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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
—— Mesityl-n-propylsulfid 62291-65-0 C12H18S
Mesityl-n-propylsulfid
—— Propyl 4-[(4-chlorophenyl)sulfanyl]butanoate 29107-86-6 C13H17ClO2S
Propyl 4-[(4-chlorophenyl)sulfanyl]butanoate
—— (+)-(R)-2-(4-Chlorothiophenoxy)propanoic acid 176021-32-2 C9H9ClO2S
(+)-(R)-2-(4-Chlorothiophenoxy)propanoic acid
—— α-((4-Chlorophenyl)thio)propanoyl chloride 76161-45-0 C9H8Cl2OS
α-((4-Chlorophenyl)thio)propanoyl chloride
—— {4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}acetaldehyde 186458-34-4 C13H13ClO3S
{4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}acetaldehyde
—— (S)-2-(4-chlorophenylthio)propanoic acid 176021-33-3 C9H9ClO2S
(S)-2-(4-chlorophenylthio)propanoic acid
—— 3-Acetoxy-1-phenylthio-2-butanon 67175-41-1 C12H14O3S
3-Acetoxy-1-phenylthio-2-butanon
—— <(dimethyl-1',1' ethyl)thio>-3 propen-2(E) ol-1 107210-03-7 C7H14OS
<(dimethyl-1',1' ethyl)thio>-3 propen-2(E) ol-1
—— (dimethyl-1',1' ethyl-thio)-2 methoxy-1 propene-2 88909-28-8 C8H16OS
(dimethyl-1',1' ethyl-thio)-2 methoxy-1 propene-2
—— N-(2-Cyclohexenyl)-O-ethyl-thiocarbamat 88281-71-4 C9H15NOS
N-(2-Cyclohexenyl)-O-ethyl-thiocarbamat
—— 1-t.butylthio-1(Z)-propen-3-ol 86254-66-2 C7H14OS
1-t.butylthio-1(Z)-propen-3-ol
—— 3-methylthio-6-(2-amino-5-bromophenyl)-1,2,4-triazin-5-one 129934-39-0 C10H9BrN4OS
3-methylthio-6-(2-amino-5-bromophenyl)-1,2,4-triazin-5-one
—— 2-(methylthio)-4-chloropyrrole 80964-99-4 C5H6ClNS
2-(methylthio)-4-chloropyrrole
—— dimethyl benzo[b][1,4]dithiine-2,3-dicarboxylate 69652-86-4 C12H10O4S2
dimethyl benzo[b][1,4]dithiine-2,3-dicarboxylate
—— 3-(4-methylphenyl)-1,2,4-benzotrithiin 186707-19-7 C14H12S3
3-(4-methylphenyl)-1,2,4-benzotrithiin
—— 5-Hexyl-2-methyl-3-(methylsulfanyl)furan 88319-96-4 C12H20OS
5-Hexyl-2-methyl-3-(methylsulfanyl)furan
—— 2-methyl-3-(methylthio)-5-phenylfuran 54930-80-2 C12H12OS
2-methyl-3-(methylthio)-5-phenylfuran
—— 4-Phenylsulfanylbicyclo[4.1.0]hept-2-ene 102870-46-2 C13H14S
4-Phenylsulfanylbicyclo[4.1.0]hept-2-ene
—— 5,6-bis(tert-butylthio)[1,2,5]oxadiazolo[3,4-b]pyrazine 1355353-80-8 C12H18N4OS2
5,6-bis(tert-butylthio)[1,2,5]oxadiazolo[3,4-b]pyrazine
—— 8-Oxa-1,4-dithiaspiro[4.5]decane-6-carboxylic acid 205234-26-0 C8H12O3S2
