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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
—— cis-1-(4'-chloro-2'-buten-1'-yl)-6-(thiophenyl)uracil 209908-62-3 C14H13ClN2O2S
cis-1-(4'-chloro-2'-buten-1'-yl)-6-(thiophenyl)uracil
—— 1-(2,2-dichloro-1-chloromethyl-ethylsulfanyl)-butane 4458-99-5 C7H13Cl3S
1-(2,2-dichloro-1-chloromethyl-ethylsulfanyl)-butane
—— 5-chloro-3-methyl-3-phenylthiohex-5-en-2-ol 108362-38-5 C13H17ClOS
5-chloro-3-methyl-3-phenylthiohex-5-en-2-ol
—— 2-(2-ethylsulfanyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-5-yl)-<i>N</i>-methyl-acetamide 14352-28-4 C10H15N3O2S
2-(2-ethylsulfanyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-5-yl)-<i>N</i>-methyl-acetamide
—— 3-chloromethyl-3-(phenylsulfanyl-methyl)-oxetane 100126-70-3 C11H13ClOS
3-chloromethyl-3-(phenylsulfanyl-methyl)-oxetane
—— 1-(Diethylcarbamoyl)-3-(2,4-difluorophenylthio)-4-fluoropyrazole 143531-35-5 C14H14F3N3OS
1-(Diethylcarbamoyl)-3-(2,4-difluorophenylthio)-4-fluoropyrazole
—— N,N-Dihexylthiobutyramid 68506-65-0 C16H33NS
N,N-Dihexylthiobutyramid
—— 2-[(1-ethoxycarbonyl-1-methyl)ethylthio]thiazolo[5,4-b]pyridine 133903-30-7 C12H14N2O2S2
2-[(1-ethoxycarbonyl-1-methyl)ethylthio]thiazolo[5,4-b]pyridine
—— 2-methoxy-3,7-bis-<i>p</i>-tolylsulfanyl-cycloheptatrienone 872287-77-9 C22H20O2S2
2-methoxy-3,7-bis-<i>p</i>-tolylsulfanyl-cycloheptatrienone
—— 2-methyldithiocarbazic acid isopropyl ester 156839-06-4 C5H12N2S2
2-methyldithiocarbazic acid isopropyl ester
—— methyl N-(C-ethylsulfanylcarbonimidoyl)carbamate 62946-41-2 C5H10N2O2S
methyl N-(C-ethylsulfanylcarbonimidoyl)carbamate
—— Pentachlorbutadienyl-phenyl-sulfid 14621-81-9 C10H5Cl5S
Pentachlorbutadienyl-phenyl-sulfid
—— 1-[5-(3-methylthiophenylamino)-1,2,4-thiadiazol-3-yl]-propan-2-ol 1361124-46-0 C12H15N3OS2
1-[5-(3-methylthiophenylamino)-1,2,4-thiadiazol-3-yl]-propan-2-ol
—— 5-(2-acetylamino-4-chloro-phenylsulfanyl)-4-bromo-2H-pyridazin-3-one 37150-11-1 C12H9BrClN3O2S
5-(2-acetylamino-4-chloro-phenylsulfanyl)-4-bromo-2H-pyridazin-3-one
—— 5-Methyl-2-[(4-methylsulfanylphenyl)methyl]-1,2,6-thiadiazinane 1,1-dioxide 1263429-65-7 C12H18N2O2S2
5-Methyl-2-[(4-methylsulfanylphenyl)methyl]-1,2,6-thiadiazinane 1,1-dioxide
—— 2-Ethoxy-4-sulfanilylamino-6-p-dimethylaminophenylthio-pyrimidin 750-18-5 C20H23N5O3S2
2-Ethoxy-4-sulfanilylamino-6-p-dimethylaminophenylthio-pyrimidin
—— 3-Ethyl-2-nitro-5-phenylsulfanyl-thiophene 82834-53-5 C12H11NO2S2
