CAS: 874-14-6; 1,3-Dimethylpyrimidine-2,4(1H,3H)-Dione

该化合物是一种化学化合物,被归类为衍生物,具体而言,是一种甲状腺素,其分子式为C7H8N2O2,其特征是附于环1和3位置氮原子的两个甲基组,这种改变影响其生物活动和溶性.该化合物一般为白色至白晶状固体,溶于水和酒精等极地溶剂中.1,3-二甲基尿素已经研究过其在生物化学和药理学中的潜在应用,特别是其对核酸代谢作用及其作为潜在治疗剂的作用.其结构允许它与各种生物系统互动,使其对癌症和抗病毒疗法的研究感兴趣.与许多化学物质一样,适当的处理和安全防范措施对于其生物活动至关重要.

英文名称1,3-Dimethylpyrimidine-2,4(1H,3H)-Dione
中文名称1,3-二甲基脲嘧啶
IUPAC名称1,3-dimethylpyrimidine-2,4-dione
其它别名1,3-二甲基脲嘧啶; 13二甲基尿嘧啶
CAS编号874-14-6
MFCD编号:MFCD00038065
EINECS号:212-856-4
FDA UNII编号:BN3V9WZ8FN
分子式:C6H8N2O2
分子量:140.142
产品CID: 1880762
产品分类有机原料→分子砌块→芳杂环类化合物→嘧啶类化合物

相似结构搜索
InChIKey: JSDBKAHWADVXFU-UHFFFAOYSA-N
InChI=1S/C6H8N2O2/c1-7-4-3-5(9)8(2)6(7)10/h3-4H,1-2H3…
计算化学: 氢键受体数4.0氢键供体数0可旋转键数0

相似化合物

608-34-4 615-77-0 40738-83-8

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
严重眼刺激类别2A
警示词Warning(警告)
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
UN编号NONH for all modes of transport
危险品标志Xi
安全声明22-24/25-39-26-36/37
危险类别码36-36/37/38
WGK Germany3

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

合成工艺路线路线简述

40738-83-8 = 874-14-6
反应条件:1.1 Reagents: Propanal Catalysts: Samarium Iodide (Smi2) Solvents: Tetrahydrofuran; 10 Min,Rt
标题:C-C Bond Formation At C-5 Position Of Dimethyluracil Derivatives Using Smi2
作者:Youn,So Won
参考文献:Bulletin Of The Korean Chemical Society 日期:2004 卷标:25(11) 页码:1631-1632]

66-22-8 = 874-14-6
反应条件:1.1 Reagents: Potassium Carbonate; 5 Min,Rt1.2 Solvents: Water; 35 Min,130 °C
标题:Q-Tube-Assisted Alkylation And Arylation Of Xanthines And Other N-H-Containing Heterocycles In Water
作者:Scimmi,Cecilia; Cardinali,Margherita; Abenante,Laura; Amatista,Marina; Nacca,Francesca Giulia; Et Al
参考文献:Chemistry (Basel 日期:2021 卷标:3(4) 页码:1126-1137]

4637-24-5 + 66-22-8 = 874-14-6
反应条件:1.1 Solvents: Dimethylformamide Dimethyl Acetal
标题:Pyrazolo[1,5-A]Pyrimidines And Pyrazolo[1,5-A]Triazines. Synthesis Of Heterocyclic Compounds Using 1,3-Dimethyluracil And 1,3-Dimethyl-5-Azauracil As Synthons
作者:Chu,Chung K.; Suh,Jungjin
参考文献:Nucleic Acid Chem. 日期:1991 卷标:4 页码:19-23]

66-22-8 = 874-14-6
反应条件:1.1 Reagents: Dimethylformamide Dimethyl Acetal
标题:Pyrazolo[1,5-A]Pyrimidines And Pyrazolo[1,5-A]Triazines. Synthesis Of Heterocyclic Compounds Using 1,3-Dimethyluracil And 1,3-Dimethyl-5-Azauracil As Synthons
作者:Chu,Chung K.; Suh,Jungjin
参考文献:Nucleic Acid Chem. 日期:1991 卷标:4 页码:19-23]

