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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-Nonanol, 1-(phenylthio)- 84547-46-6 C15H24OS
3-Nonanol, 1-(phenylthio)-
—— methyl 2-[(2S,3S,4R,4aS,10aS)-3,4-dihydroxy-2-methyl-3,4,4a,10a-tetrahydro-2H-pyrano[2,3-b][1,4]benzoxathiin-7-yl]acetate 1442693-29-9 C15H18O6S
methyl 2-[(2S,3S,4R,4aS,10aS)-3,4-dihydroxy-2-methyl-3,4,4a,10a-tetrahydro-2H-pyrano[2,3-b][1,4]benzoxathiin-7-yl]acetate
—— Methyl [4-[[(dimethylamino)carbonyl]thio]phenyl]acetate 317319-11-2 C12H15NO3S
Methyl [4-[[(dimethylamino)carbonyl]thio]phenyl]acetate
—— Methyl 2-(pyrid-2-yl)-1,3-oxathiane-2-carbodithioate 82081-49-0 C11H13NOS3
Methyl 2-(pyrid-2-yl)-1,3-oxathiane-2-carbodithioate
—— 4-cyclobutylamino-2-methylsulfanyl-pyrimidine-5-carbonitrile 1192132-93-6 C10H12N4S
4-cyclobutylamino-2-methylsulfanyl-pyrimidine-5-carbonitrile
—— 3-methylthio-4-nitroso-6-tert.-butyl-1,2,4-triazine-5-one 106119-79-3 C8H12N4O2S
3-methylthio-4-nitroso-6-tert.-butyl-1,2,4-triazine-5-one
—— 2-Azido-5-bromo-6-hydroxy-2,3-dihydrobenzothiophene 222843-49-4 C8H6BrN3OS
2-Azido-5-bromo-6-hydroxy-2,3-dihydrobenzothiophene
—— 5-Bromo-6-hydroxy-2,3-dihydrobenzothiophene 234757-53-0 C8H7BrOS
5-Bromo-6-hydroxy-2,3-dihydrobenzothiophene
—— 3-amino-2-cyano-5-methoxy-6-(methylthio)pyridine 267243-60-7 C8H9N3OS
3-amino-2-cyano-5-methoxy-6-(methylthio)pyridine
—— 2,5-diamino-4-methyl-6-methylthiopyrimidine 7144-21-0 C6H10N4S
2,5-diamino-4-methyl-6-methylthiopyrimidine
—— 2-amino-5-methoxy-6-(methylthio)-3-nitropyridine 127356-34-7 C7H9N3O3S
2-amino-5-methoxy-6-(methylthio)-3-nitropyridine
—— methyl (2E)-2-(2-phenylsulfanylethylidene)-1-pyridin-3-ylcyclohexane-1-carbodithioate 1027885-40-0 C21H23NS3
methyl (2E)-2-(2-phenylsulfanylethylidene)-1-pyridin-3-ylcyclohexane-1-carbodithioate
—— methyl 3-ethyl-6-(phenylthiomethyl)-2-propyl-2H-pyran-5-carboxylate 1341233-96-2 C19H24O3S
methyl 3-ethyl-6-(phenylthiomethyl)-2-propyl-2H-pyran-5-carboxylate
—— 2-(2-methyl-[1,3]dithian-2-yl)phenol 496043-45-9 C11H14OS2
2-(2-methyl-[1,3]dithian-2-yl)phenol
—— 1-<<1'-phenyl-2'(t-butyldimethylsilyloxy)ethoxy>methyl>-6-(phenylthio)uracil 155831-64-4 C25H32N2O4SSi
1-<<1'-phenyl-2'(t-butyldimethylsilyloxy)ethoxy>methyl>-6-(phenylthio)uracil
—— S-tert-butyl (2S)-2-[(1S,5R,7aS)-5-hydroxy-7a-methyl-4-phenylthio-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl]-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate 332950-58-0 C30H44O4S2
S-tert-butyl (2S)-2-[(1S,5R,7aS)-5-hydroxy-7a-methyl-4-phenylthio-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl]-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate
