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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
—— 4-Aza-phenothiazin-10-carbonsaeure-1-pyrrolidino-propylester-3 99004-32-7 C19H21N3O2S
4-Aza-phenothiazin-10-carbonsaeure-1-pyrrolidino-propylester-3
—— β-β-dichloro-β-cyano-ethyl-methyl-sulphone 24420-42-6 C4H5Cl2NO2S
β-β-dichloro-β-cyano-ethyl-methyl-sulphone
—— N-iso-propyl-2-methylpropanthioamide 141738-90-1 C7H15NS
N-iso-propyl-2-methylpropanthioamide
—— 2-Chlor-3-methansulfonyl-propionitril 1854-80-4 C4H6ClNO2S
2-Chlor-3-methansulfonyl-propionitril
—— 2-oxo-7-phenyl-3,5,6,7-tetrahydro-2<i>H</i>-thiopyrano[2,3-<i>d</i>]thiazole-6-carbonitrile 51746-63-5 C13H10N2OS2
2-oxo-7-phenyl-3,5,6,7-tetrahydro-2<i>H</i>-thiopyrano[2,3-<i>d</i>]thiazole-6-carbonitrile
—— 2-methyl-2-[(4-{2-[(methylsulfonyl)oxy]ethyl}-1,3-thiazol-2-yl)thio]propionic acid tert-butyl ester 886527-08-8 C14H23NO5S3
2-methyl-2-[(4-{2-[(methylsulfonyl)oxy]ethyl}-1,3-thiazol-2-yl)thio]propionic acid tert-butyl ester
—— {2-[(2-tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}acetic acid 886527-06-6 C13H19NO4S2
{2-[(2-tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}acetic acid
—— 6-amino-5-(2-amino-phenylthio)-2,4(1H,3H)-pyrimidinedione 89721-62-0 C10H10N4O2S
6-amino-5-(2-amino-phenylthio)-2,4(1H,3H)-pyrimidinedione
—— Methyl 5-(10-oxo-1,5-dithiaspiro[5.5]undecan-4-yl)pentanoate 1357266-68-2 C15H24O3S2
Methyl 5-(10-oxo-1,5-dithiaspiro[5.5]undecan-4-yl)pentanoate
—— Dimethyl 4-oxo-5-(phenylthio)-1,3-cyclohexanedicarboxylate 121810-12-6 C16H18O5S
Dimethyl 4-oxo-5-(phenylthio)-1,3-cyclohexanedicarboxylate
—— Methyl 5-(10,10-dimethyl-8-oxo-1,5-dithiaspiro[5.5]undecan-4-yl)pentanoate 1357266-73-9 C17H28O3S2
Methyl 5-(10,10-dimethyl-8-oxo-1,5-dithiaspiro[5.5]undecan-4-yl)pentanoate
—— (Z)-2-(1-bromodec-1-en-2-ylthio)pyridine 1279713-36-8 C15H22BrNS
(Z)-2-(1-bromodec-1-en-2-ylthio)pyridine
—— N-ISOBOC-L-alanine-thioamide 177657-47-5 C8H16N2O2S
N-ISOBOC-L-alanine-thioamide
—— 4-(1H-indol-6-sulfanyl)-benzoic acid 919792-60-2 C15H11NO2S
4-(1H-indol-6-sulfanyl)-benzoic acid
—— 4-<Trimethylsily>-butanthiol 41919-23-7 C7H18SSi
4-<Trimethylsily>-butanthiol
—— [3-chloro-4-(phenylthio)butyl]trimethylsilane 105261-51-6 C13H21ClSSi
[3-chloro-4-(phenylthio)butyl]trimethylsilane
—— trithioorthoformic acid tridodecyl ester 5340-10-3 C37H76S3
trithioorthoformic acid tridodecyl ester
—— phenylsulfanylmethanesulfonamide 14482-28-1 C7H9NO2S2
phenylsulfanylmethanesulfonamide
—— 2-Methyl-1,3-bis-(phenylthio)but-1-en 66164-62-3 C17H18S2
2-Methyl-1,3-bis-(phenylthio)but-1-en
—— 1-methoxy-2-methyl-3-phenylthio-1-butene 126182-54-5 C12H16OS
1-methoxy-2-methyl-3-phenylthio-1-butene
—— [(E)-4-methoxy-3-methylbut-3-en-2-yl]sulfanylbenzene 73126-56-4 C12H16OS
[(E)-4-methoxy-3-methylbut-3-en-2-yl]sulfanylbenzene
—— phenyl(2,4,4-trimethylhexan-2-yl)sulfane 1314532-86-9 C15H24S
phenyl(2,4,4-trimethylhexan-2-yl)sulfane
—— 4-(Benzylamino)-2-(methylthio)pyrimidine-5-carbaldehyde 888491-20-1 C13H13N3OS
4-(Benzylamino)-2-(methylthio)pyrimidine-5-carbaldehyde
—— Amino[4-(methylthio)phenyl]acetonitrile 93554-85-9 C9H10N2S
Amino[4-(methylthio)phenyl]acetonitrile
—— 5-(ethylthio)-2-(1-normon-2-yl)oxazole 173411-87-5 C21H33NO6S
5-(ethylthio)-2-(1-normon-2-yl)oxazole
—— 3-phenyl-(1:2:4)-triazolo-[3,4-b](1,3,4)thiadiazepino(6,7-3,2)quinoline 136633-10-8 C18H11N5S
3-phenyl-(1:2:4)-triazolo-[3,4-b](1,3,4)thiadiazepino(6,7-3,2)quinoline
—— 1,2,4-Triazolo(3',4':2,3)(1,3,4)thiadiazepino(7,6-b)quinoline, 9-methoxy-3-phenyl- 136633-18-6 C19H13N5OS
1,2,4-Triazolo(3',4':2,3)(1,3,4)thiadiazepino(7,6-b)quinoline, 9-methoxy-3-phenyl-
—— 1,2,4-Triazolo(3',4':2,3)(1,3,4)thiadiazepino(7,6-b)quinoline, 9-methyl-3-phenyl- 136633-14-2 C19H13N5S
