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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-ethoxy-ethoxy)-ethanethiosulfonic acid <i>S</i>-trichloromethyl ester 119211-03-9 C7H13Cl3O4S2
2-(2-ethoxy-ethoxy)-ethanethiosulfonic acid <i>S</i>-trichloromethyl ester
—— [2-(4-Fluoro-phenylsulfanyl)-4-trifluoromethyl-phenyl]-acetonitrile 54435-42-6 C15H9F4NS
[2-(4-Fluoro-phenylsulfanyl)-4-trifluoromethyl-phenyl]-acetonitrile
—— 2,3-Bis(p-bromphenylthio)furan 53906-92-6 C16H10Br2OS2
2,3-Bis(p-bromphenylthio)furan
—— 1-[(2R,4S,5R)-4-hydroxy-5-(2-phenylsulfanylethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione 133076-55-8 C17H20N2O4S
1-[(2R,4S,5R)-4-hydroxy-5-(2-phenylsulfanylethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
—— (2S,4R)-1-(2-methyl-1,3-dithian-2-yl)-4-(phenylthio)hept-6-en-2-ol 1217293-46-3 C18H26OS3
(2S,4R)-1-(2-methyl-1,3-dithian-2-yl)-4-(phenylthio)hept-6-en-2-ol
—— 4-[(4-acetoxy-3-chlorophenyl)-thio]benzoic acid 1257087-11-8 C15H11ClO4S
4-[(4-acetoxy-3-chlorophenyl)-thio]benzoic acid
—— N-(p-(dimethylamino)phenyl)-C-(3-cyano-2-((p-nitrophenyl)thio)-5-pyridinyl)nitrone 87373-87-3 C21H17N5O3S
N-(p-(dimethylamino)phenyl)-C-(3-cyano-2-((p-nitrophenyl)thio)-5-pyridinyl)nitrone
—— 35401-54-8 C10H20N4S3
—— 5-ethylsulfanyl-6-propyl-pyrazine-2,3-dicarbonitrile 72112-68-6 C11H12N4S
5-ethylsulfanyl-6-propyl-pyrazine-2,3-dicarbonitrile
—— 2-Hexadecylsulfanyl-4-nitro-pyridine 1-oxide 37565-16-5 C21H36N2O3S
2-Hexadecylsulfanyl-4-nitro-pyridine 1-oxide
—— (4S,5S)-(-)-4-Ethyl-2,2-dimethyl-5-<3-(2-methyl-1,3-dithian-2-yl)propyl>-1,3-dioxolane 149818-51-9 C15H28O2S2
(4S,5S)-(-)-4-Ethyl-2,2-dimethyl-5-<3-(2-methyl-1,3-dithian-2-yl)propyl>-1,3-dioxolane
—— N,N-diethylcarbamodithioate;nickel(2+);3-sulfanylpropane-1-thiolate 148536-84-9 C8H17NNiS4
N,N-diethylcarbamodithioate;nickel(2+);3-sulfanylpropane-1-thiolate
—— 4-morpholin-4-yl-10<i>H</i>-benzo[<i>b</i>]pyridazino[4,5-<i>e</i>][1,4]thiazine 55243-59-9 C14H14N4OS
4-morpholin-4-yl-10<i>H</i>-benzo[<i>b</i>]pyridazino[4,5-<i>e</i>][1,4]thiazine
—— methyl 2-phenyl-2-(phenylthio)penta-3,4-dienoate 941270-27-5 C18H16O2S
methyl 2-phenyl-2-(phenylthio)penta-3,4-dienoate
—— 2-[5-(4-Nitro-phenylsulfanyl)-furan-2-ylmethylene]-malononitrile 56656-70-3 C14H7N3O3S
2-[5-(4-Nitro-phenylsulfanyl)-furan-2-ylmethylene]-malononitrile
—— 1-[2-[(E)-prop-1-enyl]-1,3-dithian-2-yl]propan-2-ol 121077-80-3 C10H18OS2
