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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
—— 2,2-dimethyl-6-[2-(5-methyl-5-methylcarbamoyl-hexyl)-[1,3]dithian-2-yl]-hexanoic acid methylamide 413628-25-8 C22H42N2O2S2
2,2-dimethyl-6-[2-(5-methyl-5-methylcarbamoyl-hexyl)-[1,3]dithian-2-yl]-hexanoic acid methylamide
—— 3-methylthiopropanal 54261-38-0 C4H8S
3-methylthiopropanal
—— ((E)-2-Nitro-propenylsulfanyl)-benzene 101933-31-7 C9H9NO2S
((E)-2-Nitro-propenylsulfanyl)-benzene
—— 4-bromo-2,6-dimethylthioanisole 648906-19-8 C9H11BrS
4-bromo-2,6-dimethylthioanisole
—— 1-phenylsulfanyl-decan-4-one 62358-94-5 C16H24OS
1-phenylsulfanyl-decan-4-one
—— 2-((1H-tetrazol-5-yl)thio)acetamide 1619908-33-6 C3H5N5OS
2-((1H-tetrazol-5-yl)thio)acetamide
—— (2S,4R)-4,5-bis[[tert-butyl(diphenyl)silyl]oxy]-1-[2-[(2S)-2-methoxypent-4-enyl]-1,3-dithian-2-yl]pentan-2-ol 204448-39-5 C47H64O4S2Si2
(2S,4R)-4,5-bis[[tert-butyl(diphenyl)silyl]oxy]-1-[2-[(2S)-2-methoxypent-4-enyl]-1,3-dithian-2-yl]pentan-2-ol
—— 4-Benzo[1,3]dioxol-5-ylmethyl-2-bromo-1-methyl-5-phenylsulfanyl-1H-imidazole 181880-03-5 C18H15BrN2O2S
4-Benzo[1,3]dioxol-5-ylmethyl-2-bromo-1-methyl-5-phenylsulfanyl-1H-imidazole
—— 5-chloro-2-phenylsulfanyl-[3]pyridylamine 99852-32-1 C11H9ClN2S
5-chloro-2-phenylsulfanyl-[3]pyridylamine
—— 1-(tert-Butyldimethylsiloxy)-1-(phenylthio)ethene 136629-03-3 C14H22OSSi
1-(tert-Butyldimethylsiloxy)-1-(phenylthio)ethene
—— (2R,4S,5R)-4-[(Z)-3-[(2R)-3,3-bis(ethylsulfanyl)oxan-2-yl]prop-2-enyl]-2-phenyl-1,3-dioxan-5-ol 193970-59-1 C22H32O4S2
(2R,4S,5R)-4-[(Z)-3-[(2R)-3,3-bis(ethylsulfanyl)oxan-2-yl]prop-2-enyl]-2-phenyl-1,3-dioxan-5-ol
—— {5-[(3,4-Dimethoxy-2-methoxymethoxy-phenyl)-methoxy-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazol-4-yl}-(4-methoxy-phenyl)-methanol 197151-44-3 C30H34N2O7S
{5-[(3,4-Dimethoxy-2-methoxymethoxy-phenyl)-methoxy-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazol-4-yl}-(4-methoxy-phenyl)-methanol
—— S-Methylsulfenyl O-Ethyl Thiocarbonate 64231-91-0 C4H8O2S2
S-Methylsulfenyl O-Ethyl Thiocarbonate
—— N-cyano-N'-methyl-N'-trimethylsilylmethyl-S-methylisothiourea 137777-76-5 C8H17N3SSi
N-cyano-N'-methyl-N'-trimethylsilylmethyl-S-methylisothiourea
—— S-(2-Amino-3,4-dicarbamoylpyrrol-2-yl)thioessigsaeureethylester 120168-29-8 C10H14N4O4S
S-(2-Amino-3,4-dicarbamoylpyrrol-2-yl)thioessigsaeureethylester
—— (1S,4S,8R)-8-[(1R)-1-(phenylthiomethyl)-2-methylpropyl]-1-methylbicyclo[2.2.2]oct-5-en-2-one 583865-98-9 C20H26OS
(1S,4S,8R)-8-[(1R)-1-(phenylthiomethyl)-2-methylpropyl]-1-methylbicyclo[2.2.2]oct-5-en-2-one
—— 2-(Phenylsulfanyl)cyclobutane-1-carboxylic acid 88112-37-2 C11H12O2S
2-(Phenylsulfanyl)cyclobutane-1-carboxylic acid
—— 4-[3-(tert-butyldimethylsiloxy)-4-methoxybenzyl]-5-(4-methoxybenzyl)-1-methyl-2-phenylsulfanyl-1H-imidazole 443095-84-9 C32H40N2O3SSi
4-[3-(tert-butyldimethylsiloxy)-4-methoxybenzyl]-5-(4-methoxybenzyl)-1-methyl-2-phenylsulfanyl-1H-imidazole
—— 2,2'-bis[(S)-4-isopropyloxazolin-2-yl]diphenylsulfide 464181-03-1 C24H28N2O2S
2,2'-bis[(S)-4-isopropyloxazolin-2-yl]diphenylsulfide
—— 2-(S)-mercaptopropanol 16495-24-2 C3H8OS
2-(S)-mercaptopropanol
—— 5-tert-butyl-2,3-dihydrobenzo[b]thiophene-2,3-dione 1284213-64-4 C12H12O2S
5-tert-butyl-2,3-dihydrobenzo[b]thiophene-2,3-dione
—— 3-ethyl-2-(phenylthio)-1,3-butadiene 144453-29-2 C12H14S
3-ethyl-2-(phenylthio)-1,3-butadiene
—— N-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridine)but-3-enamide 325737-00-6 C12H15NO2S
N-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridine)but-3-enamide
—— N-[(2S)-1-hydroxy-3-methylbutan-2-yl]ethanethioamide 1084771-95-8 C7H15NOS
N-[(2S)-1-hydroxy-3-methylbutan-2-yl]ethanethioamide
