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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
—— trans-dichlorotetrakis(allylthiourea)nickel(II) 60576-23-0 C16H32Cl2N8NiS4
trans-dichlorotetrakis(allylthiourea)nickel(II)
—— 4-((3,6-bis(2-azidoethyl)pyrazin-2-yl)thio)butan-1-ol 1286791-73-8 C16H28N2O2S2
4-((3,6-bis(2-azidoethyl)pyrazin-2-yl)thio)butan-1-ol
—— indium(III) tris(dimethyldithiocarbamate) 109612-50-2 C9H18InN3S6
indium(III) tris(dimethyldithiocarbamate)
—— 2-bromo-1-[5-(methylthio)thiophen-2-yl]ethanone O-methyloxime 884488-44-2 C8H10BrNOS2
2-bromo-1-[5-(methylthio)thiophen-2-yl]ethanone O-methyloxime
—— (3R,4R,6S)-6-(2-Ethyl-[1,3]dithian-2-yl)-4-methyl-heptan-3-ol 82290-63-9 C14H28OS2
(3R,4R,6S)-6-(2-Ethyl-[1,3]dithian-2-yl)-4-methyl-heptan-3-ol
—— Di-(2-diethylaminoethyl)-sulfon 17700-28-6 C12H28N2O2S
Di-(2-diethylaminoethyl)-sulfon
—— 2,10-diisopropylidene-5,5,13,13-tetramethyl-3,11-dioxa-1,7,9,14-tetrathia-dispiro[5.1.5.1]tetradecane-4,12-dione 29682-86-8 C18H24O4S4
2,10-diisopropylidene-5,5,13,13-tetramethyl-3,11-dioxa-1,7,9,14-tetrathia-dispiro[5.1.5.1]tetradecane-4,12-dione
—— bis-4-(3-carbethoxy-2,6-dimethylpyridyl)-sulfide 79065-19-3 C20H24N2O4S
bis-4-(3-carbethoxy-2,6-dimethylpyridyl)-sulfide
—— trans-1,2-Bis-(isobutylthio)ethen 30929-27-2 C10H20S2
trans-1,2-Bis-(isobutylthio)ethen
—— 2,4-Dimethyl-5-(4H-[1,2,4]triazol-3-ylsulfanyl)-1H-pyrrole-3-carboxylic acid ethyl ester; hydriodide 28021-20-7 C11H14N4O2S*HI
2,4-Dimethyl-5-(4H-[1,2,4]triazol-3-ylsulfanyl)-1H-pyrrole-3-carboxylic acid ethyl ester; hydriodide
—— (1-Ethoxycarbonylamino-3-phenylsulfanyl-hexyl)-carbamic acid ethyl ester 24961-52-2 C18H28N2O4S
(1-Ethoxycarbonylamino-3-phenylsulfanyl-hexyl)-carbamic acid ethyl ester
—— [4-Chloro-5-phenylsulfanyl-[1,2]dithiol-(3Z)-ylidene]-carbamic acid ethyl ester 27492-34-8 C12H10ClNO2S3
[4-Chloro-5-phenylsulfanyl-[1,2]dithiol-(3Z)-ylidene]-carbamic acid ethyl ester
—— (4-fluorophenethyl)(p-tolyl)sulfane 1512844-36-8 C15H15FS
(4-fluorophenethyl)(p-tolyl)sulfane
—— 82290-64-0 C16H30O2S2
—— O-ethyl S-(3,4,5,6-tetrafluorophenyl) carbonothioate 1567383-08-7 C9H6F4O2S
O-ethyl S-(3,4,5,6-tetrafluorophenyl) carbonothioate
—— 2-(1-cyclopentenyl)-2-phenylthioethanol 128886-15-7 C13H16OS
2-(1-cyclopentenyl)-2-phenylthioethanol
—— 2,3,5,6-Tetrafluoro-4-(2,3,4,5,6-pentafluorophenyl)sulfanylbenzenethiol 519184-09-9 C12HF9S2
2,3,5,6-Tetrafluoro-4-(2,3,4,5,6-pentafluorophenyl)sulfanylbenzenethiol
—— α,α-difluoro-α-(p-tolylthio)methyl methyl sulfone 1061868-43-6 C9H10F2O2S2
α,α-difluoro-α-(p-tolylthio)methyl methyl sulfone
—— bis(phenyldimethylsilyl)(phenylthio)methane 214267-92-2 C23H28SSi2
bis(phenyldimethylsilyl)(phenylthio)methane
—— ethyl 2,3-dihydrobenzo[b]thiene-3-propanoate 188610-74-4 C13H16O2S
ethyl 2,3-dihydrobenzo[b]thiene-3-propanoate
—— bis-(2-butoxy-ethyl) sulfone 7425-95-8 C12H26O4S
bis-(2-butoxy-ethyl) sulfone
—— 5-butyl-6-methyl-2-(2-morpholin-4-yl-ethylsulfanyl)-3<i>H</i>-pyrimidin-4-one 36320-35-1 C15H25N3O2S
5-butyl-6-methyl-2-(2-morpholin-4-yl-ethylsulfanyl)-3<i>H</i>-pyrimidin-4-one
—— 2,4-bis-(2-phenyl-[1,3]dithian-5-ylsulfanyl)-pyrimidine 28857-76-3 C24H24N2S6
2,4-bis-(2-phenyl-[1,3]dithian-5-ylsulfanyl)-pyrimidine
—— 3-methylsulfanyl-5-(4-nitro-phenylsulfanyl)-[1,2,4]thiadiazole 21745-06-2 C9H7N3O2S3
3-methylsulfanyl-5-(4-nitro-phenylsulfanyl)-[1,2,4]thiadiazole
