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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-[6-amino-3-methyl-2-(methylsulfanyl)-4-oxo-3,4-dihydropyrimidin-5-ylcarbonyl]acetonitrile 1067232-84-1 C9H10N4O2S
2-[6-amino-3-methyl-2-(methylsulfanyl)-4-oxo-3,4-dihydropyrimidin-5-ylcarbonyl]acetonitrile
—— 2,4-Thiazolidinedione, 5-[[4-(methylthio)phenyl]methylene]- 211388-25-9 C11H9NO2S2
2,4-Thiazolidinedione, 5-[[4-(methylthio)phenyl]methylene]-
—— 6-(4-methylsulfanyl-phenyl)-2-phenyl-selenolo[3,4-<i>d</i>]thiazole 69973-84-8 C18H13NS2Se
6-(4-methylsulfanyl-phenyl)-2-phenyl-selenolo[3,4-<i>d</i>]thiazole
—— 2-Methylsulfanyl-6-thioxo-4-m-tolyl-6H-[1,3]thiazine-5-carbonitrile 117235-93-5 C13H10N2S3
2-Methylsulfanyl-6-thioxo-4-m-tolyl-6H-[1,3]thiazine-5-carbonitrile
—— α-bromovinyl methyl sulfone 35495-31-9 C3H5BrO2S
α-bromovinyl methyl sulfone
—— (2S,3R)-3-azido-3-(4-methylthiophenyl)-1,2-propanediol 909767-30-2 C10H13N3O2S
(2S,3R)-3-azido-3-(4-methylthiophenyl)-1,2-propanediol
—— (2R,3S)-2,3-epoxy-3-(4-methylthiophenyl)-1-propanol 909767-29-9 C10H12O2S
(2R,3S)-2,3-epoxy-3-(4-methylthiophenyl)-1-propanol
—— 4-(p-tolylthio)pentan-2-one 1233849-14-3 C12H16OS
4-(p-tolylthio)pentan-2-one
—— tert-butyl 2-(4-(4-aminophenylthio)pyrimidin-2-ylamino)ethyl(methyl)carbamate 1207681-68-2 C18H25N5O2S
tert-butyl 2-(4-(4-aminophenylthio)pyrimidin-2-ylamino)ethyl(methyl)carbamate
—— 4-(1,5-naphthyridin-4-ylthio)benzenamine 1071540-14-1 C14H11N3S
4-(1,5-naphthyridin-4-ylthio)benzenamine
—— 4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-(methylthio)-6-vinylpyrimidine 1429634-95-6 C11H13N5S
4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-(methylthio)-6-vinylpyrimidine
—— 2-thiopyruvic acid 112505-19-8 C3H4O2S
2-thiopyruvic acid
—— 5-chloro-2-({1-methyl-4-[6-(methylsulfonyl)pyridin-3-yl]-2-pyridin-2-yl-1H-imidazol-5-yl}thio)pyridine 1201801-88-8 C20H16ClN5O2S2
5-chloro-2-({1-methyl-4-[6-(methylsulfonyl)pyridin-3-yl]-2-pyridin-2-yl-1H-imidazol-5-yl}thio)pyridine
—— 1-(4,4-Dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-(1-methylimidazol-2-yl)sulfanylethanone 5803-69-0 C18H17N3OS4
1-(4,4-Dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-(1-methylimidazol-2-yl)sulfanylethanone
—— 5-Chloro-2-[(3-chloropropyl)thio]pyridine 1177422-01-3 C8H9Cl2NS
5-Chloro-2-[(3-chloropropyl)thio]pyridine
—— 4-[3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine 346688-67-3 C12H15NS
4-[3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine
—— ethyl 7-methyl-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate 5822-51-5 C22H20N2O3S3
ethyl 7-methyl-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-(5,6-diphenyl-1,2,4-triazin-3-ylthio)acetonitrile 332109-95-2 C17H12N4S
2-(5,6-diphenyl-1,2,4-triazin-3-ylthio)acetonitrile
—— 3-[4-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]but-2-enylsulfanyl]-5,6-diphenyl-1,2,4-triazine —— C34H26N6S2
3-[4-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]but-2-enylsulfanyl]-5,6-diphenyl-1,2,4-triazine
—— methyl 2-methoxy-6-(4-methylbenzenethio)pyridine-3-carboxylate 237390-84-0 C15H15NO3S
methyl 2-methoxy-6-(4-methylbenzenethio)pyridine-3-carboxylate
—— 2,4-dimethyl-5-oxo-[1,3]oxathiolane-2-carboxylic acid 35684-57-2 C6H8O4S
2,4-dimethyl-5-oxo-[1,3]oxathiolane-2-carboxylic acid
—— trans-3,3,8-trimethyl-5-oxa-1-thia-spiro[5.5]undecane 395644-24-3 C12H22OS
trans-3,3,8-trimethyl-5-oxa-1-thia-spiro[5.5]undecane
—— cis-3,3,8-trimethyl-5-oxa-1-thia-spiro[5.5]undecane 395644-23-2 C12H22OS
