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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-Chlorophenyl)thio]-N-(1,1,3,3-tetramethylbutyl)acetamide 887355-38-6 C16H24ClNOS
2-[(4-Chlorophenyl)thio]-N-(1,1,3,3-tetramethylbutyl)acetamide
—— 3-[2-methyl-1-oxo-3-(phenylthio)propyl]oxazolidin-2-one 1346946-45-9 C13H15NO3S
3-[2-methyl-1-oxo-3-(phenylthio)propyl]oxazolidin-2-one
—— Tert-butyl(dimethyl)silyl (2R)-2-methyl-3-(phenylsulfanyl)propyl ether 189223-93-6 C16H28OSSi
Tert-butyl(dimethyl)silyl (2R)-2-methyl-3-(phenylsulfanyl)propyl ether
—— 4-bromo-2,3-bis(methylthio)thiophene 152570-33-7 C6H7BrS3
4-bromo-2,3-bis(methylthio)thiophene
—— (3S,4'S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-4-(phenylthio)-1-butene 118276-34-9 C15H20O2S
(3S,4'S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-4-(phenylthio)-1-butene
—— 1-Propene-1-thiol 925-89-3 C3H6S
1-Propene-1-thiol
—— 4-(3-chloro-pyrazin-2-yl)-6-methylsulfanyl-pyrimidine 1002719-57-4 C9H7ClN4S
4-(3-chloro-pyrazin-2-yl)-6-methylsulfanyl-pyrimidine
—— N,N-Dimethyl-N',N'-disopropyl-thioharnstoff 25972-67-2 C9H20N2S
N,N-Dimethyl-N',N'-disopropyl-thioharnstoff
—— Methyl-2-Phenylthiomethylenpropionat 66349-63-1 C11H12O2S
Methyl-2-Phenylthiomethylenpropionat
—— diisopropyl-thiocarbamic acid <i>S</i>-butyl ester 51893-19-7 C11H23NOS
diisopropyl-thiocarbamic acid <i>S</i>-butyl ester
—— 1-phenyl-4-phenylsulfanyl-2-butyn-1-ol 491877-80-6 C16H14OS
1-phenyl-4-phenylsulfanyl-2-butyn-1-ol
—— methyl (E)-2,5,5-trimethyl-4-oxo-3-phenylsulfanylhex-2-enoate 71847-72-8 C16H20O3S
methyl (E)-2,5,5-trimethyl-4-oxo-3-phenylsulfanylhex-2-enoate
—— 5-(5-(benzyloxy)pyridin-2-yl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one 1036763-78-6 C18H17N3O2S
5-(5-(benzyloxy)pyridin-2-yl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one
—— 3-Cyclohex-2-en-1-yl-2-methylpropane-1-thiol 63715-35-5 C10H18S
3-Cyclohex-2-en-1-yl-2-methylpropane-1-thiol
—— (4S,5S)-4-mesyloxymethyl-5-[4-(methylthio)phenyl]-2-phenyl-2-oxazoline 805323-25-5 C18H19NO4S2
(4S,5S)-4-mesyloxymethyl-5-[4-(methylthio)phenyl]-2-phenyl-2-oxazoline
—— (Z)-1-(methylthio)-1-butene 17414-15-2 C5H10S
(Z)-1-(methylthio)-1-butene
—— [(4-Bromophenyl)sulfanyl]carbonyl chloride 39248-84-5 C7H4BrClOS
[(4-Bromophenyl)sulfanyl]carbonyl chloride
—— (Z)-3-Methyl-1-phenylsulfanyl-pent-1-en-3-ol 1018853-31-0 C12H16OS
(Z)-3-Methyl-1-phenylsulfanyl-pent-1-en-3-ol
—— trans-3-Methyl-5-phenylmercapto-penten-(4)-ol-(4) 89870-27-9 C12H16OS
trans-3-Methyl-5-phenylmercapto-penten-(4)-ol-(4)
—— N-(1-Methylpropyl)thioacetamid 64528-54-7 C6H13NS
N-(1-Methylpropyl)thioacetamid
—— 4-(4-amino-phenylsulfanyl)-N-(4-bromo-phenyl)-3-nitro-benzenesulfonamide 943780-97-0 C18H14BrN3O4S2
4-(4-amino-phenylsulfanyl)-N-(4-bromo-phenyl)-3-nitro-benzenesulfonamide
—— 4-methyl-1-{4-(methylthio)phenyl}-2-hexyn-1,4-diol 301699-03-6 C14H18O2S
4-methyl-1-{4-(methylthio)phenyl}-2-hexyn-1,4-diol
—— tert-butoxyethynyl propyl sulfide 79894-54-5 C9H16OS
tert-butoxyethynyl propyl sulfide
—— 3-methylpenta-1,2-dienyl phenyl sulfide 77084-85-6 C12H14S
3-methylpenta-1,2-dienyl phenyl sulfide
