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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
—— 2,2,3-Trimethyl-1lambda~6~-thietane-1,1-dione 62501-38-6 C6H12O2S
2,2,3-Trimethyl-1lambda~6~-thietane-1,1-dione
—— 1-aza-8-trifluoromethyl-phenothiazine hydrochloride 158438-82-5 C12H7F3N2S*ClH
1-aza-8-trifluoromethyl-phenothiazine hydrochloride
—— 2,3-Diamino-3-[(4-chlorophenyl)sulfanyl]prop-2-enenitrile 116014-25-6 C9H8ClN3S
2,3-Diamino-3-[(4-chlorophenyl)sulfanyl]prop-2-enenitrile
—— 1-[4-(2-Phenylsulfanylphenoxy)butyl]piperidine;hydrochloride 62232-66-0 C21H28ClNOS
1-[4-(2-Phenylsulfanylphenoxy)butyl]piperidine;hydrochloride
—— 3-[(Prop-2-en-1-yl)sulfanyl]furan 113680-31-2 C7H8OS
3-[(Prop-2-en-1-yl)sulfanyl]furan
—— Sodium(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)methane-sulfonate 203657-68-5 C11H8N3O3S2*Na
Sodium(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)methane-sulfonate
—— 2-{[3-(Triethoxysilyl)propyl]sulfanyl}-1H-imidazole 805244-13-7 C12H24N2O3SSi
2-{[3-(Triethoxysilyl)propyl]sulfanyl}-1H-imidazole
—— Cyclopropyltrifluormethylsulfon 57964-43-9 C4H5F3O2S
Cyclopropyltrifluormethylsulfon
—— (1R,2R)-(-)-2-dimethylamino-1-[4-(methylthio)phenyl]-1,3-propanediol 906548-47-8 C12H19NO2S
(1R,2R)-(-)-2-dimethylamino-1-[4-(methylthio)phenyl]-1,3-propanediol
—— 3-{[(2H-Tetrazol-5-yl)methyl]sulfanyl}aniline 195622-62-9 C8H9N5S
3-{[(2H-Tetrazol-5-yl)methyl]sulfanyl}aniline
—— (3R)-3-Hydroxy-5-(phenylsulfanyl)pentanoic acid 454458-22-1 C11H14O3S
(3R)-3-Hydroxy-5-(phenylsulfanyl)pentanoic acid
—— 2-[3-cyano-4-(4-fluorophenylthio)phenyl]thiazolo[5,4-d]pyrimidine 918880-42-9 C18H9FN4S2
2-[3-cyano-4-(4-fluorophenylthio)phenyl]thiazolo[5,4-d]pyrimidine
—— 3-[2-(3-fluoro-phenylsulfanyl)-phenyl]-propan-1-ol 791642-74-5 C15H15FOS
3-[2-(3-fluoro-phenylsulfanyl)-phenyl]-propan-1-ol
—— 4-{[4-(2-[{(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}ethyl)phenyl]thio}phenol 643093-61-2 C22H22ClNO2S
4-{[4-(2-[{(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}ethyl)phenyl]thio}phenol
—— 2-allyl-4-(trifluoromethylthio)phenol 653578-28-0 C10H9F3OS
2-allyl-4-(trifluoromethylthio)phenol
—— 5-ethyl-3-(4-fluoro-phenylthio)-4-methyl-1-phenyl-1H-pyridine-2-one 918543-38-1 C20H18FNOS
5-ethyl-3-(4-fluoro-phenylthio)-4-methyl-1-phenyl-1H-pyridine-2-one
—— tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][2-[4-[(4-hydroxyphenyl)thio]phenyl]ethyl]carbamate 643093-69-0 C27H30ClNO4S
tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][2-[4-[(4-hydroxyphenyl)thio]phenyl]ethyl]carbamate
—— 5-acetyl-3-(4-fluoro-phenylthio)-4-methyl-1H-pyridine-2-one 918542-62-8 C14H12FNO2S
5-acetyl-3-(4-fluoro-phenylthio)-4-methyl-1H-pyridine-2-one
—— 3-(4-methoxy-phenylthio)-4,5,6-trimethyl-1-phenyl-1H-pyridine-2-one 918543-42-7 C21H21NO2S
