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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
—— 3-({2-[(2-tert-Butoxyethyl)sulfanyl]ethyl}sulfanyl)prop-1-ene 88627-51-4 C11H22OS2
3-({2-[(2-tert-Butoxyethyl)sulfanyl]ethyl}sulfanyl)prop-1-ene
—— 3-[(2-{[2-(2,2,2-Trifluoroethoxy)ethyl]sulfanyl}ethyl)sulfanyl]prop-1-ene 88627-47-8 C9H15F3OS2
3-[(2-{[2-(2,2,2-Trifluoroethoxy)ethyl]sulfanyl}ethyl)sulfanyl]prop-1-ene
—— (2-Phenylsulfanyl-ethyl)-(2-tripropylsilanyl-ethyl)-amine 65575-51-1 C19H35NSSi
(2-Phenylsulfanyl-ethyl)-(2-tripropylsilanyl-ethyl)-amine
—— 5-Methylsulfanyl-1,2,4-benzotriazin-3-amine 1-oxide 763131-41-5 C8H8N4OS
5-Methylsulfanyl-1,2,4-benzotriazin-3-amine 1-oxide
—— 2-amino-(2-hydroxyethylamino)-8-methylthiopyrimido<4,5-d>pyridazine 126226-30-0 C9H12N6OS
2-amino-(2-hydroxyethylamino)-8-methylthiopyrimido<4,5-d>pyridazine
—— phenyl 2-chlorodifluoromethyl-2-deoxy-1-thio-α-D-arabinopyranoside 581099-64-1 C12H13ClF2O3S
phenyl 2-chlorodifluoromethyl-2-deoxy-1-thio-α-D-arabinopyranoside
—— 4,4'-Sulfanediylbis(2-hexylphenol) 89520-08-1 C24H34O2S
4,4'-Sulfanediylbis(2-hexylphenol)
—— 4-amino-6-<i>sec</i>-butyl-3-methylsulfanyl-4<i>H</i>-[1,2,4]triazin-5-one 57989-68-1 C8H14N4OS
4-amino-6-<i>sec</i>-butyl-3-methylsulfanyl-4<i>H</i>-[1,2,4]triazin-5-one
—— 5-ethylthio-3-hydroxymethyl-4-isobutyl-4H-1,2,4-triazole 497855-04-6 C9H17N3OS
5-ethylthio-3-hydroxymethyl-4-isobutyl-4H-1,2,4-triazole
—— {[5-(Trifluoromethyl)-1,3,4-thiadiazol-2-yl]thio}acetic acid 62616-87-9 C5H3F3N2O2S2
{[5-(Trifluoromethyl)-1,3,4-thiadiazol-2-yl]thio}acetic acid
—— 2-cyano-N-nonylthioacetamide 501333-98-8 C12H22N2S
2-cyano-N-nonylthioacetamide
—— 5-(Methylsulfonyl)pentanal 558466-08-3 C6H12O3S
5-(Methylsulfonyl)pentanal
—— N,N-dihexylcarbamodithioate 22296-19-1 C13H26NS2
N,N-dihexylcarbamodithioate
—— 4-(Cyclopentylsulfanyl)phenylboronic acid 1107580-37-9 C11H15BO2S
4-(Cyclopentylsulfanyl)phenylboronic acid
—— N-(5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)-N'-phenylurea 417715-22-1 C22H19N3O3S2
N-(5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)-N'-phenylurea
—— 2-(4-methyl-2-phenylsulfanylthiazol-5-yl)ethyl methanesulfonate 477533-74-7 C13H15NO3S3
2-(4-methyl-2-phenylsulfanylthiazol-5-yl)ethyl methanesulfonate
—— (2S,4R)-4-(tert-butyldimethylsilyloxy)2-methyl-4-[3-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinazolin-6-ylthio)phenyl]tetrahydropyran 166883-35-8 C27H38N2O3SSi
