961-45-5 (8-苯基茶碱,1,3-Dimethyl-8-phenylxanthine)

快速询单

结构式：

8-苯基茶碱MOL文件

CAS号：

961-45-5

中文名称：

8-苯基茶碱

英文名称：

1,3-Dimethyl-8-phenylxanthine

分子式：

C₁₃H₁₂N₄O₂

分子量：

256.25998210907

8-苯基茶碱(961-45-5)名称与标识符

名称

中文别名：

1,3-二甲基-8-苯基茶碱;8-苯基茶碱;

英文别名：

1H-Purine-2,6-dione,3,9-dihydro-1,3-dimethyl-8-phenyl-;1,3-dimethyl-8-phenyl-7H-purine-2,6-dione;8-PHENYLTHEOPHYLLINE CRYSTALLINE;1,3-dimethyl-7-phenylxanthine;1,3-dimethyl-8-phenyl-3,7-dihydro-1H-purine-2,6-dione;1,3-dimethyl-8-phenyl-3,7-dihydro-purine-2,6-dione;1,3-dimethyl-8-phenyl-3,9-dihydro-purine-2,6-dione;1,3-Dimethyl-8-phenylxanthine;1H-Purine-2,6-dione,2,3,6,7-tetrahydro-1,3-dimethyl-8-phenyl;8-Phenyltheophylline;Lopac-P-2278;Theophylline,8-phenyl;1,3-Dimethyl-8-phenylxanthine crystalline;1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-8-phenyl- (9CI);3,9-Dihydro-1,3-dimethyl-8-phenyl-1H-purine-2,6-dione (ACI);Theophylline, 8-phenyl- (6CI, 7CI, 8CI);1,3-Dimethyl-8-phenyl-1H-purine-2,6(3H,7H)-dione;3,7-Dihydro-1,3-dimethyl-8-phenyl-1H-purine-2,6-dione;8-Phenyl-1,3-dimethylxanthine;8-PT;NSC 14127;CCG-204999;1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-8-phenyl-(9CI);1H-PURINE-2,6-DIONE, 3,9-DIHYDRO-1,3-DIMETHYL-8-PHENYL-;NCGC00015807-06;PDSP2_000325;1H-Purine-2,6-dione, 2,3,6,7-tetrahydro-1,3-dimethyl-8-phenyl-;Theophylline, 8-phenyl-;VU0254233-3;STL293634;PD015130;AKOS015905559;Q4644289;UNII-E6M543P3BL;HMS3262H16;NCGC00015807-02;SDCCGSBI-0050892.P002;CHEMBL62350;BDBM82015;E6M543P3BL;PDSP2_000320;BDBM50391224;SMR000058251;NSC-14127;PDSP1_000327;MFCD00005582;DTXSID90242119;Tox21_500917;NCGC00261602-01;SR-01000076062-1;AKOS002153928;EU-0100917;DTXCID40164610;CAS_1922;1,3-DIMETHYL-8-PHENYLXANTHINE, CRYSTALLINE;1,3-dimethyl-8-phenyl-3,9-dihydro-1h-purine-2,6-dione;NCGC00015807-04;NCGC00094228-02;Lopac0_000917;MLS000069624;LP00917;PDSP1_000322;NSC14127;1,3-dimethyl-8-phenyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione;SR-01000076062;NSC_1922;Oprea1_390706;NCGC00015807-01;3,9-DIHYDRO-1,3-DIMETHYL-8-PHENYL-1H-PURINE-2,6-DIONE;DB-057624;CS-0044810;P 2278;NCGC00094228-01;NCGC00015807-03;1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-8-phenyl-;SCHEMBL516432;8-PHENYL THEOPHYLLINE;961-45-5;

标识符

MDL：

MFCD00005582

InChIKey：

PJFMAVHETLRJHJ-UHFFFAOYSA-N

Inchi：

1S/C13H12N4O2/c1-16-11-9(12(18)17(2)13(16)19)14-10(15-11)8-6-4-3-5-7-8/h3-7H,1-2H3,(H,14,15)

