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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
—— ethyl 1,3-butadien-2-yl sulfide 7326-63-8 C6H10S
ethyl 1,3-butadien-2-yl sulfide
—— (5-isopropylsulfanyl-[1,3,4]thiadiazol-2-yl)-dithiocarbamic acid 4-chloro-benzyl ester 38264-78-7 C13H14ClN3S4
(5-isopropylsulfanyl-[1,3,4]thiadiazol-2-yl)-dithiocarbamic acid 4-chloro-benzyl ester
—— N-(3-(6-amino-8-(6-iodobenzo[1,3]dioxol-5-ylsulfanyl)purin-9-yl)propyl)methanesulfonamide 1402545-95-2 C16H17IN6O4S2
N-(3-(6-amino-8-(6-iodobenzo[1,3]dioxol-5-ylsulfanyl)purin-9-yl)propyl)methanesulfonamide
—— 3-methyl-8-phenylsulfanyl-3,4-dihydro-2<i>H</i>-benzo[4,5]imidazo[1,2-<i>a</i>][1,3,5]triazine-1-carboxylic acid methyl ester 56546-23-7 C18H18N4O2S
3-methyl-8-phenylsulfanyl-3,4-dihydro-2<i>H</i>-benzo[4,5]imidazo[1,2-<i>a</i>][1,3,5]triazine-1-carboxylic acid methyl ester
—— 2-methylene-1-(3-propenylthio)-1-(methylthio)cyclododecane 96555-30-5 C17H30S2
2-methylene-1-(3-propenylthio)-1-(methylthio)cyclododecane
—— 2-(2-diethylamino-ethyl)-2,10-dihydro-benzo[b]pyridazino[4,5-e][1,4]thiazin-1-one 2843-59-6 C16H20N4OS
2-(2-diethylamino-ethyl)-2,10-dihydro-benzo[b]pyridazino[4,5-e][1,4]thiazin-1-one
—— 2-(3,3-Dichlorallylthio)-4,6-dimethylpyrimidin 31406-46-9 C9H10Cl2N2S
2-(3,3-Dichlorallylthio)-4,6-dimethylpyrimidin
—— (3S,4R)-4-tert-butyl 1-ethyl-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexane-1,4-dicarboxylate 1197988-95-6 C26H39NO7S
(3S,4R)-4-tert-butyl 1-ethyl-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexane-1,4-dicarboxylate
—— Thiocyanomethyloctylsulfid 27617-54-5 C10H19NS2
Thiocyanomethyloctylsulfid
—— [(Cy<sub>3</sub>P)Au{S<sub>2</sub>CN(CH<sub>2</sub>CH=CH<sub>2</sub>)<sub>2</sub>}] 1564170-20-2 C25H43AuNPS2
[(Cy<sub>3</sub>P)Au{S<sub>2</sub>CN(CH<sub>2</sub>CH=CH<sub>2</sub>)<sub>2</sub>}]
—— Isopropyl-p-tolylsulfid 77572-67-9 C10H12S
Isopropyl-p-tolylsulfid
—— (Z)-3-((3-chlorophenyl)thio)prop-2-en-1-ol 1373927-27-5 C9H9ClOS
(Z)-3-((3-chlorophenyl)thio)prop-2-en-1-ol
—— (1-ethyl-propyl)-(2-methylsulfanyl-5-nitro-6-propoxy-pyrimidin-4-yl)-amine 58289-60-4 C13H22N4O3S
(1-ethyl-propyl)-(2-methylsulfanyl-5-nitro-6-propoxy-pyrimidin-4-yl)-amine
—— (2-ethyl-6-ethylsulfanyl-5-nitro-pyrimidin-4-yl)-(1-ethyl-propyl)-amine 58289-42-2 C13H22N4O2S
(2-ethyl-6-ethylsulfanyl-5-nitro-pyrimidin-4-yl)-(1-ethyl-propyl)-amine
—— 2,5-bis(4-chlorophenylthio)-1,4-dimethylbenzene 116432-93-0 C20H16Cl2S2
2,5-bis(4-chlorophenylthio)-1,4-dimethylbenzene
