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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
—— 1,4-diisothiocyanatobut-2-yne 296801-41-7 C6H4N2S2
1,4-diisothiocyanatobut-2-yne
—— 2,4,6-trichloro-5-ethylthio-pyrimidine 70958-40-6 C6H5Cl3N2S
2,4,6-trichloro-5-ethylthio-pyrimidine
—— dithiocarbonic acid <i>S</i>-ethyl ester-<i>O</i>-butyl ester 59864-58-3 C7H14OS2
dithiocarbonic acid <i>S</i>-ethyl ester-<i>O</i>-butyl ester
—— (E)-3-phenylthio-2-methylpropen-1-al 382150-12-1 C10H10OS
(E)-3-phenylthio-2-methylpropen-1-al
—— 1-[4-(Dimethylamino)pyridin-1-ium-1-yl]-3-phenylsulfanylpropan-2-ol;perchlorate 94821-48-4 C16H21N2OS*ClO4
1-[4-(Dimethylamino)pyridin-1-ium-1-yl]-3-phenylsulfanylpropan-2-ol;perchlorate
—— 4-Chloro-5-(methylsulfanyl)-2,6-bis[(propan-2-yl)oxy]pyrimidine 96104-38-0 C11H17ClN2O2S
4-Chloro-5-(methylsulfanyl)-2,6-bis[(propan-2-yl)oxy]pyrimidine
—— 1-Methyl-2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}-1H-imidazole 77148-56-2 C9H12N4S
1-Methyl-2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}-1H-imidazole
—— 2-Benzylthio-3-(diethoxy)methyl-1-phenylpyridinium chloride 77148-80-2 C23H26NO2S*Cl
2-Benzylthio-3-(diethoxy)methyl-1-phenylpyridinium chloride
—— Cmvitxbjhdsakr-uhfffaoysa- 342883-66-3 C6H7NS
Cmvitxbjhdsakr-uhfffaoysa-
—— methyl xanthate, anion 47997-58-0 C2H3OS2
methyl xanthate, anion
—— ethyl [(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)thio]acetate 131537-32-1 C11H11N3O3S
ethyl [(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)thio]acetate
—— 2-{[(1H-Imidazol-5-yl)methyl]sulfanyl}-1H-imidazole 87577-98-8 C7H8N4S
2-{[(1H-Imidazol-5-yl)methyl]sulfanyl}-1H-imidazole
—— 1-cyclopentyl-4,5-dihydro-3-ethyl-7-methylthio-1H-pyrazolo[3,4-c]pyridine 185954-44-3 C14H21N3S
1-cyclopentyl-4,5-dihydro-3-ethyl-7-methylthio-1H-pyrazolo[3,4-c]pyridine
—— 3-isothiocyanatooct-4-yne 17620-81-4 C9H13NS
3-isothiocyanatooct-4-yne
—— 4-[(3-Chlorophenyl)methylsulfanyl]pyridine;hydrochloride 77148-90-4 C12H11Cl2NS
4-[(3-Chlorophenyl)methylsulfanyl]pyridine;hydrochloride
—— 2-methylsulfanyl-5-(tetrazol-5-yl)-1,3,4-thiadiazole 325732-47-6 C4H4N6S2
2-methylsulfanyl-5-(tetrazol-5-yl)-1,3,4-thiadiazole
—— 1-Methyl-2-[(1-methylpyridin-1-ium-2-yl)sulfanylmethylsulfanyl]pyridin-1-ium;diiodide 77037-67-3 C13H16I2N2S2
1-Methyl-2-[(1-methylpyridin-1-ium-2-yl)sulfanylmethylsulfanyl]pyridin-1-ium;diiodide
—— 4-{[(1H-Imidazol-5-yl)methyl]sulfanyl}-1-methylpyridin-1-ium chloride 87577-97-7 C10H12ClN3S
4-{[(1H-Imidazol-5-yl)methyl]sulfanyl}-1-methylpyridin-1-ium chloride
—— 4-(allylthio)aniline 19284-79-8 C9H11NS
4-(allylthio)aniline
—— 4-{[(5-Methyl-1H-imidazol-4-yl)methyl]sulfanyl}pyridine 77148-59-5 C10H11N3S
4-{[(5-Methyl-1H-imidazol-4-yl)methyl]sulfanyl}pyridine
—— N-(2-p-Tolylthioethyl)anilin 42330-82-5 C15H17NS
N-(2-p-Tolylthioethyl)anilin
—— 6-Pyridin-3-yl-2,3-dihydro-imidazo[2,1-b]thiazole 96911-31-8 C10H9N3S
6-Pyridin-3-yl-2,3-dihydro-imidazo[2,1-b]thiazole
—— Octyl 2,3,5-trichlorophenyl sulfide 89165-38-8 C14H19Cl3S
Octyl 2,3,5-trichlorophenyl sulfide
—— 3-ethoxycarbonyl-6-phenyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine 127045-31-2 C13H12N4O2S
