-41-9 C37H75NS2
Dioctadecylcarbamodithioic acid
—— 2-[(2-methoxy-3-octadecyloxypropyl)sulfonyl]ethyldimethylamine 115645-80-2 C26H55NO4S
2-[(2-methoxy-3-octadecyloxypropyl)sulfonyl]ethyldimethylamine
—— 4-chloro-2-phenylmethylthiothiazole 89501-95-1 C10H8ClNS2
4-chloro-2-phenylmethylthiothiazole
—— 3-(benzylthio)-5-bromopyridine 1335053-03-6 C12H10BrNS
3-(benzylthio)-5-bromopyridine