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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
—— 1,2-epoxy-3-(mesitylthio)propane 173912-26-0 C12H16OS
1,2-epoxy-3-(mesitylthio)propane
—— 4-chloro-2-<i>p</i>-tolylsulfanyl-benzonitrile 873414-67-6 C14H10ClNS
4-chloro-2-<i>p</i>-tolylsulfanyl-benzonitrile
—— 7-(methylsulfonyl)-11-oxatricyclo[5.3.1.0(1,5)]undecan-8-one 1170257-98-3 C11H16O4S
7-(methylsulfonyl)-11-oxatricyclo[5.3.1.0(1,5)]undecan-8-one
—— S-phenyl-O-i-propyl thiolcarbonate 17659-14-2 C10H12O2S
S-phenyl-O-i-propyl thiolcarbonate
—— 2,2'-(naphthalene-2,3-dithio)-bis(3,5,6-trichloropyridine) 489405-71-2 C20H8Cl6N2S2
2,2'-(naphthalene-2,3-dithio)-bis(3,5,6-trichloropyridine)
—— (5-Brom-pentyl)-p-tolyl-sulfid 17482-11-0 C12H17BrS
(5-Brom-pentyl)-p-tolyl-sulfid
—— 3-Undecyl-4-thiaisochroman-1-on 6629-34-1 C19H28O2S
3-Undecyl-4-thiaisochroman-1-on
—— 3-methyl-4-<i>p</i>-tolylsulfanyl-furazan 2-oxide 63435-81-4 C10H10N2O2S
3-methyl-4-<i>p</i>-tolylsulfanyl-furazan 2-oxide
—— 7-Chloro-1,4,6-benzo<b>triazaphenothiazine 74396-46-6 C13H7ClN4S
7-Chloro-1,4,6-benzo<b>triazaphenothiazine
—— 7-Methoxy-1,4,6-benzo<b>triazaphenothiazine 74396-45-5 C14H10N4OS
7-Methoxy-1,4,6-benzo<b>triazaphenothiazine
—— (2-isopropylsulfanylpyrimidin-4-yl)methanol 1609289-39-5 C8H12N2OS
(2-isopropylsulfanylpyrimidin-4-yl)methanol
—— N,N-dimethylcyclohexanecarbothioamide 514223-99-5 C9H17NS
N,N-dimethylcyclohexanecarbothioamide
—— 3-(4-bromophenylthio)-2,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one 1219450-52-8 C17H18BrNOS
3-(4-bromophenylthio)-2,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one
—— cis-dichlorobis(di-n-propyl sulfoxide)platinum(II) 89301-38-2 C12H28Cl2O2PtS2
cis-dichlorobis(di-n-propyl sulfoxide)platinum(II)
—— (3-Chloro-4-phenylsulfanyl-but-1-ynyl)-trimethyl-silane 38943-10-1 C13H17ClSSi
(3-Chloro-4-phenylsulfanyl-but-1-ynyl)-trimethyl-silane
—— tert-Butyl 2-(4-amino-2-(6-methoxybenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-1-yl)ethylcarbamate 1061318-47-5 C21H25N5O5S
tert-Butyl 2-(4-amino-2-(6-methoxybenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-1-yl)ethylcarbamate
—— 3-methyl-4-<i>p</i>-tolylsulfanyl-furazan 63435-90-5 C10H10N2OS
3-methyl-4-<i>p</i>-tolylsulfanyl-furazan
—— 3-(2-Chlor-benzylmercapto)-6-methyl-pyridazin 5589-94-6 C12H11ClN2S
3-(2-Chlor-benzylmercapto)-6-methyl-pyridazin
—— 3-(phenylthio)-4-(trimethylsilyl)-3-sulfolene 114397-25-0 C13H18O2S2Si
3-(phenylthio)-4-(trimethylsilyl)-3-sulfolene
—— 3-methoxy-4-<i>p</i>-tolylsulfanyl-toluene 109592-50-9 C15H16OS
3-methoxy-4-<i>p</i>-tolylsulfanyl-toluene
—— di-sec-butyl sulfone 10495-46-2 C8H18O2S
di-sec-butyl sulfone
—— 3-hydroxy-4-(4-tolylsulfanyl)-2-pyrone 881171-79-5 C12H10O3S
3-hydroxy-4-(4-tolylsulfanyl)-2-pyrone
—— 1-(1'-methyl-5'-nitropyrrol-2'-yl)ethyl p-tolyl sulfide 115975-78-5 C14H16N2O2S
1-(1'-methyl-5'-nitropyrrol-2'-yl)ethyl p-tolyl sulfide
—— <i>N</i>-[2-(4-chloro-phenylsulfanyl)-ethyl]-aniline 6632-01-5 C14H14ClNS
<i>N</i>-[2-(4-chloro-phenylsulfanyl)-ethyl]-aniline
—— 2-Ethylhexyl-4-methylphenyl sulfide 123359-03-5 C15H24S
2-Ethylhexyl-4-methylphenyl sulfide
—— N-isopropylthiomethacrylamide 139633-11-7 C7H13NS
N-isopropylthiomethacrylamide
—— N-(3-methyl-2-thietanylidene)isopropylamine 139633-21-9 C7H13NS
