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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-Aminoethylsulfanyl)pyridine-3-carbonitrile 111042-87-6 C8H9N3S
2-(2-Aminoethylsulfanyl)pyridine-3-carbonitrile
—— 2-(2-Acetylaminoethylthio)-3-cyanopyridine 111042-88-7 C10H11N3OS
2-(2-Acetylaminoethylthio)-3-cyanopyridine
—— 2-(3,3,3-trifluoropropylsulfonyl)-8-nonynenitrile 1086538-97-7 C12H16F3NO2S
2-(3,3,3-trifluoropropylsulfonyl)-8-nonynenitrile
—— 3,3,7,7-tetra-t-butyl-1,1,5,5-tetramethyl-1λ(6),5λ(6),2,4,6,8,3,7-dithiatetrazadistannocine 147421-25-8 C20H48N4S2Sn2
3,3,7,7-tetra-t-butyl-1,1,5,5-tetramethyl-1λ(6),5λ(6),2,4,6,8,3,7-dithiatetrazadistannocine
—— 4-Methoxy-6-methyl-2-methylthio-5-(3-oxopentyl)pyrimidine 134039-50-2 C12H18N2O2S
4-Methoxy-6-methyl-2-methylthio-5-(3-oxopentyl)pyrimidine
—— ethyl 3-(butylamino)-3-thioxopropanoate 57005-83-1 C9H17NO2S
ethyl 3-(butylamino)-3-thioxopropanoate
—— ethyl 3-(methylamino)-3-thioxopropanoate 56409-14-4 C6H11NO2S
ethyl 3-(methylamino)-3-thioxopropanoate
—— 5-propyl-5-butylthiotetrahydrofuran-2-one 120388-35-4 C11H20O2S
5-propyl-5-butylthiotetrahydrofuran-2-one
—— pinacol 1-(phenylthio)-2-(tert-butoxycarbonyl)ethane-1-boronate 319011-31-9 C19H29BO4S
pinacol 1-(phenylthio)-2-(tert-butoxycarbonyl)ethane-1-boronate
—— ethyl 3-(ethylamino)-3-thioxopropanoate 56409-15-5 C7H13NO2S
ethyl 3-(ethylamino)-3-thioxopropanoate
—— α-Ethoxycarbonyl-N-propylthioacetamid 57005-81-9 C8H15NO2S
α-Ethoxycarbonyl-N-propylthioacetamid
—— bis(((1,3,6-trithia-2-bismocan-2-yl)thio)ethyl)sulfide 175880-71-4 C12H24Bi2S9
bis(((1,3,6-trithia-2-bismocan-2-yl)thio)ethyl)sulfide
—— 4-hydroxy-6-methyl-3-phenylthiomethyl-5-piperidinomethyl-2-pyrone 106148-34-9 C19H23NO3S
4-hydroxy-6-methyl-3-phenylthiomethyl-5-piperidinomethyl-2-pyrone
—— pinacol 1-(phenylthio)-3-(methoxycarbonyl)propane-1-boronate 319011-39-7 C17H25BO4S
pinacol 1-(phenylthio)-3-(methoxycarbonyl)propane-1-boronate
—— pinacol 1-(phenylthio)-3,3-difluoropropane-1-boronate 319011-08-0 C15H21BF2O2S
pinacol 1-(phenylthio)-3,3-difluoropropane-1-boronate
—— bis[(4-methylcyclohexylidene)methyl]sulfide 1310479-59-4 C16H26S
bis[(4-methylcyclohexylidene)methyl]sulfide
—— bis(cyclohexylidenemethyl)sulfide 78606-90-3 C14H22S
bis(cyclohexylidenemethyl)sulfide
—— diundec-1-enylsulfide 1310479-57-2 C22H42S
diundec-1-enylsulfide
—— dipent-1-enylsulfide 1310479-55-0 C10H18S
dipent-1-enylsulfide
—— (2-Methoxy-pent-4-enylsulfanyl)-benzene 103216-36-0 C12H16OS
(2-Methoxy-pent-4-enylsulfanyl)-benzene
—— (E)-5-(phenylthio)-1,3-pentadiene 83333-89-5 C11H12S
(E)-5-(phenylthio)-1,3-pentadiene
—— 2-chloro-5-[[(5-(pyridin-2-yl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257843-01-8 C13H9ClN4OS
2-chloro-5-[[(5-(pyridin-2-yl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 1-methyl-2-(2-phenylsulfanylphenyl)-4,5-dihydro-1H-imidazole 1329430-19-4 C16H16N2S
1-methyl-2-(2-phenylsulfanylphenyl)-4,5-dihydro-1H-imidazole
—— 2-propyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine 156000-13-4 C12H23NS3
2-propyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine
—— 1-[(5-Pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-2-one 81555-92-2 C10H9N3O2S
1-[(5-Pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-2-one
—— 2-{5-[(5-Phenylpentyl)sulfanyl]-1,3,4-oxadiazol-2-YL}pyridine 832077-71-1 C18H19N3OS