8-Oxa-1,4-dithiaspiro[4.5]decane-6-carboxylic acid
—— 3-iodo-4-(3,5-dimethylphenylsulfanyl)-6-methyl-5-(2-pyrazin-2-yl-ethylthiomethyl)pyridin-2(1H)-one 1185190-01-5 C21H22IN3OS2
3-iodo-4-(3,5-dimethylphenylsulfanyl)-6-methyl-5-(2-pyrazin-2-yl-ethylthiomethyl)pyridin-2(1H)-one
—— 2-chloro-5-fluoro-6-(p-tolylthio)nicotinamide 114171-56-1 C13H10ClFN2OS
2-chloro-5-fluoro-6-(p-tolylthio)nicotinamide
—— 2-{[2-(N,N-Dimethylamino)-ethyl]-thio}-3-(α-hydroxy-benzyl)-pyridine 103999-68-4 C16H20N2OS
2-{[2-(N,N-Dimethylamino)-ethyl]-thio}-3-(α-hydroxy-benzyl)-pyridine
—— diisopropyl <2-(phenylthio)-2-(trimethylsiloxy)ethyl>phosphonate 77547-96-7 C17H31O4PSSi
diisopropyl <2-(phenylthio)-2-(trimethylsiloxy)ethyl>phosphonate
—— (4-bromonaphthalen-1-yl)(phenyl)sulfide 129278-08-6 C16H11BrS
(4-bromonaphthalen-1-yl)(phenyl)sulfide
—— 6-Methyl-5-phenyl-3,4,5,6-tetrahydro-2H-1,6-benzothiazocine 87697-07-2 C17H19NS
6-Methyl-5-phenyl-3,4,5,6-tetrahydro-2H-1,6-benzothiazocine
—— 5-butyl-3,4,5,6-tetrahydro-5-phenyl-2H-1,6-benzothiazocine 87697-17-4 C20H25NS
5-butyl-3,4,5,6-tetrahydro-5-phenyl-2H-1,6-benzothiazocine
—— 5-Phenyl-3,4,5,6-tetrahydro-2H-1,6-benzothiazocine 87697-02-7 C16H17NS
5-Phenyl-3,4,5,6-tetrahydro-2H-1,6-benzothiazocine
—— 2,6-bis((4-(pyridin-2-yl)pyrimidin-2-ylthio)methyl)-4-chlorophenol 944956-82-5 C26H19ClN6OS2
2,6-bis((4-(pyridin-2-yl)pyrimidin-2-ylthio)methyl)-4-chlorophenol
—— 1-(5-Phenyl-2,3,4,5-tetrahydro-6H-1,6-benzothiazocin-6-yl)ethan-1-one 87697-11-8 C18H19NOS
1-(5-Phenyl-2,3,4,5-tetrahydro-6H-1,6-benzothiazocin-6-yl)ethan-1-one
—— (2R,4R)-2,4-O-Isopropylidene-1-(phenylthio)-6-heptene-2-ol 171523-98-1 C16H22O2S
(2R,4R)-2,4-O-Isopropylidene-1-(phenylthio)-6-heptene-2-ol
—— trans-1,4-di(thioethyl)but-2-ene 79029-65-5 C8H16S2
trans-1,4-di(thioethyl)but-2-ene
—— (2S)-1-[2-[(2R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-2-triethylsilyloxyhept-6-enyl]-1,3-dithian-2-yl]propan-2-ol 1173020-18-2 C26H54O3S2Si2
(2S)-1-[2-[(2R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-2-triethylsilyloxyhept-6-enyl]-1,3-dithian-2-yl]propan-2-ol
—— (2R,4S)-4-<<Dimethyl(2-methyl-2-propyl)silyl>oxy>-1-(phenylthio)-6-hepten-2-ol 171523-99-2 C19H32O2SSi
(2R,4S)-4-<<Dimethyl(2-methyl-2-propyl)silyl>oxy>-1-(phenylthio)-6-hepten-2-ol
