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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-Ethyl-2-methylsulfanylpyrimidine-5-carbonitrile 212620-39-8 C8H9N3S
4-Ethyl-2-methylsulfanylpyrimidine-5-carbonitrile
—— 1-(4-Ethyl-2-methylsulfanylpyrimidin-5-yl)butan-1-one 188937-77-1 C11H16N2OS
1-(4-Ethyl-2-methylsulfanylpyrimidin-5-yl)butan-1-one
—— 2(R)-(4-cyclopropylsulfanylphenyl)-3-((R)-3-oxocyclopentyl)propionic acid 868614-29-3 C17H20O3S
2(R)-(4-cyclopropylsulfanylphenyl)-3-((R)-3-oxocyclopentyl)propionic acid
—— N-(2-phenylthiophenyl)benzamidine 69709-73-5 C19H16N2S
N-(2-phenylthiophenyl)benzamidine
—— 3-<(1,1-dimethylethyl)sulfinyl>-2-methylprop-1-ene 114652-37-8 C8H16OS
3-<(1,1-dimethylethyl)sulfinyl>-2-methylprop-1-ene
—— methyl 2-({4-[(Z)-2-fluoro-2-(5-methyl-1H-pyrazol-3-yl)vinyl]phenyl}sulphanyl)-2-methyl-propanoate 1418297-19-4 C17H19FN2O2S
methyl 2-({4-[(Z)-2-fluoro-2-(5-methyl-1H-pyrazol-3-yl)vinyl]phenyl}sulphanyl)-2-methyl-propanoate
—— tert-butyl 2-[(4-{(Z)-2-fluoro-2-[5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-3-yl]vinyl}phenyl)sulphanyl]-2-methylpropanoate 1418297-20-7 C25H33FN2O3S
tert-butyl 2-[(4-{(Z)-2-fluoro-2-[5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-3-yl]vinyl}phenyl)sulphanyl]-2-methylpropanoate
—— 3-amino-2,6-bis(methylthio)pyridine 183988-38-7 C7H10N2S2
3-amino-2,6-bis(methylthio)pyridine
—— 2-({4-[(Z)-2-fluoro-2-(5-methyl-1H-pyrazol-3-yl)vinyl]phenyl}sulphanyl)-2-methylpropanoic acid 1418297-21-8 C16H17FN2O2S
2-({4-[(Z)-2-fluoro-2-(5-methyl-1H-pyrazol-3-yl)vinyl]phenyl}sulphanyl)-2-methylpropanoic acid
—— 1-(3-Methylbut-1-ynylsulfanyl)dodecane 1173005-29-2 C17H32S
1-(3-Methylbut-1-ynylsulfanyl)dodecane
—— 6-ethyl-3-[(pyridin-2-ylmethyl)thio]-1,2,4-triazin-5(2H)-one 824983-14-4 C11H12N4OS
6-ethyl-3-[(pyridin-2-ylmethyl)thio]-1,2,4-triazin-5(2H)-one
—— ethyl {[6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyano-4-(piperidin-1-yl)pyridin-2-yl]oxy}acetate 1030619-71-6 C26H24ClN5O3S2
ethyl {[6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyano-4-(piperidin-1-yl)pyridin-2-yl]oxy}acetate
—— 2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[(4-methyl-2-oxazolyl)thio]-4-pyrimidinol 666752-85-8 C18H18F2N4O3S2
2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[(4-methyl-2-oxazolyl)thio]-4-pyrimidinol
—— 2-(4,4-difluorobut-3-enylthio)-4-methyloxazole 172932-88-6 C8H9F2NOS
2-(4,4-difluorobut-3-enylthio)-4-methyloxazole
—— 2-(1-Acetyl-ethylmercapto)-4-methyl-oxazol 13016-20-1 C8H11NO2S
2-(1-Acetyl-ethylmercapto)-4-methyl-oxazol
—— 2-[2-(4-Chlorophenyl)sulfanylethyl]pyrrolidine 86026-67-7 C12H16ClNS
2-[2-(4-Chlorophenyl)sulfanylethyl]pyrrolidine
