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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-Methoxy-5-(3-phenylsulfanyl-but-3-enyl)-tetrahydro-furan 424835-12-1 C15H20O2S
2-Methoxy-5-(3-phenylsulfanyl-but-3-enyl)-tetrahydro-furan
—— 2,2-dichloro-N-[1-hydroxy-3-(methylsulfanylmethylsulfanyl)propan-2-yl]acetamide 5199-56-4 C7H13Cl2NO2S2
2,2-dichloro-N-[1-hydroxy-3-(methylsulfanylmethylsulfanyl)propan-2-yl]acetamide
—— 2-[(2-isobutylamino-4-methyl)benzylthio]imidazole 128936-38-9 C15H21N3S
2-[(2-isobutylamino-4-methyl)benzylthio]imidazole
—— 1-(4-bromo-phenylsulfanyl)-2,6-difluoro-benzene 1451093-04-1 C12H7BrF2S
1-(4-bromo-phenylsulfanyl)-2,6-difluoro-benzene
—— di-<i>tert</i>-pentyl trisulfide 72604-11-6 C10H22S3
di-<i>tert</i>-pentyl trisulfide
—— 1-acetyl-3-[(4-methylphenyl)sulfanyl]-2H-isoindole 1285621-07-9 C17H15NOS
1-acetyl-3-[(4-methylphenyl)sulfanyl]-2H-isoindole
—— 7-(4-Chloro-phenylsulfanyl)-4-nitro-benzo[1,2,5]oxadiazole 1-oxide 53619-49-1 C12H6ClN3O4S
7-(4-Chloro-phenylsulfanyl)-4-nitro-benzo[1,2,5]oxadiazole 1-oxide
—— 1-acetyl-3-(phenylsulfanyl)-2H-isoindole 1285621-05-7 C16H13NOS
1-acetyl-3-(phenylsulfanyl)-2H-isoindole
—— 4-Phenylsulfanyl-but-2-ynoic acid tert-butyl ester 633303-54-5 C14H16O2S
4-Phenylsulfanyl-but-2-ynoic acid tert-butyl ester
—— 4-Phenylthio-but-2-in-saeure 13596-96-8 C10H8O2S
4-Phenylthio-but-2-in-saeure
—— (Z)-(3-(tert-butoxy)-1-(phenylthio)prop-1-en-1-yl)dimethyl(phenyl)silane 1622445-89-9 C21H28OSSi
(Z)-(3-(tert-butoxy)-1-(phenylthio)prop-1-en-1-yl)dimethyl(phenyl)silane
—— 2-benzyl-4-phenylthio-4-butenolide 78428-95-2 C17H16O2S
2-benzyl-4-phenylthio-4-butenolide
—— 7-[(3-Methoxyphenyl)sulfanyl]-4-nitro-1-oxo-2,1lambda~5~,3-benzoxadiazole 53619-48-0 C13H9N3O5S
7-[(3-Methoxyphenyl)sulfanyl]-4-nitro-1-oxo-2,1lambda~5~,3-benzoxadiazole
—— (5R)-5-propyl-7-(2-pyridinylsulfanyl)-6,7-dihydro-8(5H)-indolizinone 415696-18-3 C16H18N2OS
(5R)-5-propyl-7-(2-pyridinylsulfanyl)-6,7-dihydro-8(5H)-indolizinone
—— Tetrathioorthokohlensaeure-isopropylester 16876-59-8 C13H28S4
Tetrathioorthokohlensaeure-isopropylester
—— 2-Methyl-2-phenylthiocyclododecanone 104281-55-2 C19H28OS
2-Methyl-2-phenylthiocyclododecanone
—— 4,5,6,7-tetrahydro-3-heptyl-1-phenylthioisobenzofurane 110363-32-1 C21H28OS
4,5,6,7-tetrahydro-3-heptyl-1-phenylthioisobenzofurane
—— 4,5,6,7-tetrahydro-3-hexyl-1-phenylthioisobenzofurane 110363-31-0 C20H26OS
4,5,6,7-tetrahydro-3-hexyl-1-phenylthioisobenzofurane
—— Z-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone 110362-98-6 C18H24OS
Z-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone
—— 4,5,6,7-tetrahydro-1-phenylthio-3-propylisobenzofurane 110363-30-9 C17H20OS
4,5,6,7-tetrahydro-1-phenylthio-3-propylisobenzofurane
—— E-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone 110363-03-6 C18H24OS
E-1-(2-phenylthiomethylenecyclohexyl)-1-pentanone
—— 4,5,6,7-tetrahydro-3-butyl-1-phenylthioisobenzofurane 110379-05-0 C18H22OS
4,5,6,7-tetrahydro-3-butyl-1-phenylthioisobenzofurane
—— 2H,6H-2,6-dimethyl-4-acetamido-1,3,5-dithiazine 82605-76-3 C7H12N2OS2
2H,6H-2,6-dimethyl-4-acetamido-1,3,5-dithiazine
—— 5-(2-hydroxyprop-2-yl)-2-methyl-thiothiazole 159615-82-4 C7H11NOS2
5-(2-hydroxyprop-2-yl)-2-methyl-thiothiazole
—— 2,4-Dichlor-2,4-difluor-1,3-dithietan-1,1-dioxid 108319-77-3 C2Cl2F2O2S2
2,4-Dichlor-2,4-difluor-1,3-dithietan-1,1-dioxid
—— <i>N</i>-(5-benzylsulfanyl-[1,2,4]dithiazol-3-ylidene)-formamide 61079-29-6 C10H8N2OS3
<i>N</i>-(5-benzylsulfanyl-[1,2,4]dithiazol-3-ylidene)-formamide
—— 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