—— 4-Isobutyl-4-methyl-1,7,3,5-dioxadithionane 20991-31-5 C10H20O2S2
4-Isobutyl-4-methyl-1,7,3,5-dioxadithionane
—— 2-(4-chlorophenyl)-2-(phenylthio)penta-3,4-dienal 939985-33-8 C17H13ClOS
2-(4-chlorophenyl)-2-(phenylthio)penta-3,4-dienal
—— <2-Cyan-ethyl>-<cyclohexen-(1)-yl>-sulfid 15786-78-4 C9H13NS
<2-Cyan-ethyl>-<cyclohexen-(1)-yl>-sulfid
—— N-[5-(2-cyano-4-nitrophenylthio)-1,3,4-thiadiazol-2-yl]-4-fluorobenzamide 1281988-97-3 C16H8FN5O3S2
N-[5-(2-cyano-4-nitrophenylthio)-1,3,4-thiadiazol-2-yl]-4-fluorobenzamide
—— (3aR,6R,6aR)-3a-(Bis-phenylsulfanyl-methyl)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 105399-85-7 C21H24O4S2
(3aR,6R,6aR)-3a-(Bis-phenylsulfanyl-methyl)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole
—— 2-ethylsulfanyl-4,5,6,7-tetrahydro-benzothiazole 23888-63-3 C9H13NS2
2-ethylsulfanyl-4,5,6,7-tetrahydro-benzothiazole
—— 6-methylthio-9,10-dihydrobenzocyclo-octene-5(8H)-one 88021-67-4 C13H14OS
6-methylthio-9,10-dihydrobenzocyclo-octene-5(8H)-one
—— 6-(2-formylamino-phenyl)-3-methylsulfanyl-2(4)<i>H</i>-[1,2,4]triazin-5-one 28732-16-3 C11H10N4O2S
6-(2-formylamino-phenyl)-3-methylsulfanyl-2(4)<i>H</i>-[1,2,4]triazin-5-one
—— 1-Methyl-4-methylthio-5-benzylthio-6-azauracil 23529-38-6 C12H13N3OS2
1-Methyl-4-methylthio-5-benzylthio-6-azauracil
—— Methylcadmium-thiocyanat 24697-45-8 C2H3CdNS
Methylcadmium-thiocyanat
—— N-Pivaloyl-N'-thiopivaloylharnstoff 77358-79-3 C11H20N2O2S
N-Pivaloyl-N'-thiopivaloylharnstoff
—— α-Ethyl-allyl-2-pyridylsulfid 33581-82-7 C10H13NS
α-Ethyl-allyl-2-pyridylsulfid
—— 7-fluoro-3,3-dimethyl-3H-benzo[b]thiophen-2-one 913720-14-6 C10H9FOS
7-fluoro-3,3-dimethyl-3H-benzo[b]thiophen-2-one
—— 3-(2-Chloro-phenyl)-3-methoxy-2-phenylsulfanylmethyl-1-trimethylsilanyl-propan-1-one 115256-06-9 C20H25ClO2SSi
3-(2-Chloro-phenyl)-3-methoxy-2-phenylsulfanylmethyl-1-trimethylsilanyl-propan-1-one
—— ethyl-phosphonodithioic acid <i>S</i>-(4,5-dibromo-3-methoxy-6-oxo-6<i>H</i>-pyridazin-1-ylmethyl) ester <i>O</i>-ethyl ester 54858-67-2 C10H15Br2N2O3PS2
ethyl-phosphonodithioic acid <i>S</i>-(4,5-dibromo-3-methoxy-6-oxo-6<i>H</i>-pyridazin-1-ylmethyl) ester <i>O</i>-ethyl ester
—— triethylgermyl isothiocyanate 2290-67-7 C7H15GeNS
triethylgermyl isothiocyanate
—— 4-Phenylthio-4-pentanolide 90788-75-3 C11H12O2S
4-Phenylthio-4-pentanolide
—— Methyl-2,6-xylyl-trithiocarbonat 92243-72-6 C10H12S3
Methyl-2,6-xylyl-trithiocarbonat
—— [HfCl4(dimethyl sulfone)2] 760976-03-2 C4H12Cl4HfO4S2
[HfCl4(dimethyl sulfone)2]
—— thiophosphoric acid <i>O</i>,<i>O</i>'-diethyl ester <i>S</i>-[5-(2-methoxy-ethylsulfanyl)-2-oxo-[1,3,4]thiadiazol-3-ylmethyl] ester 94934-55-1 C10H19N2O5PS3
thiophosphoric acid <i>O</i>,<i>O</i>'-diethyl ester <i>S</i>-[5-(2-methoxy-ethylsulfanyl)-2-oxo-[1,3,4]thiadiazol-3-ylmethyl] ester
—— 1-benzyl-5-methylsulfanyl-1<i>H</i>-tetrazole 53078-74-3 C9H10N4S
1-benzyl-5-methylsulfanyl-1<i>H</i>-tetrazole
—— eicosa-5,8,11,14-tetraenylisothiocyanate 1445719-46-9 C21H33NS
eicosa-5,8,11,14-tetraenylisothiocyanate
—— Bis-<4-chlor-cyclohex-3-enyl>-sulfon 33832-06-3 C12H16Cl2O2S
Bis-<4-chlor-cyclohex-3-enyl>-sulfon
—— 1,1',2,2'-tetrakis(methylthio)ferrocene 197586-74-6 C14H18FeS4
1,1',2,2'-tetrakis(methylthio)ferrocene
—— 3-(2-ethenesulfonyl-ethylsulfanyl)-propene 17700-35-5 C7H12O2S2
3-(2-ethenesulfonyl-ethylsulfanyl)-propene
—— Ag(allylthiourea)Br 66926-40-7 Ag*Br*C4H8N2S
Ag(allylthiourea)Br