cis-3,3,8-trimethyl-5-oxa-1-thia-spiro[5.5]undecane
—— isothiocyanato-3 hexene-3 97040-53-4 C7H11NS
isothiocyanato-3 hexene-3
—— 1-chloro-2-methyl-2-(methylsulfonyl)propane 108212-17-5 C5H11ClO2S
1-chloro-2-methyl-2-(methylsulfonyl)propane
—— 5-benzylmercapto-[1,2,4]triazole-3,4-diyldiamine 104025-81-2 C9H11N5S
5-benzylmercapto-[1,2,4]triazole-3,4-diyldiamine
—— 4-Acetylamino-3-methylphenyl-2-nitrophenylsulfid 53827-88-6 C15H14N2O3S
4-Acetylamino-3-methylphenyl-2-nitrophenylsulfid
—— 1-methyl-2-(5-methylthiophen-2-yl)-3-(2-phenylsulfanylphenyl)-2H-quinazolin-4-one 1429192-81-3 C26H22N2OS2
1-methyl-2-(5-methylthiophen-2-yl)-3-(2-phenylsulfanylphenyl)-2H-quinazolin-4-one
—— Imino-bis-(thionessigsaeureamid) 21954-97-2 C4H9N3S2
Imino-bis-(thionessigsaeureamid)
—— 2-[2-(Diethylamino)ethylsulfanyl]-5-ethyl-4-hydroxy-1H-pyrimidin-6-one;hydrochloride 5979-84-0 C12H22ClN3O2S
2-[2-(Diethylamino)ethylsulfanyl]-5-ethyl-4-hydroxy-1H-pyrimidin-6-one;hydrochloride
—— Methyl 2-(3,4-difluoroanilino)-5-[4-(3,4-difluoroanilino)phenyl]sulfanylbenzoate 1192317-69-3 C26H18F4N2O2S
Methyl 2-(3,4-difluoroanilino)-5-[4-(3,4-difluoroanilino)phenyl]sulfanylbenzoate
—— 5-Bromo-6-{[2-(methylamino)phenyl]sulfanyl}pyrimidine-2,4(1H,3H)-dione 79108-65-9 C11H10BrN3O2S
5-Bromo-6-{[2-(methylamino)phenyl]sulfanyl}pyrimidine-2,4(1H,3H)-dione
—— N,N'-dimethyl-N,N'-bis(2-S-benzylthiophenyl)ethylenediamine 109334-47-6 C30H32N2S2
N,N'-dimethyl-N,N'-bis(2-S-benzylthiophenyl)ethylenediamine
—— 9-heptadecanethiol 855750-31-1 C17H36S
9-heptadecanethiol
—— (E)-Methyl <1-(Ethylthio)propylidene>hydrazinocarboxylate 121558-05-2 C7H14N2O2S
(E)-Methyl <1-(Ethylthio)propylidene>hydrazinocarboxylate
—— (Z)-Methyl <1-(Ethylthio)propylidene>hydrazinocarboxylate 121558-04-1 C7H14N2O2S
(Z)-Methyl <1-(Ethylthio)propylidene>hydrazinocarboxylate
—— Agn-PC-0kmdpj 6047-37-6 C15H18ClIN2S
Agn-PC-0kmdpj
—— bis(methallyl)sulfone 52722-92-6 C8H14O2S
bis(methallyl)sulfone
—— 2<i>H</i>,2'<i>H</i>-6,6'-sulfanediyl-bis-pyridazine-3-thione 52494-70-9 C8H6N4S3
2<i>H</i>,2'<i>H</i>-6,6'-sulfanediyl-bis-pyridazine-3-thione
—— diethyl 2-{2-[(4-hydroxyphenyl)sulfanyl]propan-2-yl}malonate 1069086-89-0 C16H22O5S
diethyl 2-{2-[(4-hydroxyphenyl)sulfanyl]propan-2-yl}malonate
—— o-(SCH3C6H4)CH2SnPh3 677796-62-2 C26H24SSn
o-(SCH3C6H4)CH2SnPh3
—— 3-Chloro-6-(propylsulfanyl)pyridazine 950262-78-9 C7H9ClN2S
3-Chloro-6-(propylsulfanyl)pyridazine
—— 2-(methylthio)-6-(4-morpholinylmethyl)-4-pyrimidinamine 1246034-51-4 C10H16N4OS
2-(methylthio)-6-(4-morpholinylmethyl)-4-pyrimidinamine
—— 86509-89-9 C9H11S
—— 3-ethylmercapto-6-chloro-pyridazine 62645-42-5 C6H7ClN2S
3-ethylmercapto-6-chloro-pyridazine
—— 3-chloro-6-<2-(2-hydroxyphenyl)ethylthio>pyridazine 81341-80-2 C12H11ClN2OS
3-chloro-6-<2-(2-hydroxyphenyl)ethylthio>pyridazine
—— 3-(butylthio)-6-chloropyridazine 1153390-66-9 C8H11ClN2S
3-(butylthio)-6-chloropyridazine
—— methyl (2R,3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-hydroxybutanoate 440641-43-0 C32H34O7SSi
methyl (2R,3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-hydroxybutanoate
—— N<sub>1</sub>,N<sub>1</sub>-Dimethyl-N<sub>3</sub>-(4-methyl-2-oxo-4-pentyl)thiourea 4839-31-0 C9H18N2OS
N<sub>1</sub>,N<sub>1</sub>-Dimethyl-N<sub>3</sub>-(4-methyl-2-oxo-4-pentyl)thiourea
—— <i>N</i>-(1,1-Dimethyl-3-oxo-butyl)-<i>N</i>'-methyl-thioharnstoff 13269-12-0 C8H16N2OS
<i>N</i>-(1,1-Dimethyl-3-oxo-butyl)-<i>N</i>'-methyl-thioharnstoff