Akos B019969
Guanine
CAS: 73-40-5
Molecular Formula: C5H5N5O
Akos B019969 - Names and Identifiers
| Name | Guanine |
| Synonyms | Guanine 9H-Guanine C.I. 75170 Akos B019969 Guanine (8CI) 2-Amino-6-Purinol 2-Aminohypoxanthine C.I. Natural White 1 6-N-Hydroxyaminopurine 6-Hydroxy-2-Aminopurine 2-Amino-6-Hydroxypurine Valaciclovir EP Impurity A 2-AMino-6-hydroxy-1H-purine 2-Amino-1,9-Dihydro-Purin-6-One 2-Amino-3,7-Dihydro-6H-Purin-6-One 2-Amino-1,7-Dihydro-6H-Purin-6-One 6H-purin-6-one, 2-amino-3,7-dihydro- 6H-Purin-6-one, 2-amino-1,7-dihydro- (9CI) |
| CAS | 73-40-5 |
| EINECS | 200-799-8 |
| InChI | InChI=1/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) |
| InChIKey | UYTPUPDQBNUYGX-UHFFFAOYSA-N |
Akos B019969 - Physico-chemical Properties
| Molecular Formula | C5H5N5O |
| Molar Mass | 151.13 |
| Density | 1.4456 (rough estimate) |
| Melting Point | >300 °C (lit.) |
| Boling Point | 273.11°C (rough estimate) |
| Flash Point | 311.4°C |
| Water Solubility | practically insoluble |
| Solubility | Soluble in acid and alkali, slightly soluble in ethanol and ether, insoluble in water. |
| Vapor Presure | 5.86E-14mmHg at 25°C |
| Appearance | White or white-like crystalline powder |
| Color | White to cream |
| Odor | Odorless |
| Merck | 14,4564 |
| BRN | 9680 |
| pKa | 9.92(at 40℃) |
| Storage Condition | 2-8°C |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 2.0000 (estimate) |
| MDL | MFCD00071533 |
| Physical and Chemical Properties | Five color needle crystal or no qualitative powder. Mp360 °c (decomposition). Soluble in acid and alkali, ethanol-soluble, ether, insoluble in water. |
| Use | As an intermediate of antiviral drug acyclovir |
Akos B019969 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | MF8260000 |
| TSCA | Yes |
| HS Code | 29335990 |
| Hazard Note | Irritant |
Akos B019969 - Upstream Downstream Industry
| Raw Materials | 6-Hydroxy-2,4,5-triaminopyrimidine sulfatehydrate |
Akos B019969 - Reference
| Reference Show more | 1. Zhang Huang-Qin, Liu Pei, Qian Da-wei, et al. Study on modern drying and processing methods of Trichosanthes pericarpium based on multi-functional components [J]. Chinese herbal medicine, 2020, v.51;No.663(04):127-141. 2. Wang Huimin, Feng Xuesong. Separation of graphene oxide/Cationic Cellulose composites by capillary electrophoresis [J]. Analytical Laboratory, 2015, 34(012):1395-1398. 3. Wei-Jie Sun, Li Liu, Bin Qi, et al. Application of fingerprint combined with one test and multiple evaluation mode in quality evaluation of antler [J]. Chinese Journal of Hospital Pharmacy, 2019, 039(007):698-703. 4. Liu Zhengbo, Zhang yayuwang, Qiuxia et al. Effects of different potassium levels on the contents of nucleosides in panax ginseng [J]. Journal of Jilin Agricultural University, 2019, 41(4):432-437. 5. Li Mingbo, Duan Xiaobei, Zhang Hailin, etc. Ultrasonic extraction of nucleobases from cicada [J]. Guizhou Agricultural Sciences, 2014, 000(003):154-157. 6. Zhang Lei, Wang Yanhua, Liu Chang, et al. Analysis and Evaluation of chemical quality of donkey skin glue and deer skin glue [J]. Food Science, 2018, 039(022):57-63. 7. On behalf of Lily, Jin Shanxia, fan Mengying, etc. Application of quaternized β-cyclodextrin grafted chitosan coating in capillary electrophoresis separation [J]. Analytical Laboratory, 2017, 08(v.36):15-18. 8. Lu Yushun, Wang zeshuai, Bi Xiaodong, Xia Yunshi, Lu Si, Sun Yinshi. Establishment of extraction method for extract of pilose antler and application of multi-component determination in quality evaluation [J]. Chinese herbal medicine, 2021,52(02):357-366. 