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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-(benzylideneamino)-3-(methylthio)-6-phenyl-1,2,4-triazin-5(4H)-one 22279-38-5 C17H14N4OS
4-(benzylideneamino)-3-(methylthio)-6-phenyl-1,2,4-triazin-5(4H)-one
—— (R)-2-Hydroxy-3-(phenylthio)propanoic acid 83023-81-8 C9H10O3S
(R)-2-Hydroxy-3-(phenylthio)propanoic acid
—— 5-chloro-6-methyl-3-(phenylmethylthio)-2H-1,4-oxazin-2-one 142330-89-0 C12H10ClNO2S
5-chloro-6-methyl-3-(phenylmethylthio)-2H-1,4-oxazin-2-one
—— Ethyl 2-amino-5-hydroxy-4-(4-methoxyphenyl)sulfanyl-furo[2,3-f]quinazoline-3-carboxylate 1355613-21-6 C20H17N3O5S
Ethyl 2-amino-5-hydroxy-4-(4-methoxyphenyl)sulfanyl-furo[2,3-f]quinazoline-3-carboxylate
—— Ethyl 2-amino-4-(4-chlorophenyl)sulfanyl-5-hydroxy-furo[2,3-f]quinazoline-3-carboxylate 1355613-22-7 C19H14ClN3O4S
Ethyl 2-amino-4-(4-chlorophenyl)sulfanyl-5-hydroxy-furo[2,3-f]quinazoline-3-carboxylate
—— Ethyl 2-amino-4-(4-bromophenyl)sulfanyl-5-hydroxy-furo[2,3-f]quinazoline-3-carboxylate 1355613-23-8 C19H14BrN3O4S
Ethyl 2-amino-4-(4-bromophenyl)sulfanyl-5-hydroxy-furo[2,3-f]quinazoline-3-carboxylate
—— ethyl 2-amino-5-hydroxy-4-(p-tolylthio)furo[2,3-f]quinazoline-3-carboxylate 1355613-20-5 C20H17N3O4S
ethyl 2-amino-5-hydroxy-4-(p-tolylthio)furo[2,3-f]quinazoline-3-carboxylate
—— Ethyl 2-amino-4-(3,4-difluorophenyl)sulfanyl-5-hydroxy-furo[2,3-f]quinazoline-3-carboxylate 1355613-24-9 C19H13F2N3O4S
Ethyl 2-amino-4-(3,4-difluorophenyl)sulfanyl-5-hydroxy-furo[2,3-f]quinazoline-3-carboxylate
—— Ethyl 2-amino-4-(4-fluorophenyl)sulfanyl-5-hydroxy-furo[2,3-f]quinazoline-3-carboxylate 1355613-25-0 C19H14FN3O4S
Ethyl 2-amino-4-(4-fluorophenyl)sulfanyl-5-hydroxy-furo[2,3-f]quinazoline-3-carboxylate
—— methyl-(1-methyl-1-methylsulfanyl-propyl)-disulfane 69078-85-9 C6H14S3
methyl-(1-methyl-1-methylsulfanyl-propyl)-disulfane
—— 4-(3,5-dichloro-phenylsulfanyl)-3-isopropyl-1-methyl-5-[1-hydroxy-1-pyridin-4-ylmethyl]-1,3-dihydro-imidazol-2-one 431880-87-4 C19H19Cl2N3O2S
4-(3,5-dichloro-phenylsulfanyl)-3-isopropyl-1-methyl-5-[1-hydroxy-1-pyridin-4-ylmethyl]-1,3-dihydro-imidazol-2-one
—— 2-amino-5-benzylthiopyrazine 136743-00-5 C11H11N3S
2-amino-5-benzylthiopyrazine
—— bis-(2-aminopyrazine) 5-sulfide 136743-03-8 C8H8N6S
bis-(2-aminopyrazine) 5-sulfide
—— 5-[2-methyl-4-(methylthio)phenyl]-2-pyrazinamine 1032825-89-0 C12H13N3S
5-[2-methyl-4-(methylthio)phenyl]-2-pyrazinamine
—— 5-[2-fluoro-4-(methylthio)phenyl]-2-pyrazinamine 1032825-58-3 C11H10FN3S
5-[2-fluoro-4-(methylthio)phenyl]-2-pyrazinamine
—— S-methanesulfinylmethyl-isothiourea 760115-58-0 C3H8N2OS2
S-methanesulfinylmethyl-isothiourea
—— 2,6-Dichloro-3,5-bis(benzylthio)pyridine 129836-60-8 C19H15Cl2NS2
2,6-Dichloro-3,5-bis(benzylthio)pyridine
—— 2,6-Dichloro-3,5-bis(methylthio)pyridine 76942-26-2 C7H7Cl2NS2
2,6-Dichloro-3,5-bis(methylthio)pyridine
—— 2-(phenylsulfanyl)-3-chloropyrazine 54127-76-3 C10H7ClN2S
2-(phenylsulfanyl)-3-chloropyrazine
—— 1-isopropylamino-3-(3-phenylsulfanyl-pyrazin-2-yloxy)-propan-2-ol 54127-77-4 C16H21N3O2S
1-isopropylamino-3-(3-phenylsulfanyl-pyrazin-2-yloxy)-propan-2-ol
—— N-Methylmercapto-thionylimid 20706-09-6 CH3NOS2
N-Methylmercapto-thionylimid
—— (1-ethyl-allyl)-thiourea 854653-31-9 C6H12N2S
(1-ethyl-allyl)-thiourea
—— (S)-1-Amino-4-methyl-pentane-2-thiol 765256-87-9 C6H15NS