3-Ethyl-2-nitro-5-phenylsulfanyl-thiophene
—— di-[2]pyridyl sulfide; dihydrobromide 96592-11-9 2BrH*C10H8N2S
di-[2]pyridyl sulfide; dihydrobromide
—— 4-chlorophenyl 2-(trimethylsilyl)ethyl sulfide 353243-81-9 C11H17ClSSi
4-chlorophenyl 2-(trimethylsilyl)ethyl sulfide
—— 1-bromo-2-<i>tert</i>-butylsulfanyl-ethene 89490-16-4 C6H11BrS
1-bromo-2-<i>tert</i>-butylsulfanyl-ethene
—— {(2S,3S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-methoxy-thioacetic acid S-m-tolyl ester 101765-70-2 C21H33NO4SSi
{(2S,3S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-methoxy-thioacetic acid S-m-tolyl ester
—— 3-imino-5-methylsulfanyl-3<i>H</i>-[1,2,4]thiadiazole-2-carboxylic acid ethyl ester 71466-80-3 C6H9N3O2S2
3-imino-5-methylsulfanyl-3<i>H</i>-[1,2,4]thiadiazole-2-carboxylic acid ethyl ester
—— 4-(1,1-dimethyl-butylsulfanyl)-2-methyl-pent-2-ene 99114-53-1 C12H24S
4-(1,1-dimethyl-butylsulfanyl)-2-methyl-pent-2-ene
—— p-(2-Methylthioethylthio)-phenol 37708-59-1 C9H12OS2
p-(2-Methylthioethylthio)-phenol
—— N-[3-(2-nitro-phenylsulfanyl)-1-pyridin-3-ylmethyl-1H-indol-6-yl]-acetamide 691400-39-2 C22H18N4O3S
N-[3-(2-nitro-phenylsulfanyl)-1-pyridin-3-ylmethyl-1H-indol-6-yl]-acetamide
—— 1-butylsulfanyl-N-phenyl-1-phenylsulfanylmethanimine 115197-95-0 C17H19NS2
1-butylsulfanyl-N-phenyl-1-phenylsulfanylmethanimine
—— [2,3-bis(isopropylthio)phenyl](2-thienyl)methanol 332101-42-5 C17H22OS3
[2,3-bis(isopropylthio)phenyl](2-thienyl)methanol
—— ethylenedithiodimethylbenzotetrathiafulvalene 101683-16-3 C14H12S6
ethylenedithiodimethylbenzotetrathiafulvalene
—— 5,6-Bis-(4,5-bis-methylsulfanyl-[1,3]dithiol-2-ylidenemethyl)-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione 162470-22-6 C17H14S13
5,6-Bis-(4,5-bis-methylsulfanyl-[1,3]dithiol-2-ylidenemethyl)-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione
—— cis-1-chloro-2-p-tolylsulfanyl-ethene 127934-16-1 C9H9ClS
cis-1-chloro-2-p-tolylsulfanyl-ethene
—— DL-2-Xanthogenpropionsaeure-tert.-butylester 59854-07-8 C10H18O3S2
DL-2-Xanthogenpropionsaeure-tert.-butylester
—— (2<i>RS</i>,3<i>RS</i>)-2-bromo-3-ethylsulfanyl-butane 23289-25-0 C6H13BrS
(2<i>RS</i>,3<i>RS</i>)-2-bromo-3-ethylsulfanyl-butane
—— (RS)-O-(methoxymethyl)-S-((ethylthio)methyl)-D-cysteinol S-oxide 220322-96-3 C8H19NO3S2
(RS)-O-(methoxymethyl)-S-((ethylthio)methyl)-D-cysteinol S-oxide
