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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-Methyl-3-phenylsulfanyl-5-propanoyloxan-2-one 89665-24-7 C15H18O3S
3-Methyl-3-phenylsulfanyl-5-propanoyloxan-2-one
—— 2,4-dithiaoctane 29098-64-4 C6H14S2
2,4-dithiaoctane
—— β-(p-Brom-phenylmercapto)-ethanthiol 19366-34-8 C8H9BrS2
β-(p-Brom-phenylmercapto)-ethanthiol
—— (8-chloro-octyl)-methyl sulfide 98956-33-3 C9H19ClS
(8-chloro-octyl)-methyl sulfide
—— 1,1-Dimethyl-3-(prop-2-ynoxymethyl)thiourea 81066-26-4 C7H12N2OS
1,1-Dimethyl-3-(prop-2-ynoxymethyl)thiourea
—— Isobutyl-neopentyl-sulfoxd 10269-13-3 C9H20OS
Isobutyl-neopentyl-sulfoxd
—— (2S)-1-[(2S)-oxiran-2-yl]-4-phenylsulfanylbutan-2-ol 197520-81-3 C12H16O2S
(2S)-1-[(2S)-oxiran-2-yl]-4-phenylsulfanylbutan-2-ol
—— [(2R,4S)-1,4-dihydroxy-6-phenylsulfanylhexan-2-yl] methanesulfonate 197520-80-2 C13H20O5S2
[(2R,4S)-1,4-dihydroxy-6-phenylsulfanylhexan-2-yl] methanesulfonate
—— 4-((4-chlorophenyl)thio)-4-(p-tolyl)butan-2-one 1420293-48-6 C17H17ClOS
4-((4-chlorophenyl)thio)-4-(p-tolyl)butan-2-one
—— N-((5-(2-(methylthio)phenyl)isoxazol-3-yl)methyl)adamantan-1-amine 1443123-69-0 C21H26N2OS
N-((5-(2-(methylthio)phenyl)isoxazol-3-yl)methyl)adamantan-1-amine
—— Methyl (S)-2-hydroxy-2-<<(4-methylphenyl)sulfenyl>methyl>hexadecanoate 154079-05-7 C25H42O3S
Methyl (S)-2-hydroxy-2-<<(4-methylphenyl)sulfenyl>methyl>hexadecanoate
—— β-Vinylsulfonyl-propionsaeure-amid 1562-41-0 C5H9NO3S
β-Vinylsulfonyl-propionsaeure-amid
—— 3-(2-chloroethylsulfonyl)-N-[[3-(2-chloroethylsulfonyl)propanoylamino]methyl]propanamide 42514-09-0 C11H20Cl2N2O6S2
3-(2-chloroethylsulfonyl)-N-[[3-(2-chloroethylsulfonyl)propanoylamino]methyl]propanamide
—— 2,7-Dimethyl-4,5-dioxo-3,6-dioxa-9-thia-3,4,5,6,9,10-hexahydroanthracene 101560-45-6 C13H10O4S
2,7-Dimethyl-4,5-dioxo-3,6-dioxa-9-thia-3,4,5,6,9,10-hexahydroanthracene
—— 5-Acetyl-3-methyl-3-phenylsulfanyloxan-2-one 89665-22-5 C14H16O3S
5-Acetyl-3-methyl-3-phenylsulfanyloxan-2-one
—— 4-amino-2,3-dihydro-3-phenyl-6-thioxo-6H-thieno[3,2-c]thiopyran-7-carbonitrile 1222510-76-0 C14H10N2S3
4-amino-2,3-dihydro-3-phenyl-6-thioxo-6H-thieno[3,2-c]thiopyran-7-carbonitrile
—— Pyridinium, 2,2'-[1,5-pentanediylbis(thio)]bis[1-methyl- 184679-70-7 C17H24N2S2+2
Pyridinium, 2,2'-[1,5-pentanediylbis(thio)]bis[1-methyl-
—— 2-hydroxymethyl(6-tert-butylbenzo)-4-oxathiane 113769-02-1 C13H18O2S
2-hydroxymethyl(6-tert-butylbenzo)-4-oxathiane
—— 5-(4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-yl)-2-propylthio-1,3,4-oxadiazole 313257-96-4 C11H15ClN4OS
5-(4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-yl)-2-propylthio-1,3,4-oxadiazole
—— 1-[5-(4-Bromo-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-propan-2-one 81555-90-0 C11H9BrN2O2S
1-[5-(4-Bromo-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-propan-2-one
—— 4-isopropyl-3',3',5,5',5'-pentamethyl-2H-1,3-oxathiole-2-spiro-4',3',5'-dihydropyrazole 114522-86-0 C13H22N2OS
4-isopropyl-3',3',5,5',5'-pentamethyl-2H-1,3-oxathiole-2-spiro-4',3',5'-dihydropyrazole
—— thiophosphoric acid <i>O</i>,<i>O</i>'-diethyl ester <i>S</i>-(5-methylsulfanyl-[1,3,4]thiadiazol-2-ylmethyl) ester 38090-94-7 C8H15N2O3PS3
thiophosphoric acid <i>O</i>,<i>O</i>'-diethyl ester <i>S</i>-(5-methylsulfanyl-[1,3,4]thiadiazol-2-ylmethyl) ester
—— dithiophosphoric acid <i>O</i>,<i>O</i>'-dimethyl ester <i>S</i>-(5-methylsulfanyl-[1,3,4]thiadiazol-2-ylmethyl) ester 38090-92-5 C6H11N2O2PS4
dithiophosphoric acid <i>O</i>,<i>O</i>'-dimethyl ester <i>S</i>-(5-methylsulfanyl-[1,3,4]thiadiazol-2-ylmethyl) ester
—— 2-(4-chlorophenyl)-5-cyano-4-methylsulfanyl-1H-pyrimidin-6-one 87693-97-8 C12H8ClN3OS
2-(4-chlorophenyl)-5-cyano-4-methylsulfanyl-1H-pyrimidin-6-one
—— 1,1,2-tris-propylsulfanyl-ethene 66566-70-9 C11H22S3
1,1,2-tris-propylsulfanyl-ethene
—— 6-(ethylthio)-3-methyl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 958785-71-2 C6H8N4S2