—— 2-chloro-4-(phenylthio)quinazoline 139776-54-8 C14H9ClN2S
2-chloro-4-(phenylthio)quinazoline
—— Methyl 2-[(4-amino-5-benzyl-1,2,4-triazol-3-yl)sulfanyl]acetate 111828-12-7 C12H14N4O2S
Methyl 2-[(4-amino-5-benzyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 3-amino-3-[4-(methylthio)phenyl]propan-1-ol 683221-02-5 C10H15NOS
3-amino-3-[4-(methylthio)phenyl]propan-1-ol
—— 3-methyl-N-(4-(4-(methylsulfonyl)phenylthio)-3-(tetrahydro-2H-pyran-4-yloxy)phenyl)-1,2,4-thiadiazol-5-amine 1375458-94-8 C21H23N3O4S3
3-methyl-N-(4-(4-(methylsulfonyl)phenylthio)-3-(tetrahydro-2H-pyran-4-yloxy)phenyl)-1,2,4-thiadiazol-5-amine
—— 4-(4-Methylsulfonylphenyl)sulfanyl-3-(oxan-4-yloxy)aniline 1375459-04-3 C18H21NO4S2
4-(4-Methylsulfonylphenyl)sulfanyl-3-(oxan-4-yloxy)aniline
—— 1,2,4-Triazolo(3',4':2,3)(1,3,4)thiadiazepino(7,6-b)quinoline, 3-(4-chlorophenyl)-9-methoxy- 136633-20-0 C19H12ClN5OS
1,2,4-Triazolo(3',4':2,3)(1,3,4)thiadiazepino(7,6-b)quinoline, 3-(4-chlorophenyl)-9-methoxy-
—— 3-(4'-chlorophenyl)-(1:2:4)-triazolo-[3,4-b](1,3,4)thiadiazepino(6,7-3,2)quinoline 136633-12-0 C18H10ClN5S
3-(4'-chlorophenyl)-(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, 3-(4-chlorophenyl)-9-methyl- 136633-16-4 C19H12ClN5S
1,2,4-Triazolo(3',4':2,3)(1,3,4)thiadiazepino(7,6-b)quinoline, 3-(4-chlorophenyl)-9-methyl-
—— 2-[(4-Amino-5-benzyl-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide 111828-17-2 C11H14N6OS
2-[(4-Amino-5-benzyl-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide
—— 3-[(4-Amino-5-benzyl-1,2,4-triazol-3-yl)sulfanylmethylsulfanyl]-5-benzyl-1,2,4-triazol-4-amine 111828-00-3 C19H20N8S2
3-[(4-Amino-5-benzyl-1,2,4-triazol-3-yl)sulfanylmethylsulfanyl]-5-benzyl-1,2,4-triazol-4-amine
—— 3-Benzyl-8-Phenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazepine 76457-86-8 C18H14N4S
3-Benzyl-8-Phenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazepine
—— 1,4-bis(4-amino-5-benzyl-1,2,4-triazol-3-ylsulfanyl)butane 263900-73-8 C22H26N8S2
1,4-bis(4-amino-5-benzyl-1,2,4-triazol-3-ylsulfanyl)butane
—— 7H-6-Phenyl-3-phenylmethyl-s-triazolo<3,4-b><1,3,4>thiadiazine 79074-64-9 C17H14N4S
7H-6-Phenyl-3-phenylmethyl-s-triazolo<3,4-b><1,3,4>thiadiazine
—— 2,6-bis(4-amino-5-benzyl-1,2,4-triazol-3-ylsulfanylmethyl)pyridine 1001126-66-4 C25H25N9S2
2,6-bis(4-amino-5-benzyl-1,2,4-triazol-3-ylsulfanylmethyl)pyridine
—— (4-amino-5-benzyl-4H-1,2,4-triazol-3-ylsulphanyl)-methylenenitrile 111828-06-9 C11H11N5S
(4-amino-5-benzyl-4H-1,2,4-triazol-3-ylsulphanyl)-methylenenitrile
—— 6-(p-chlorophenyl)-3-ethoxycarbonyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine 127045-32-3 C13H11ClN4O2S
6-(p-chlorophenyl)-3-ethoxycarbonyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine
—— 3-ethoxycarbonyl-6-methyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine 127045-30-1 C8H10N4O2S
3-ethoxycarbonyl-6-methyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine
—— 2,4-Dimethyl-5-(methylthio)pyrimidine 91157-96-9 C7H10N2S
2,4-Dimethyl-5-(methylthio)pyrimidine
—— N-Methyl-amidosulfonsaeure-thiomethylester 26118-77-4 C2H7NO2S2
N-Methyl-amidosulfonsaeure-thiomethylester
—— 6-amino-2-methyl-4-methylthio-5-(2-pyridinyl)pyrimidine 122851-66-5 C11H12N4S
6-amino-2-methyl-4-methylthio-5-(2-pyridinyl)pyrimidine
—— 6,7-dihydro-2-methyl-4(3H)-oxopyrimido[5,4-b][1,4]thiazine 124724-42-1 C7H9N3OS
6,7-dihydro-2-methyl-4(3H)-oxopyrimido[5,4-b][1,4]thiazine
—— 1-methylene-2-(phenylthio)cyclohexane 67957-89-5 C13H16S
1-methylene-2-(phenylthio)cyclohexane
—— S-(4-chlorophenyl) N-ethylcarbamothioate 14467-72-2 C9H10ClNOS
S-(4-chlorophenyl) N-ethylcarbamothioate
—— (S)-2-(2-hydroxymethyl-1-pyrrolidinyl)-4-phenylthio-5-[N-(2-pyrimidylmethyl)carbamoyl]pyrimidine 476449-27-1 C21H22N6O2S
(S)-2-(2-hydroxymethyl-1-pyrrolidinyl)-4-phenylthio-5-[N-(2-pyrimidylmethyl)carbamoyl]pyrimidine
—— S-(4-methylphenyl) N-ethylcarbamothioate 815582-19-5 C10H13NOS
S-(4-methylphenyl) N-ethylcarbamothioate
—— S-(4-bromophenyl) N-ethylcarbamothioate 815582-22-0 C9H10BrNOS
S-(4-bromophenyl) N-ethylcarbamothioate
—— 6-phenyl-3-(1,2,3,4-tetrahydroxybutan-1-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine 1056757-68-6 C14H16N4O4S
6-phenyl-3-(1,2,3,4-tetrahydroxybutan-1-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine
—— N,N-Diethyl-N-[3-({6-methoxy-4-[(5-nitro-2-thienyl)sulfanyl]-7-quinolyl}oxy)propyl]amine 417722-33-9 C21H25N3O4S2
N,N-Diethyl-N-[3-({6-methoxy-4-[(5-nitro-2-thienyl)sulfanyl]-7-quinolyl}oxy)propyl]amine
—— trans-3-(p-Tolyl-mercapto)-acrylsaeure 710-38-3 C10H10O2S
trans-3-(p-Tolyl-mercapto)-acrylsaeure
—— (Z)-2-Phenylsulfanylmethyl-but-2-enedioic acid 1-methyl ester 69804-89-3 C12H12O4S
(Z)-2-Phenylsulfanylmethyl-but-2-enedioic acid 1-methyl ester
—— tert-butyl N-[(4-chlorophenyl)methyl]-N-[(2R)-2-[(6-imidazol-1-yl-2-methylsulfanylpyrimidin-4-yl)amino]-4-methylpentyl]carbamate 321329-60-6 C26H35ClN6O2S
tert-butyl N-[(4-chlorophenyl)methyl]-N-[(2R)-2-[(6-imidazol-1-yl-2-methylsulfanylpyrimidin-4-yl)amino]-4-methylpentyl]carbamate
—— (S)-2-(tert-butoxycarbonylamino)-4-(methanesulfonyl)butanal 186203-23-6 C10H19NO5S
(S)-2-(tert-butoxycarbonylamino)-4-(methanesulfonyl)butanal
—— 6-(phenylthio)hept-1-en-4-ol 884598-67-8 C13H18OS
6-(phenylthio)hept-1-en-4-ol
—— (E)-2-{[(Cyclopropyl)amino]phenylmethylene}-benzo[b]thiophen-3(2H)-one 77946-86-2 C18H15NOS
(E)-2-{[(Cyclopropyl)amino]phenylmethylene}-benzo[b]thiophen-3(2H)-one