—— N,N-diethyl-2-<5'-(2''-methylthiazol-4''-yl)-1',3',4'-thiadiazol-2'-ylthio>ethylamine 101767-34-4 C12H18N4S3
N,N-diethyl-2-<5'-(2''-methylthiazol-4''-yl)-1',3',4'-thiadiazol-2'-ylthio>ethylamine
—— 2-ethylallylamine methanesulfonate 1075724-67-2 CH4O3S*C5H11N
2-ethylallylamine methanesulfonate
—— lead bis(ethylthiolate) 28420-40-8 C4H10PbS2
lead bis(ethylthiolate)
—— 3,5-Dinitro-2-pyridyl-p-chlorphenylsulfid 31793-28-9 C11H6ClN3O4S
3,5-Dinitro-2-pyridyl-p-chlorphenylsulfid
—— 3-methoxy-2-[(4-methylphenyl)sulfanyl]pyridine 1233689-11-6 C13H13NOS
3-methoxy-2-[(4-methylphenyl)sulfanyl]pyridine
—— 2-benzyl-2-phenylthio-3-butenol 128886-13-5 C17H18OS
2-benzyl-2-phenylthio-3-butenol
—— 2-<2-Cyan-2,3,3-trimethyl-Δ<sup>1(5)</sup>-pyrrolinyl-(5)-mercapto-methylen>-3,3-dimethyl-pyrrolidinon-(5) 51476-38-1 C15H21N3OS
2-<2-Cyan-2,3,3-trimethyl-Δ<sup>1(5)</sup>-pyrrolinyl-(5)-mercapto-methylen>-3,3-dimethyl-pyrrolidinon-(5)
—— di-D-glucose-6-yl sulfone 848436-73-7 C12H22O12S
di-D-glucose-6-yl sulfone
—— N,N-diethyl-N'-[4-(4-nitro-phenylsulfanyl)-phenyl]-ethylenediamine 767357-13-1 C18H23N3O2S
N,N-diethyl-N'-[4-(4-nitro-phenylsulfanyl)-phenyl]-ethylenediamine
—— [2-(2,5-Dimethoxy-phenylsulfanyl)-phenyl]-ethyl-phosphoramidic acid diethyl ester 33264-73-2 C20H28NO5PS
[2-(2,5-Dimethoxy-phenylsulfanyl)-phenyl]-ethyl-phosphoramidic acid diethyl ester
—— phenyl(2-propyl-1,3-dithian-2-yl)methanol 1569272-11-2 C14H20OS2
phenyl(2-propyl-1,3-dithian-2-yl)methanol
—— 5-phenylthio-3-pentyn-1-ol 144511-99-9 C11H12OS
5-phenylthio-3-pentyn-1-ol
—— 3-Methylthio-5-cyano-6-(dimethylaminomethylenamino)isothiazolo<4,5-b>pyrazin 67209-15-8 C10H10N6S2
3-Methylthio-5-cyano-6-(dimethylaminomethylenamino)isothiazolo<4,5-b>pyrazin
—— ((2-((3'-chloropropyl)phenylphosphino)phenyl)thio)methyl methyl ether 94890-97-8 C17H20ClOPS
((2-((3'-chloropropyl)phenylphosphino)phenyl)thio)methyl methyl ether
—— 1,2-bis-(3-chloro-phenylsulfanyl)-ethane 107821-31-8 C14H12Cl2S2
1,2-bis-(3-chloro-phenylsulfanyl)-ethane
—— aluminiumtrichloride * dimethylsulfide 15171-30-9 C2H6AlCl3S
aluminiumtrichloride * dimethylsulfide
—— N-methyl-N-(((2-methylfuran-3-yl)thio)methyl)acetamide 1352121-37-9 C9H13NO2S
N-methyl-N-(((2-methylfuran-3-yl)thio)methyl)acetamide
—— tert-butyl 4-((3-((4-methoxyphenyl)thio)-1H-indazol-5-yl)amino)piperidine-1-carboxylate 1301265-12-2 C24H30N4O3S
tert-butyl 4-((3-((4-methoxyphenyl)thio)-1H-indazol-5-yl)amino)piperidine-1-carboxylate
—— Allyl-<2,5-dibutyl-phenyl>-sulfid 21546-58-7 C17H26S
Allyl-<2,5-dibutyl-phenyl>-sulfid
