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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
—— 2-[4]pyridylmercapto-[3]pyridylamine 69789-46-4 C10H9N3S
2-[4]pyridylmercapto-[3]pyridylamine
—— 6-chloro-7-phenylthio-2-(trifluoromethyl)-2H-1-benzopyran-3-carboxylic acid 264878-79-7 C17H10ClF3O3S
6-chloro-7-phenylthio-2-(trifluoromethyl)-2H-1-benzopyran-3-carboxylic acid
—— (3aR,7aS)-1-[(E,2R)-5-tert-butylsulfonylpent-4-en-2-yl]-7a-methyl-3a,5,6,7-tetrahydro-3H-inden-4-one 250384-99-7 C19H30O3S
(3aR,7aS)-1-[(E,2R)-5-tert-butylsulfonylpent-4-en-2-yl]-7a-methyl-3a,5,6,7-tetrahydro-3H-inden-4-one
—— 2-[(5-Methyl-1,3-thiazol-2-yl)sulfanyl]-1-(thiophen-2-yl)ethan-1-one 1000932-25-1 C10H9NOS3
2-[(5-Methyl-1,3-thiazol-2-yl)sulfanyl]-1-(thiophen-2-yl)ethan-1-one
—— 2-(4-tert-butylphenyl)sulfanylaniline 3169-89-9 C16H19NS
2-(4-tert-butylphenyl)sulfanylaniline
—— 6-chloro-7-[(4-methoxyphenyl)thio]-2-(trifluoromethyl)-2H-1-benzopyran-3-carboxylic acid 264878-75-3 C18H12ClF3O4S
6-chloro-7-[(4-methoxyphenyl)thio]-2-(trifluoromethyl)-2H-1-benzopyran-3-carboxylic acid
—— 1,3-dimethyl-4-methylsulfanyl-1,3-dihydro-imidazole-2-thione 71027-62-8 C6H10N2S2
1,3-dimethyl-4-methylsulfanyl-1,3-dihydro-imidazole-2-thione
—— (4R)-4-[(3aR,4S,7aS)-7a-methyl-4-triethylsilyloxy-3,3a,4,5,6,7-hexahydroinden-1-yl]-1-tert-butylsulfonylpentan-2-ol 250384-96-4 C25H48O4SSi
(4R)-4-[(3aR,4S,7aS)-7a-methyl-4-triethylsilyloxy-3,3a,4,5,6,7-hexahydroinden-1-yl]-1-tert-butylsulfonylpentan-2-ol
—— 3-<<4-<(2-chloroethyl)ethylamino>phenyl>thio>propanoic acid 131042-46-1 C13H18ClNO2S
3-<<4-<(2-chloroethyl)ethylamino>phenyl>thio>propanoic acid
—— methyl 1-<(phenylthio)trimethylsilylmethyl>cyclohexanecarboxylate 123315-25-3 C18H28O2SSi
methyl 1-<(phenylthio)trimethylsilylmethyl>cyclohexanecarboxylate
—— tert-Butyl(fluormethyl)sulfon 98181-90-9 C5H11FO2S
tert-Butyl(fluormethyl)sulfon
—— methyl 3-<<4-<(2-chloroethyl)ethylamino>phenyl>thio>propanoate 131042-45-0 C14H20ClNO2S
methyl 3-<<4-<(2-chloroethyl)ethylamino>phenyl>thio>propanoate
—— [(3aR,4S,7aS)-1-[(2R)-5-tert-butylsulfonylpentan-2-yl]-7a-methyl-3,3a,4,5,6,7-hexahydroinden-4-yl]oxy-triethylsilane 250384-90-8 C25H48O3SSi
[(3aR,4S,7aS)-1-[(2R)-5-tert-butylsulfonylpentan-2-yl]-7a-methyl-3,3a,4,5,6,7-hexahydroinden-4-yl]oxy-triethylsilane
—— tert-Butyl-ethyl-sulfoxid 25432-20-6 C6H14OS
tert-Butyl-ethyl-sulfoxid
—— methyl 3-<<4-(ethylamino)phenyl>thio>propanoate 131042-44-9 C12H17NO2S
methyl 3-<<4-(ethylamino)phenyl>thio>propanoate
—— 5-[(5-Carbamothioylthiophen-2-yl)sulfanyl]thiophene-2-carbothioamide 1000932-91-1 C10H8N2S5
5-[(5-Carbamothioylthiophen-2-yl)sulfanyl]thiophene-2-carbothioamide
—— 1-(3-chloro-propane-1-sulfonyl)-butane 68748-98-1 C7H15ClO2S
1-(3-chloro-propane-1-sulfonyl)-butane
—— (3-butylsulfanyl-propoxy)-ethene 26902-16-9 C9H18OS
(3-butylsulfanyl-propoxy)-ethene
—— cis-2-phenylthio-1-methylvinyl isocyanate 85212-33-5 C10H9NOS
cis-2-phenylthio-1-methylvinyl isocyanate
—— 3-ethyl-2-phenylsulfanyl-benzothiazolium; iodide 40567-26-8 C15H14NS2*I
3-ethyl-2-phenylsulfanyl-benzothiazolium; iodide
—— 3-amino-2-cyano-3-ethoxypropenethioamide 65342-72-5 C6H9N3OS
3-amino-2-cyano-3-ethoxypropenethioamide
—— 4-Methyl-2-(methylthio)-1-cyclohexene-1-acetic acid 342618-26-2 C10H16O2S
4-Methyl-2-(methylthio)-1-cyclohexene-1-acetic acid
—— [3',5'-<sup>3</sup>H]-(R)-2-(2-amino-5-((S)-1-phenylethylthio)thiazolo[4,5-d]pyrimidin-7-ylamino)-4-methylpentan-1-ol 1403761-92-1 C19H25N5OS2
