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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
—— 3-Aethylthio-5-formylimino-1,2,4-dithiazol 61079-28-5 C5H6N2OS3
3-Aethylthio-5-formylimino-1,2,4-dithiazol
—— (R)-4-[(phenylthio)methyl]-2-(2-spiroadamantyl)-1,3-dioxolane 675957-36-5 C19H24O2S
(R)-4-[(phenylthio)methyl]-2-(2-spiroadamantyl)-1,3-dioxolane
—— 4-[phenylsulfanyl]-N-methylbutanamide 1344330-71-7 C11H15NOS
4-[phenylsulfanyl]-N-methylbutanamide
—— trimethyl orthoselenopropionate 83994-43-8 C6H14S3
trimethyl orthoselenopropionate
—— 3-(2-Allyloxycarbonyl-ethyl)-4-methyl-5-[3-methyl-5-oxo-4-(2-p-tolylsulfanyl-ethyl)-1,5-dihydro-pyrrol-(2Z)-ylidenemethyl]-1H-pyrrole-2-carboxylic acid tert-butyl ester 242127-10-2 C31H38N2O5S
3-(2-Allyloxycarbonyl-ethyl)-4-methyl-5-[3-methyl-5-oxo-4-(2-p-tolylsulfanyl-ethyl)-1,5-dihydro-pyrrol-(2Z)-ylidenemethyl]-1H-pyrrole-2-carboxylic acid tert-butyl ester
—— 5-methyl<1,3>oxathiolo<4,5-d>pyrimidine 83256-77-3 C6H6N2OS
5-methyl<1,3>oxathiolo<4,5-d>pyrimidine
—— di-tert.-nonyl disulfide 90062-36-5 C18H38S2
di-tert.-nonyl disulfide
—— S-heptan-2-yl N-cyclohexylcarbamothioate 1018985-23-3 C14H27NOS
S-heptan-2-yl N-cyclohexylcarbamothioate
—— 3-(methylthio)-4,5,6,7-tetrahydro-2,1-benzisothiazole 118631-14-4 C8H11NS2
3-(methylthio)-4,5,6,7-tetrahydro-2,1-benzisothiazole
—— 2-(6-(methylthio)pyrimidin-4-yl)malononitrile 887365-60-8 C8H6N4S
2-(6-(methylthio)pyrimidin-4-yl)malononitrile
—— S-undecyl N-cyclohexylcarbamothioate 1018985-31-3 C18H35NOS
S-undecyl N-cyclohexylcarbamothioate
—— ethyl 2-diazo-3-hydroxy-3-(2-phenylthio)phenylpropanoate 131327-52-1 C17H16N2O3S
ethyl 2-diazo-3-hydroxy-3-(2-phenylthio)phenylpropanoate
—— 1,2-O:5,6-O,S-diisopropylidene-3-O-methanesulfonyl-6-thio-β-L-idofuranose 288850-16-8 C13H22O7S2
1,2-O:5,6-O,S-diisopropylidene-3-O-methanesulfonyl-6-thio-β-L-idofuranose
—— 3-Phenylsulfanylmethyl-but-3-en-1-ol 124941-23-7 C11H14OS
3-Phenylsulfanylmethyl-but-3-en-1-ol
—— ethylsulfonyloctadecane 41947-85-7 C20H42O2S
ethylsulfonyloctadecane
—— 4-Chloro-5-[4-[[(4-chlorophenyl)-diethoxyphosphorylmethyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one 1268514-95-9 C27H26Cl2N3O4PS
4-Chloro-5-[4-[[(4-chlorophenyl)-diethoxyphosphorylmethyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one
—— (2R,4S,1'''S,5'''R,1'''R)-Spiro{4-[2'-(4''-hydroxybutyl)-1',3'-dithian-2'-ylmethyl]-1,3-dioxane-2,8'''-[7'''-(1'''',2''''-dihydroxyethyl)-3''',3'''-dimethyl-2''',4''',6'''-trioxabicyclo[3.3.0]octane]} 319911-63-2 C21H36O8S2
(2R,4S,1'''S,5'''R,1'''R)-Spiro{4-[2'-(4''-hydroxybutyl)-1',3'-dithian-2'-ylmethyl]-1,3-dioxane-2,8'''-[7'''-(1'''',2''''-dihydroxyethyl)-3''',3'''-dimethyl-2''',4''',6'''-trioxabicyclo[3.3.0]octane]}