—— 2-(4-picoliltio)anilina 74462-22-9 C12H12N2S
2-(4-picoliltio)anilina
—— 4-(3,5-Dimethylpyrazol-1-yl)-2-(4-picolylthio)imidazo<4,5-d>pyridazine 85733-00-2 C16H15N7S
4-(3,5-Dimethylpyrazol-1-yl)-2-(4-picolylthio)imidazo<4,5-d>pyridazine
—— 5,6-bis(4-chlorophenyl)-3-((pyridin-4-ylmethyl)thio)-1,2,4-triazine 1478982-17-0 C21H14Cl2N4S
5,6-bis(4-chlorophenyl)-3-((pyridin-4-ylmethyl)thio)-1,2,4-triazine
—— 4-(((4-bromophenyl)thio)methyl)pyridine 83782-72-3 C12H10BrNS
4-(((4-bromophenyl)thio)methyl)pyridine
—— 2-(4-pyridylmethylsulfanyl)-5-(4-isothiocyanatophenyl)-1,3,4-oxadiazole 384859-82-9 C15H10N4OS2
2-(4-pyridylmethylsulfanyl)-5-(4-isothiocyanatophenyl)-1,3,4-oxadiazole
—— 4-{[(4-pyridyl)methyl]sulfanyl}aniline 181633-39-6 C12H12N2S
4-{[(4-pyridyl)methyl]sulfanyl}aniline
—— 5-(5-ethyl-2-hydroxymethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-25-1 C14H12N4OS
5-(5-ethyl-2-hydroxymethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile
—— 4-(2-(5-(1-(tert-butoxycarbonyl)piperidin-4-ylamino)pyridin-2-ylamino)thiazol-4-ylthio)picolinic acid 1034922-38-7 C24H28N6O4S2
4-(2-(5-(1-(tert-butoxycarbonyl)piperidin-4-ylamino)pyridin-2-ylamino)thiazol-4-ylthio)picolinic acid
—— 6-(phenylthio)hexanenitrile 99965-76-1 C12H15NS
6-(phenylthio)hexanenitrile
—— S,S'-Dimethyl-dithiobiuret 15013-75-9 C4H9N3S2
S,S'-Dimethyl-dithiobiuret
—— (2R)-2-{[5-(benzylthio)-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol 849943-19-7 C18H22N4O2S2
(2R)-2-{[5-(benzylthio)-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol
—— (3,3-dimethyl-2-oxo-butane-1-sulfonyl)-acetic acid 502186-55-2 C8H14O5S
(3,3-dimethyl-2-oxo-butane-1-sulfonyl)-acetic acid
—— 5-(benzylthio)-7-{[(1R)-1-(hydroxymethyl)butyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one 849943-20-0 C17H20N4O2S2
5-(benzylthio)-7-{[(1R)-1-(hydroxymethyl)butyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 6-thia-1,11-dihydroxyundecan 903094-12-2 C10H22O2S
6-thia-1,11-dihydroxyundecan
—— (2R)-2-{[5-(benzylthio)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol 849943-18-6 C17H19ClN4OS2
(2R)-2-{[5-(benzylthio)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol
—— 2-benzylsulfanyl-4H-[1,3]thiazolo[4,5-d]pyrimidine-5,7-dione 87789-33-1 C12H9N3O2S2
2-benzylsulfanyl-4H-[1,3]thiazolo[4,5-d]pyrimidine-5,7-dione
—— tert-butyl (4E,6S,7Z)-6-[tert-butyl(dimethyl)silyl]oxy-10-oxo-12-phenylsulfanyldodeca-4,7-dienoate 948297-21-0 C28H44O4SSi
tert-butyl (4E,6S,7Z)-6-[tert-butyl(dimethyl)silyl]oxy-10-oxo-12-phenylsulfanyldodeca-4,7-dienoate
—— 2,6-bis(phenylthio)phenol 68143-72-6 C18H14OS2
2,6-bis(phenylthio)phenol