9. Song, G., zhang, R., jiang, X. et al. Nitrogen-doped reduced graphene oxide as a sensing platform for detection of guanine and application in cell necrosis. Chem. Pap. 74, 89-98 (2020). https://doi.org/10.1007/s11696-019-00856-0 10. Huang, Dihui, et al. "Determination of global DNA methylation level by capillary electrophoresis using octyl-modified quaternized cellulose as an electrolyte additive." Analytical and bioanalytical chemistry 406.12 (2014): 2771-2777.https://doi.org/10.1007 11. Zhipan Guo, Lin Li, Xinhe Liu, Guofan Wu, Xiaoquan Lu, Xiuhui Liu 3,4,9,10-Perylene tetracarboxylic acid-multiwalled carbon nanotubes nanocomposites modified electrode for the simultaneous detection of adenine and guanine, Journal of Electroanalytical Che 12. Zhen Yang, Mingji Li, Hongji Li, Huayi Li, Cuiping Li, Baohe Yang, Polycrystalline boron-doped diamond-based electrochemical biosensor for simultaneous detection of dopamine and melatonin, Analytica Chimica Acta, Volume 1135 2020, Pages 73-82, ISSN 0003-2 13. [IF=5.923] Cuihua Chen et al."Variations in Physiology and Multiple Bioactive Constituents under Salt Stress Provide Insight into the Quality Evaluation of Apocyni Veneti Folium."Int J Mol Sci. 2018 Oct;19(10):3042 14. [IF=4.411] Cuihua Chen et al."Quality Evaluation of Apocyni Veneti Folium from Different Habitats and Commercial Herbs Based on Simultaneous Determination of Multiple Bioactive Constituents Combined with Multivariate Statistical Analysis."Molecules. 2018 Mar;23(3):5 15. [IF=4.411] Yujiao Hua et al."Quality Evaluation of Pseudostellariae Radix Based on Simultaneous Determination of Multiple Bioactive Components Combined with Grey Relational Analysis."Molecules. 2017 Jan;22(1):13 16. [IF=2.896] Ya-yun Chen et al."Determination of free amino acids and nucleosides and nucleobases in Annona squamosa L. fruitages from different regions in China by LC-QTRAP-MS/MS."Anal Methods-Uk. 2017 Jun;9(25):3862-3869 17. [IF=6.558] Zhen Yang et al."Polycrystalline boron-doped diamond-based electrochemical biosensor for simultaneous detection of dopamine and melatonin."Anal Chim Acta. 2020 Oct;1135:73 18. [IF=4.411] Mengxia Tan et al."Quality Evaluation of Ophiopogonis Radix from Two Different Producing Areas."Molecules. 2019 Jan;24(18):3220 19. [IF=4.27] Cuihua Chen et al."Metabolomics characterizes metabolic changes of Apocyni Veneti Folium in response to salt stress."Plant Physiol Bioch. 2019 Nov;144:187 20. [IF=4.142] Wang Chenxi et al."Systematic quality evaluation of Peiyuan Tongnao capsule by offline two-dimensional liquid chromatography/quadrupole-Orbitrap mass spectrometry and adjusted parallel reaction monitoring of quality markers."Anal Bioanal Chem. 2019 Nov;4 21. [IF=1.618] Wang Shengnan et al."Simultaneous Determination of Iridoid Glycosides, Phenylpropanoid Glycosides, Organic Acids Nucleosides and Amino Acids in Scrophulariae Radix Processed by Different Processing Methods by HPLC-QTRAP-MS/MS."J Chromatogr Sci. 2021 Jun; 22. [IF=6.558] Tianrun Zhang et al."Molecularly imprinted Ni-polyacrylamide-based electrochemical sensor for the simultaneous detection of dopamine and adenine."Anal Chim Acta. 2022 Apr;1202:339689 23. [IF=3.373] Yiyuan Luo et al."Quality evaluation of Tetrastigma hemsleyanum different parts based on quantitative analysis of 42 bioactive constituents combined with multivariate statistical analysis."PHYTOCHEMICAL ANALYSIS. 2022 Apr 05 |
Akos B019969 - Reference Information
