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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
—— 5-chloro-4-(methoxymethyl)-6-methyl-2-(methylsulfanyl)pyrimidine 1374134-62-9 C8H11ClN2OS
5-chloro-4-(methoxymethyl)-6-methyl-2-(methylsulfanyl)pyrimidine
—— (E)-4-Amino-3-(but-2-enylthio)-5-methyl-4H-1,2,4-triazole 341520-12-5 C7H12N4S
(E)-4-Amino-3-(but-2-enylthio)-5-methyl-4H-1,2,4-triazole
—— 5-chloro-6-(methoxymethyl)-2-(methylsulfanyl)pyrimidin-4-yl trifluoromethanesulfonate 1374134-61-8 C8H8ClF3N2O4S2
5-chloro-6-(methoxymethyl)-2-(methylsulfanyl)pyrimidin-4-yl trifluoromethanesulfonate
—— 3-methyl-4,4-bis(phenylthio)-1-butene 133817-99-9 C17H18S2
3-methyl-4,4-bis(phenylthio)-1-butene
—— 3-(2-furyl)-4,5-dihydrothiazolo<2,3-c>triazole 72647-25-7 C8H7N3OS
3-(2-furyl)-4,5-dihydrothiazolo<2,3-c>triazole
—— 2-phenyl-1,3-benzodithian-4-thione 77586-88-0 C14H10S3
2-phenyl-1,3-benzodithian-4-thione
—— 2-(2,6-dimethyl-phenylsulfanyl)-4,5-dihydro-thiazole 55545-16-9 C11H13NS2
2-(2,6-dimethyl-phenylsulfanyl)-4,5-dihydro-thiazole
—— N-(dicyclopropylmethyl)N'-(β-chloroethyl) thiourea 54187-05-2 C10H17ClN2S
N-(dicyclopropylmethyl)N'-(β-chloroethyl) thiourea
—— N-(2-[(2,3-difluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)morpholine-4-sulfonamide 654074-09-6 C18H23F2N5O4S2
N-(2-[(2,3-difluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)morpholine-4-sulfonamide
—— aziridine-1-thiocarbonyl chloride 13163-21-8 C3H4ClNS
aziridine-1-thiocarbonyl chloride
—— methyl β-methyl-α-phenylthiocrotonate 66716-63-0 C12H14O2S
methyl β-methyl-α-phenylthiocrotonate
—— 1-[(4R)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone 371229-55-9 C14H19NO3S
1-[(4R)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone
—— (2RS,3RS)-methyl 3-hydroxy-2-(phenylthio)benzenepropanoate 66716-32-3 C16H16O3S
(2RS,3RS)-methyl 3-hydroxy-2-(phenylthio)benzenepropanoate
—— 1-[(4S)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone 371229-56-0 C20H33NO3SSi
1-[(4S)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone
—— Methyl (2R,3R,4S)-<5-oxo-4-(phenylthio)-2-propyltetrahydrofuran-3-yl>acetate 134829-40-6 C16H20O4S
Methyl (2R,3R,4S)-<5-oxo-4-(phenylthio)-2-propyltetrahydrofuran-3-yl>acetate
—— 1-[(4S)-4-benzyl-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone 466690-05-1 C20H23NO2S
1-[(4S)-4-benzyl-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone
—— 2-(5-bromo-1-phenylsulfanylpentyl)-4,4-dimethyl-5H-1,3-oxazole 115492-35-8 C16H22BrNOS
2-(5-bromo-1-phenylsulfanylpentyl)-4,4-dimethyl-5H-1,3-oxazole
—— 2,4-Dichloro-6-pyridin-2-ylsulfanyl-1,3,5-triazine 160697-97-2 C8H4Cl2N4S
2,4-Dichloro-6-pyridin-2-ylsulfanyl-1,3,5-triazine
—— phenylsulfanyl-acetic acid 2-morpholin-4-yl-ethyl ester 35859-05-3 C14H19NO3S
phenylsulfanyl-acetic acid 2-morpholin-4-yl-ethyl ester
—— (1R)-1-methyl-2-oxopropyl (phenylthio)acetate 165544-64-9 C12H14O3S
(1R)-1-methyl-2-oxopropyl (phenylthio)acetate
—— 3-Hydroxy-4,4-dimethyl-2-phenylsulfanylpentanoic acid 114094-14-3 C13H18O3S
3-Hydroxy-4,4-dimethyl-2-phenylsulfanylpentanoic acid
—— 2,6-dimethyl-4-(heptafluoro-n-propylthio)aniline 847622-74-6 C11H10F7NS
2,6-dimethyl-4-(heptafluoro-n-propylthio)aniline
—— (Z)-2-(4-methylbenzylidene)benzo[b]thiophen-3(2H)-one 97871-93-7 C16H12OS
(Z)-2-(4-methylbenzylidene)benzo[b]thiophen-3(2H)-one
—— 2-[4-(dimethylamino)benzylidene]-1-benzothiophen-3(2H)-one 101000-94-6 C17H15NOS
2-[4-(dimethylamino)benzylidene]-1-benzothiophen-3(2H)-one
