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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
—— Dithiophosphoric acid S-allyl ester O-ethyl ester S'-methyl ester 27564-75-6 C6H13O2PS2
Dithiophosphoric acid S-allyl ester O-ethyl ester S'-methyl ester
—— 4-allyl-3-chloro-1-methyl-5-(phenylthio)-1H-pyrazole 1174231-76-5 C13H13ClN2S
4-allyl-3-chloro-1-methyl-5-(phenylthio)-1H-pyrazole
—— 2-(Diethylamino)-3-phenylsulfanylpropanenitrile 111248-42-1 C13H18N2S
2-(Diethylamino)-3-phenylsulfanylpropanenitrile
—— 2-Methyl-3-p-tolylmercapto-propionsaeure-butylester 30242-92-3 C15H22O2S
2-Methyl-3-p-tolylmercapto-propionsaeure-butylester
—— o-Tolyl-isopropylaminomethyl-sulfid 25508-62-7 C11H17NS
o-Tolyl-isopropylaminomethyl-sulfid
—— Tris-(p-sec.-nonyl-phenylthio)-phosphin 1952-80-3 C45H69PS3
Tris-(p-sec.-nonyl-phenylthio)-phosphin
—— <i>N</i>,<i>N</i>-diethyl-2-(4-methyl-6-oxo-5-propyl-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetamide 28994-69-6 C14H23N3O2S
<i>N</i>,<i>N</i>-diethyl-2-(4-methyl-6-oxo-5-propyl-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetamide
—— (2-Methyl-allylsulfanylmethylsulfanyl)-benzene 52163-48-1 C11H14S2
(2-Methyl-allylsulfanylmethylsulfanyl)-benzene
—— 1,3-Dimethyl-4-methylthiopyrazol-5-yl-methylcarbamat 26128-73-4 C8H13N3O2S
1,3-Dimethyl-4-methylthiopyrazol-5-yl-methylcarbamat
—— (2-Nitro-3-thienyl)-(2-amino-4-methylthio-phenyl)-sulfid 7028-14-0 C11H10N2O2S3
(2-Nitro-3-thienyl)-(2-amino-4-methylthio-phenyl)-sulfid
—— 2,4-dimethyl-5-methylsulfanyl-pyrrole-3-carboxylic acid ethyl ester 36151-66-3 C10H15NO2S
2,4-dimethyl-5-methylsulfanyl-pyrrole-3-carboxylic acid ethyl ester
—— 2-methylthio-5-methyl-6-[1-fluoro-1-(4-fluorophenyl)methyl]cytosine 1093390-13-6 C13H13F2N3S
2-methylthio-5-methyl-6-[1-fluoro-1-(4-fluorophenyl)methyl]cytosine
—— Acetic acid (1S,2S)-2-(1-phenylsulfanyl-allyl)-cyclohexyl ester 81634-91-5 C17H22O2S
Acetic acid (1S,2S)-2-(1-phenylsulfanyl-allyl)-cyclohexyl ester
—— 1108185-80-3 C19H28O3S
—— (4-Chloro-phenyl)-dithiocarbamic acid phenyl ester 21167-90-8 C13H10ClNS2
(4-Chloro-phenyl)-dithiocarbamic acid phenyl ester
—— 1-[5-(3-chloro-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-2-thiocyanato-ethane 53961-40-3 C11H8ClN3OS2
1-[5-(3-chloro-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-2-thiocyanato-ethane
—— bis(5'-mesitylthio-3,4-ethylenedioxy-5,2'-bithien-2-yl) sulfide 1093634-23-1 C38H34O4S7
bis(5'-mesitylthio-3,4-ethylenedioxy-5,2'-bithien-2-yl) sulfide
—— 111994-28-6 C16H10CoN4S4
—— 20639-46-7 C12H24N2O2S
—— Dithiophosphorsaeure-O,O-diisopropyl-S-<2-(4-methylmercapto-phenylmercapto)-aethyl>-ester 92789-76-9 C15H25O2PS4
Dithiophosphorsaeure-O,O-diisopropyl-S-<2-(4-methylmercapto-phenylmercapto)-aethyl>-ester
—— Ethyl-phenyl-dithiocarbamic acid 4,6-dimethyl-pyrimidin-2-yl ester 32595-26-9 C15H17N3S2
Ethyl-phenyl-dithiocarbamic acid 4,6-dimethyl-pyrimidin-2-yl ester
—— (Z)-(2S,5R)-3-(2-acetoxyethylidene)-2-phenylthio-4-oxa-1-azabicyclo<3.2.0>heptan-7-one 82895-97-4 C15H15NO4S
(Z)-(2S,5R)-3-(2-acetoxyethylidene)-2-phenylthio-4-oxa-1-azabicyclo<3.2.0>heptan-7-one
—— Phenyl-phosphonothioic acid O-ethyl ester O-(2-isopropoxy-6-methyl-5-methylsulfanyl-pyrimidin-4-yl) ester 55995-87-4 C17H23N2O3PS2
Phenyl-phosphonothioic acid O-ethyl ester O-(2-isopropoxy-6-methyl-5-methylsulfanyl-pyrimidin-4-yl) ester
—— 5-bromo-2-dodecylsulfanyl-4-methyl-1H-pyrimidin-6-one 856766-59-1 C17H29BrN2OS
5-bromo-2-dodecylsulfanyl-4-methyl-1H-pyrimidin-6-one
—— tris(tert-butylsulfanyl)indigane 215182-56-2 C24H54In2S6
tris(tert-butylsulfanyl)indigane