(2S,4R)-4-(tert-butyldimethylsilyloxy)2-methyl-4-[3-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinazolin-6-ylthio)phenyl]tetrahydropyran
—— Acetic acid, 2-[(5-bromo-2-chloro-4-pyrimidinyl)thio]-, ethyl ester 1515466-73-5 C8H8BrClN2O2S
Acetic acid, 2-[(5-bromo-2-chloro-4-pyrimidinyl)thio]-, ethyl ester
—— 3-Chloro-6-(2-piperidin-1-yl-ethylsulfanyl)-pyridazine 65612-24-0 C11H16ClN3S
3-Chloro-6-(2-piperidin-1-yl-ethylsulfanyl)-pyridazine
—— N,N-dimethyl-2-(phenylthio)propane-1,3-diamine 406234-04-6 C11H18N2S
N,N-dimethyl-2-(phenylthio)propane-1,3-diamine
—— 2-(1,4-benzoxathian-2-yl)-acetic acid 62591-01-9 C10H10O3S
2-(1,4-benzoxathian-2-yl)-acetic acid
—— 4-(p-chlorophenylthio)butyl methyl ether 61016-65-7 C11H15ClOS
4-(p-chlorophenylthio)butyl methyl ether
—— 6-chloro-3-(phenylsulfanyl)-2-pyrazinecarbonitrile 356783-25-0 C11H6ClN3S
6-chloro-3-(phenylsulfanyl)-2-pyrazinecarbonitrile
—— N-[(3-Chloro-5-trifluoromethyl-2-pyridyl)methyl]-2-phenylthiopropanamide 326816-59-5 C16H14ClF3N2OS
N-[(3-Chloro-5-trifluoromethyl-2-pyridyl)methyl]-2-phenylthiopropanamide
—— 2-methylsulphanyl-5-trimethylstannanyl-pyridine 188879-13-2 C9H15NSSn
2-methylsulphanyl-5-trimethylstannanyl-pyridine
—— N-methyl-N-[2-(methylsulfonyl)ethyl]amine hydrochloride 202197-60-2 C4H11NO2S*ClH
N-methyl-N-[2-(methylsulfonyl)ethyl]amine hydrochloride
—— 2-azidomethyl-(2,2,2-trifluoroethylthio)benzene 342816-49-3 C9H8F3N3S
2-azidomethyl-(2,2,2-trifluoroethylthio)benzene
—— Bromo(dimethyl)sulfanium iodide 824940-86-5 C2H6BrIS
Bromo(dimethyl)sulfanium iodide
—— 1,15-dichloro-3,6,10,13-tetrathiapentadecane 413599-12-9 C11H22Cl2S4
1,15-dichloro-3,6,10,13-tetrathiapentadecane
—— 5-Methoxy-2-methyl-6-p-tolylsulfanyl-benzothiazole-4,7-dione 650635-75-9 C16H13NO3S2
5-Methoxy-2-methyl-6-p-tolylsulfanyl-benzothiazole-4,7-dione
—— 1-acetoxy-3-(1-methyl-1<i>H</i>-tetrazol-5-ylsulfanyl)-propan-2-one 62284-47-3 C7H10N4O3S
1-acetoxy-3-(1-methyl-1<i>H</i>-tetrazol-5-ylsulfanyl)-propan-2-one
—— 2-(Methylsulfanyl)-5-(propan-2-yl)thiophene 111859-79-1 C8H12S2
2-(Methylsulfanyl)-5-(propan-2-yl)thiophene
—— 4-(5-Chloro-benzothiazol-2-ylsulfanyl)-3-methoxy-phenylamine 315229-00-6 C14H11ClN2OS2
4-(5-Chloro-benzothiazol-2-ylsulfanyl)-3-methoxy-phenylamine
—— 3,5-Dichloro-4-(4-chloro-phenylsulfanyl)-phenylamine 54457-84-0 C12H8Cl3NS