—— ethanethioic acid S-(methoxymethyl) ester 38634-58-1 C4H8O2S
ethanethioic acid S-(methoxymethyl) ester
—— 3-chloro-1,1-bis-ethanesulfonyl-propane 500779-49-7 C7H15ClO4S2
3-chloro-1,1-bis-ethanesulfonyl-propane
—— bis-(pentane-1-sulfonyl)-methane 18068-31-0 C11H24O4S2
bis-(pentane-1-sulfonyl)-methane
—— 3-((4R,5R)-2,2-Dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-propan-1-ol 864948-21-0 C14H20O3S
3-((4R,5R)-2,2-Dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-propan-1-ol
—— (S)-3-[4-(3-hydroxy-butylsulfanyl)-2-methyl-phenyl]-propionic acid methyl ester 847346-76-3 C15H22O3S
(S)-3-[4-(3-hydroxy-butylsulfanyl)-2-methyl-phenyl]-propionic acid methyl ester
—— (E)-methyl hex-1-enyl sulfoxide 71559-68-7 C7H14OS
(E)-methyl hex-1-enyl sulfoxide
—— 3-((p-chlorophenyl)thio)cyclohexanone 64924-10-3 C12H13ClOS
3-((p-chlorophenyl)thio)cyclohexanone
—— 1-(tetrahydropyran-2-yl)-3-ethyl-5-methylthiopyrazolo<3,4-e><1,3>oxazin-7-one 116992-68-8 C13H17N3O3S
1-(tetrahydropyran-2-yl)-3-ethyl-5-methylthiopyrazolo<3,4-e><1,3>oxazin-7-one
—— 2,3-Dihydrobenzothiophene-3-carboxylic acid 19156-56-0 C9H8O2S
2,3-Dihydrobenzothiophene-3-carboxylic acid
—— 3-ethyl-1,1,1-tris(methylthio)heptane 480425-00-1 C12H26S3
3-ethyl-1,1,1-tris(methylthio)heptane
—— 2-bromo-1,1-difluoro-4,8-dimethyl-1-methylthiononane 480425-08-9 C12H23BrF2S
2-bromo-1,1-difluoro-4,8-dimethyl-1-methylthiononane
—— 5,10-Dithia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3,6,8-trien-2-one 120079-27-8 C8H6N2OS2
5,10-Dithia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3,6,8-trien-2-one
—— 8-chloro-2,3-dihydro-5H-thiazolo<3,2-a>thieno<3,4-d>pyrimidin-5-one 126636-81-5 C8H5ClN2OS2
8-chloro-2,3-dihydro-5H-thiazolo<3,2-a>thieno<3,4-d>pyrimidin-5-one
—— Gwxjcyvgwmmndx-uhfffaoysa- 120079-34-7 C9H8N2OS2
Gwxjcyvgwmmndx-uhfffaoysa-
—— 3,4,7,8-Tetrakis(trifluormethyl)-1,2,5,6-tetrathiocin 651-38-7 C8F12S4
3,4,7,8-Tetrakis(trifluormethyl)-1,2,5,6-tetrathiocin
—— N-(6-(2-(2-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-54-0 C20H16N4OS2
N-(6-(2-(2-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(phenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-35-7 C19H14N4OS2
N-(6-(2-(phenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(3-methoxyphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-61-9 C20H16N4O2S2
N-(6-(2-(3-methoxyphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(3-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112980-30-9 C19H13FN4OS2
N-(6-(2-(3-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(4-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-56-2 C20H16N4OS2
N-(6-(2-(4-methylphenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(4-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-43-7 C19H13FN4OS2
N-(6-(2-(4-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— N-(6-(2-(2-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide 1112979-37-9 C19H13FN4OS2
N-(6-(2-(2-fluorophenylthio)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide
—— 3-ethyl-1-propyl-1<i>H</i>,8<i>H</i>-pyrimido[5,4-<i>b</i>][1,4]thiazine-2,4,7-trione 3950-00-3 C11H15N3O3S
3-ethyl-1-propyl-1<i>H</i>,8<i>H</i>-pyrimido[5,4-<i>b</i>][1,4]thiazine-2,4,7-trione
—— n-butyl [(3-nitropyridin-2-yl)sulfanyl]acetate 1378234-14-0 C11H14N2O4S
n-butyl [(3-nitropyridin-2-yl)sulfanyl]acetate
—— 3-allylthiosulfanyl-6-homopiperidinylaminopyridazine 1221438-73-8 C13H20N4S
3-allylthiosulfanyl-6-homopiperidinylaminopyridazine
—— (6-amino-3-ethyl-2,4-dioxo-1-propyl-1,2,3,4-tetrahydro-pyrimidin-5-ylsulfanyl)-acetic acid 91194-51-3 C11H17N3O4S
(6-amino-3-ethyl-2,4-dioxo-1-propyl-1,2,3,4-tetrahydro-pyrimidin-5-ylsulfanyl)-acetic acid