3-(4-methoxy-phenylthio)-4,5,6-trimethyl-1-phenyl-1H-pyridine-2-one
—— 2-phenylsulfanyl-N-(trifluoromethyl)acetamide 50679-32-8 C9H8F3NOS
2-phenylsulfanyl-N-(trifluoromethyl)acetamide
—— 2-Hepten-3-thiol 27482-29-7 C7H14S
2-Hepten-3-thiol
—— 5-[2-(2-benzyloxyethyl)-5-ethyl-3H-imidazol-4-ylsulfanyl]-isophthalonitrile 868525-11-5 C22H20N4OS
5-[2-(2-benzyloxyethyl)-5-ethyl-3H-imidazol-4-ylsulfanyl]-isophthalonitrile
—— N-(2-chlorophenyl)-6-morpholin-4-yl-5-nitro-2-(propylthio)pyrimidin-4-amine 640285-23-0 C17H20ClN5O3S
N-(2-chlorophenyl)-6-morpholin-4-yl-5-nitro-2-(propylthio)pyrimidin-4-amine
—— 5-(2-benzyloxymethyl-5-ethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-19-3 C21H18N4OS
5-(2-benzyloxymethyl-5-ethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile
—— 3-[(2-benzyloxymethyl)-5-trifluoromethyl-1H-imidazol-4-ylsulfanyl]-5-chloro-benzonitrile 897626-35-6 C19H13ClF3N3OS
3-[(2-benzyloxymethyl)-5-trifluoromethyl-1H-imidazol-4-ylsulfanyl]-5-chloro-benzonitrile
—— 5-(2-benzyloxymethyl-5-isopropyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-46-6 C22H20N4OS
5-(2-benzyloxymethyl-5-isopropyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile
—— 5-[2-(2-benzyloxy-ethyl)-5-trifluoromethyl-3H-imidazol-4-ylsulfanyl]-3-chloro-benzonitrile 897626-26-5 C20H15ClF3N3OS
5-[2-(2-benzyloxy-ethyl)-5-trifluoromethyl-3H-imidazol-4-ylsulfanyl]-3-chloro-benzonitrile
—— 5-(2-benzyloxymethyl-3-ethyl-5-isopropyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-48-8 C24H24N4OS
5-(2-benzyloxymethyl-3-ethyl-5-isopropyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile
—— 5-(2-benzyloxymethyl-5-trifluoromethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-20-6 C20H13F3N4OS
5-(2-benzyloxymethyl-5-trifluoromethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile
—— 2-(6-Chlorobenzo[d][1,3]dioxol-5-ylthio)-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine 1012059-51-6 C21H17ClN4O3S
2-(6-Chlorobenzo[d][1,3]dioxol-5-ylthio)-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 1-(2-hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanone 863673-02-3 C13H20N2OS
1-(2-hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanone
—— {(S)-3-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-1-hydroxymethyl-propyl}-carbamic acid ter-butyl ester 848644-03-1 C18H27ClN2O3S
{(S)-3-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-1-hydroxymethyl-propyl}-carbamic acid ter-butyl ester
—— ethyl 2-methyl-6-(4-methylphenyl)sulfanylnicotinate 888022-72-8 C16H17NO2S
ethyl 2-methyl-6-(4-methylphenyl)sulfanylnicotinate
—— 4-methyl 2-[2-(phenylthio)ethyl]-2H-1,2,3-triazole-4,5-dicarboxylate 478626-23-2 C13H13N3O4S
4-methyl 2-[2-(phenylthio)ethyl]-2H-1,2,3-triazole-4,5-dicarboxylate