—— 4-(2-guanidinopyrid-6-ylthio)butyramide hydrogen maleate 84545-75-5 C4H4O4*C10H15N5OS
4-(2-guanidinopyrid-6-ylthio)butyramide hydrogen maleate
—— 4-[6-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-2-ylthio]butyramide 84545-18-6 C12H16F3N5OS
4-[6-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-2-ylthio]butyramide
—— (3R,4S,5S)-2-phenylsulfanyloxane-3,4,5-triol 1352718-30-9 C11H14O4S
(3R,4S,5S)-2-phenylsulfanyloxane-3,4,5-triol
—— 5-(4-Trimethylsilylphenyl)sulfanylhexan-3-one 497181-07-4 C15H24OSSi
5-(4-Trimethylsilylphenyl)sulfanylhexan-3-one
—— [(2S,3R,4S,5R)-2-phenylsulfanyl-3,5-bis[tri(propan-2-yl)silyloxy]oxan-4-yl]oxy-tri(propan-2-yl)silane 374115-42-1 C38H74O4SSi3
[(2S,3R,4S,5R)-2-phenylsulfanyl-3,5-bis[tri(propan-2-yl)silyloxy]oxan-4-yl]oxy-tri(propan-2-yl)silane
—— (p-Tolylthio)acetic acid 2-(dimethylamino)-1-methylethyl ester 35859-10-0 C14H21NO2S
(p-Tolylthio)acetic acid 2-(dimethylamino)-1-methylethyl ester
—— 1-[2-[(E)-prop-1-enyl]-1,3-dithian-2-yl]cyclopent-2-en-1-ol 106501-31-9 C12H18OS2
1-[2-[(E)-prop-1-enyl]-1,3-dithian-2-yl]cyclopent-2-en-1-ol
—— 3-cyano-6-(2-thienyl)-4-trifluoromethylpyridin-2-ylthioacetonitrile 330220-40-1 C13H6F3N3S2
3-cyano-6-(2-thienyl)-4-trifluoromethylpyridin-2-ylthioacetonitrile
—— (E)-1-(phenylthio)-2-(trimethylsilyl)ethene 95841-50-2 C11H16SSi
(E)-1-(phenylthio)-2-(trimethylsilyl)ethene
—— phenyl 1-thio-α-L-arabinopyranoside 122604-15-3 C11H14O4S
phenyl 1-thio-α-L-arabinopyranoside
—— threo-2-methyl-3-(phenylthio)butanoic acid methyl ester 126824-96-2 C12H16O2S
threo-2-methyl-3-(phenylthio)butanoic acid methyl ester
—— erythro-2-methyl-3-(phenylthio)butanoic acid methyl ester 126824-96-2 C12H16O2S
erythro-2-methyl-3-(phenylthio)butanoic acid methyl ester
—— methyl (2E,4E,6R)-6-[(2R,4R,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-6-phenylsulfanyloxan-2-yl]-2-methylhepta-2,4-dienoate 477200-83-2 C38H48O4SSi
methyl (2E,4E,6R)-6-[(2R,4R,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-6-phenylsulfanyloxan-2-yl]-2-methylhepta-2,4-dienoate
—— (-)-(2S,3S)-methyl 2-methyl-3-(2-trimethylsilylphenylsulfanyl)butanoate 392668-12-1 C15H24O2SSi
(-)-(2S,3S)-methyl 2-methyl-3-(2-trimethylsilylphenylsulfanyl)butanoate
—— (2S)-2-[(2R,4R,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-6-phenylsulfanyloxan-2-yl]propanal 477200-82-1 C32H40O3SSi
(2S)-2-[(2R,4R,6S)-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-6-phenylsulfanyloxan-2-yl]propanal
—— ethyl [(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)thio]acetate 54585-48-7 C18H23N3O3S
ethyl [(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)thio]acetate