—— (2R,4R)-4-<<Dimethyl(2-methyl-2-propyl)silyl>oxy>-1-(phenylthio)-6-hepten-2-ol 171523-97-0 C19H32O2SSi
(2R,4R)-4-<<Dimethyl(2-methyl-2-propyl)silyl>oxy>-1-(phenylthio)-6-hepten-2-ol
—— (2R,4S)-2,4-O-Isopropylidene-1-(phenylthio)-6-heptene-2-ol 171598-92-8 C16H22O2S
(2R,4S)-2,4-O-Isopropylidene-1-(phenylthio)-6-heptene-2-ol
—— 3,4-bis(methylthio)-1,2,5-thiadiazole 1-oxide 79844-65-8 C4H6N2OS3
3,4-bis(methylthio)-1,2,5-thiadiazole 1-oxide
—— 13,13-dichloro-1-phenylthio <10.1.0> bicyclotridecane 143741-59-7 C19H26Cl2S
13,13-dichloro-1-phenylthio <10.1.0> bicyclotridecane
—— 2-(sec-butyldisulfanyl)pyridine 52197-11-2 C9H13NS
2-(sec-butyldisulfanyl)pyridine
—— γ-phenylthiopropyl gem-dichlorocyclopropylmethyl ether 872413-70-2 C13H16Cl2OS
γ-phenylthiopropyl gem-dichlorocyclopropylmethyl ether
—— 2-(3-Propoxypropylsulfanyl)phenol 210350-94-0 C12H18O2S
2-(3-Propoxypropylsulfanyl)phenol
—— S,S′-[benzene-1,3-diylbis(4H-1,2,4-triazole-5,3-diyl)]bis{[(5-benzene-1,3-diyl-4H-1,2,4-triazol-3-yl)sulfanyl]ethanethioate} 1370035-70-3 C24H16N12O2S4
S,S′-[benzene-1,3-diylbis(4H-1,2,4-triazole-5,3-diyl)]bis{[(5-benzene-1,3-diyl-4H-1,2,4-triazol-3-yl)sulfanyl]ethanethioate}
—— 2-hydroxy-(2-(2-phenylthio)phenyl)acetic acid 132121-24-5 C14H12O3S
2-hydroxy-(2-(2-phenylthio)phenyl)acetic acid
—— ethanethiosulfonic acid 51554-68-8 C2H6O2S2
ethanethiosulfonic acid
—— 4-chloro-2-[[4-(ethylsulfonyl)phenyl]thio]-1-methoxy-benzene 847147-98-2 C15H15ClO3S2
4-chloro-2-[[4-(ethylsulfonyl)phenyl]thio]-1-methoxy-benzene
—— {2-[(2,4-dinitrophenyl)thio]phenyl}hydrazine 1309863-58-8 C12H10N4O4S
{2-[(2,4-dinitrophenyl)thio]phenyl}hydrazine
—— 1,2-bis(2-ethylthio-3-thienyl)perfluorocyclopentene 223129-11-1 C17H14F6S4
1,2-bis(2-ethylthio-3-thienyl)perfluorocyclopentene
—— 1,6-dioxa-2,5-diaza-6aΛ<sup>4</sup>-thiapentalene 57167-49-4 C3H2N2O2S
1,6-dioxa-2,5-diaza-6aΛ<sup>4</sup>-thiapentalene
—— ethyl 3-(4-chlorophenylthio)-2,2-difluoro-3-phenylpropanoate 1253930-82-3 C17H15ClF2O2S
ethyl 3-(4-chlorophenylthio)-2,2-difluoro-3-phenylpropanoate
—— 1-[2-(1,3-benzodithiol-2-ylidenemethyl)-1,5-dimethylpyrrol-4-yl]-2-(2-formyl-1,5-dimethylpyrrol-4-yl)perfluorocyclopentene 638173-92-9 C26H20F6N2OS2
1-[2-(1,3-benzodithiol-2-ylidenemethyl)-1,5-dimethylpyrrol-4-yl]-2-(2-formyl-1,5-dimethylpyrrol-4-yl)perfluorocyclopentene