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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-[3-chloro-4-(4-chloro-phenylsulfanyl)-phenyl]-2<i>H</i>-[1,2,4]triazine-3,5-dione 38560-72-4 C15H9Cl2N3O2S
2-[3-chloro-4-(4-chloro-phenylsulfanyl)-phenyl]-2<i>H</i>-[1,2,4]triazine-3,5-dione
—— 6-fluoro-1-benzothiophen-3(2H)-one 1098607-88-5 C8H5FOS
6-fluoro-1-benzothiophen-3(2H)-one
—— 1,3,10,12-tetrathia[3.3](2,6)pyridinophane 80693-51-2 C12H10N2S4
1,3,10,12-tetrathia[3.3](2,6)pyridinophane
—— 4-methylsulfanyl-benzamidine; hydrochloride —— C8H10N2S*ClH
4-methylsulfanyl-benzamidine; hydrochloride
—— 2,2,2-trifluoro-1-(2-p-tolylsulfanyl-thiazol-5-yl)-ethanone 915137-42-7 C12H8F3NOS2
2,2,2-trifluoro-1-(2-p-tolylsulfanyl-thiazol-5-yl)-ethanone
—— 5-Methyl-2-(1-methyl-1H-imidazol-2-ylsulfanyl)-3-nitro-pyridine 96592-36-8 C10H10N4O2S
5-Methyl-2-(1-methyl-1H-imidazol-2-ylsulfanyl)-3-nitro-pyridine
—— 2,2'-disulfanediylbis(N-methylethan-1-amine) dihydrochloride 15788-33-7 C6H16N2S2*2ClH
2,2'-disulfanediylbis(N-methylethan-1-amine) dihydrochloride
—— 4-(1-Methyl-1H-imidazol-2-ylsulfanyl)-3-nitro-pyridine 96592-25-5 C9H8N4O2S
4-(1-Methyl-1H-imidazol-2-ylsulfanyl)-3-nitro-pyridine
—— 1,2-bis-(3-phenylthiopropynyl)benzene 220316-70-1 C24H18S2
1,2-bis-(3-phenylthiopropynyl)benzene
—— methyl-1 (nitro-3 pyridyl-2)-thio-2 imidazole 96592-22-2 C9H8N4O2S
methyl-1 (nitro-3 pyridyl-2)-thio-2 imidazole
—— thiocarbamic acid <i>S</i>-heptyl ester 78961-04-3 C8H17NOS
thiocarbamic acid <i>S</i>-heptyl ester
—— (R)-2,2,2-trifluoro-N-[2-[4-[(4-hydroxyphenyl)thio]phenyl]-1-methylethyl]acetamide —— C21H22NO4Pol
(R)-2,2,2-trifluoro-N-[2-[4-[(4-hydroxyphenyl)thio]phenyl]-1-methylethyl]acetamide
—— 4-difluorochloromethylmercaptophenylisocyanate 52072-48-7 C8H4ClF2NOS
4-difluorochloromethylmercaptophenylisocyanate
—— 2-Isopropylsulfanyl-4-phenyl-thiazole 104942-39-4 C12H13NS2
2-Isopropylsulfanyl-4-phenyl-thiazole
—— 3,5-Dimethylthio-6-carbethoxy-as-triazin 31143-84-7 C8H11N3O2S2
3,5-Dimethylthio-6-carbethoxy-as-triazin
—— (4S,5S)-2-methyl-4-mesyloxymethyl-5-(4-methylsulfanylphenyl)-oxazoline 914477-57-9 C13H17NO4S2
(4S,5S)-2-methyl-4-mesyloxymethyl-5-(4-methylsulfanylphenyl)-oxazoline
—— 1,3-dimethyl-5-(1,2-propadienylthio)uracil 127802-09-9 C9H10N2O2S
1,3-dimethyl-5-(1,2-propadienylthio)uracil
—— 2-(tert-Butylthio)-N,N,3,trimethyl-4-pententhioamid 86318-80-1 C12H23NS2
2-(tert-Butylthio)-N,N,3,trimethyl-4-pententhioamid
—— 1,3-dimethyl-5-(2-propynylthio)uracil 127802-05-5 C9H10N2O2S
1,3-dimethyl-5-(2-propynylthio)uracil
—— (+/-)-N,N-dihexyl-5-hydroxy-6-{2-[2-(4-hydroxyphenyl)-ethyl]-[1,3]dithian-2-yl}-3-oxohexanamide 1051966-63-2 C30H49NO4S2
(+/-)-N,N-dihexyl-5-hydroxy-6-{2-[2-(4-hydroxyphenyl)-ethyl]-[1,3]dithian-2-yl}-3-oxohexanamide
—— 2-Phenylthio-5-chlorthiazol 33342-71-1 C9H6ClNS2
2-Phenylthio-5-chlorthiazol
—— 1,3-dimethyl-5-(1-propynylthio)uracil 127802-11-3 C9H10N2O2S
1,3-dimethyl-5-(1-propynylthio)uracil
—— ethyl 4-(5-bromo-4-(pyridin-2-ylthio)thiophen-2-yl)benzoate 1435937-37-3 C18H14BrNO2S2
ethyl 4-(5-bromo-4-(pyridin-2-ylthio)thiophen-2-yl)benzoate
—— 2,3-bis(methoxymethyl)-5,6-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone 1360762-22-6 C8H14O6S2
2,3-bis(methoxymethyl)-5,6-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone
—— 2H,3H,5H,6H,7H-1λ<sup>6</sup>,4λ<sup>6</sup>-cyclopenta[1λ<sup>6</sup>,4λ<sup>6</sup>]dithiine-1,1,4,4-tetrone 58951-30-7 C7H10O4S2
2H,3H,5H,6H,7H-1λ<sup>6</sup>,4λ<sup>6</sup>-cyclopenta[1λ<sup>6</sup>,4λ<sup>6</sup>]dithiine-1,1,4,4-tetrone
—— 3-[3-(4-vinyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester 944924-98-5 C24H36O3S
