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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
—— 2,6-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
—— α-<4-Brom-phenylmercapto>-phenyl-essigsaeure 93533-99-4 C14H11BrO2S
α-<4-Brom-phenylmercapto>-phenyl-essigsaeure
—— 3-dodec-11-enyl-(5S)-methyl-3-phenylsulfanyl-dihydrofuran-2-one 943024-25-7 C23H34O2S
3-dodec-11-enyl-(5S)-methyl-3-phenylsulfanyl-dihydrofuran-2-one
—— (E)-1-methoxy-2-methyl-3-phenylthio-1-propene 119046-73-0 C11H14OS
(E)-1-methoxy-2-methyl-3-phenylthio-1-propene
—— Methyl 4-<(phenylthio)acetoxy>but-2(E)-enoate 168258-01-3 C13H14O4S
Methyl 4-<(phenylthio)acetoxy>but-2(E)-enoate
—— Ethyl (4R)-2-methyl-4-(phenylthioacetoxy)hept-2(E)-enoate 162264-77-9 C18H24O4S
Ethyl (4R)-2-methyl-4-(phenylthioacetoxy)hept-2(E)-enoate
—— 1-[(4R,5R)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2,5-trimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone 1027202-80-7 C21H35NO3SSi
1-[(4R,5R)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2,5-trimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone
—— 9-(phenylthio)-7-oxaspiro<5.4>decan-8-one 53138-49-1 C15H18O2S
9-(phenylthio)-7-oxaspiro<5.4>decan-8-one
—— 2-bromo-2-(4-bromophenylthio)acetic acid 90111-06-1 C8H6Br2O2S
2-bromo-2-(4-bromophenylthio)acetic acid
—— (4S)-4-hydroxy-2-phenylsulfanylpentanoic acid 288585-37-5 C11H14O3S
(4S)-4-hydroxy-2-phenylsulfanylpentanoic acid
—— 2-Oxoethyl 2-phenylsulfanylacetate 1027974-76-0 C10H10O3S
2-Oxoethyl 2-phenylsulfanylacetate
—— (2R,3R,4S)-[5-oxo-4-(phenylthio)-2-propyl-tetrahydrofuran-3-yl]acetic acid 750544-42-4 C15H18O4S
(2R,3R,4S)-[5-oxo-4-(phenylthio)-2-propyl-tetrahydrofuran-3-yl]acetic acid
—— N-methyl-2,2-bis(phenylsulfanyl)-N-<1-(3-pyridyl)vinyl>acetamide 142609-31-2 C22H20N2OS2
N-methyl-2,2-bis(phenylsulfanyl)-N-<1-(3-pyridyl)vinyl>acetamide
—— (3S,4R,5R)-4-(2-hydroxyethyl)-3-phenylthio-5-propyldihydrofuran-2(3H)-one 817616-81-2 C15H20O3S
(3S,4R,5R)-4-(2-hydroxyethyl)-3-phenylthio-5-propyldihydrofuran-2(3H)-one
—— (1R)-1-<1(S)-1,2-Dihydroxyethyl>butyl (phenylthio)acetate 134829-38-2 C14H20O4S
(1R)-1-<1(S)-1,2-Dihydroxyethyl>butyl (phenylthio)acetate
—— (1R,5S,7aR)-7a-methyl-2,3,5,6,7,7a-hexahydrospiro[indene-1,2'-oxiran]-5-yl 2-(phenylthio)acetate 1315116-70-1 C19H22O3S
(1R,5S,7aR)-7a-methyl-2,3,5,6,7,7a-hexahydrospiro[indene-1,2'-oxiran]-5-yl 2-(phenylthio)acetate
—— Methyl (4R)-4-<(phenylthio)acetoxy>hept-2(E)-enoate 134829-39-3 C16H20O4S
Methyl (4R)-4-<(phenylthio)acetoxy>hept-2(E)-enoate
—— S-{2-[bis(3',5'-dimethylpyrazol-1'-yl)methyl]phenyl}-N,N-dimethylthiocarbamate 1025810-05-2 C20H25N5OS
S-{2-[bis(3',5'-dimethylpyrazol-1'-yl)methyl]phenyl}-N,N-dimethylthiocarbamate
—— trifluoromethyl(chlorodifluoromethyl)trisulfane 959041-26-0 C2ClF5S3
trifluoromethyl(chlorodifluoromethyl)trisulfane
—— 3-(2-But-3-enyl-1,3-dithiolan-2-yl)-4,6-dihydrothieno[3,4-c]furan 5,5-dioxide 154343-76-7 C13H16O3S3
3-(2-But-3-enyl-1,3-dithiolan-2-yl)-4,6-dihydrothieno[3,4-c]furan 5,5-dioxide
—— sulfonyl-bis-acetaldehyde 7383-58-6 C4H6O4S
sulfonyl-bis-acetaldehyde
—— 4-(p-bromophenylthio)-3-hydroxythiolane 1,1-dioxide 899434-63-0 C10H11BrO3S2
4-(p-bromophenylthio)-3-hydroxythiolane 1,1-dioxide
—— propylsulfanyl-methanol 62839-42-3 C4H10OS
propylsulfanyl-methanol
—— 3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-cyclopentyl-1,2,4-triazin-5(2H)-one 824983-30-4 C13H14ClN3OS2
3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-cyclopentyl-1,2,4-triazin-5(2H)-one
—— (1,1-dioxo-2,3,6,7-tetrahydrothiepin-4-yl)methanol 1393559-72-2 C7H12O3S
(1,1-dioxo-2,3,6,7-tetrahydrothiepin-4-yl)methanol
—— (1R)-1-phenyl-N-(2-phenylsulfanylethyl)ethanamine 350678-27-2 C16H19NS
(1R)-1-phenyl-N-(2-phenylsulfanylethyl)ethanamine
—— 6-(4-chlorophenyl)-5-methyl-3-methylthio-1,2,4-triazine 87123-71-5 C11H10ClN3S
6-(4-chlorophenyl)-5-methyl-3-methylthio-1,2,4-triazine