66-22-8 = 874-14-6
反应条件:1.1 Catalysts: Tetrabutylammonium Hydroxide Solvents: Water; 6 H,Rt
标题:Tetra-N-Butylammonium Hydroxide: An Efficient Catalyst For N-Alkylation Of Pyrimidines And Purines
作者:Zhang,Zhi-Li; Zhou,Shou-Xin; Wang,Xiao-Wei; Wang,Hong-Tao; Chen,Yan-Li; Et Al
参考文献:Chemical Research In Chinese Universities 日期:2006 卷标:22(4) 页码:451-454]

3551-55-1 = 874-14-6
反应条件:1.1 15 Min
标题:Double Chapman Rearrangement Of 2,4-Dialkoxypyrimidines: A New Facile Synthesis Of 1,3-Dialkylpyrimidinediones
作者:Ramana,M. M. V.; Pawar,Sanjay C.
参考文献:World Journal Of Pharmaceutical Research 日期:2015 卷标:4(5) 页码:1105-1113]

17237-74-0 = 874-14-6
反应条件:1.1 Catalysts: Riboflavin,2′,3′,4′,5′-Tetraacetate,Trifluoromethanesulfonic Acid Solvents: Acetonitrile; 10 Min,Rt
标题:Photocatalytic Systems With Flavinium Salts: From Photolyase Models To Synthetic Tool For Cyclobutane Ring Opening
作者:Hartman,Tomas; Cibulka,Radek
参考文献:Organic Letters 日期:2016 卷标:18(15) 页码:3710-3713]

40491-49-4 = 874-14-6
反应条件:1.1 Reagents: 9,10-Dicyanoanthracene Solvents: Acetonitrile; 10 H
标题:Exploration Of Photochemical Reactions Of N-Trimethylsilylmethyl-Substituted Uracil,Pyridone,And Pyrrolidone Derivatives
作者:Cho,Dae Won; Lee,Chan Woo; Park,Jong Gu; Oh,Sun Wha; Sung,Nam Kyoung; Et Al
参考文献:Photochemical & Photobiological Sciences 日期:2011 卷标:10(7) 页码:1169-1180]

66-22-8 = 874-14-6 [标题:Reaction Conditions
标题:Copper-Catalyzed Intermolecular C-H Amination Of (Hetero)Arenes Via Transient Unsymmetrical λ3-Iodanes
作者:Sokolovs,Igors; Lubriks,Dmitrijs; Suna,Edgars
参考文献:Journal Of The American Chemical Society 日期:2014 卷标:136(19) 页码:6920-6928]

66-22-8 = 874-14-6 [标题:Reaction Conditions
标题:Indirect C-H Azidation Of Heterocycles Via Copper-Catalyzed Regioselective Fragmentation Of Unsymmetrical λ3-Iodanes
作者:Lubriks,Dmitrijs; Sokolovs,Igors; Suna,Edgars
参考文献:Journal Of The American Chemical Society 日期:2012 卷标:134(37) 页码:15436-15442]

13345-09-0 = 874-14-6 [标题:Reaction Conditions
标题:Effect Of The 6-Methyl Group On Peroxyl Radical Trapping By 5-Hydroxyand 5-Amino- Derivatives Of 1,3-Dimethyluracil
作者:Grabovskiy,Stanislav A.; Antipin,Arcadiy V.; Grabovskaya,Yulia S.; Andriayshina,Nadezhda M.; Akchurina,Oksana V.; Et Al
参考文献:Letters In Organic Chemistry 日期:2017 卷标:14(1) 页码:24-32]

66-22-8 = 874-14-6
反应条件:1.1 Reagents: Sulfonium,Methyldiphenyl-,Tetrafluoroborate(1-) (1:1)
标题:The Efficiency Of Diphenylalkylsulfonium Salts As Alkylating Agents
作者:Badet,Bernard; Julia,Marc; Lefebvre,Christian
参考文献:Bulletin De La Societe Chimique De France 日期:1984 卷标:431 页码:431-4]

66-22-8 = 874-14-6
反应条件:1.1 Reagents: Potassium Carbonate,Dimethyl Carbonate,18-Crown-6 Solvents: Dimethylformamide
标题:Reactions With Dimethyl Carbonate. 5. Methylation Of The Pyrimidine Bases Of Nucleic Acids
作者:Jansen In De Wal,Helmut; Lissel,Manfred
参考文献:Zeitschrift Fuer Naturforschung 日期:1989 卷标:44(7) 页码:863-5]