—— rac-1-((4aR,5R,6R)-6-cyano-6-((S)-hex-5-en-1-yn-3-yl)-1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-spiro[naphthalene-2,2'-[1,3]dithian]-5-yl)vinyl methyl carbonate 134827-03-5 C26H33NO3S2
rac-1-((4aR,5R,6R)-6-cyano-6-((S)-hex-5-en-1-yn-3-yl)-1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-spiro[naphthalene-2,2'-[1,3]dithian]-5-yl)vinyl methyl carbonate
—— 2,2-ditert-butyl-4-(2-tert-butyl-3,3-dimethylbut-1-enylidene)thietane-3-thione 126091-75-6 C21H36S2
2,2-ditert-butyl-4-(2-tert-butyl-3,3-dimethylbut-1-enylidene)thietane-3-thione
—— 6-Benzyloxy-2-methylsulfanyl-pyrimidin-4-ol 151699-85-3 C12H12N2O2S
6-Benzyloxy-2-methylsulfanyl-pyrimidin-4-ol
—— 1,1,3-Trichlor-2-phenylmercapto-propan 4459-03-4 C9H9Cl3S
1,1,3-Trichlor-2-phenylmercapto-propan
—— (4-phenylsulfanyl-phenyl)-thiourea 859736-87-1 C13H12N2S2
(4-phenylsulfanyl-phenyl)-thiourea
—— N-{4-(Z)-2-[(tert-butylamino)-2-phenylvinyl]-2-(methylthio)-6-morpholin-1-ylpyrimidin-5-ylmethylene}-2-methylpropan-2-amine 1104638-73-4 C26H37N5OS
N-{4-(Z)-2-[(tert-butylamino)-2-phenylvinyl]-2-(methylthio)-6-morpholin-1-ylpyrimidin-5-ylmethylene}-2-methylpropan-2-amine
—— (1-(4-(trifluoromethylthio)benzyl)-1H-1,2,3-triazol-4-yl)methanol 1232164-31-6 C11H10F3N3OS
(1-(4-(trifluoromethylthio)benzyl)-1H-1,2,3-triazol-4-yl)methanol
—— 3-Methyl-4-pentylmercapto-benzylmercaptan 106214-06-6 C13H20S2
3-Methyl-4-pentylmercapto-benzylmercaptan
—— 2,5-dimethylhexa-1,5-dienylsulfanylbenzene 144650-19-1 C14H18S
2,5-dimethylhexa-1,5-dienylsulfanylbenzene
—— trans-1-bromo-2-tert-butylsulfanyl-ethene 53715-44-9 C6H11BrS
trans-1-bromo-2-tert-butylsulfanyl-ethene
—— 5-<4-Acetamino-phenylmercapto>-furfurol-thiosemicarbazon 57590-91-7 C14H14N4O2S2
5-<4-Acetamino-phenylmercapto>-furfurol-thiosemicarbazon
—— 2-[2-Methylsulfanyl-3-(4,5,6,7-tetrahydro-benzo[1,3]dithiol-2-ylidene)-cyclopent-1-enyl]-4,5,6,7-tetrahydro-benzo[1,3]dithiol-1-ylium; iodide 55785-90-5 C20H23S5*I
2-[2-Methylsulfanyl-3-(4,5,6,7-tetrahydro-benzo[1,3]dithiol-2-ylidene)-cyclopent-1-enyl]-4,5,6,7-tetrahydro-benzo[1,3]dithiol-1-ylium; iodide
—— 57438-65-0 C11H14OS2
—— Trimethylsilanyl-ethynesulfonic acid amide 55499-87-1 C5H11NO2SSi
Trimethylsilanyl-ethynesulfonic acid amide
—— 1-ethylsulfanyl-2,2-bis-methanesulfonyl-propane 40455-27-4 C7H16O4S3
1-ethylsulfanyl-2,2-bis-methanesulfonyl-propane
—— 7-(2-morpholin-4-yl-ethylsulfanyl)-thieno[2,3-d]pyridazine 19137-29-2 C12H15N3OS2
7-(2-morpholin-4-yl-ethylsulfanyl)-thieno[2,3-d]pyridazine
—— 57482-66-3 C12H24S2