1,2,4-Triazolo(3',4':2,3)(1,3,4)thiadiazepino(7,6-b)quinoline, 9-methyl-3-phenyl-
—— diethyl α-(4-chloro-3-nitrophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate 1449063-90-4 C23H24ClN2O5PS
diethyl α-(4-chloro-3-nitrophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
—— 3-(4-Bromophenyl)sulfanyl-5-phenyl-1,2,4-triazol-4-amine 1149378-79-9 C14H11BrN4S
3-(4-Bromophenyl)sulfanyl-5-phenyl-1,2,4-triazol-4-amine
—— (E)-4-[(2S,3S,4R,5S)-3,4-bis(trimethylsilyloxy)-5-[[(2S,3S)-3-[(2R,3S)-3-trimethylsilyloxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-N-[cyano-(4-methylsulfanylphenyl)methyl]-3-methylbut-2-enamide 1054634-57-9 C35H60N2O6SSi3
(E)-4-[(2S,3S,4R,5S)-3,4-bis(trimethylsilyloxy)-5-[[(2S,3S)-3-[(2R,3S)-3-trimethylsilyloxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-N-[cyano-(4-methylsulfanylphenyl)methyl]-3-methylbut-2-enamide
—— propan-2-yl 4-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]-3-oxobutanoate 488725-51-5 C18H22N2O3S
propan-2-yl 4-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]-3-oxobutanoate
—— (2S,3R,4R,5S)-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]-2-[(E)-2-methyl-3-(5-phenylsulfanyl-1,3-oxazol-2-yl)prop-2-enyl]oxane-3,4-diol 173411-88-6 C25H33NO6S
(2S,3R,4R,5S)-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]-2-[(E)-2-methyl-3-(5-phenylsulfanyl-1,3-oxazol-2-yl)prop-2-enyl]oxane-3,4-diol
—— 4-[(4-Amino-5-phenyl-1,2,4-triazol-3-yl)sulfanyl]benzenesulfonyl chloride 1149378-78-8 C14H11ClN4O2S2
4-[(4-Amino-5-phenyl-1,2,4-triazol-3-yl)sulfanyl]benzenesulfonyl chloride
—— 3-Methylsulfanyl-5-(4-pyridyl)isothiazole-4-carbonitrile 221006-32-2 C10H7N3S2
3-Methylsulfanyl-5-(4-pyridyl)isothiazole-4-carbonitrile
—— 2-[(phenylthio)methyl]-2-vinyl[1,3]dioxolane 485321-43-5 C12H14O2S
2-[(phenylthio)methyl]-2-vinyl[1,3]dioxolane
—— 2-tert-butylsulfonyl-1-nonen-4-one 97779-23-2 C13H24O3S
2-tert-butylsulfonyl-1-nonen-4-one
—— Perfluoroheptylsulfenylchlorid 52784-91-5 C7ClF15S
Perfluoroheptylsulfenylchlorid
—— 5-allyl-9-(phenylthio)-1,2,3,4,4a,10-hexahydro-1H-pyrido[1',2'-a']pyrimido[4,5-d]pyrimidine 1012787-05-1 C19H22N4S
5-allyl-9-(phenylthio)-1,2,3,4,4a,10-hexahydro-1H-pyrido[1',2'-a']pyrimido[4,5-d]pyrimidine
—— 3,3-dimethylbutanethiol 1638-98-8 C6H14S
3,3-dimethylbutanethiol
—— 4-(dimethylamino)-1-<1-(phenylthio)-2-propen-2-yl>pyridinium perchlorate 94843-13-7 C16H19N2S*ClO4
4-(dimethylamino)-1-<1-(phenylthio)-2-propen-2-yl>pyridinium perchlorate
—— 5,6-di-(para-thiocresyl)quinoxaline 143334-94-5 C22H18N2S2
5,6-di-(para-thiocresyl)quinoxaline
—— 3,3-dimethyl-1-methylsulfanyl-butane 15672-93-2 C7H16S
3,3-dimethyl-1-methylsulfanyl-butane
—— 1-(Phenylthio)-2-piperidinoethylene 90554-31-7 C13H17NS
1-(Phenylthio)-2-piperidinoethylene
—— 6H-dibenzo[b,f][1,4]thiazocin-11(12H)-one 6800-60-8 C14H11NOS
6H-dibenzo[b,f][1,4]thiazocin-11(12H)-one
—— N'-hydroxy-5-(1,3-thiazol-2-ylsulfanyl)pentanimidamide 1251436-24-4 C8H13N3OS2
N'-hydroxy-5-(1,3-thiazol-2-ylsulfanyl)pentanimidamide
—— 4-(3-(4-isopropylthiazol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)phenol 1257424-24-0 C16H15N5OS2
4-(3-(4-isopropylthiazol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)phenol
—— 2-[4-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-phenyl]-propionic acid methyl ester 1241507-72-1 C19H21N3O2S
2-[4-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-phenyl]-propionic acid methyl ester
—— [4-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-phenyl]-acetic acid methyl ester 1241507-71-0 C18H19N3O2S
[4-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-phenyl]-acetic acid methyl ester
—— ethyl 4,4,4-trifluoro-3-phenylthiobutyrate 607360-69-0 C12H13F3O2S
ethyl 4,4,4-trifluoro-3-phenylthiobutyrate