2-{5-[(5-Phenylpentyl)sulfanyl]-1,3,4-oxadiazol-2-YL}pyridine
—— (2-methoxy-ethyl)-methyl-disulfane 69177-67-9 C4H10OS2
(2-methoxy-ethyl)-methyl-disulfane
—— N-ethenylsulfanylcyclohexanimine 132065-70-4 C8H13NS
N-ethenylsulfanylcyclohexanimine
—— 5,6-dimethyl-2,7a-bis(methylsulfonyl)-3a,4,7,7a-tetrahydro-1-benzothiophene 1,1-dioxide 870773-00-5 C12H18O6S3
5,6-dimethyl-2,7a-bis(methylsulfonyl)-3a,4,7,7a-tetrahydro-1-benzothiophene 1,1-dioxide
—— 1-Benzyl-2-chloro-3-phenylthioindole 98508-72-6 C21H16ClNS
1-Benzyl-2-chloro-3-phenylthioindole
—— methyl 2-(3-cyano-4,6-dimethylpyridin-2-yl)mercapto-2-methylacetate 718597-71-8 C12H14N2O2S
methyl 2-(3-cyano-4,6-dimethylpyridin-2-yl)mercapto-2-methylacetate
—— (3S)-4,4,4-trifluoro-3-(phenylsulfanylmethyl)butan-1-ol 109685-46-3 C11H13F3OS
(3S)-4,4,4-trifluoro-3-(phenylsulfanylmethyl)butan-1-ol
—— 2-benzylthio-4-amino-6-(N-benzylcyanamino)pyrimidine 98322-50-0 C19H17N5S
2-benzylthio-4-amino-6-(N-benzylcyanamino)pyrimidine
—— 5-allylmercapto-3-methyl-1,2,4-triazole 229486-47-9 C6H9N3S
5-allylmercapto-3-methyl-1,2,4-triazole
—— (RS)-10-<2'-hydroxy-5'-methyl-3'-(phenylthio)phenyl>-2-decanol 112999-63-0 C23H32O2S
(RS)-10-<2'-hydroxy-5'-methyl-3'-(phenylthio)phenyl>-2-decanol
—— Ethyl 2-[1-(2-ethoxy-2-oxoethyl)sulfanyl-1-phenylethyl]sulfanylacetate 61713-26-6 C16H22O4S2
Ethyl 2-[1-(2-ethoxy-2-oxoethyl)sulfanyl-1-phenylethyl]sulfanylacetate
—— 2-hexylmercapto-ethylamine 53056-85-2 C8H19NS
2-hexylmercapto-ethylamine
—— 11-octyldisulfanyl-undecan-1-ol 909401-68-9 C19H40OS2
11-octyldisulfanyl-undecan-1-ol
—— Acetic acid, 2,2'-[(1-phenylethylidene)bis(sulfonyl)]bis-, diethyl ester 61713-31-3 C16H22O8S2
Acetic acid, 2,2'-[(1-phenylethylidene)bis(sulfonyl)]bis-, diethyl ester
—— Methyl 4-methyl-3-phenylsulfanylpentanoate 84837-78-5 C13H18O2S
Methyl 4-methyl-3-phenylsulfanylpentanoate
—— cyclopropyl ethyl sulfone 575454-45-4 C5H10O2S
cyclopropyl ethyl sulfone
—— ethyl 1-adamantanecarbodithionate 1228576-19-9 C13H20S2
ethyl 1-adamantanecarbodithionate
—— 3-(2,4-Dinitrophenyl)sulfanyl-5-[8-[5-(2,4-dinitrophenyl)sulfanyl-4-phenyl-1,2,4-triazol-3-yl]octyl]-4-phenyl-1,2,4-triazole 54188-83-9 C36H32N10O8S2
3-(2,4-Dinitrophenyl)sulfanyl-5-[8-[5-(2,4-dinitrophenyl)sulfanyl-4-phenyl-1,2,4-triazol-3-yl]octyl]-4-phenyl-1,2,4-triazole
—— thiacyclohexadeca-3,14-diyne-1,1-dioxide 514853-66-8 C15H22O2S
thiacyclohexadeca-3,14-diyne-1,1-dioxide
—— (1'S,3'S,4'R)-1-(3',4'-epoxy-4'-methylcyclohexyl)-5-methyl-2-phenylthio-4-hexen-1-one 203632-84-2 C20H26O2S
(1'S,3'S,4'R)-1-(3',4'-epoxy-4'-methylcyclohexyl)-5-methyl-2-phenylthio-4-hexen-1-one
—— (1-(Bis(phenylthio)methylene)-2,3,3-trichloro-2-propenyl)(hydroxy)azane oxide 151052-73-2 C16H10Cl3NO2S2
(1-(Bis(phenylthio)methylene)-2,3,3-trichloro-2-propenyl)(hydroxy)azane oxide
—— Methyl 4-phenyl-4-phenylsulfanylbut-2-enoate 88087-93-8 C17H16O2S
Methyl 4-phenyl-4-phenylsulfanylbut-2-enoate
—— 3-(2-oxo-5-phenylthio-2,5-dihydrofuran-3-yl)propionic acid methyl ester 475091-21-5 C14H14O4S
3-(2-oxo-5-phenylthio-2,5-dihydrofuran-3-yl)propionic acid methyl ester
—— 1-Acetylmercapto-2-phenylmercapto-aethan 14476-42-7 C10H12OS2
1-Acetylmercapto-2-phenylmercapto-aethan
—— 2-Phenylthioethansulfonsaeure 749795-11-7 C8H10O3S2
2-Phenylthioethansulfonsaeure