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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
—— 5,5'-(o-Xylidenedithio)bis-<3-methyl-1,3,4-thiadiazole-2(3H)-thione> 134919-04-3 C14H14N4S6
5,5'-(o-Xylidenedithio)bis-<3-methyl-1,3,4-thiadiazole-2(3H)-thione>
—— 2,2'-Tetramethylenediiminobis-(2,3-dihydro-3-methyl-5-methylthio-1,3,4-thiadiazole) 134897-06-6 C12H20N6S4
2,2'-Tetramethylenediiminobis-(2,3-dihydro-3-methyl-5-methylthio-1,3,4-thiadiazole)
—— 2-Methyl-6-methylidene-8-(phenylsulfanyl)oct-1-en-3-ol 87639-58-5 C16H22OS
2-Methyl-6-methylidene-8-(phenylsulfanyl)oct-1-en-3-ol
—— 1,5-Dithiaspiro<5.12>octadecan-7-ol 73397-83-8 C16H30OS2
1,5-Dithiaspiro<5.12>octadecan-7-ol
—— 7-Isopropenyl-1,5-dithiaspiro[5.12]octadecan-7-ol 68984-57-6 C19H34OS2
7-Isopropenyl-1,5-dithiaspiro[5.12]octadecan-7-ol
—— 1,5-Dithiaspiro<5.12>octadecan-7-one 68984-55-4 C16H28OS2
1,5-Dithiaspiro<5.12>octadecan-7-one
—— 1,2-bis(butylthio)acetylene 66566-76-5 C10H18S2
1,2-bis(butylthio)acetylene
—— 1-[5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-yl]-3-[3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl]urea 1188909-95-6 C24H23F2N5O4S
1-[5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-yl]-3-[3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl]urea
—— (S)-2,2-dimethyl-1-(2-methylazetidin-1-yl)propane-1-thione 1228453-05-1 C9H17NS
(S)-2,2-dimethyl-1-(2-methylazetidin-1-yl)propane-1-thione
—— tert-butyl-3-sulfanamine 130439-58-6 C4H11NS
tert-butyl-3-sulfanamine
—— rac-2,2-dimethyl-1-(2-methylazetidin-1-yl)propane-1-thione 1228452-88-7 C9H17NS
rac-2,2-dimethyl-1-(2-methylazetidin-1-yl)propane-1-thione
—— (2R)-2-({2-chloro-5-[(2,3-difluorobenzyl)thio][1,3]thiazolo[4,5-d]pyrimidin-7-yl}amino)-4-methylpentan-1-ol 849943-10-8 C18H19ClF2N4OS2
(2R)-2-({2-chloro-5-[(2,3-difluorobenzyl)thio][1,3]thiazolo[4,5-d]pyrimidin-7-yl}amino)-4-methylpentan-1-ol
—— 5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one 849943-12-0 C18H20F2N4O2S2
5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— methyl 3-fluoro-4-(2-(5-(hydroxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinate 1034922-10-5 C16H13FN4O3S2
methyl 3-fluoro-4-(2-(5-(hydroxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinate
—— (2R)-2-[[2-Amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methyl-1-pentanol 259101-69-4 C18H21F2N5OS2
(2R)-2-[[2-Amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methyl-1-pentanol
—— methyl 3-fluoro-4-(2-(5-(methoxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinate 1034922-28-5 C17H15FN4O3S2
methyl 3-fluoro-4-(2-(5-(methoxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinate
—— methyl 4-(2-(5-((tert-butoxycarbonyl(methyl)amino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinate 1034922-52-5 C22H24FN5O4S2
methyl 4-(2-(5-((tert-butoxycarbonyl(methyl)amino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinate
—— 5-butylsulfanyl-3-phenyl-isoxazole 25755-81-1 C13H15NOS
5-butylsulfanyl-3-phenyl-isoxazole
—— methyl 3-fluoro-4-(2-(thieno[3,2-c]pyridin-4-ylamino)thiazol-5-ylthio)picolinate 1034922-56-9 C17H11FN4O2S3
methyl 3-fluoro-4-(2-(thieno[3,2-c]pyridin-4-ylamino)thiazol-5-ylthio)picolinate
—— (2R)-2-({5-[(2,3-difluorobenzyl)thio]-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl}amino)-4-methylpentan-1-ol 849943-11-9 C19H22F2N4O2S2
(2R)-2-({5-[(2,3-difluorobenzyl)thio]-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl}amino)-4-methylpentan-1-ol
—— methyl 4-(2-(5-((tert-butoxycarbonylamino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinate 1034922-18-3 C21H22FN5O4S2
methyl 4-(2-(5-((tert-butoxycarbonylamino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinate
—— (2R)-2-{[5-(benzylsulfanyl)-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-4-methylpentan-1-ol 849943-53-9 C19H24N4O2S2
(2R)-2-{[5-(benzylsulfanyl)-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-4-methylpentan-1-ol
—— 3-fluoro-4-(2-(pyridin-2-ylamino)thiazol-5-ylthio)picolinic acid 1034921-09-9 C14H9FN4O2S2
3-fluoro-4-(2-(pyridin-2-ylamino)thiazol-5-ylthio)picolinic acid