[3',5'-<sup>3</sup>H]-(R)-2-(2-amino-5-((S)-1-phenylethylthio)thiazolo[4,5-d]pyrimidin-7-ylamino)-4-methylpentan-1-ol
—— N-[1-(tert-butylsulfonylmethyl)cyclohexyl]-2-methylpropane-2-sulfinamide 1263416-47-2 C15H31NO3S2
N-[1-(tert-butylsulfonylmethyl)cyclohexyl]-2-methylpropane-2-sulfinamide
—— 124685-04-7 C6H10S
—— 2-(methylthio)-6-(phenylmethyl)-4-pyrimidinamine 1246034-35-4 C12H13N3S
2-(methylthio)-6-(phenylmethyl)-4-pyrimidinamine
—— 2-(4-imidazolylmethylthio)pyridine 77148-60-8 C9H9N3S
2-(4-imidazolylmethylthio)pyridine
—— 3-Methylthio-5-azido-isothiazol-4-carbonitril 29231-69-4 C5H3N5S2
3-Methylthio-5-azido-isothiazol-4-carbonitril
—— 1-methyl-3-(4-cyano-3-(methylthio)-5-isothiazolyl)urea 65553-03-9 C7H8N4OS2
1-methyl-3-(4-cyano-3-(methylthio)-5-isothiazolyl)urea
—— ethyl 4-(4-chlorophenylthio)-2,6-bis(trifluoromethyl)pyrimidine-5-carboxylate 121562-23-0 C15H9ClF6N2O2S
ethyl 4-(4-chlorophenylthio)-2,6-bis(trifluoromethyl)pyrimidine-5-carboxylate
—— 5-amino-3-methylsulfanyl-isothiazole-4-carbonitrile 65929-69-3 C5H5N3S2
5-amino-3-methylsulfanyl-isothiazole-4-carbonitrile
—— 1-(2-Ethylthiobenzyl)pyrrole-2-carboxylic acid 107096-51-5 C14H15NO2S
1-(2-Ethylthiobenzyl)pyrrole-2-carboxylic acid
—— 1-(2-Ethylthiobenzyl)pyrrole-2-carbonitrile 107096-49-1 C14H14N2S
1-(2-Ethylthiobenzyl)pyrrole-2-carbonitrile
—— 5-amino-3-ethylsulfanyl-isothiazole-4-carbonitrile 65553-35-7 C6H7N3S2
5-amino-3-ethylsulfanyl-isothiazole-4-carbonitrile
—— 1-(2-ethoxycarbonylthiobenzyl)pyrrole 99151-84-5 C14H15NO2S
1-(2-ethoxycarbonylthiobenzyl)pyrrole
—— 2-Bromo-5-phenylsulfanylbicyclo[4.4.1]undeca-1(10),2,4,6,8-pentaene 188635-76-9 C17H13BrS
2-Bromo-5-phenylsulfanylbicyclo[4.4.1]undeca-1(10),2,4,6,8-pentaene
—— 1-methyl-3-(4-cyano-3-(ethylthio)-5-isothiazolyl)urea 65553-14-2 C8H10N4OS2
1-methyl-3-(4-cyano-3-(ethylthio)-5-isothiazolyl)urea
—— 1,2,3,4,5,6-Hexakis(phenylsulfanylmethyl)benzene;toluene 61040-49-1 C55H50S6
1,2,3,4,5,6-Hexakis(phenylsulfanylmethyl)benzene;toluene
—— 2,2-difluoro-1-phenyl-3-(phenylthio)but-3-en-1-ol 210348-33-7 C16H14F2OS
2,2-difluoro-1-phenyl-3-(phenylthio)but-3-en-1-ol
—— 1,1-difluoro-2-phenylthio-1-propene 145646-63-5 C9H8F2S
1,1-difluoro-2-phenylthio-1-propene
—— 2-p-tolylthiopiperidine hydrochloride 106345-80-6 C12H17NS*ClH
2-p-tolylthiopiperidine hydrochloride
—— 2-(benzylthio)-5-(4-fluorophenyl)-1,3,4-oxadiazole 1173921-52-2 C15H11FN2OS
2-(benzylthio)-5-(4-fluorophenyl)-1,3,4-oxadiazole
—— 2-Isothiocyanatoprop-1-ene 71055-60-2 C4H5NS
2-Isothiocyanatoprop-1-ene
—— 3-(4-Fluorophenyl)-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428565-90-5 C18H10F4N4S
3-(4-Fluorophenyl)-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 2-(4-fluorophenyl)-5-(ethylthio)-1,3,4-oxadiazole 459860-95-8 C10H9FN2OS
2-(4-fluorophenyl)-5-(ethylthio)-1,3,4-oxadiazole
—— N-{6-[(3-aminophenyl)thio]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide 1005781-65-6 C16H15N5OS
N-{6-[(3-aminophenyl)thio]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide
—— Octan-2-yl chlorosulfanylformate 99384-51-7 C9H17ClO2S
Octan-2-yl chlorosulfanylformate
—— (2-ethynylphenyl)(phenyl)sulfane 143392-32-9 C14H10S
(2-ethynylphenyl)(phenyl)sulfane
—— N,N-dimethyl-3-(4-chlorophenylthio)benzylamine 141357-96-2 C15H16ClNS
N,N-dimethyl-3-(4-chlorophenylthio)benzylamine
—— 3-Ethyl-2,2-bis-(phenylthio)-pentan-3-ol 71221-37-9 C19H24OS2
3-Ethyl-2,2-bis-(phenylthio)-pentan-3-ol