3,5-Dichloro-4-(4-chloro-phenylsulfanyl)-phenylamine
—— 1-nitroso-4-(4-N,N,dimethylaminophenylthio)-benzene 111930-17-7 C14H14N2OS
1-nitroso-4-(4-N,N,dimethylaminophenylthio)-benzene
—— 5-(3,5-dichlorophenylthio)-4-isopropyl-1-methyl-2-(N-trifluoroacetyl-N-methyl)aminomethyl-1H-imidazole 178981-82-3 C17H18Cl2F3N3OS
5-(3,5-dichlorophenylthio)-4-isopropyl-1-methyl-2-(N-trifluoroacetyl-N-methyl)aminomethyl-1H-imidazole
—— 4-(3,5-dichlorophenylthio)-2-(1,3-dioxolan-2-yloxymethyl)-5-isopropyl-1-methyl-1H-imidazole 178981-59-4 C17H20Cl2N2O3S
4-(3,5-dichlorophenylthio)-2-(1,3-dioxolan-2-yloxymethyl)-5-isopropyl-1-methyl-1H-imidazole
—— tributyl[5-(3-chloropropylsulfanyl)-thien-2-yl]stannane 474710-74-2 C19H35ClS2Sn
tributyl[5-(3-chloropropylsulfanyl)-thien-2-yl]stannane
—— 3-Hydroxy-5-(phenylsulfanyl)pentanoic acid 254995-16-9 C11H14O3S
3-Hydroxy-5-(phenylsulfanyl)pentanoic acid
—— 7-[(4-Methoxyphenyl)sulfanyl]-2,3,5,10-tetrahydroimidazo[2,1-b]quinazoline 677343-26-9 C17H17N3OS
7-[(4-Methoxyphenyl)sulfanyl]-2,3,5,10-tetrahydroimidazo[2,1-b]quinazoline
—— 2-(Phenylsulfanyl)-4,5-dihydro-1,3-thiazole 62652-38-4 C9H9NS2
2-(Phenylsulfanyl)-4,5-dihydro-1,3-thiazole
—— S-(trifluoromethyl)phenyl-2-trifluoromethylthiophenylsulfonium Triflate 333353-14-3 CF3O3S*C14H9F6S2
S-(trifluoromethyl)phenyl-2-trifluoromethylthiophenylsulfonium Triflate
—— 2,3-dimercapto-1,3-butanediol 1823882-82-1 C4H10O2S2
2,3-dimercapto-1,3-butanediol
—— 6,7-Dihydro-5H-pyrimidino<4,5-b><1,4>thiazin 24241-24-5 C6H7N3S
6,7-Dihydro-5H-pyrimidino<4,5-b><1,4>thiazin
—— DMSY 81938-21-8 C2H4OS
DMSY
—— 7-bromo-6-hydroxymethyl-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine 443956-24-9 C8H7BrN2O2S
7-bromo-6-hydroxymethyl-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine
—— 4-Chlor-2-brom-2'-amino-6'-isopropyloxy-diphenylsulfid 16762-90-6 C15H15BrClNOS
4-Chlor-2-brom-2'-amino-6'-isopropyloxy-diphenylsulfid
—— methyl 7-methylamino-2,3-dihydro-5-oxo-7H-triazolo<3,2-a>pyrimidine-3-acetate 126856-98-2 C10H13N3O3S
methyl 7-methylamino-2,3-dihydro-5-oxo-7H-triazolo<3,2-a>pyrimidine-3-acetate
—— N-[2-[2-(diethylamino)ethylsulfanyl]phenyl]-N',N'-diethylethane-1,2-diamine 24033-87-2 C18H33N3S
N-[2-[2-(diethylamino)ethylsulfanyl]phenyl]-N',N'-diethylethane-1,2-diamine
—— 4-Methylmercapto-1,2,5-thiadiazolo<3,4,-d>pyridazin 33097-30-2 C5H4N4S2
4-Methylmercapto-1,2,5-thiadiazolo<3,4,-d>pyridazin