SMILES：

O=C1N(C)C(=O)N(C)C2=C1NC(C1C=CC=CC=1)=N2

8-苯基茶碱(961-45-5)物化性质

实验特性

LogP : 0.62730
PSA : 72.68000
折射率 : 1.639
沸点 : 517.7±42.0 °C at 760 mmHg
熔点 : >300 °C (lit.)
蒸气压 : 0.0±1.3 mmHg at 25°C
闪点 : 266.9±27.9 °C
溶解度 : H2O: slightly soluble
颜色与性状 : 类白色至浅黄色晶体
溶解性 : 微溶于水
密度 : 1.4±0.1 g/cm3

计算特性

精确分子量 : 256.09600
氢键供体数量 : 1
氢键受体数量 : 3
可旋转化学键数量 : 1
同位素质量 : 256.096
重原子数量 : 19
复杂度 : 394
同位素原子数量 : 0
确定原子立构中心数量 : 0
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 0
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 无
互变异构体数量 : 4
表面电荷 : 0
拓扑分子极性表面积 : 69.3A^2

8-苯基茶碱(961-45-5)安全信息

RTECS号： UO8445700
WGK Germany： 3
安全说明： H303+H313+H333
危险品运输编号： NONH for all modes of transport
危害声明：H303吞入可能有害+H313皮肤接触可能有害+H333吸入可能对身体有害
警示性声明：P264+P280+P305+P351+P338+P337+P313
储存条件： storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
信号词： warning

8-苯基茶碱(961-45-5)国际标准相关数据

EINECS：

8-苯基茶碱(961-45-5)海关数据

海关编码：

2933990090

海关数据：

中国海关编码：

2933990090

概述：

2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

申报要素：

品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

Summary：

2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

8-苯基茶碱(961-45-5)推荐厂家更多厂家(7)

公司名称	手机号/电话	联系人	QQ	询单
赫澎（上海）生物科技有限公司	13122891558 186-16545970	张硕	3418426269	询单
上海瀚思化工有限公司	18939883912 021-34536277	顾经理	3003949364	询单
金锦乐（湖南）化学有限公司		金锦乐	1226360695	询单
上海源叶生物科技有限公司	15026964105 15026964105	汤思磊	2881489226	询单
上海颖心实验室设备有限公司	17002132182 021-59178156	墨航琪	3146474380	询单
上海吉至生化科技有限公司	18117592386 021-57481218	吉至试剂	3007522982	询单
上海阿拉丁生化科技股份有限公司	13167063860 13167063860	阿拉丁	3004013043	询单
上海鼓臣生物技术有限公司	19147740836 021-34675735	李心雨	1668592116	询单

8-苯基茶碱(961-45-5)合成路线

合成路线：1 步

147623-02-7

_100%

961-45-5

参考文献：

Reactions of 5,6-diamino-1,3-dimethyluracil with chalcone halo derivatives

Orlov, V. D.; Kolos, N. N.; Tueni, M.; Yur'eva, E. Yu.; Ivkov, S. M., Khimiya Geterotsiklicheskikh Soedinenii, 1992, (7), 947-54

合成路线：1 步

7033-39-8

1670-14-0

_93%

961-45-5

反应条件：

1.1 Reagents: Oxygen Catalysts: Cupric acetate Solvents: 1,4-Dioxane ; 16 h, 100 °C

参考文献：

Influence of solvent and oxidant in copper-catalyzed synthesis of xanthine skeletons

Rahaman, Habibur, Asian Journal of Chemistry, 2022, 34(5), 1310-1312

合成路线：1 步

2067316-89-4

_93%

961-45-5

反应条件：

1.1 Reagents: tert-Butyl peroxide Catalysts: Cuprous iodide Solvents: Dimethyl sulfoxide ; 4 h, rt → 90 °C

参考文献：

Concise Xanthine Synthesis through a Double-Amidination Reaction of a 6-Chlorouracil with Amidines using Base-Metal Catalysis