6-(ethylthio)-3-methyl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 2-(7(9)<i>H</i>-purin-6-ylmercapto)-benzoic acid 99971-18-3 C12H8N4O2S
2-(7(9)<i>H</i>-purin-6-ylmercapto)-benzoic acid
—— 3-(2-aminophenylthio)-4-pyridazinecarbonitrile 135128-11-9 C11H8N4S
3-(2-aminophenylthio)-4-pyridazinecarbonitrile
—— 1,2-bis(4-amino-1,2,4-triazol-3-ylsulfanyl)ethane 178384-09-3 C6H10N8S2
1,2-bis(4-amino-1,2,4-triazol-3-ylsulfanyl)ethane
—— 2,2'-sulfonylbis<N-(2,2-dimethoxyethyl)acetamide> 132417-38-0 C12H24N2O8S
2,2'-sulfonylbis<N-(2,2-dimethoxyethyl)acetamide>
—— 5,5-Bis(ethylthio)-6-(2-methyl-1-propenyliden)-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on 100094-80-2 C25H26OS4
5,5-Bis(ethylthio)-6-(2-methyl-1-propenyliden)-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on
—— 5,5-Dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3,6-dion 100094-94-8 C19H16O2S2
5,5-Dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3,6-dion
—— 8-(Aminomethyl)10H-pyrazino[2,3-b][1,4]benzothiazine 203656-60-4 C11H10N4S
8-(Aminomethyl)10H-pyrazino[2,3-b][1,4]benzothiazine
—— 2-(6,6-Dimethyl-3-oxo-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>hept-5-yliden)acetaldehyd 100094-90-4 C21H18O2S2
2-(6,6-Dimethyl-3-oxo-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>hept-5-yliden)acetaldehyd
—— 5-<2,2-Bis(ethylthio)vinyliden>-6,6-dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on 100094-81-3 C25H26OS4
5-<2,2-Bis(ethylthio)vinyliden>-6,6-dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on
—— 6,6-Dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3,5-dion 100094-95-9 C19H16O2S2
6,6-Dimethyl-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3,5-dion
—— 1-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimid-2-ylthio)propylamino]-1-methylamino-2-nitroethylene 79651-55-1 C13H19F3N8O2S
1-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimid-2-ylthio)propylamino]-1-methylamino-2-nitroethylene
—— 2-ethoxycarbonylmethylmercapto-3-cyano-5-nitropyridine 31309-26-9 C10H9N3O4S
2-ethoxycarbonylmethylmercapto-3-cyano-5-nitropyridine
—— tris(2-(methylthiocarbonylamino)ethyl)amine 183864-14-4 C12H24N4O3S3
tris(2-(methylthiocarbonylamino)ethyl)amine
—— diethyl 2-(1H-1,2,4-triazol-5-ylsulfanyl)propanedioate 61631-36-5 C9H13N3O4S
diethyl 2-(1H-1,2,4-triazol-5-ylsulfanyl)propanedioate
—— 3-methyl-N-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)but-3-enamide 438044-93-0 C13H17NO2S
3-methyl-N-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)but-3-enamide
—— 5-formyl-3-methyl-6-phenylthiouracil 69139-09-9 C12H10N2O3S
5-formyl-3-methyl-6-phenylthiouracil
—— (1R,3aR,7aR)-1-[(2R,3E,5E)-6-tert-butylsulfonylhexa-3,5-dien-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-one 300344-98-3 C20H32O3S
(1R,3aR,7aR)-1-[(2R,3E,5E)-6-tert-butylsulfonylhexa-3,5-dien-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-one
—— phenyl bis(dimethylamino)methylenecarbamodithioate 1564286-43-6 C12H17N3S2
phenyl bis(dimethylamino)methylenecarbamodithioate
—— Propanoic acid, 3-(octylsulfonyl)- 125534-36-3 C11H22O4S
Propanoic acid, 3-(octylsulfonyl)-
—— 5-(Diisopropylamino)-3-(4-nitrophenyl)-4-(phenylthio)isoxazol 125379-83-1 C21H23N3O3S
5-(Diisopropylamino)-3-(4-nitrophenyl)-4-(phenylthio)isoxazol
—— (phenyl-[1,3,4]oxadiazol-2-ylmercapto)-acetic acid ethyl ester 104496-93-7 C12H12N2O3S
(phenyl-[1,3,4]oxadiazol-2-ylmercapto)-acetic acid ethyl ester
—— N-benzyl-6-chloro-2-methylthiopyrimidin-4-amine 709639-84-9 C12H12ClN3S
N-benzyl-6-chloro-2-methylthiopyrimidin-4-amine
—— ethyl (E)-2-(2-oxobenzo[b]thiophen-3(2H)-ylidene)acetate 1344679-62-4 C12H10O3S
ethyl (E)-2-(2-oxobenzo[b]thiophen-3(2H)-ylidene)acetate
—— N,N'-Dimethyl-N,N'-diethylthiomethyl-ethylendiamin 51-76-3 C10H24N2S2
N,N'-Dimethyl-N,N'-diethylthiomethyl-ethylendiamin