—— 5-(4,4-difluorobut-3-enylthio)-3-phenylisoxazole 172932-75-1 C13H11F2NOS
5-(4,4-difluorobut-3-enylthio)-3-phenylisoxazole
—— 4-(2-(5-((tert-butoxycarbonyl(methyl)amino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinic acid 1034922-53-6 C21H22FN5O4S2
4-(2-(5-((tert-butoxycarbonyl(methyl)amino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinic acid
—— methyl 3-fluoro-4-(2-(5-nitropyridin-2-ylamino)thiazol-5-ylthio)picolinate 1034922-44-5 C15H10FN5O4S2
methyl 3-fluoro-4-(2-(5-nitropyridin-2-ylamino)thiazol-5-ylthio)picolinate
—— 2-methylthio-3-propyl-6-trifluoromethyl-4(3H)-pyrimidinone 216240-56-1 C9H11F3N2OS
2-methylthio-3-propyl-6-trifluoromethyl-4(3H)-pyrimidinone
—— (S)-3,4-dihydro-5-methylthio-2-pivaloyloxymethyl-2H-pyrrole 172879-77-5 C11H19NO2S
(S)-3,4-dihydro-5-methylthio-2-pivaloyloxymethyl-2H-pyrrole
—— 5-(benzylthio)-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one 849943-54-0 C18H22N4O2S2
5-(benzylthio)-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— (2R)-2-{[5-(benzylsulfanyl)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-4-methylpentan-1-ol 1429127-81-0 C18H21ClN4OS2
(2R)-2-{[5-(benzylsulfanyl)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-4-methylpentan-1-ol
—— (2R)-2-{[5-(benzylthio)-2-bromo[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-4-methylpentan-1-ol 463954-29-2 C18H21BrN4OS2
(2R)-2-{[5-(benzylthio)-2-bromo[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-4-methylpentan-1-ol
—— 3-allyl-2-methylthio-6-trifluoromethyl-4(3H)-pyrimidinone 216016-30-7 C9H9F3N2OS
3-allyl-2-methylthio-6-trifluoromethyl-4(3H)-pyrimidinone
—— dithiocarbonic acid <i>O</i>-<i>tert</i>-butyl ester 21807-44-3 C5H10OS2
dithiocarbonic acid <i>O</i>-<i>tert</i>-butyl ester
—— dinonyl sulfoxide 25355-21-9 C18H38OS
dinonyl sulfoxide
—— 7,7-bis-(phenylthio)bicyclo<4.1.0>heptane 58681-16-6 C19H20S2
7,7-bis-(phenylthio)bicyclo<4.1.0>heptane
—— 2-[[2-chloro-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1,3-propanediol 676345-25-8 C16H15ClF2N4O2S2
2-[[2-chloro-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1,3-propanediol
—— 5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-hydroxy-1-(hydroxymethyl)-1-methylethyl]amino]-thiazolo[4,5-d]pyrimidin-2(3H)-one, monosodium salt 676345-23-6 C16H15F2N4O3S2*Na
5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-hydroxy-1-(hydroxymethyl)-1-methylethyl]amino]-thiazolo[4,5-d]pyrimidin-2(3H)-one, monosodium salt
—— 5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-hydroxy-1-(hydroxymethyl)-1-methylethyl]amino]-thiazolo[4,5-d]pyrimidin-2(3H)-one 676345-22-5 C16H16F2N4O3S2
5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-hydroxy-1-(hydroxymethyl)-1-methylethyl]amino]-thiazolo[4,5-d]pyrimidin-2(3H)-one
—— (E)-4,4-Dimethyl-3-(2-methyl-propenylsulfanyl)-pent-2-ene 75961-72-7 C11H20S
(E)-4,4-Dimethyl-3-(2-methyl-propenylsulfanyl)-pent-2-ene
—— (<i>Z</i>)-4,4-dimethyl-3-methylsulfanyl-pent-2-ene 50406-88-7 C8H16S
(<i>Z</i>)-4,4-dimethyl-3-methylsulfanyl-pent-2-ene
—— (2R)-2-[(2-amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-3,3-dimethylbutan-1-ol 1429127-60-5 C18H23N5OS2
(2R)-2-[(2-amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-3,3-dimethylbutan-1-ol
—— S-(4-trimethylsilylphenyl)-N,N-dimethylaminothiocarbamate 497180-96-8 C12H19NOSSi
S-(4-trimethylsilylphenyl)-N,N-dimethylaminothiocarbamate
—— Chlordifluormethyl-N,N-dimethylthioamid 30650-65-8 C4H6ClF2NS
Chlordifluormethyl-N,N-dimethylthioamid
—— 1-[(2-hydroxy)ethylthioxy]cyclohexane 15786-77-3 C8H14OS
1-[(2-hydroxy)ethylthioxy]cyclohexane
—— 1-(2,4-dichlorophenyl)-3-(4-(4,6-dimethylpyrimidin-2-ylthio)phenyl)urea 1263499-73-5 C19H16Cl2N4OS
1-(2,4-dichlorophenyl)-3-(4-(4,6-dimethylpyrimidin-2-ylthio)phenyl)urea
—— BI-87E1 1147011-92-4 C11H5F3N4O2S2
BI-87E1
—— 3-butylthio-1,2,4-triazine 857009-06-4 C7H11N3S
3-butylthio-1,2,4-triazine
—— BI-87C10 1147011-89-9 C8H5N7O2S2
BI-87C10
—— BI-87G2 1147011-97-9 C12H9N3O3S3
BI-87G2
—— 2-(1,3-benzodithiol-2-ylidene)-1,3-benzodithiole radical cation 24648-13-3 C14H8S4
2-(1,3-benzodithiol-2-ylidene)-1,3-benzodithiole radical cation