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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-[(2-Amino-ethyl)-(2-{2-[(2-amino-ethyl)-(3-hydroxy-propyl)-amino]-ethylsulfanylmethylsulfanyl}-ethyl)-amino]-propan-1-ol 677717-48-5 C15H36N4O2S2
3-[(2-Amino-ethyl)-(2-{2-[(2-amino-ethyl)-(3-hydroxy-propyl)-amino]-ethylsulfanylmethylsulfanyl}-ethyl)-amino]-propan-1-ol
—— 4-Chloro-2,5-bis(methylsulfanyl)pyrimidine 6944-12-3 C6H7ClN2S2
4-Chloro-2,5-bis(methylsulfanyl)pyrimidine
—— <i>N</i>-<i>tert</i>-butyl-<i>N</i>'-(3-dimethylamino-propyl)-thiourea 103502-79-0 C10H23N3S
<i>N</i>-<i>tert</i>-butyl-<i>N</i>'-(3-dimethylamino-propyl)-thiourea
—— 5-Phenyl-4-(phenylthio)-1,2,3-thiadiazole 114393-63-4 C14H10N2S2
5-Phenyl-4-(phenylthio)-1,2,3-thiadiazole
—— 2-Amino-6-benzylamino-4-methylmercapto-pyrimidin 91769-84-5 C12H14N4S
2-Amino-6-benzylamino-4-methylmercapto-pyrimidin
—— methyl 2-[6-(3-chloropropylthio)imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate 1027033-22-2 C14H18ClN3O2S
methyl 2-[6-(3-chloropropylthio)imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate
—— 2-ethyl-4-chloromethyl-2-methyl-[1,3]dithiolane-1,1,3,3-tetraoxide 6623-95-6 C7H13ClO4S2
2-ethyl-4-chloromethyl-2-methyl-[1,3]dithiolane-1,1,3,3-tetraoxide
—— isopropyl β-dichloromethylsulfonylpropionate 119451-37-5 C7H12Cl2O4S
isopropyl β-dichloromethylsulfonylpropionate
—— methyl 3-((4-aminopyridin-2-yl)thio)propanoate 1250012-73-7 C9H12N2O2S
methyl 3-((4-aminopyridin-2-yl)thio)propanoate
—— 1-Ethyl-3-hexadecyl-thiourea 94381-36-9 C19H40N2S
1-Ethyl-3-hexadecyl-thiourea
—— 2-(4'-nitropyridin-2'-ylsulfanyl)-ethanamine 1265869-52-0 C7H9N3O2S
2-(4'-nitropyridin-2'-ylsulfanyl)-ethanamine
—— 1-Allyl-3-hexadecyl-thiourea 6313-22-0 C20H40N2S
1-Allyl-3-hexadecyl-thiourea
—— 2-(3-methoxy-3-oxopropylthio)-4-nitropyridine N-oxide 1314876-27-1 C9H10N2O5S
2-(3-methoxy-3-oxopropylthio)-4-nitropyridine N-oxide
—— hexadecyl-thiourea 86533-71-3 C17H36N2S
hexadecyl-thiourea
—— (3-Dimethylamino-propyl)-thiocarbamic acid S-methyl ester 6944-44-1 C7H16N2OS
(3-Dimethylamino-propyl)-thiocarbamic acid S-methyl ester
—— 1-(2-hydroxyethyl)-3-hexadecylthiourea 1398599-74-0 C19H40N2OS
1-(2-hydroxyethyl)-3-hexadecylthiourea
—— 6-Amino-5-(methylsulfanyl)pyrimidin-2(1h)-one 6623-80-9 C5H7N3OS
6-Amino-5-(methylsulfanyl)pyrimidin-2(1h)-one
—— (cyano-3 pyridyl-2)(hydroxy-2 ethyl) sulfure 89407-35-2 C8H8N2OS