= 874-14-6
反应条件:1.1 Reagents: Oxygen Catalysts: Tetrabutylammonium Fluoride Solvents: 1,2-Dimethoxyethane; 30 Min,Rt
标题:Synthesis Of Uracil Derivatives By Oxidation Of Fischer Tungsten-Carbene Uracil Complexes
作者:Della Sala,Giorgio; Artillo,Antonietta; Ricart,Susagna; Spinella,Aldo
参考文献:Journal Of Organometallic Chemistry 日期:2007 卷标:692(8) 页码:1623-1627]

66-22-8 = 874-14-6
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 30 Min,Rt; 1 H,Rt
标题:Transfer Hydrogenation As A Redox Process In Nucleotides
作者:Achrainer,Florian; Emel'Yanenko,Vladimir N.; Tantawy,Waled; Verevkin,Sergey P.; Zipse,Hendrik
参考文献:Journal Of Physical Chemistry B 日期:2014 卷标:118(35) 页码:10426-10429]

41613-26-7 = 874-14-6
反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 2 H,Rt
标题:Dehydrogenation,Oxidative Denitration And Ring Contraction Of N,N-Dimethyl-5-Nitrouracil By A Bacillus Nitroreductase Nfr-A1
作者:Cortial,Sylvie; Chaignon,Philippe; Sergent,Didier; Dezard,Sophie; Ouazzani,Jamal
参考文献:Journal Of Molecular Catalysis B: Enzymatic 日期:2012 卷标:76 页码:1-8]

1194-71-4 = 874-14-6
反应条件:1.1 Reagents: Acetic Acid,Oxygen,Ozone Solvents: Acetic Acid
标题:Ozonization Of Thio- And Azauracils
作者:Matsui,Masaki; Kamiya,Kazusaki; Kawamura,Shigeo; Shibata,Katsuyoshi; Muramatsu,Hiroshige
参考文献:Bulletin Of The Chemical Society Of Japan 日期:1989 卷标:62(9) 页码:2939-41]

7033-39-8 = 874-14-6
反应条件:1.1 Reagents: Trimethylsilyl Iodide Solvents: Acetonitrile1.2 Reagents: Sodium Thiosulfate Solvents: Water
标题:Reductive Cleavage Of Heteroaryl C-Halogen Bonds By Iodotrimethylsilane. Facile And Regioselective Dechlorination Of Antibiotic Pyrrolnitrin
作者:Sako,Magoichi; Kihara,Toshiyuki; Okada,Katsuyuki; Ohtani,Yasujiro; Kawamoto,Hiromi
参考文献:Journal Of Organic Chemistry 日期:2001 卷标:66(10) 页码:3610-3612

尿嘧啶以 Dimethylformformamide Dimethylacetal 作为反应溶剂,化学反应生成 1,3-二甲基脲嘧啶
参考文献:Pyrimidine To Pyrimidine Transformation Process
标题:Pyrimidine To Pyrimidine Transformation Process
摘要:提供了一种新的嘧啶到嘧啶转化过程,通过1,3-两性亲核试剂取代嘧啶的1,2,3-部分.这种新的过程要求嘧啶基团的1和3氮原子被取代.这种新的过程提供了新的尿嘧啶,放射性同位素标记嘧啶核的简单方法,以及制备重要的抗病毒和抗白血病材料伪异胞嘧啶及其新的活性类似物2'-去氧伪异胞嘧啶的简单而廉价的方法.

专利信息

专利号:US-2022356139-A1
优先权日:2019-09-03
标题:Synthesis of deuterated aldehydes
发明人：WANG WEI
权利人:ARIZONA BOARD OF REGENTS ON BEHALF OF ATHE UNIV OF ARIZONA
摘要:Described are methods for preparing a deuterated aldehyde using N-heterocyclic carbene catalysts in a solvent comprising D 2 O. The methods may be used to convert a wide variety of aldehydes (e.g., aryl, alkyl, or alkenyl aldehydes) to C-1 deuterated aldehydes under mild reaction conditions without functionality manipulation.

