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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-(4-bromo-phenylsulfanylmethyl)-pyridine 83782-70-1 C12H10BrNS
3-(4-bromo-phenylsulfanylmethyl)-pyridine
—— heptyl 3,3,3-trifluoropropyl sulfide 139758-52-4 C10H19F3S
heptyl 3,3,3-trifluoropropyl sulfide
—— 2-(2-pyridylmethylthio)-5-(pyridine-4-yl)-1,3,4-oxadiazole 197371-72-5 C13H10N4OS
2-(2-pyridylmethylthio)-5-(pyridine-4-yl)-1,3,4-oxadiazole
—— (6aR,8S,9R,9aS)-8-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol 262421-85-2 C23H40O5SSi2
(6aR,8S,9R,9aS)-8-phenylsulfanyl-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol
—— 4-(3,3,3-trifluoropropylthiomethyl)cyclohexanemethanol 1233934-87-6 C11H19F3OS
4-(3,3,3-trifluoropropylthiomethyl)cyclohexanemethanol
—— 2-<<(p-bromophenyl)thio>methyl>-3-methoxypyridine 83782-41-6 C13H12BrNOS
2-<<(p-bromophenyl)thio>methyl>-3-methoxypyridine
—— 2-(4-Bromo-phenylsulfanylmethyl)-pyridin-3-ol; hydrochloride 83782-36-9 C12H10BrNOS*ClH
2-(4-Bromo-phenylsulfanylmethyl)-pyridin-3-ol; hydrochloride
—— 2-(4-methoxyphenylthio)-4,5-dimethylthiazole 1335609-18-1 C12H13NOS2
2-(4-methoxyphenylthio)-4,5-dimethylthiazole
—— (+/-)-(2S<sup>*</sup>, 3R<sup>*</sup>, 4S<sup>*</sup>, 5S<sup>*</sup>)-tetrahydro-2-isobutyl-4,5-dimethyl-3-(phenylthio)furan 80091-17-4 C16H24OS
(+/-)-(2S<sup>*</sup>, 3R<sup>*</sup>, 4S<sup>*</sup>, 5S<sup>*</sup>)-tetrahydro-2-isobutyl-4,5-dimethyl-3-(phenylthio)furan
—— 2-[4-(4-Nitrophenyl)sulfanylphenyl]acetonitrile 126585-04-4 C14H10N2O2S
2-[4-(4-Nitrophenyl)sulfanylphenyl]acetonitrile
—— Dimethyl [2-chloro-1-(phenylsulfanyl)ethyl]phosphonate 88691-17-2 C10H14ClO3PS
Dimethyl [2-chloro-1-(phenylsulfanyl)ethyl]phosphonate
—— 2-[4-(4-Aminophenyl)sulfanylphenyl]acetic acid 126585-16-8 C14H13NO2S
2-[4-(4-Aminophenyl)sulfanylphenyl]acetic acid
—— (4-chloro-6-dimethylamino-2-methylsulfanylpyrimidin-5-yl)(4-chlorophenyl)methanol 1393456-95-5 C14H15Cl2N3OS
(4-chloro-6-dimethylamino-2-methylsulfanylpyrimidin-5-yl)(4-chlorophenyl)methanol
—— 2-[4-(4-Nitrophenyl)sulfanylphenyl]acetic acid 126585-06-6 C14H11NO4S
2-[4-(4-Nitrophenyl)sulfanylphenyl]acetic acid
—— 4-chloro-6-dimethylamino-2-methylsulfanylpyrimidine-5-carboxaldehyde 445040-58-4 C8H10ClN3OS
4-chloro-6-dimethylamino-2-methylsulfanylpyrimidine-5-carboxaldehyde
—— trithiocarbonic acid S,S-bis(2-hydroxyethyl) ester 77705-13-6 C5H10O2S3
trithiocarbonic acid S,S-bis(2-hydroxyethyl) ester
—— (E)-5,5′-bis[5-(butylsulfanyl)thiophen-2-yl]-3,3′-bi[thiophen-3(2H)-ylidene]-2,2′-dione 1438289-31-6 C24H24O2S6
(E)-5,5′-bis[5-(butylsulfanyl)thiophen-2-yl]-3,3′-bi[thiophen-3(2H)-ylidene]-2,2′-dione
—— <2-<(phenylthio)methyl>allyl>trimethylsilane 116279-69-7 C13H20SSi
<2-<(phenylthio)methyl>allyl>trimethylsilane
—— 7-Chloro-2,3-dihydro-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carbaldehyde 150892-75-4 C7H5ClN2O2S
7-Chloro-2,3-dihydro-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carbaldehyde
—— tert-butyl 2-((4-chlorophenyl)thio)acetate 36304-20-8 C12H15ClO2S
tert-butyl 2-((4-chlorophenyl)thio)acetate
—— 2-Ethyl-1-hydroxybutane-2-thiol 159982-42-0 C6H14OS
2-Ethyl-1-hydroxybutane-2-thiol
—— 2-acetamido-3-phenylthio-octane 74491-59-1 C16H25NOS
2-acetamido-3-phenylthio-octane
—— 3-acetamido-2-phenylthio-octane 74491-60-4 C16H25NOS
3-acetamido-2-phenylthio-octane
—— 1-<bis(phenylthio)acetyl>-2-ethenylpyrrolidine 146405-62-1 C20H21NOS2