1-[2-[(E)-prop-1-enyl]-1,3-dithian-2-yl]propan-2-ol
—— [deuterio(phenylsulfanyl)methyl]-trimethylsilane 79409-18-0 C10H16SSi
[deuterio(phenylsulfanyl)methyl]-trimethylsilane
—— 8-(5-iodo-2,3-dihydro-benzofuran-6-ylsulfanyl)-9-(3-isopropylamino-propyl)-9H-purin-6-ylamine 1289544-16-6 C19H23IN6OS
8-(5-iodo-2,3-dihydro-benzofuran-6-ylsulfanyl)-9-(3-isopropylamino-propyl)-9H-purin-6-ylamine
—— 2,3-bis-(ethylsulfanyl-amino-methylene)-succinonitrile 114864-83-4 C10H14N4S2
2,3-bis-(ethylsulfanyl-amino-methylene)-succinonitrile
—— 178558-87-7 C20H40N4S8Zn2
—— (RS)-1-(4-pyridylthio)propan-2-ol 176326-23-1 C8H11NOS
(RS)-1-(4-pyridylthio)propan-2-ol
—— 4-[(8-methoxyoctyl)thio]-3-methylpyridine-1-oxide 1248345-66-5 C15H25NO2S
4-[(8-methoxyoctyl)thio]-3-methylpyridine-1-oxide
—— 4,5-dimethyl-3-phenylsulfanyl-pyrocatechol 859066-22-1 C14H14O2S
4,5-dimethyl-3-phenylsulfanyl-pyrocatechol
—— 2-Methylmercapto-4-methyl-6-<bis-(2-hydroxy-aethyl)-amino>-pyrimidin 91141-44-5 C10H17N3O2S
2-Methylmercapto-4-methyl-6-<bis-(2-hydroxy-aethyl)-amino>-pyrimidin
—— (5R,6R,2'S,3a'R,6a'S)-6-(hexahydrofuro[2,3-b]furan-2'-yl)-5,6-dimethyl-3-(phenylsulfanyl)cyclohex-2-enone 213833-79-5 C20H24O3S
(5R,6R,2'S,3a'R,6a'S)-6-(hexahydrofuro[2,3-b]furan-2'-yl)-5,6-dimethyl-3-(phenylsulfanyl)cyclohex-2-enone
—— {(MeS)2CHPMe3}BF4 119908-83-7 BF4*C6H16PS2
{(MeS)2CHPMe3}BF4
—— 11-butylamino<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline 144918-92-3 C16H17N5S
11-butylamino<1,2,4>triazolo<5',1': 2,3><1,3>thiazino<6,5-b>quinoline
—— (3RS,4RS)-2,4-dimethyl-7-phenyl-3,5,5-tris(phenylthio)heptan-2-ol 128098-85-1 C33H36OS3
(3RS,4RS)-2,4-dimethyl-7-phenyl-3,5,5-tris(phenylthio)heptan-2-ol
—— N-(4-(4-aminophenylsulfanyl)-phenyl)-methanesulfonamide 135209-27-7 C13H14N2O2S2
N-(4-(4-aminophenylsulfanyl)-phenyl)-methanesulfonamide
—— 1,1,1-Tris-(isopropylmercapto)-aethan 39141-40-7 C11H24S3
1,1,1-Tris-(isopropylmercapto)-aethan
—— 2,2-bis(p-bromophenylthio)acetic acid 17067-31-1 C14H10Br2O2S2
2,2-bis(p-bromophenylthio)acetic acid
—— <i>S,S'</i>-(diethylaminomethyl-ethanediyl)-bis-isothiourea; trihydrobromide 93438-86-9 3BrH*C9H21N5S2
<i>S,S'</i>-(diethylaminomethyl-ethanediyl)-bis-isothiourea; trihydrobromide
—— N-[1-(2,4-dimethylphenyl)-3-(4-methylphenylthio)-2-propenylidene]-4-methylaniline 1140915-03-2 C25H25NS
N-[1-(2,4-dimethylphenyl)-3-(4-methylphenylthio)-2-propenylidene]-4-methylaniline