—— 2-Phenyl-(5-pyrimidylthio)-1,3-dithian 28858-30-2 C15H17N3S3
2-Phenyl-(5-pyrimidylthio)-1,3-dithian
—— chloro-(tetrachloro-pyridin-4-ylsulfanyl)-acetyl chloride 38464-55-0 C7HCl6NOS
chloro-(tetrachloro-pyridin-4-ylsulfanyl)-acetyl chloride
—— 1-Methoxymethyl-4-phenylthio-cyclohexanol-cis 34350-66-8 C14H20O2S
1-Methoxymethyl-4-phenylthio-cyclohexanol-cis
—— 5-amino-2-benzylidene-benzo[<i>b</i>]thiophen-3-one 38387-64-3 C15H11NOS
5-amino-2-benzylidene-benzo[<i>b</i>]thiophen-3-one
—— 4-((1,3-benzodioxol-5-yl)thio)1-((6-chloro1,3-benzodioxol-5-yl)methyl)2-propyl1H-imidazol-5-carboxylic acid 177845-62-4 C22H19ClN2O6S
4-((1,3-benzodioxol-5-yl)thio)1-((6-chloro1,3-benzodioxol-5-yl)methyl)2-propyl1H-imidazol-5-carboxylic acid
—— p-chlorophenyl p-tolyl trithiocarbonate 1523313-30-5 C14H11ClS3
p-chlorophenyl p-tolyl trithiocarbonate
—— 5-(benzo[d]thiazol-2-yl)thio-4-chloro-2-methyl-6-nitropyridazin-3(2H)-one 1623057-44-2 C12H7ClN4O3S2
5-(benzo[d]thiazol-2-yl)thio-4-chloro-2-methyl-6-nitropyridazin-3(2H)-one
—— 4-chlorobutyl 4,4,5,5,5-pentafluoropentyl sulphone 1353008-86-2 C9H14ClF5O2S
4-chlorobutyl 4,4,5,5,5-pentafluoropentyl sulphone
—— Trimethyl-[(Z)-1-((E)-1-methyl-2-phenylsulfanyl-vinyl)-propenyloxy]-silane 90357-73-6 C15H22OSSi
Trimethyl-[(Z)-1-((E)-1-methyl-2-phenylsulfanyl-vinyl)-propenyloxy]-silane
—— 6,14-bis-ethylimino-1,3,9,11-tetramethyl-1<i>H</i>,6<i>H</i>,9<i>H</i>,14<i>H</i>-5,13-dithia-1,3,7,8,9,11,15,16-octaaza-dibenzo[<i>a</i>,<i>g</i>]cyclododecene-2,4,10,12-tetraone 72820-28-1 C18H22N10O4S2
6,14-bis-ethylimino-1,3,9,11-tetramethyl-1<i>H</i>,6<i>H</i>,9<i>H</i>,14<i>H</i>-5,13-dithia-1,3,7,8,9,11,15,16-octaaza-dibenzo[<i>a</i>,<i>g</i>]cyclododecene-2,4,10,12-tetraone
—— 5-(benzo[d]thiazol-2'-ylthio)-3-methoxybenzene-1,2-diol 1521221-70-4 C14H11NO3S2
5-(benzo[d]thiazol-2'-ylthio)-3-methoxybenzene-1,2-diol
—— (3,4,5-trifluorophenyl)-4-tolylsulfide 1229514-14-0 C13H9F3S
(3,4,5-trifluorophenyl)-4-tolylsulfide
—— 3-(2-nitro-phenylsulfanyl)-1-pyridin-2-ylmethyl-1H-indol-6-ylamine 868672-71-3 C20H16N4O2S
3-(2-nitro-phenylsulfanyl)-1-pyridin-2-ylmethyl-1H-indol-6-ylamine
—— (Z)-1,1,1-trifluoro-3,4-bis-p-tolylsulfanyl-but-3-en-2-one 1259375-06-8 C18H15F3OS2
(Z)-1,1,1-trifluoro-3,4-bis-p-tolylsulfanyl-but-3-en-2-one
—— 2-(4-hydroxy-benzylidene)-5-nitro-benzo[<i>b</i>]thiophen-3-one 38387-60-9 C15H9NO4S
2-(4-hydroxy-benzylidene)-5-nitro-benzo[<i>b</i>]thiophen-3-one
—— 1,3,5-Tribrom-trimethylentrisulfon 5097-69-8 C3H3Br3O6S3
1,3,5-Tribrom-trimethylentrisulfon