—— 4-Bromo-2-ethyl-2-methyl-5-(4-methylsulfanyl-phenyl)-furan-3-one 669073-53-4 C14H15BrO2S
4-Bromo-2-ethyl-2-methyl-5-(4-methylsulfanyl-phenyl)-furan-3-one
—— 2-chloro-5-S-benzyl-thioaniline hydrochloride 917894-07-6 C13H12ClNS*ClH
2-chloro-5-S-benzyl-thioaniline hydrochloride
—— 2-ethyl-2-methyl-5-{4-(methylthio)phenyl}-3(2H)-furanone 301699-05-8 C14H16O2S
2-ethyl-2-methyl-5-{4-(methylthio)phenyl}-3(2H)-furanone
—— 1-Chloro-4-(2,2-dimethylpropylsulfanyl)benzene 117418-63-0 C11H15ClS
1-Chloro-4-(2,2-dimethylpropylsulfanyl)benzene
—— 3-tert-butoxy-2,4-bis(phenylthio)-2-cyclobuten-1-one 79894-56-7 C20H20O2S2
3-tert-butoxy-2,4-bis(phenylthio)-2-cyclobuten-1-one
—— 2-chloro-5-(2-fluoroethylthio)aniline 1220982-13-7 C8H9ClFNS
2-chloro-5-(2-fluoroethylthio)aniline
—— tert-butoxyethynyl phenyl sulfide 79894-50-1 C12H14OS
tert-butoxyethynyl phenyl sulfide
—— 1-ethylsulfanyl-2-methyl-propane-2-thiol 37887-17-5 C6H14S2
1-ethylsulfanyl-2-methyl-propane-2-thiol
—— Cyclohexenyl-schwefelpentafluorid 1536-79-4 C6H9F5S
Cyclohexenyl-schwefelpentafluorid
—— 3-(2-methylpropylsulfonyl)-1-butene 78651-93-1 C8H16O2S
3-(2-methylpropylsulfonyl)-1-butene
—— 2-ethylsulfanyl-2-methyl-propane-1-thiol 37887-16-4 C6H14S2
2-ethylsulfanyl-2-methyl-propane-1-thiol
—— 2-imino-5,5-dimethyl-tetrahydro-thiophene-3-carboxylic acid ethyl ester 409110-47-0 C9H15NO2S
2-imino-5,5-dimethyl-tetrahydro-thiophene-3-carboxylic acid ethyl ester
—— 2-methyl-1-(<i>N</i>-propyl-hydrazino)-propane-2-thiol 69247-75-2 C7H18N2S
2-methyl-1-(<i>N</i>-propyl-hydrazino)-propane-2-thiol
—— N-[2-[[5-[2-[di(propan-2-yl)amino]ethylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-N-propan-2-ylpropan-2-amine 128016-41-1 C18H36N4S3
N-[2-[[5-[2-[di(propan-2-yl)amino]ethylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-N-propan-2-ylpropan-2-amine
—— <Propen-(1-trans)-yl>-<propin-(1)-yl>-sulfid 89533-93-7 C6H8S
<Propen-(1-trans)-yl>-<propin-(1)-yl>-sulfid
—— 2-Methyl-1-(1-methylhydrazino)-2-propanethiol 19138-30-8 C5H14N2S
2-Methyl-1-(1-methylhydrazino)-2-propanethiol
—— methyl-(2-methyl-1-methylsulfanyl-propyl)-disulfane 69078-81-5 C6H14S3
methyl-(2-methyl-1-methylsulfanyl-propyl)-disulfane
—— 1-(2-methylpropylsulfonyl)-2-butene 78651-94-2 C8H16O2S
1-(2-methylpropylsulfonyl)-2-butene
—— isobutylhexyl disulfide 64580-58-1 C10H22S2
isobutylhexyl disulfide
—— 4-amino-5-nitro-2-phenylthiopyrimidine 124732-28-1 C10H8N4O2S
4-amino-5-nitro-2-phenylthiopyrimidine
—— 2-((3-(trifluoromethyl)phenyl)thio)benzo[d]thiazole 1210812-32-0 C14H8F3NS2
2-((3-(trifluoromethyl)phenyl)thio)benzo[d]thiazole
—— di-tert-butyl tetrasulfide-1-oxide 62383-67-9 C8H18OS4
di-tert-butyl tetrasulfide-1-oxide
—— tert-butylsulfinic dithioanhydride 62383-69-1 C8H18O2S4
tert-butylsulfinic dithioanhydride
—— di-tert-butylsulfonyl thioanhydride 161151-74-2 C8H18O4S3
di-tert-butylsulfonyl thioanhydride
—— (disulfido)carbonic acid <i>SS</i>-<i>tert</i>-butyl ester <i>O</i>-methyl ester 61775-33-5 C6H12O2S2
(disulfido)carbonic acid <i>SS</i>-<i>tert</i>-butyl ester <i>O</i>-methyl ester
—— 3-Methyl-4-methylidene-2,2-bis(methylsulfanyl)hexanenitrile 61223-64-1 C10H17NS2
3-Methyl-4-methylidene-2,2-bis(methylsulfanyl)hexanenitrile