N-(3-methyl-2-thietanylidene)isopropylamine
—— N-Ethyl,N-methylthioacetamide 32117-83-2 C5H11NS
N-Ethyl,N-methylthioacetamide
—— <i>N</i>-methyl-<i>N</i>-(pentachlorophenylsulfanyl-methyl)-aniline 6631-93-2 C14H10Cl5NS
<i>N</i>-methyl-<i>N</i>-(pentachlorophenylsulfanyl-methyl)-aniline
—— O-(2-{[Hydroxy(methylsulfanyl)methylidene]amino}ethyl) S-methyl carbonothioate 6944-93-0 C6H11NO3S2
O-(2-{[Hydroxy(methylsulfanyl)methylidene]amino}ethyl) S-methyl carbonothioate
—— N-Methyl-N-isopropylthioacetamid 59954-26-6 C6H13NS
N-Methyl-N-isopropylthioacetamid
—— 2-methyl-4-methylsulfinyl-6-methylthiopyrimidine 88317-67-3 C7H10N2OS2
2-methyl-4-methylsulfinyl-6-methylthiopyrimidine
—— 1-hexenyl 1'-bromoethyl sulfone 105319-92-4 C8H15BrO2S
1-hexenyl 1'-bromoethyl sulfone
—— N,N'-Dimethyl-N,N'-diisopropyl-thioharnstoff 25972-66-1 C9H20N2S
N,N'-Dimethyl-N,N'-diisopropyl-thioharnstoff
—— 2,2'-(Thiene-2,5-diyl)bis(2-methyl-1,3-dithiolane) 90265-64-8 C12H16S5
2,2'-(Thiene-2,5-diyl)bis(2-methyl-1,3-dithiolane)
—— S-methyl N-[3-(propan-2-ylamino)propyl]carbamothioate 6944-46-3 C8H18N2OS
S-methyl N-[3-(propan-2-ylamino)propyl]carbamothioate
—— p-tolyl(p-tolylethynyl)sulfane 39654-02-9 C16H14S
p-tolyl(p-tolylethynyl)sulfane
—— trans-2,2,6,6-tetramethyl-5-(phenylthio)-3-heptene 220604-80-8 C17H26S
trans-2,2,6,6-tetramethyl-5-(phenylthio)-3-heptene
—— 2-(7-iodo-2,3-dihydrobenzo[b][1,4]dioxin-6-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-29-0 C21H26IN5O2S
2-(7-iodo-2,3-dihydrobenzo[b][1,4]dioxin-6-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-(3-(neopentylamino)propyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-90-5 C21H26IN5O2S
2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-(3-(neopentylamino)propyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(4-Chlorophenyl)sulfanyl-4-phenylcyclohexan-1-one 1029989-34-1 C18H17ClOS
2-(4-Chlorophenyl)sulfanyl-4-phenylcyclohexan-1-one
—— 9-phenyl-1,5-dithiaspiro[5,5]undecane-1-oxide 1064664-58-9 C15H20OS2
9-phenyl-1,5-dithiaspiro[5,5]undecane-1-oxide
—— (2-Methylsulfanylcarbonylamino-ethyl)-thiocarbamic acid S-methyl ester 6944-85-0 C6H12N2O2S2
(2-Methylsulfanylcarbonylamino-ethyl)-thiocarbamic acid S-methyl ester
—— 2-(tert-butyloxycarbonylamino)-3-[2-(thiophen-2-yl)-1,3-dithian-2-yl]propan-1-ol 1434253-98-1 C16H25NO3S3
2-(tert-butyloxycarbonylamino)-3-[2-(thiophen-2-yl)-1,3-dithian-2-yl]propan-1-ol
—— S-Methyl hydrogen octadecylcarbonimidothioate 6944-42-9 C20H41NOS
S-Methyl hydrogen octadecylcarbonimidothioate
—— 5-m-Toluidino-2,4,6-trimethylmercapto-pyrimidin 93898-41-0 C14H17N3S3
5-m-Toluidino-2,4,6-trimethylmercapto-pyrimidin
—— N-{4-[4-chloro-6-({3-[5-(morpholinomethyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide 1254229-30-5 C29H28ClN9O2S
N-{4-[4-chloro-6-({3-[5-(morpholinomethyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide
—— Trichlormethyl-o-tolylsulfid 91912-07-1 C8H7Cl3S
Trichlormethyl-o-tolylsulfid
—— 5-(3,4-Dimethyl-anilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin 6972-20-9 C13H15N3O2S
5-(3,4-Dimethyl-anilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin
—— 2-[2-Ethyl-3-(2-hydroxyethylsulfanyl)hexyl]sulfanylethanol 6628-66-6 C12H26O2S2
2-[2-Ethyl-3-(2-hydroxyethylsulfanyl)hexyl]sulfanylethanol