—— {(S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-propyl}-carbamic acid ter-butyl ester 848644-02-0 C34H45ClN2O3SSi
{(S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-propyl}-carbamic acid ter-butyl ester
—— tert-butyl 2-methyl-6-(4-methylphenyl)sulfanylnicotinate 888022-73-9 C18H21NO2S
tert-butyl 2-methyl-6-(4-methylphenyl)sulfanylnicotinate
—— tert-butyl [4-(5,6-diphenylpyrazin-2-ylsulfanyl)butoxy]acetate 475085-44-0 C26H30N2O3S
tert-butyl [4-(5,6-diphenylpyrazin-2-ylsulfanyl)butoxy]acetate
—— (S)-2-amino-4-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-butan-1-ol 928761-52-8 C13H19ClN2OS
(S)-2-amino-4-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-butan-1-ol
—— 3-(2-Methoxyethoxy)-5-{[(3-methylphenyl)methyl]sulfanyl}-1,2,4-thiadiazole 922505-60-0 C13H16N2O2S2
3-(2-Methoxyethoxy)-5-{[(3-methylphenyl)methyl]sulfanyl}-1,2,4-thiadiazole
—— (5-bromo-2-methyl-phenylsulfanyl)-acetic acid 845746-14-7 C9H9BrO2S
(5-bromo-2-methyl-phenylsulfanyl)-acetic acid
—— (5-bromo-2-methyl-phenylsulfanyl)-acetic acid tert-butyl ester 845746-13-6 C13H17BrO2S
(5-bromo-2-methyl-phenylsulfanyl)-acetic acid tert-butyl ester
—— (2R)-2-{[5-(benzylthio)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-3-methylbutan-1-ol 849943-26-6 C17H19ClN4OS2
(2R)-2-{[5-(benzylthio)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-3-methylbutan-1-ol
—— (4-Amino-2-pyrimidinyl)-essigsaeure-ethylester 61445-75-8 C8H11N3O2S
(4-Amino-2-pyrimidinyl)-essigsaeure-ethylester
—— 3-(3-{[(5-chloro-thiophen-3-yl)methyl]thio}-5-oxo-2,5-dihydro-1,2,4-triazin-6-yl)-propionic acid ethyl ester 824983-32-6 C13H14ClN3O3S2
3-(3-{[(5-chloro-thiophen-3-yl)methyl]thio}-5-oxo-2,5-dihydro-1,2,4-triazin-6-yl)-propionic acid ethyl ester
—— 5-[(4-methyl-1,3-thiazol-2-yl)thio]thiophene-2-sulfonamide 900814-33-7 C8H8N2O2S4
5-[(4-methyl-1,3-thiazol-2-yl)thio]thiophene-2-sulfonamide
—— [[2-(phenylthio)-5-(aminooxoacetyl)-6-ethyl-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid methyl ester 253331-89-4 C26H24N4O5S
[[2-(phenylthio)-5-(aminooxoacetyl)-6-ethyl-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid methyl ester
—— 3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-ethyl-1,2,4-triazin-5(2H)-one 824983-29-1 C10H10ClN3OS2
3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-ethyl-1,2,4-triazin-5(2H)-one
—— 1-(6-methyl-pyridin-2-yl)-2-(2-methylsulfanyl-pyrimidin-4-yl)-ethanone 673480-84-7 C13H13N3OS
1-(6-methyl-pyridin-2-yl)-2-(2-methylsulfanyl-pyrimidin-4-yl)-ethanone
—— 2-((4-chlorobenzyl)thio)-3-nitropyridine 878404-83-2 C12H9ClN2O2S
2-((4-chlorobenzyl)thio)-3-nitropyridine
—— 3-[(4-methyl-1,3-thiazol-2-yl)thio]thiophene-2-sulfonamide 900814-34-8 C8H8N2O2S4
3-[(4-methyl-1,3-thiazol-2-yl)thio]thiophene-2-sulfonamide