1-<bis(phenylthio)acetyl>-2-ethenylpyrrolidine
—— (S)-2-ethenyl-1-<(phenylthio)acetyl>pyrrolidine 146405-60-9 C14H17NOS
(S)-2-ethenyl-1-<(phenylthio)acetyl>pyrrolidine
—— 1-<chloro(phenylthio)acetyl>-2-ethenylpyrrolidine 190777-71-0 C14H16ClNOS
1-<chloro(phenylthio)acetyl>-2-ethenylpyrrolidine
—— 5-ethoxy-3-(4-methylphenylsulphanyl)-2-oxo-2H,5H-pyrano[3,2-c]chromene 1135233-05-4 C21H18O4S
5-ethoxy-3-(4-methylphenylsulphanyl)-2-oxo-2H,5H-pyrano[3,2-c]chromene
—— methyl trans-but-2-enedithioate 75413-23-9 C5H8S2
methyl trans-but-2-enedithioate
—— Z-pent-1-en-1-yl phenyl sulphide 75924-76-4 C11H14S
Z-pent-1-en-1-yl phenyl sulphide
—— 2-carboxymethyl-[1,3]oxathiolane-2-carboxylic acid 30125-29-2 C6H8O5S
2-carboxymethyl-[1,3]oxathiolane-2-carboxylic acid
—— (Z)-2-(8-phenylthio-oct-7-enyloxy)tetrahydro-2H-pyran 98752-54-6 C19H28O2S
(Z)-2-(8-phenylthio-oct-7-enyloxy)tetrahydro-2H-pyran
—— (1Z,3E)-1-(phenylthio)-5,5-dimethylhexa-1,3-diene 109769-48-4 C14H18S
(1Z,3E)-1-(phenylthio)-5,5-dimethylhexa-1,3-diene
—— [(3Z)-1-methyl-4-(phenylsulfanyl)-3-butenyl]benzene 121213-57-8 C17H18S
[(3Z)-1-methyl-4-(phenylsulfanyl)-3-butenyl]benzene
—— (E)-1,1-dichloro-5-phenylthio-3-pentene 85914-67-6 C11H12Cl2S
(E)-1,1-dichloro-5-phenylthio-3-pentene
—— N-tert-butyl-2-methyl-2-phenylsulfanylpropanimidoyl cyanide 73172-01-7 C15H20N2S
N-tert-butyl-2-methyl-2-phenylsulfanylpropanimidoyl cyanide
—— ethyl 2-ethyl-4-formyl-2-(phenylthio)butyrate ethylene acetal 106050-99-1 C17H24O4S
ethyl 2-ethyl-4-formyl-2-(phenylthio)butyrate ethylene acetal
—— chlorodimethyl(2-phenylsulfanylethyl)silane 33206-99-4 C10H15ClSSi
chlorodimethyl(2-phenylsulfanylethyl)silane
—— S-(5-cyanopentyl)isothiourea hydrochloride 1256463-08-7 C7H13N3S*ClH
S-(5-cyanopentyl)isothiourea hydrochloride
—— {(Me3Si)2CH}PH(BH3)(C6H4-2-SMe) 1349767-22-1 C14H30BPSSi2
{(Me3Si)2CH}PH(BH3)(C6H4-2-SMe)
—— 5-(4-Bromo-phenylsulfanyl)-4-phenyl-[1,2,3]selenadiazole 85143-09-5 C14H9BrN2SSe
5-(4-Bromo-phenylsulfanyl)-4-phenyl-[1,2,3]selenadiazole
—— Ethyl [2-(methylsulfanyl)-1,3-thiazol-5-yl]acetate 918658-99-8 C8H11NO2S2
Ethyl [2-(methylsulfanyl)-1,3-thiazol-5-yl]acetate
—— 9-methyl-4<i>H</i>,6(8)<i>H</i>-pyrimido[4,5-<i>b</i>]tetrazolo[1,5-<i>d</i>][1,4]thiazin-7-one 55383-72-7 C7H6N6OS
9-methyl-4<i>H</i>,6(8)<i>H</i>-pyrimido[4,5-<i>b</i>]tetrazolo[1,5-<i>d</i>][1,4]thiazin-7-one
—— Ethyl [2-(phenylsulfanyl)-1,3-thiazol-5-yl]acetate 918659-04-8 C13H13NO2S2
Ethyl [2-(phenylsulfanyl)-1,3-thiazol-5-yl]acetate
—— 5-(4-chloro-benzyl)-2-methylsulfanyl-7-propoxy-oxazolo[5,4-d]pyrimidine 1204762-18-4 C16H16ClN3O2S
5-(4-chloro-benzyl)-2-methylsulfanyl-7-propoxy-oxazolo[5,4-d]pyrimidine
—— trichloro(2-phenylsulfanylethyl)silane 33206-97-2 C8H9Cl3SSi
trichloro(2-phenylsulfanylethyl)silane
—— 9-[2-(methylsulfanyl)phenyl]nona-6,8-diyn-1-ol 1429327-23-0 C16H18OS
9-[2-(methylsulfanyl)phenyl]nona-6,8-diyn-1-ol
—— 4,7-dimethyl-2-methylthio-4H-pyridazino<5,6-e><1,3,4>thiadiazin-6(7H)-one 96987-98-3 C8H10N4OS2
4,7-dimethyl-2-methylthio-4H-pyridazino<5,6-e><1,3,4>thiadiazin-6(7H)-one
—— 1-Methyl-5-[3-(2-pyrrolyl)carbonylpropyl]thio-1,2,3,4-tetrazole 80087-50-9 C10H13N5OS
1-Methyl-5-[3-(2-pyrrolyl)carbonylpropyl]thio-1,2,3,4-tetrazole
—— 2-methyl-10-[2-(methylsulfanyl)phenyl]deca-7,9-diyn-2-ol 1429327-19-4 C18H22OS
2-methyl-10-[2-(methylsulfanyl)phenyl]deca-7,9-diyn-2-ol
—— <β-Chlor-propionyl>-senfoel 19565-19-6 C4H4ClNOS
<β-Chlor-propionyl>-senfoel