| Decomposition | 360°C |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Organic Base | guanine is a kind of organic base, widely exists in the animal and plant kingdom. Chemical name called 2-amino-6-oxopurine, colorless square crystal or crystalline powder, in aqueous solution containing a large excess of ammonia in the presence of water, slowly distilled off to obtain small rhombic crystals, melting point 360 °c (decomposition and partial sublimation). Soluble in ammonia, caustic and dilute acid, ethanol-soluble, ether, insoluble in water, UV has a strong absorption of guanosine and guanosine components. Its hydrochloride is monohydrate powder Crystal, lose water at 100 ℃, lose hydrogen chloride at 200 ℃, soluble in acidified water, insoluble in water, ethanol, ether. Guanine can be obtained from fish scales by hydrolysis with hydrochloric acid. As an important base constituting a nucleic acid, it is one of the four main bases in DNA and RNA, and is also a component of various guanosine. Its N9 and ribose or deoxyribose C1 are linked by β-glycosidic bond to form guanosine or deoxyguanosine. [main use]: used for biochemical research and preparation of caffeine and other drugs. The chemical composition was 2-amino -6-keto purine. Together with adenine constitute the two main purine bases in the nucleic acid. The triphosphate compound of guanosine or deoxyguanosine, which is a guanosine triphosphate or deoxyguanosine triphosphate, respectively, through a glycosidic bond with ribose or deoxyribose, is a precursor of guanine in the biosynthesis of ribonucleic acid and deoxyribonucleic acid. |
| thioguanine | thioguanine is another commonly used purine metabolic antagonist that inhibits the purine synthesis pathway and is a cell cycle-specific drug, cells in the S cycle is the most sensitive, in addition to inhibition of cell DNA synthesis, the synthesis of RNA is also slightly inhibited. This product is the same kind of guanine, in the human body must be converted from phosphoribosyl transferase to 6-TG ribonucleotides after the activity. The role of this link and mercaptopurine similar. In addition, 6-TG ribonucleotides prevent the phosphorylation of guanosine monophosphate (GMP) to guanosine diphosphate (GDP) by inhibiting guanylate kinase. This product is metabolized to deoxyribose triphosphate, can be embedded in DNA, thus further inhibiting the biosynthesis of nucleic acid, mercaptopurine without this effect. This product has cross resistance with mercaptopurine, and combined with cytarabine and other drugs, can improve the efficacy. Incomplete absorption after oral administration, about 30%. Only a small amount of the drug can penetrate from the blood into the blood-cerebrospinal fluid barrier, so oral doses are generally insufficient for the prevention and treatment of meningoleukemia. The activation and decomposition process of this product are carried out in the liver, and the methylation is converted to aminomethyl mercaptopurine or the deamination is converted to mercaptopurine and the activity is lost, however, the metabolic process of inactivation has nothing to do with xanthine oxidase, so taking allopurinol has no obvious inhibitory effect on the metabolism of this product. The half-life of intravenous injection was 25~240min, with an average of 80min. By the kidney excretion, oral administration, about 40% of the drug in the 24h in the form of metabolites in the urine, urine can only be measured trace of thioguanine. |
| Use | biochemical study. used as an intermediate of antiviral drug acyclovir intermediate of thioguanine, ring-opening guanine. |
| production method | 5-amino-4-imidazolidinamide is esterified with Benzyl isothiocyanate to form an ester, and then with methyl iodide, the aqueous ammonia was prepared by sequential reaction. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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Raw Materials for Akos B019969