Morel, Benedicte; Franck, Philippe; Bidange, Johan; Sergeyev, Sergey; Smith, Dan A.; et al, ChemSusChem, 2017, 10(3), 624-628

合成路线：1 步

109507-50-8

_86%

961-45-5

反应条件：

1.1 Solvents: Dimethylformamide

参考文献：

High chemical reactivity of 5-azidouracils and its synthetic application: novel synthesis of 8-substituted 1,3-dimethylxanthine derivatives

Hirota, Kosaku; Sako, Magoichi; Sajiki, Hironao, Heterocycles, 1997, 46, 547-554

合成路线：1 步

60228-89-9

_84%

961-45-5

反应条件：

1.1 Reagents: Ammonia , Thionyl chloride Solvents: Water

参考文献：

Oxidative cyclization of 6-amino-5-benzylideneamino-1,3-dimethyluracils with thionyl chloride. A convenient synthesis of 8-substituted theophyllines

Senga, Keitaro; Shimizu, Kayoko; Nishigaki, Sadao, Chemical & Pharmaceutical Bulletin, 1977, 25(3), 495-7

合成路线：1 步

908822-55-9

_82%

961-45-5

反应条件：

1.1 Reagents: Diisopropyl azodicarboxylate Solvents: 1,2-Dimethoxyethane ; 5 min, reflux; reflux; 25 min, reflux; reflux → rt

参考文献：

Synthesis of theophylline derivatives and study of their activity as antagonists at adenosine receptors

Hierrezuelo, Jesus; Manuel Lopez-Romero, J.; Rico, Rodrigo; Brea, Jose; Isabel Loza, M.; et al, Bioorganic & Medicinal Chemistry, 2010, 18(6), 2081-2088

合成路线：1 步

851608-53-2

_82%

961-45-5

反应条件：

1.1 Reagents: Sodium hydride Catalysts: Cuprous iodide Solvents: Tetrahydrofuran ; 5 min, reflux

参考文献：

Synthesis of Purines and Other Fused Imidazoles from Acyclic Amidines and Guanidines

Szczepankiewicz, Bruce G.; Rohde, Jeffrey J.; Kurukulasuriya, Ravi, Organic Letters, 2005, 7(9), 1833-1835

合成路线：1 步

5440-00-6

65-85-0

_78%

961-45-5

反应条件：

1.1 Solvents: Acetonitrile , Water ; rt
1.2 Reagents: 2-Methylpropyl 2-(2-methylpropoxy)-1(2H)-quinolinecarboxylate (Merrifield resin-supported) ; 1 - 2 h, rt
1.3 Reagents: Sodium hydroxide Solvents: Acetonitrile , Water ; rt → reflux; reflux; reflux → 0 °C
1.4 Reagents: Hydrochloric acid Solvents: Water ; pH 5.0, 0 °C

参考文献：

Exploration of polystyrene-supported 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline (PS-IIDQ) as new coupling agent for the synthesis of 8-substituted xanthine derivatives

Bandyopadhyay, Prabal; Sathe, Manisha; Sharma, Pratibha; Kaushik, M. P., Tetrahedron Letters, 2012, 53(35), 4631-4635

合成路线：1 步

7033-39-8

1670-14-0

_75%

961-45-5

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: N,N′-Dimethylethylenediamine , Copper bromide (CuBr2) Solvents: Toluene ; 36 h, 110 °C

参考文献：

Cu-Catalyzed C-H Activation Reaction: One-Pot Direct Synthesis of Xanthine and Uric Acid Derivatives from 5-Bromouracil

Hazra, Somjit; Mondal, Biplab; Roy, Brindaban; Rahaman, Habibur, Synlett, 2021, 32(17), 1757-1761