(cyano-3 pyridyl-2)(hydroxy-2 ethyl) sulfure
—— 5-phenylthio-3,6-dichloro-1,2,4-triazine 132434-85-6 C9H5Cl2N3S
5-phenylthio-3,6-dichloro-1,2,4-triazine
—— 6-Methyl-3-(prop-2-en-1-yl)-4-[(prop-2-en-1-yl)sulfanyl]-2H-pyran-2-one 923602-36-2 C12H14O2S
6-Methyl-3-(prop-2-en-1-yl)-4-[(prop-2-en-1-yl)sulfanyl]-2H-pyran-2-one
—— ethyl 2-(phenylthio)but-3-enoate 109542-07-6 C12H14O2S
ethyl 2-(phenylthio)but-3-enoate
—— dimethyl phenylthio(trimethylsilylmethyl)malonate 83182-22-3 C15H22O4SSi
dimethyl phenylthio(trimethylsilylmethyl)malonate
—— 5-(4-Chlor-anilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin 6630-69-9 C11H10ClN3O2S
5-(4-Chlor-anilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin
—— N-hydroxy-2-(phenylthio)acetamide 4707-65-7 C8H9NO2S
N-hydroxy-2-(phenylthio)acetamide
—— 3-methyl-5-phenylsulfanylmethyl-[1,2,4]oxadiazole 865706-92-9 C10H10N2OS
3-methyl-5-phenylsulfanylmethyl-[1,2,4]oxadiazole
—— ethyl 2-[(3-ethynyl-2-methoxycarbonylmethyl)phenyl]-2-(phenylthio)acetate 1011458-42-6 C21H20O4S
ethyl 2-[(3-ethynyl-2-methoxycarbonylmethyl)phenyl]-2-(phenylthio)acetate
—— 3-methyl-4-phenylthio-2-pyrazolin-5-one 127788-15-2 C10H10N2OS
3-methyl-4-phenylthio-2-pyrazolin-5-one
—— 5-ethyl-2-(4-fluorophenyl)-4-phenylsulfanyl-4H-pyrazol-3-one 1308248-25-0 C17H15FN2OS
5-ethyl-2-(4-fluorophenyl)-4-phenylsulfanyl-4H-pyrazol-3-one
—— O-ethyl (phenylthio)thioacetate 162999-94-2 C10H12OS2
O-ethyl (phenylthio)thioacetate
—— dimethyl-(5-phenylsulfanylmethyl-[1,2,4]oxadiazol-3-yl)-amine 865707-08-0 C11H13N3OS
dimethyl-(5-phenylsulfanylmethyl-[1,2,4]oxadiazol-3-yl)-amine
—— 1-(4-fluorophenyl)-3-methyl-4-(phenylthio)-1H-pyrazol-5(4H)-one 1308248-21-6 C16H13FN2OS
1-(4-fluorophenyl)-3-methyl-4-(phenylthio)-1H-pyrazol-5(4H)-one
—— ethyl 3-(3-azido-2-thienyl)-2-(phenylthio)propenoate 106183-75-9 C15H13N3O2S2
ethyl 3-(3-azido-2-thienyl)-2-(phenylthio)propenoate
—— 1,3-dimethyl-4-(phenylthio)-1H-pyrazol-5(4H)-one 82051-46-5 C11H12N2OS
1,3-dimethyl-4-(phenylthio)-1H-pyrazol-5(4H)-one
—— 3-isopropyl-4-(phenylthio)-1H-pyrazol-5(4H)-one 1188445-13-7 C12H14N2OS
3-isopropyl-4-(phenylthio)-1H-pyrazol-5(4H)-one
—— (4-Hydroxy-phenylsulfanyl)-acetic acid 2-morpholin-4-yl-2-oxo-ethyl ester 851478-84-7 C14H17NO5S
(4-Hydroxy-phenylsulfanyl)-acetic acid 2-morpholin-4-yl-2-oxo-ethyl ester
—— O2-(2-methylthioethyl) 1-(isopropylamino)diazen-1-ium-1,2-diolate 1404220-31-0 C6H15N3O2S