—— ethyl 2-(4,6-bis(2-cyclopentylethoxy)pyrimidin-2-ylthio)hexanoate 1231734-03-4 C26H42N2O4S
ethyl 2-(4,6-bis(2-cyclopentylethoxy)pyrimidin-2-ylthio)hexanoate
—— 4-amino-5-ethenyl-6-methoxycarbonylmethoxy-2-methylthio-pyrimidine 1240313-09-0 C10H13N3O3S
4-amino-5-ethenyl-6-methoxycarbonylmethoxy-2-methylthio-pyrimidine
—— 4-Chloro-5-[4-[[diethoxyphosphoryl-(2-fluorophenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one 1268514-83-5 C27H26ClFN3O4PS
4-Chloro-5-[4-[[diethoxyphosphoryl-(2-fluorophenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one
—— 4-Chloro-5-[4-[[diethoxyphosphoryl(phenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one 1268514-77-7 C27H27ClN3O4PS
4-Chloro-5-[4-[[diethoxyphosphoryl(phenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one
—— 4-Chloro-5-[4-[[diethoxyphosphoryl-(2-methoxyphenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one 1268514-89-1 C28H29ClN3O5PS
4-Chloro-5-[4-[[diethoxyphosphoryl-(2-methoxyphenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one
—— 4-Chloro-5-[4-[[(4-chlorophenyl)-di(propan-2-yloxy)phosphorylmethyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one 1268514-99-3 C29H30Cl2N3O4PS
4-Chloro-5-[4-[[(4-chlorophenyl)-di(propan-2-yloxy)phosphorylmethyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one
—— 4-Chloro-5-[4-[[di(propan-2-yloxy)phosphoryl-(2-methoxyphenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one 1268514-93-7 C30H33ClN3O5PS
4-Chloro-5-[4-[[di(propan-2-yloxy)phosphoryl-(2-methoxyphenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one
—— 4-Chloro-5-[4-[[di(propan-2-yloxy)phosphoryl-(2-fluorophenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one 1268514-87-9 C29H30ClFN3O4PS
4-Chloro-5-[4-[[di(propan-2-yloxy)phosphoryl-(2-fluorophenyl)methyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one
—— ethyl 3-((6-chloro-2-methyl-1H-indol-3-yl)thio)benzoate 1359980-65-6 C18H16ClNO2S
ethyl 3-((6-chloro-2-methyl-1H-indol-3-yl)thio)benzoate
—— Ethyl 3-[[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate 1257344-28-7 C17H24N2O2S2
Ethyl 3-[[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 4-Chloro-5-[4-[[di(propan-2-yloxy)phosphoryl-phenylmethyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one 1268514-81-3 C29H31ClN3O4PS
4-Chloro-5-[4-[[di(propan-2-yloxy)phosphoryl-phenylmethyl]amino]phenyl]sulfanyl-2-phenylpyridazin-3-one
—— 2,6-Dithiaspiro[3.3]heptane, 2,2,6,6-tetraoxide 500878-65-9 C5H8O4S2
2,6-Dithiaspiro[3.3]heptane, 2,2,6,6-tetraoxide