3-[3-(4-vinyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester
—— N-(n-decyloxythiocarbonyl)-N,N-dimethylamine 92120-32-6 C13H27NOS
N-(n-decyloxythiocarbonyl)-N,N-dimethylamine
—— 3-{3-[4-(methoxyimino-methyl)-tetrahydro-pyran-4-yl]-phenylsulfanyl}-propionic acid 2-ethyl-hexyl ester 944924-97-4 C24H37NO4S
3-{3-[4-(methoxyimino-methyl)-tetrahydro-pyran-4-yl]-phenylsulfanyl}-propionic acid 2-ethyl-hexyl ester
—— 3-[3-(4-acetyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester 944924-95-2 C24H36O4S
3-[3-(4-acetyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester
—— 3-[3-((2S,4R)-4-Hydroxy-2-methyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester 944925-01-3 C23H36O4S
3-[3-((2S,4R)-4-Hydroxy-2-methyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester
—— 4-Aza-phenothiazin-10-carbonsaeure-1-diisopropylamino-propylester-3 101632-57-9 C21H27N3O2S
4-Aza-phenothiazin-10-carbonsaeure-1-diisopropylamino-propylester-3
—— Trifluoro-methanesulfonic acid 6-methyl-8-nitro-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridin-7-yl ester 1303510-47-5 C9H7F3N2O6S2
Trifluoro-methanesulfonic acid 6-methyl-8-nitro-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridin-7-yl ester
—— N,N-diisopropyl-2-(phenylsulfanyl)acetamide 61698-72-4 C14H21NOS
N,N-diisopropyl-2-(phenylsulfanyl)acetamide
—— N-[5-(4-methoxy-phenylsulfanyl)-thiazol-2-yl]-3-pyridin-3-yl-propionamide 1384184-08-0 C18H17N3O2S2
N-[5-(4-methoxy-phenylsulfanyl)-thiazol-2-yl]-3-pyridin-3-yl-propionamide
—— 6-Hydroxymethyl-6,7-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2-thione 209917-57-7 C7H8OS5
6-Hydroxymethyl-6,7-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2-thione
—— 7-(2-Fluoro-4-trimethylsilanyl-phenylamino)-6-methyl-8-nitro-2,3-dihydro-thiazolo[3,2-a]pyridin-5-one 1303510-48-6 C17H20FN3O3SSi
7-(2-Fluoro-4-trimethylsilanyl-phenylamino)-6-methyl-8-nitro-2,3-dihydro-thiazolo[3,2-a]pyridin-5-one
—— (3R,4R,5R)-5-Pentyl-3-phenylsulfanylmethyl-4-vinyl-dihydro-furan-2-one 180982-32-5 C18H24O2S
(3R,4R,5R)-5-Pentyl-3-phenylsulfanylmethyl-4-vinyl-dihydro-furan-2-one
—— 3,4-Dihydro-3-hydroxy-2H-thiazino<3,2-a>imidazole 34035-41-1 C6H8N2OS
3,4-Dihydro-3-hydroxy-2H-thiazino<3,2-a>imidazole
—— 1-Chloro-3-(5-methyl-1H-[1,2,4]triazol-3-ylsulfanyl)-propan-2-ol 111014-64-3 C6H10ClN3OS
1-Chloro-3-(5-methyl-1H-[1,2,4]triazol-3-ylsulfanyl)-propan-2-ol
—— 7-methyl-3-hydroxy-1,2,4-triazolo<3,2-b>-1,3-thiazane 111014-70-1 C6H9N3OS
7-methyl-3-hydroxy-1,2,4-triazolo<3,2-b>-1,3-thiazane
—— 5,5'-dichloro-7,7'-dimethyl-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione 5462-29-3 C18H10Cl2O2S2
5,5'-dichloro-7,7'-dimethyl-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione
—— cis-1.2-Dibutylsulfon-ethen 876657-92-0 C10H20O4S2
cis-1.2-Dibutylsulfon-ethen
—— 3-nitro-2-(phenylthio)pyridine 4282-51-3 C11H8N2O2S
3-nitro-2-(phenylthio)pyridine
—— 1-Methyl-4-phenylsulfanyl-pyrrolidin-2-one 87884-53-5 C11H13NOS
1-Methyl-4-phenylsulfanyl-pyrrolidin-2-one
—— (E)-1,2-Di(n-butylthio)aethen 40661-41-4 C10H20S2
(E)-1,2-Di(n-butylthio)aethen
—— [2,2-bis(phenylthio)ethyl]dimethyl(1-phenethylbut-3-enyloxy)silane 332188-11-1 C28H34OS2Si
[2,2-bis(phenylthio)ethyl]dimethyl(1-phenethylbut-3-enyloxy)silane
—— 4-Phenylsulfanyl-dihydro-thiophen-2-one 87884-54-6 C10H10OS2
4-Phenylsulfanyl-dihydro-thiophen-2-one
—— 2-(3-pyridylmethylthio)-5-(4-pyridyl)-1,3,4-oxadiazole 557073-58-2 C13H10N4OS
2-(3-pyridylmethylthio)-5-(4-pyridyl)-1,3,4-oxadiazole
—— 1-phenylthio-2-trifluoroacetoxycyclohexane 98289-55-5 C14H15F3O2S
1-phenylthio-2-trifluoroacetoxycyclohexane
—— 2-Chloro-6-methylsulfanyl-phenol 66624-04-2 C7H7ClOS
2-Chloro-6-methylsulfanyl-phenol