—— (S,E)-3-(phenylthio)-3,4,7,8,9,10-hexahydroazecin-2(1H)-one 1394135-98-8 C15H19NOS
(S,E)-3-(phenylthio)-3,4,7,8,9,10-hexahydroazecin-2(1H)-one
—— (1R)-1-<(1S)-1,2-Dihydroxy-1-methylethyl>heptyl (phenylthio)acetate 162264-79-1 C18H28O4S
(1R)-1-<(1S)-1,2-Dihydroxy-1-methylethyl>heptyl (phenylthio)acetate
—— 2,6-dibromo-4-(heptafluoro-n-propylthio)aniline 847622-69-9 C9H4Br2F7NS
2,6-dibromo-4-(heptafluoro-n-propylthio)aniline
—— (Z)-2-(4-bromobenzylidene)benzo[b]thiophen-3(2H)-one 101000-97-9 C15H9BrOS
(Z)-2-(4-bromobenzylidene)benzo[b]thiophen-3(2H)-one
—— 1-nitro-1-(phenylthio)-2-propanol 67808-90-6 C9H11NO3S
1-nitro-1-(phenylthio)-2-propanol
—— 2-[4-(dimethylamino)benzylidene]-1-benzothiophen-3(2H)-one 942434-36-8 C17H15NOS
2-[4-(dimethylamino)benzylidene]-1-benzothiophen-3(2H)-one
—— deuteriomethylsulfanyl-benzene 64732-79-2 C7H8S
deuteriomethylsulfanyl-benzene
—— (3S,4S)-4-tert-Butyl-3-phenylsulfanyl-oxetan-2-one 114059-26-6 C13H16O2S
(3S,4S)-4-tert-Butyl-3-phenylsulfanyl-oxetan-2-one
—— 2-furfurylidene-benzo[<i>b</i>]thiophen-3-one 3407-14-5 C13H8O2S
2-furfurylidene-benzo[<i>b</i>]thiophen-3-one
—— (2E)-2-(2-furylmethylene)-1'-benzothiophen-3(2H)-one 1006603-24-2 C13H8O2S
(2E)-2-(2-furylmethylene)-1'-benzothiophen-3(2H)-one
—— N-[2-(diethylamino)ethyl]-2-phenylsulfanylacetamide 35859-07-5 C14H22N2OS
N-[2-(diethylamino)ethyl]-2-phenylsulfanylacetamide
—— 1-(hydroxymethyl)-1-(phenylsulfenyl)cyclopentane 57557-47-8 C12H16OS
1-(hydroxymethyl)-1-(phenylsulfenyl)cyclopentane
—— (Phenylthio)acetic acid 2-(dimethylamino)-1-methylethyl ester 35859-03-1 C13H19NO2S
(Phenylthio)acetic acid 2-(dimethylamino)-1-methylethyl ester
—— 2-(Dimethylamino)ethyl 2-phenylsulfanylacetate 35859-01-9 C12H17NO2S
2-(Dimethylamino)ethyl 2-phenylsulfanylacetate
—— 2-(Diethylamino)ethyl 2-phenylsulfanylacetate 35859-02-0 C14H21NO2S
2-(Diethylamino)ethyl 2-phenylsulfanylacetate
—— 2-(2-Oxocyclohexyl)-2-phenylsulfanylacetic acid 344440-96-6 C14H16O3S
2-(2-Oxocyclohexyl)-2-phenylsulfanylacetic acid
—— (4R)-2,2-dimethyl-3-(2-phenylsulfanylacetyl)-1,3-oxazolidine-4-carbaldehyde 1025965-41-6 C14H17NO3S
(4R)-2,2-dimethyl-3-(2-phenylsulfanylacetyl)-1,3-oxazolidine-4-carbaldehyde
—— ethyl (S)-3-<(phenylthioacetyl)pyrrolidin-2-yl>propenoate 146405-66-5 C17H21NO3S
ethyl (S)-3-<(phenylthioacetyl)pyrrolidin-2-yl>propenoate
—— (2S)-1-(2-phenylsulfanylacetyl)pyrrolidine-2-carbaldehyde 122030-56-2 C13H15NO2S
(2S)-1-(2-phenylsulfanylacetyl)pyrrolidine-2-carbaldehyde
—— N-[2-(dimethylamino)ethyl]-2-phenylsulfanylacetamide 35859-06-4 C12H18N2OS
N-[2-(dimethylamino)ethyl]-2-phenylsulfanylacetamide
—— 2-furyl phenylthiomethyl ketone 122657-58-3 C12H10O2S
2-furyl phenylthiomethyl ketone
—— vinyl 2-(phenylthio)acetate 1173105-42-4 C10H10O2S
vinyl 2-(phenylthio)acetate
—— tert-butyl (6S,7R,7aS)-5,6,7,7a-tetrahydro-3,3-dimethyl-5-oxo-6-phenylthio-1H,3H-pyrrolo<1,2-c>oxazol-7-ylacetate 161644-50-4 C20H27NO4S
tert-butyl (6S,7R,7aS)-5,6,7,7a-tetrahydro-3,3-dimethyl-5-oxo-6-phenylthio-1H,3H-pyrrolo<1,2-c>oxazol-7-ylacetate
—— [(4R)-9-fluoro-1,1-dioxo-2-prop-2-enyl-3,4-dihydro-5,1lambda6,2-benzoxathiazepin-4-yl]methyl 2-phenylsulfanylacetate 1216844-77-7 C20H20FNO5S2
[(4R)-9-fluoro-1,1-dioxo-2-prop-2-enyl-3,4-dihydro-5,1lambda6,2-benzoxathiazepin-4-yl]methyl 2-phenylsulfanylacetate
—— 2,3-Dihydroxypropyl (phenylthio)acetate 168258-00-2 C11H14O4S
2,3-Dihydroxypropyl (phenylthio)acetate
—— tert-butyl-2-chloro-2-(phenylthio)acetate 135996-01-9 C12H15ClO2S
tert-butyl-2-chloro-2-(phenylthio)acetate