3-ethoxycarbonyl-6-phenyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine
—— 1,3-Diphenyl-2-<2-chlor-phenyl>-isothioharnstoff 13659-07-9 C19H15ClN2S
1,3-Diphenyl-2-<2-chlor-phenyl>-isothioharnstoff
—— 2,4-dibromo-1,3-dithietane 1,1,3,3-tetraoxide 98181-91-0 C2H2Br2O4S2
2,4-dibromo-1,3-dithietane 1,1,3,3-tetraoxide
—— 2-(4-fluoro-2-methylthiophenyl)-4,4-dimethyloxazoline 98191-74-3 C12H14FNOS
2-(4-fluoro-2-methylthiophenyl)-4,4-dimethyloxazoline
—— Allyl-[1-dimethylamino-eth-(E)-ylidene]-sulfonium; bromide 63344-41-2 Br*C7H14NS
Allyl-[1-dimethylamino-eth-(E)-ylidene]-sulfonium; bromide
—— 2,3-dichlor-5-(chlordifluormethylthio)pyrrol 99261-62-8 C5H2Cl3F2NS
2,3-dichlor-5-(chlordifluormethylthio)pyrrol
—— 2-(3,5-dimethoxyphenylthio)benzoic acid 219696-67-0 C15H14O4S
2-(3,5-dimethoxyphenylthio)benzoic acid
—— 4-(isobutylthio)pyridine-2(1H)-one 112062-48-3 C9H13NOS
4-(isobutylthio)pyridine-2(1H)-one
—— 5-isopropylamino-3-methylthio-1,2,4-triazole 88722-66-1 C6H12N4S
5-isopropylamino-3-methylthio-1,2,4-triazole
—— 10-ethyl-3,7-dimethyl-1H,9H,10H-thiopyrano[3,2-c:5,6-c']dipyran-1,9-dione 101560-46-7 C15H14O4S
10-ethyl-3,7-dimethyl-1H,9H,10H-thiopyrano[3,2-c:5,6-c']dipyran-1,9-dione
—— 3,7-dimethyl-10-phenyl-1H,9H,10H-thiopyrano[3,2-c:5,6-c']dipyran-1,9-dione 101560-47-8 C19H14O4S
3,7-dimethyl-10-phenyl-1H,9H,10H-thiopyrano[3,2-c:5,6-c']dipyran-1,9-dione
—— α-chloromethyl trimethylsilylmethanethiosulfonate 97204-41-6 C5H13ClO2S2Si
α-chloromethyl trimethylsilylmethanethiosulfonate
—— (3R)-3-(4-fluorophenyl)sulfanylbutanoic acid 141079-82-5 C10H11FO2S
(3R)-3-(4-fluorophenyl)sulfanylbutanoic acid
—— (R)-3-(Tolylthio)butyric acid 141079-81-4 C11H14O2S
(R)-3-(Tolylthio)butyric acid
—— 1<i>t</i>-methylsulfanyl-hex-1-ene 62839-74-1 C7H14S
1<i>t</i>-methylsulfanyl-hex-1-ene
—— (R)-3-phenylthiobutyric acid 115395-14-7 C10H12O2S
(R)-3-phenylthiobutyric acid
—— 1-methylthio-1-cyclopentene 67788-00-5 C6H10S
1-methylthio-1-cyclopentene
—— (Z)-dimethyl S-(1-n-butyl-7-hydroxy-2-heptenyl)carbamate 131888-07-8 C14H27NO2S
(Z)-dimethyl S-(1-n-butyl-7-hydroxy-2-heptenyl)carbamate
—— (6-methyl-2-methylsulfanyl-4-oxo-3,4-dihydro-3-pyrimidinyl)acetyl azide 848334-90-7 C8H9N5O2S
(6-methyl-2-methylsulfanyl-4-oxo-3,4-dihydro-3-pyrimidinyl)acetyl azide
—— 2-amino-3-cyano-5-(phenylthio)indole 91531-98-5 C15H11N3S
2-amino-3-cyano-5-(phenylthio)indole
—— ethyl 3-acetamido-3-phenyl-2-phenylthiopropionate 98289-64-6 C19H21NO3S
ethyl 3-acetamido-3-phenyl-2-phenylthiopropionate
—— (Z)-4-butyl-7,8,9,10-tetrahydro-4H-1,3-oxathiecin-2-one 131887-97-3 C12H20O2S
(Z)-4-butyl-7,8,9,10-tetrahydro-4H-1,3-oxathiecin-2-one
—— 2,3,4-trichlor-5-(chlordifluormethylthio)pyrrol 99261-63-9 C5HCl4F2NS
2,3,4-trichlor-5-(chlordifluormethylthio)pyrrol
—— 2-acetamido-1-phenylthio-octane 74508-95-5 C16H25NOS
2-acetamido-1-phenylthio-octane
—— (1,2-dichloro-3,3,3-trifluoro-propenylsulfanyl)-benzene 34633-54-0 C9H5Cl2F3S
(1,2-dichloro-3,3,3-trifluoro-propenylsulfanyl)-benzene
—— 3,3,3-Trifluor-1,1,2-tri-(phenylthio)-propen 34633-56-2 C21H15F3S3
3,3,3-Trifluor-1,1,2-tri-(phenylthio)-propen
—— (E)-1-(phenylthio)pent-1-en-3-one 120454-06-0 C11H12OS
(E)-1-(phenylthio)pent-1-en-3-one