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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-(4-chloro-phenyl)-5-ethylsulfanyl-[1,3,4]oxadiazole 49809-25-8 C10H9ClN2OS
2-(4-chloro-phenyl)-5-ethylsulfanyl-[1,3,4]oxadiazole
—— 2-[(4-bromobenzyl)thio]-5,6-dimethyl-4(1H)-pyrimidinone 677024-69-0 C13H13BrN2OS
2-[(4-bromobenzyl)thio]-5,6-dimethyl-4(1H)-pyrimidinone
—— 4-(4-Chloro-phenylsulfanyl)-2-phenyl-thiazole 76140-55-1 C15H10ClNS2
4-(4-Chloro-phenylsulfanyl)-2-phenyl-thiazole
—— Bis-(2-methyl-[4]chinolyl)-sulfid 14095-27-3 C20H16N2S
Bis-(2-methyl-[4]chinolyl)-sulfid
—— 6-amino-2-[(4-fluorobenzyl)sulfanyl]pyrimidin-4(3H)-one 401579-89-3 C11H10FN3OS
6-amino-2-[(4-fluorobenzyl)sulfanyl]pyrimidin-4(3H)-one
—— 1,3-Benzodithiole, 2-methyl-, 1-oxide, (1S-trans)- 143788-52-7 C8H8OS2
1,3-Benzodithiole, 2-methyl-, 1-oxide, (1S-trans)-
—— 2-(5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetamide 30452-54-1 C8H8N4O2S
2-(5-furan-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetamide
—— (4-Morpholino-6-methyl-2-pyrimidinylthio)acetic Acid 92628-88-1 C11H15N3O3S
(4-Morpholino-6-methyl-2-pyrimidinylthio)acetic Acid
—— (5-Methyl-2H-[1,2,4]triazol-3-ylsulfanyl)-acetic acid ethyl ester 14902-03-5 C7H11N3O2S
(5-Methyl-2H-[1,2,4]triazol-3-ylsulfanyl)-acetic acid ethyl ester
—— 2-(6-oxo-4-propyl-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetamide 56605-39-1 C9H13N3O2S
2-(6-oxo-4-propyl-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetamide
—— 4-Thioxo-5-benzylthio-6-azauracil 23449-16-3 C10H9N3OS2
4-Thioxo-5-benzylthio-6-azauracil
—— 1-cyclopropyl-2-(4,6-dihydroxypyrimidin-2-yl)sulfanylethanone —— C9H10N2O3S
1-cyclopropyl-2-(4,6-dihydroxypyrimidin-2-yl)sulfanylethanone
—— 3,5-bis(acetonylthio)-4-isothiazolecarbonitrile 24134-81-4 C10H10N2O2S3
3,5-bis(acetonylthio)-4-isothiazolecarbonitrile
—— 3-methoxy-4-cyano-5-methylthioisothiazole 157139-68-9 C6H6N2OS2
3-methoxy-4-cyano-5-methylthioisothiazole
—— 4-Methoxymethyl-6-methyl-2-methylsulfanyl-nicotinonitrile 30820-93-0 C10H12N2OS
4-Methoxymethyl-6-methyl-2-methylsulfanyl-nicotinonitrile
—— (2,3,4,5,9b-Pentaaza-cyclopenta[a]naphthalen-1-ylsulfanyl)-acetic acid 77185-29-6 C10H7N5O2S
(2,3,4,5,9b-Pentaaza-cyclopenta[a]naphthalen-1-ylsulfanyl)-acetic acid
—— 3-Aethylsulfonylpropin 13603-87-7 C5H8O2S
3-Aethylsulfonylpropin
—— (5-Cyclohexyl-4-ethyl-4H-[1,2,4]triazol-3-yl-sulfanyl)acetic acid 462066-83-7 C12H19N3O2S
(5-Cyclohexyl-4-ethyl-4H-[1,2,4]triazol-3-yl-sulfanyl)acetic acid
—— 3-(benzylsulfanyl)-4-methyl-5-(thiophen-2-yl)-4H-1,2,4-triazole 586995-86-0 C14H13N3S2
3-(benzylsulfanyl)-4-methyl-5-(thiophen-2-yl)-4H-1,2,4-triazole
—— Acetic acid, [(4,5-dihydro-4-methyl-5-thioxo-1,3,4-thiadiazol-2-yl)thio]- 573948-30-8 C5H6N2O2S3
Acetic acid, [(4,5-dihydro-4-methyl-5-thioxo-1,3,4-thiadiazol-2-yl)thio]-
—— Thiohydroxylamin-S-thiocarbonsaeure-O-methylester 35659-78-0 C2H5NOS2
Thiohydroxylamin-S-thiocarbonsaeure-O-methylester
—— (2-Isopropylsulfanyl-6-methyl-pyrimidin-4-yl)-dimethyl-amine 154496-63-6 C10H17N3S
(2-Isopropylsulfanyl-6-methyl-pyrimidin-4-yl)-dimethyl-amine
—— Benzonitrile, 3-amino-4-((2-((methylmethyl-11c-amino)methyl)phenyl)thio)- 296774-13-5 C16H17N3S
Benzonitrile, 3-amino-4-((2-((methylmethyl-11c-amino)methyl)phenyl)thio)-
—— 6,7-Dihydro-1-methyl-2-(methylthio)-5H-pyrrolo(1,2-a)imidazolium iodide 128366-12-1 C8H13IN2S
6,7-Dihydro-1-methyl-2-(methylthio)-5H-pyrrolo(1,2-a)imidazolium iodide