(S)-1-Amino-4-methyl-pentane-2-thiol
—— S-methyl-N,N-dipropylisothiourea 75191-77-4 C8H18N2S*HI
S-methyl-N,N-dipropylisothiourea
—— 2-(phenylthio)prop-2-en-1-ol 52072-15-8 C9H10OS
2-(phenylthio)prop-2-en-1-ol
—— (1S,2R)-2-Methyl-2-phenyl-[1,3]dithiolane 1-oxide —— C10H12OS2
(1S,2R)-2-Methyl-2-phenyl-[1,3]dithiolane 1-oxide
—— (E)-2-methyl-2-phenyl-1,3-dithiolane S-oxide 89614-16-4 C10H12OS2
(E)-2-methyl-2-phenyl-1,3-dithiolane S-oxide
—— 2-methyl-2-phenyl-1,3-dithiolane 1-oxide 110379-08-3 C10H12OS2
2-methyl-2-phenyl-1,3-dithiolane 1-oxide
—— <2-Brom-4-methyl-phenylmercapto>-essigsaeure 17067-13-9 C9H9BrO2S
<2-Brom-4-methyl-phenylmercapto>-essigsaeure
—— 5-amino-6-methylamino-3-methylthio-as-triazine 87591-97-7 C5H9N5S
5-amino-6-methylamino-3-methylthio-as-triazine
—— Bis[2-(ethylsulfinyl)ethyl]disulfide 74857-97-9 C8H18O2S4
Bis[2-(ethylsulfinyl)ethyl]disulfide
—— 7-methyl-3-methylthioimidazo<4,5-e>-as-triazine 105782-41-0 C6H7N5S
7-methyl-3-methylthioimidazo<4,5-e>-as-triazine
—— ethyl 2-[2-(ethylsulfinyl)ethyl]sulfanylethyl sulfoxide 74857-98-0 C8H18O2S3
ethyl 2-[2-(ethylsulfinyl)ethyl]sulfanylethyl sulfoxide
—— 8-Methyl-3-methylsulfanyl-5,6,7,8-tetrahydro-pyrazino[2,3-e][1,2,4]triazine-6,7-diol 87611-90-3 C7H11N5O2S
8-Methyl-3-methylsulfanyl-5,6,7,8-tetrahydro-pyrazino[2,3-e][1,2,4]triazine-6,7-diol
—— 6-methylamino-3,5-dimethylthio-as-triazine 87591-99-9 C6H10N4S2
6-methylamino-3,5-dimethylthio-as-triazine
—— Thioessigsaeure-S-acetoxymethylester 51930-27-9 C5H8O3S
Thioessigsaeure-S-acetoxymethylester
—— 4-Chloro-1-chloromethyl-2-(4-fluoro-phenylsulfanyl)-benzene 54435-30-2 C13H9Cl2FS
4-Chloro-1-chloromethyl-2-(4-fluoro-phenylsulfanyl)-benzene
—— 4-(4-bromobutylsulfanyl)-2-chloromethyl-3-methylpyridine hydrochloride 251345-09-2 C11H15BrClNS*ClH
4-(4-bromobutylsulfanyl)-2-chloromethyl-3-methylpyridine hydrochloride
—— 4-(4-Hydroxybutylthio)-2-hydroxymethyl-3-methylpyridine 162280-08-2 C11H17NO2S
4-(4-Hydroxybutylthio)-2-hydroxymethyl-3-methylpyridine
—— [4-Chloro-2-(4-fluoro-phenylsulfanyl)-phenyl]-acetic acid 54435-47-1 C14H10ClFO2S
[4-Chloro-2-(4-fluoro-phenylsulfanyl)-phenyl]-acetic acid
—— methyloctyl sulfone 7560-60-3 C9H20O2S
methyloctyl sulfone
—— [4-(4-bromobutylsulfanyl)-3-methylpyridin-2-yl]methanol 251345-08-1 C11H16BrNOS
[4-(4-bromobutylsulfanyl)-3-methylpyridin-2-yl]methanol
—— (3-Methyl-4-{2-[2-(2,2,2-trifluoro-ethoxy)ethoxy]-ethylsulfanyl}-pyridin-2-yl)-methanol 198200-24-7 C13H18F3NO3S
(3-Methyl-4-{2-[2-(2,2,2-trifluoro-ethoxy)ethoxy]-ethylsulfanyl}-pyridin-2-yl)-methanol
—— 5-hydroxy-4,6-dimethyl-2-pyridyl n-octyl sulfide 1062541-66-5 C15H25NOS
5-hydroxy-4,6-dimethyl-2-pyridyl n-octyl sulfide
—— Trifluoro-methanethiosulfonic acid S-octyl ester 181820-61-1 C9H17F3O2S2
Trifluoro-methanethiosulfonic acid S-octyl ester
—— 3-hydroxy-4,6-dimethyl-2-pyridyl n-octyl sulfide 1062541-57-4 C15H25NOS
3-hydroxy-4,6-dimethyl-2-pyridyl n-octyl sulfide
—— 5-hydroxy-2-pyridyl n-octyl sulfide 1062541-42-7 C13H21NOS
5-hydroxy-2-pyridyl n-octyl sulfide
—— 2-methoxyethyl octyl disulfide 1020261-25-9 C11H24OS2
2-methoxyethyl octyl disulfide
—— 3-hydroxy-6-methyl-2-pyridyl n-octyl sulfide 1062541-52-9 C14H23NOS
3-hydroxy-6-methyl-2-pyridyl n-octyl sulfide
—— 1-Pentylsulfanyl-octane 62103-68-8 C13H28S
1-Pentylsulfanyl-octane