—— 3-ethoxythiocarbonylmercapto-propionic acid ethyl ester 3278-33-9 C8H14O3S2
3-ethoxythiocarbonylmercapto-propionic acid ethyl ester
—— (1,4-dithia-spiro[4.5]dec-8-ylidene)-acetic acid ethyl ester 54531-73-6 C12H18O2S2
(1,4-dithia-spiro[4.5]dec-8-ylidene)-acetic acid ethyl ester
—— (Z)-5-benzyl-6-(phenylthio)-5-decene 661489-01-6 C23H30S
(Z)-5-benzyl-6-(phenylthio)-5-decene
—— 5-(2-ethoxycarbonylethyl)thio-1,2,3-thiadiazole 93091-09-9 C7H10N2O2S2
5-(2-ethoxycarbonylethyl)thio-1,2,3-thiadiazole
—— (2R)-2-[(2-methylprop-2-enyl)thio]propan-1-ol 216376-38-4 C7H14OS
(2R)-2-[(2-methylprop-2-enyl)thio]propan-1-ol
—— N-methylthio-α-methacrylamide 80597-80-4 C5H9NS
N-methylthio-α-methacrylamide
—— 4-methylsulfanyl-3-nitro-pyridine-2,6-diamine 60282-77-1 C6H8N4O2S
4-methylsulfanyl-3-nitro-pyridine-2,6-diamine
—— 6-methylsulfanyl-3,5-bis-trimethylsilanyloxy-[1,2,4]triazine 57846-97-6 C10H21N3O2SSi2
6-methylsulfanyl-3,5-bis-trimethylsilanyloxy-[1,2,4]triazine
—— 1-(2-phenylsulfanyl-ethyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 63071-83-0 C14H21NO3SSi
1-(2-phenylsulfanyl-ethyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane
—— phenyl (1-silatranyl)methyl sulfide 63071-89-6 C13H19NO3SSi
phenyl (1-silatranyl)methyl sulfide
—— 6-benzylsulfanyl-3,5-bis-trimethylsilanyloxy-[1,2,4]triazine 57846-98-7 C16H25N3O2SSi2
6-benzylsulfanyl-3,5-bis-trimethylsilanyloxy-[1,2,4]triazine
—— (E)-5-methyl-6-(phenylthio)-5-decene 661489-00-5 C17H26S
(E)-5-methyl-6-(phenylthio)-5-decene
—— 2,4-Diamino-6-(4'-chlorphenylmercapto)-pyrimidin 18620-80-9 C10H9ClN4S
2,4-Diamino-6-(4'-chlorphenylmercapto)-pyrimidin
—— 1-<(p-Tolylthio)methyl>silatran 70615-87-1 C14H21NO3SSi
1-<(p-Tolylthio)methyl>silatran
—— 1,6-bis(4',6'-diaminopyrimidinyl-2'-thio)hexane 92629-39-5 C14H22N8S2
1,6-bis(4',6'-diaminopyrimidinyl-2'-thio)hexane
—— 4-(phenylthio)-6-(E-1-propenyl)-1,2,5,6-tetrahydro-2-pyridinone 1415683-61-2 C14H15NOS
4-(phenylthio)-6-(E-1-propenyl)-1,2,5,6-tetrahydro-2-pyridinone
—— 1,5-bis(4',6'-diaminopyrimidinyl-2'-thio)pentane 92629-38-4 C13H20N8S2
1,5-bis(4',6'-diaminopyrimidinyl-2'-thio)pentane
—— 6,8-diamino-2,3-dihydro-4H-pyrimido-<2,1-c>-<1,3>thiazine chloride 92629-51-1 C7H11N4S*Cl
6,8-diamino-2,3-dihydro-4H-pyrimido-<2,1-c>-<1,3>thiazine chloride
—— 5,7-diamino-2,3-dihydrothiazole<3,2-a>pyrimidine bromide 92629-50-0 Br*C6H9N4S
5,7-diamino-2,3-dihydrothiazole<3,2-a>pyrimidine bromide
—— 3-amino-6-(4-chloro-phenylsulfanylmethyl)-pyrazine-2-carbonitrile 54798-21-9 C12H9ClN4S
3-amino-6-(4-chloro-phenylsulfanylmethyl)-pyrazine-2-carbonitrile
—— 2-(2-ethyl-1,3-dithiolan-2-yl)propanal 1228104-09-3 C8H14OS2
2-(2-ethyl-1,3-dithiolan-2-yl)propanal