合成路线：1 步

54058-30-9

98-95-3

_70%

961-45-5

反应条件：

1.1 Solvents: Nitrobenzene

参考文献：

Synthesis of purines by cyclization of the Michael-type adducts from 6-aminopyrimidines and 4-phenyl-1,2,4-triazoline-3,5-dione

Yoneda, Fumio; Kawamura, Mitsuko; Matsumoto, Shigeru; Higuchi, Masatsugu, Journal of the Chemical Society, 1977, (20), 2285-8

合成路线：1 步

964-04-5

_65%

961-45-5

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Methanol , Water ; 3 h, reflux; cooled
1.2 Reagents: Acetic acid Solvents: Water ; pH 5

参考文献：

Modulation of phosphoryl transferase activity of glutamine synthetase

, World Intellectual Property Organization, , ,

合成路线：1 步

60228-89-9

_61%

961-45-5

反应条件：

1.1 Reagents: Triethyl orthoacetate Solvents: Dimethylformamide ; 10 h, reflux

参考文献：

Synthesis, DNA binding and antiviral activity of new uracil, xanthine, and pteridine derivatives

El-Sabbagh, Osama I.; El-Sadek, Mohamed E.; El-Kalyoubi, Samar; Ismail, Ibrahim, Archiv der Pharmazie (Weinheim, 2007, 340(1), 26-31

合成路线：1 步

72037-57-1

6632-68-4

_61%

961-45-5

反应条件：

1.1 Solvents: Dimethylformamide

参考文献：

New purine synthesis

Yoneda, Fumio; Ogiwara, Kazuko; Kanahori, Michiko; Nishigaki, Sadao, Journal of the Chemical Society [Section] D: Chemical Communications, 1970, (17), 1068-9

8-苯基茶碱(961-45-5)相关文献

1. Pyrimidine derivatives and related compounds. Part 47. A new synthesis of xanthines and pyrrolo[3,2-d]pyrimidines by intramolecular cyclisation of 6-substituted 5-nitrouracil derivatives
Kosaku Hirota,Tadashi Sugiyama,Yukio Kitade,Shigeo Senda,Yoshifumi Maki J. Chem. Soc. Perkin Trans. 1 1984 583
2. A new purine synthesis
Fumio Yoneda,Kazuko Ogiwara,Michiko Kanahori,Sadao Nishigaki J. Chem. Soc. D 1970 1068
3. New synthesis of purines by the reaction of diethyl azodicarboxylate with 6-alkylaminouracils
Fumio Yoneda,Shigeru Matsumoto,Masatsugu Higuchi J. Chem. Soc. Chem. Commun. 1975 146
4. Synthesis of xanthines by cyclization of the Michael-type adducts from 6-aminouracils and diethyl azodiformate
Fumio Yoneda,Masatsugu Higuchi,Shigeru Matsumoto J. Chem. Soc. Perkin Trans. 1 1977 1754
5. A new synthesis of purines
Fumio Yoneda,Shiguru Matsumoto,Masatsugu Higuchi J. Chem. Soc. Chem. Commun. 1974 551
6. A new, general synthesis of purines
Fumio Yoneda,Tomohisa Nagamatsu J. Chem. Soc. Perkin Trans. 1 1976 1547
7. New synthesis of purines from the reaction of 6-amino-1,3-dimethyl-5-nitrosouracil with benzylidenetriphenylphosphoranes
Keitaro Senga,Hashime Kanazawa,Sadao Nishigaki J. Chem. Soc. Chem. Commun. 1976 155a
8. Organic chemistry
L. Crombie,V. Gold,N. M. Atherton,J. N. Murrell,D. J. Millen,R. F. M. White,B. Capon,C. W. Rees,C. J. Timmons,E. S. Waight,D. Bryce-Smith,J. D. Connolly,K. H. Overton,G. W. H. Cheeseman,J. D. Hobson,J. S. Whitehurst,D. H. Hutson,D. J. Manners,T. L. V. Ulbricht Annu. Rep. Prog. Chem. 1964 61 193