专利号:US-4849513-A
优先权日:1983-12-20
标题 :Deoxyribonucleoside phosphoramidites in which an aliphatic amino group is attached to the sugar ring and their use for the preparation of oligonucleotides containing aliphatic amino groups
发明人：SMITH LLOYD M; FUNG STEVEN; KAISER ROBERT J
权利人:CALIFORNIA INST OF TECHN
摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

专利号:US-5118802-A
优先权日:1983-12-20
标题:DNA-reporter conjugates linked via the 2' or 5'-primary amino group of the 5'-terminal nucleoside
发明人：SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J
权利人:CALIFORNIA INST OF TECHN
摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

专利号:US-12312361-B2
优先权日:2020-02-06
标题 :Methods for practical synthesis of deuterated amino acids
发明人：WANG WEI
权利人:UNIV ARIZONA
摘要:Disclosed are a deuterated compound of formula (I), or a salt thereof, and methods for preparation thereof. The present disclosure may provide a mild, versatile organophotoredox method for the preparation of diverse, enantioenriched Î±-deuterated Î±-amino acids. In particular, the present disclosure may address the long-standing challenge of installing sterically demanding side chains into Î±-amino acids, including late-stage modifications on medicinal agents and natural products.

专利号:US-5118800-A
优先权日:1983-12-20
标题 :Oligonucleotides possessing a primary amino group in the terminal nucleotide
发明人：SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J
权利人:CALIFORNIA INST OF TECHN
摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

专利号:WO-2025104679-A1
优先权日:2023-11-16
标题 :Processes for making intermediates for isoindolinone inhibitors of the mdm2-p53 interaction having anticancer activity
发明人：SHAKYA SAGAR; JOHNSON MATT; WONG NICHOLAS; BODHURI PRABHUDAS; DAVAR NIPUN
权利人:OTSUKA PHARMA CO LTD
摘要:The present disclosure relates to processes for preparing synthetic intermediates for the synthesis of isoindolinone inhibitors of the MDM2-p53 interaction having anticancer activity.

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主要参考文献

[参考文献]: Güney M, Et Al. Synthesis And Carbonic Anhydrase Inhibitory Properties Of Novel Uracil Derivatives. Bioorg Med Chem Lett. 2015 Aug 15;25(16):3261-3.
[参考文献]: Stoessel D, Et Al. Promising Metabolite Profiles In The Plasma And Csf Of Early Clinical Parkinson'S Disease. Front Aging Neurosci. 2018 Mar 5;10:51.
[参考文献]: Amir Golan, Et Al. Ionization Of Dimethyluracil Dimers Leads To Facile Proton Transfer In The Absence Of Hydrogen Bonds. Nat Chem. 2012 Mar 18;4(4):323-9.
[参考文献]: Anna A Zadorozhnaya, Et Al. Zooming Into Pi-Stacked Manifolds Of Nucleobases: Ionized States Of Dimethylated Uracil Dimers. J Phys Chem A. 2010 Feb 4;114(4):2001-9.
[参考文献]: Annette Sievers, Et Al. Equilibrium Of Formation Of The 6-Carbanion Of Ump, A Potential Intermediate In The Action Of Omp Decarboxylase. J Am Chem Soc. 2002 Nov 27;124(47):13986-7.

合成参考文献

摘要:Gandon, V.; Thorimbert, S.; Malacria, M., Science of Synthesis, (2009) 46, 190.
摘要:Hopkinson, M. N.; Gouverneur, V., Science of Synthesis Knowledge Updates, (2011) 2, 104.
摘要:Aubert, C.; Malacria, M.; Ollivier, C., Science of Synthesis: Stereoselective Synthesis, (2011) 3, 150.
摘要:Nakao, Y., Science of Synthesis: Catalytic Transformations via CH Activation, (2015) 1, 355.
摘要:Nakao, Y., Science of Synthesis: Catalytic Transformations via CH Activation, (2015) 1, 343.

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CAS: 874-14-6; 1,3-Dimethylpyrimidine-2,4(1H,3H)-Dione

相似化合物

物理性质

MSDS等安全信息

欧盟法规

上下游产品

合成工艺路线路线简述

专利信息

其他信息查阅

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