O2-(2-methylthioethyl) 1-(isopropylamino)diazen-1-ium-1,2-diolate
—— 5-((5-Bromo-2-(methylthio)-4-pyrimidinyl)amino)-2,4-pyrimidinediol 6951-53-7 C9H8BrN5O2S
5-((5-Bromo-2-(methylthio)-4-pyrimidinyl)amino)-2,4-pyrimidinediol
—— Ethyl α-fluoro-α-(p-tolylthio)acetate 130612-81-6 C11H13FO2S
Ethyl α-fluoro-α-(p-tolylthio)acetate
—— ethyl 2-ethoxalyl-p-tolylthioacetate 87378-99-2 C15H18O5S
ethyl 2-ethoxalyl-p-tolylthioacetate
—— 1-[[4-amino-3-[2-(4-hydroxyphenyl)ethyl]-4H-1,2,4-triazol-5-yl]thioacetyl]-3-(2-thienyl)-5-(4-dimethylaminophenyl)-2-pyrazoline 1246567-70-3 C27H29N7O2S2
1-[[4-amino-3-[2-(4-hydroxyphenyl)ethyl]-4H-1,2,4-triazol-5-yl]thioacetyl]-3-(2-thienyl)-5-(4-dimethylaminophenyl)-2-pyrazoline
—— 5-{[5-Bromo-6-methyl-2-(methylsulfanyl)pyrimidin-4-yl]amino}pyrimidine-2,4(1h,3h)-dione 6951-54-8 C10H10BrN5O2S
5-{[5-Bromo-6-methyl-2-(methylsulfanyl)pyrimidin-4-yl]amino}pyrimidine-2,4(1h,3h)-dione
—— <N,N-Bis-(2-hydroxy-ethyl)-4-amino-phenylmercapto>-essigsaeure-methylester 92198-63-5 C13H19NO4S
<N,N-Bis-(2-hydroxy-ethyl)-4-amino-phenylmercapto>-essigsaeure-methylester
—— methyl 3,5-diamino-6-phenylthiopyrazinoate 70296-94-5 C12H12N4O2S
methyl 3,5-diamino-6-phenylthiopyrazinoate
—— 2-(3-butynyl)-2-<2-(phenylthio)ethyl>-1,3-dioxolane 91798-93-5 C15H18O2S
2-(3-butynyl)-2-<2-(phenylthio)ethyl>-1,3-dioxolane
—— 2-(Methylsulfonyl)-1-cyclopentanon 89729-97-5 C6H10O3S
2-(Methylsulfonyl)-1-cyclopentanon
—— N1-benzyl-1,2-dihydro-4-[[4-methylthiophenyl]methyl]-5-trifluoromethyl-3H-pyrazol-3-one 501033-13-2 C19H17F3N2OS
N1-benzyl-1,2-dihydro-4-[[4-methylthiophenyl]methyl]-5-trifluoromethyl-3H-pyrazol-3-one
—— (E)-2-(4-(methylthio)benzylidene)-N-phenylhydrazinecarbothioamide 1319729-48-0 C15H15N3S2
(E)-2-(4-(methylthio)benzylidene)-N-phenylhydrazinecarbothioamide
—— 5-((5-Bromo-6-chloro-2-(methylthio)pyrimidin-4-yl)amino)pyrimidine-2,4(1H,3H)-dione 7356-33-4 C9H7BrClN5O2S
5-((5-Bromo-6-chloro-2-(methylthio)pyrimidin-4-yl)amino)pyrimidine-2,4(1H,3H)-dione
—— 7-(4-Chloro-phenyl)-3-phenyl-5-[(E)-phenylimino]-3,7-dihydro-[1,3]dithiino[4,5-d]thiazole-2-thione 908589-69-5 C23H15ClN2S4
7-(4-Chloro-phenyl)-3-phenyl-5-[(E)-phenylimino]-3,7-dihydro-[1,3]dithiino[4,5-d]thiazole-2-thione
—— (4R,6R)-4-Methyl-6-phenylsulfanylmethyl-tetrahydro-pyran-2-ol 216865-94-0 C13H18O2S
(4R,6R)-4-Methyl-6-phenylsulfanylmethyl-tetrahydro-pyran-2-ol