—— 2-(4-methylphenylsulfanyl)cyclobutanone 84525-39-3 C11H12OS
2-(4-methylphenylsulfanyl)cyclobutanone
—— (S)-1,1,1,3,3,3-hexafluoropropan-2-yl 3-((4-chlorophenyl)thio)-3-phenylpropanoate 1443455-63-7 C18H13ClF6O2S
(S)-1,1,1,3,3,3-hexafluoropropan-2-yl 3-((4-chlorophenyl)thio)-3-phenylpropanoate
—— 4-Chloro-N<sup>1</sup>-(4-chloro-phenyl)-5-thiocyanato-benzene-1,2-diamine 23648-89-7 C13H9Cl2N3S
4-Chloro-N<sup>1</sup>-(4-chloro-phenyl)-5-thiocyanato-benzene-1,2-diamine
—— Bis-(carbamoylmethylmercapto)-chinon 38969-15-2 C24H24N4O4S2
Bis-(carbamoylmethylmercapto)-chinon
—— N-cyclohexyl-2-ethyl-2-(N-ethyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)butanamide 1379463-55-4 C23H38N4O3S
N-cyclohexyl-2-ethyl-2-(N-ethyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)butanamide
—— 2-[4-(4-chloro-5-styryl-[1,2,3]triazol-2-yl)-phenyl]-5-methoxy-6-phenylsulfanyl-2<i>H</i>-benzotriazole 41500-47-4 C29H21ClN6OS
2-[4-(4-chloro-5-styryl-[1,2,3]triazol-2-yl)-phenyl]-5-methoxy-6-phenylsulfanyl-2<i>H</i>-benzotriazole
—— 3,5-dichloro-2-(4-chlorophenylthio)benzyl alcohol 79332-33-5 C13H9Cl3OS
3,5-dichloro-2-(4-chlorophenylthio)benzyl alcohol
—— Chlorcarbonylthiocyanat 16829-40-6 C2ClNOS
Chlorcarbonylthiocyanat
—— 2-(2-methylphenyl)-5-(4-methylphenylthio)-1,3,4-oxadiazole 1414598-50-7 C16H14N2O2S
2-(2-methylphenyl)-5-(4-methylphenylthio)-1,3,4-oxadiazole
—— (1-Ethoxycarbonylamino-2-methyl-3-phenylsulfanyl-pentyl)-carbamic acid ethyl ester 24961-51-1 C18H28N2O4S
(1-Ethoxycarbonylamino-2-methyl-3-phenylsulfanyl-pentyl)-carbamic acid ethyl ester
—— α-Brom-β-phenylthio-cis-zimtsaeure-ethylester 33993-96-3 C17H15BrO2S
α-Brom-β-phenylthio-cis-zimtsaeure-ethylester
—— 1394293-57-2 C14H18N4O2S3
—— 2-(N-benzyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)-N-cyclohexyl-2-ethylbutanamide 1379463-50-9 C28H40N4O3S
2-(N-benzyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)-N-cyclohexyl-2-ethylbutanamide
—— 9-(2-hydroxy-propyl)-7-methyl-2-methylsulfanyl-8,9-dihydro-7H-pyrimido[4,5-e][1,4]oxazepin-5-one 32640-37-2 C12H17N3O3S
9-(2-hydroxy-propyl)-7-methyl-2-methylsulfanyl-8,9-dihydro-7H-pyrimido[4,5-e][1,4]oxazepin-5-one
—— (3-(tert-butyl)-2-((2-(tert-butyl)phenyl)sulfonyl)phenyl)(p-tolyl)sulfane 1202638-04-7 C27H32O2S2
(3-(tert-butyl)-2-((2-(tert-butyl)phenyl)sulfonyl)phenyl)(p-tolyl)sulfane
—— propane-2,2-diylbis(p-tolylsulfane) 57354-83-3 C17H20S2
propane-2,2-diylbis(p-tolylsulfane)
—— (4-benzylsulfanyl-6-iodo-pyrimidin-5-yl)-methyl-amine 1092101-15-9 C12H12IN3S
(4-benzylsulfanyl-6-iodo-pyrimidin-5-yl)-methyl-amine
—— (methylthio)carbonyl methoxydichloromethyl disulphane 87463-12-5 C4H6Cl2O2S3
(methylthio)carbonyl methoxydichloromethyl disulphane
—— cis-1,2-bis-(p-tolylthio)ethylene 4526-53-8 C16H16S2
cis-1,2-bis-(p-tolylthio)ethylene
—— Tris-(p-sec.-heptyl-phenylthio)-phosphin 2316-01-0 C39H57PS3
Tris-(p-sec.-heptyl-phenylthio)-phosphin
—— 2-(6-chloro-3-oxo-2-phenyl-2,3-dihydro-pyridazin-4-ylsulfanyl)-<i>N</i>-hydroxy-acetamide 25381-88-8 C12H10ClN3O3S
2-(6-chloro-3-oxo-2-phenyl-2,3-dihydro-pyridazin-4-ylsulfanyl)-<i>N</i>-hydroxy-acetamide
—— 12694-01-8 C18H16N2O2S2
—— 5-acetonylthio-2-thioxo-1,3-dithiol-4-carbonsaueremethylester 127252-36-2 C8H8O3S4
5-acetonylthio-2-thioxo-1,3-dithiol-4-carbonsaueremethylester
—— (3aR,4R,7aS)-3,4-dimethyl-6-(phenylthio)tetrahydro-4H-pyrano[3,4-d]oxazol-2(3H)-one 1260085-10-6 C14H17NO3S
(3aR,4R,7aS)-3,4-dimethyl-6-(phenylthio)tetrahydro-4H-pyrano[3,4-d]oxazol-2(3H)-one
—— N-(4-((8-(pyridin-3-yl)-9H-purin-6-yl)thio)phenyl)acetamide 1170069-31-4 C18H14N6OS
N-(4-((8-(pyridin-3-yl)-9H-purin-6-yl)thio)phenyl)acetamide