—— 3-(Methanesulfonyl-methylsulfanyl-methyl)-non-1-ene 81236-47-7 C12H24O2S2
3-(Methanesulfonyl-methylsulfanyl-methyl)-non-1-ene
—— (2-chloropyridin-5-yl)methyl 3,3-bis(4-fluorophenylthio)-N-(phenyl)thiopropionimidate 1107009-24-4 C27H21ClF2N2S3
(2-chloropyridin-5-yl)methyl 3,3-bis(4-fluorophenylthio)-N-(phenyl)thiopropionimidate
—— 5-bromo-2-(4-chloro-phenylsulfanyl)-benzaldehyde 1000594-39-7 C13H8BrClOS
5-bromo-2-(4-chloro-phenylsulfanyl)-benzaldehyde
—— O,O'-bis(methylsulfonyl)-tert-butylphosphonic acid 97730-11-5 C6H15O7PS2
O,O'-bis(methylsulfonyl)-tert-butylphosphonic acid
—— 1060684-46-9 C12H12F3NOS
—— Dimethyl-thiocarbamic acid O-cyclopentyl ester 21299-33-2 C8H15NOS
Dimethyl-thiocarbamic acid O-cyclopentyl ester
—— 6-Phenylsulfanylhex-4-yn-3-one 1284216-35-8 C12H12OS
6-Phenylsulfanylhex-4-yn-3-one
—— 6,6-dimethoxy-1-(2-methyl-1,3-dithiolan-2-yl)-4-(phenylthio)hexan-3-one 84393-19-1 C18H26O3S3
6,6-dimethoxy-1-(2-methyl-1,3-dithiolan-2-yl)-4-(phenylthio)hexan-3-one
—— 1-(1,3-dihydroxy-2-methylpropan-2-yl)-3-[6-[(1,3-dihydroxy-2-methylpropan-2-yl)carbamothioylamino]hexyl]thiourea 56312-25-5 C16H34N4O4S2
1-(1,3-dihydroxy-2-methylpropan-2-yl)-3-[6-[(1,3-dihydroxy-2-methylpropan-2-yl)carbamothioylamino]hexyl]thiourea
—— 2,6,10-trichloro-12-trichloromethyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocin-6-sulfide 683234-37-9 C14H7Cl6O2PS
2,6,10-trichloro-12-trichloromethyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocin-6-sulfide
—— N-[1-(4-fluorophenyl)-3-(4-methylphenylthio)-2-propenylidene]-4-methylaniline 1140915-08-7 C23H20FNS
N-[1-(4-fluorophenyl)-3-(4-methylphenylthio)-2-propenylidene]-4-methylaniline
—— (Z)-3-methyl-1-nitro-1-(phenylthio)-1-butene 92339-58-7 C11H13NO2S
(Z)-3-methyl-1-nitro-1-(phenylthio)-1-butene
—— N,N-Diethyl-3,3-dimethyl-2-thioxobutansaeurethioamid 87342-59-4 C10H19NS2
N,N-Diethyl-3,3-dimethyl-2-thioxobutansaeurethioamid
—— 7-iodo-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-25-0 C11H14IN3OS2
7-iodo-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-[5-(4-Methoxy-phenylsulfanyl)-furan-2-ylmethylene]-malononitrile 56656-66-7 C15H10N2O2S
2-[5-(4-Methoxy-phenylsulfanyl)-furan-2-ylmethylene]-malononitrile
—— 2-bromo-3,6-bis(butylsulfanyl)thieno[3,2-b]thiophene 1492981-47-1 C14H19BrS4
2-bromo-3,6-bis(butylsulfanyl)thieno[3,2-b]thiophene
—— 6,6-Bis(phenylthio)-2,5-dimethyl-5-hexen-3-ol 157954-43-3 C20H24OS2
6,6-Bis(phenylthio)-2,5-dimethyl-5-hexen-3-ol