—— (5-Cyclohexyl-4-methyl-4H-[1,2,4]triazol-3-yl-sulfanyl)acetic acid 462066-86-0 C11H17N3O2S
(5-Cyclohexyl-4-methyl-4H-[1,2,4]triazol-3-yl-sulfanyl)acetic acid
—— 1H-Imidazole, 1-(2-((4-chlorophenoxy)thio)-3,3-dimethyl-1-oxobutyl)- 94125-97-0 C15H17ClN2OS
1H-Imidazole, 1-(2-((4-chlorophenoxy)thio)-3,3-dimethyl-1-oxobutyl)-
—— 2,1-Benzisoxazole, 5,5'-thiobis[3-phenyl- 106500-64-5 C26H16N2O2S
2,1-Benzisoxazole, 5,5'-thiobis[3-phenyl-
—— 2,4-Bis-phenylthio-6-chloro-s-triazin 38375-19-8 C15H10ClN3S2
2,4-Bis-phenylthio-6-chloro-s-triazin
—— methoxythiocarbonylmercapto-acetic acid amide 138111-22-5 C4H7NO2S2
methoxythiocarbonylmercapto-acetic acid amide
—— hexadecyl N,N'-dimethylcarbamimidothioate;hydron;bromide —— C19H41BrN2S
hexadecyl N,N'-dimethylcarbamimidothioate;hydron;bromide
—— [Amino-[2-[amino(azaniumylidene)methyl]sulfanylethylsulfanyl]methylidene]azanium;dibromide 6943-65-3 C4H12Br2N4S2
[Amino-[2-[amino(azaniumylidene)methyl]sulfanylethylsulfanyl]methylidene]azanium;dibromide
—— [amino-[5-[amino(azaniumylidene)methyl]sulfanylpentylsulfanyl]methylidene]azanium;dibromide —— C7H18Br2N4S2
[amino-[5-[amino(azaniumylidene)methyl]sulfanylpentylsulfanyl]methylidene]azanium;dibromide
—— Di-tert-butylheptasulfane 7330-34-9 C8H18S7
Di-tert-butylheptasulfane
—— Pseudourea, 2-decyl-1,3-dimethyl-2-thio-, hydriodide 6319-42-2 C13H29IN2S
Pseudourea, 2-decyl-1,3-dimethyl-2-thio-, hydriodide
—— Thioperoxydicarbonic diamide (((H2N)C(S))2S2),tetramethyl-, mixt. with pentachloronitrobenzene 55257-72-2 C12H12Cl5N3O4S2
Thioperoxydicarbonic diamide (((H2N)C(S))2S2),tetramethyl-, mixt. with pentachloronitrobenzene
—— Pseudourea, 2-hexadecyl-1,3-dimethyl-2-thio-, hydriodide 5339-45-7 C19H41IN2S
Pseudourea, 2-hexadecyl-1,3-dimethyl-2-thio-, hydriodide
—— decyl carbamimidothioate;hydron;chloride —— C11H25ClN2S
decyl carbamimidothioate;hydron;chloride
—— (β-Diethylaminoethyl)-isothioharnstoff 17124-83-3 C7H17N3S
(β-Diethylaminoethyl)-isothioharnstoff
—— dodecyl N,N'-diethylcarbamimidothioate;hydron;iodide —— C17H37IN2S
dodecyl N,N'-diethylcarbamimidothioate;hydron;iodide
—— <i>S</i>-tetradecyl-isothiourea 735203-55-1 C15H32N2S
<i>S</i>-tetradecyl-isothiourea
—— Pseudourea, 2-dodecyl-1,3-dimethyl-2-thio-, hydriodide 5395-98-2 C15H33IN2S
Pseudourea, 2-dodecyl-1,3-dimethyl-2-thio-, hydriodide
—— Pseudourea, 2-dodecyl-1,3-dimethyl-2-thio-, hydrochloride 5412-04-4 C15H33ClN2S
Pseudourea, 2-dodecyl-1,3-dimethyl-2-thio-, hydrochloride
—— 2-octyl-isothiourea; hydrochloride 3544-29-4 C9H20N2S*ClH
2-octyl-isothiourea; hydrochloride
—— 1,1'-Oxy-bis<2-(ethenylsulfonyl)>-ethane 3088-18-4 C8H14O5S2
1,1'-Oxy-bis<2-(ethenylsulfonyl)>-ethane
—— Dibutyl(octoxycarbonylsulfanylmethyl)stannanylium;2-octoxy-2-oxoethanethiolate —— C28H56O4S2Sn
Dibutyl(octoxycarbonylsulfanylmethyl)stannanylium;2-octoxy-2-oxoethanethiolate
—— 4H-Pyrimido(4,5-e)-1,2,4-thiadiazine, 8-amino-4-methyl-6-(methylthio)-, 1,1-dioxide 74039-27-3 C7H9N5O2S2
4H-Pyrimido(4,5-e)-1,2,4-thiadiazine, 8-amino-4-methyl-6-(methylthio)-, 1,1-dioxide
—— 7-methoxy-10H-pyrido[2,3-b]pyrimido[4,5-e][1,4]thiazine-2,4-diamine 42362-20-9 C10H10N6OS
7-methoxy-10H-pyrido[2,3-b]pyrimido[4,5-e][1,4]thiazine-2,4-diamine
—— <3-Carboxamid-5-nitro-2-pyridyl>-pyrimidyl-thioaether 73768-59-9 C10H7N5O3S
<3-Carboxamid-5-nitro-2-pyridyl>-pyrimidyl-thioaether
—— 10H-Pyrido(3,2-b)pyrimido(4,5-e)(1,4)thiazin-4-amine, 8-methyl- 55740-63-1 C10H9N5S
10H-Pyrido(3,2-b)pyrimido(4,5-e)(1,4)thiazin-4-amine, 8-methyl-
—— Chromrhodanid —— C3CrN3S3
Chromrhodanid