TNP - ≥97%(HPLC) , CAS No.519178-28-0

CAS: 519178-28-0 Cat. No.: T287805 Molecular Weight: 443.38 EC Number: 684-348-4 PubChem CID: 16760513

GRADE & PURITY ≥97%(HPLC)

Synonyms

(1-Hydroxy-3-(methyl(pentyl)amino)propane-1,1-diyl)diphosphonic acid monosodium salt | CCG-221372 | AKOS024457890 | N6-[(4-nitrophenyl)methyl]-N2-[[3-(trifluoromethyl)phenyl]methyl]-9H-Purine-2,6-diamine | TNP | DTXSID60587903 | SCHEMBL14235423 | AKOS0407

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

(1-Hydroxy-3-(methyl(pentyl)amino)propane-1, 1-diyl)diphosphonic acid monosodium salt | CCG-221372 | AKOS024457890 | N6-[(4-nitrophenyl)methyl]-N2-[[3-(trifluoromethyl)phenyl]methyl]-9H-Purine-2, 6-diamine | TNP | DTXSID60587903 | SCHEMBL14235423 | AKOS0407

Specifications & Purity

≥97%(HPLC)

Biochemical and Physiological Mechanisms

Reversible inositol hexakisphosphate kinase (IP6K) inhibitor (IC50= 0.47μM for inhibition of InsP7formation). Also inhibits inositol 1, 4, 5-trisphosphate 3-kinase (IP3K) (IC50= 10.2μM). Binds to the ATP binding site of IP3K (Ki= 4.3μM).TNP is a potent and

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%(HPLC)

Names and Identifiers

• Canonical Smiles: C1=CC(=CC(=C1)C(F)(F)F)CNC2=NC3=C(C(=N2)NCC4=CC=C(C=C4)[N+](=O)[O-])NC=N3
• IUPAC Name: 6-N-[(4-nitrophenyl)methyl]-2-N-[[3-(trifluoromethyl)phenyl]methyl]-7H-purine-2,6-diamine
• InChIKey: DDSBPUYZPWNNGH-UHFFFAOYSA-N
• INCHI: 1S/C20H16F3N7O2/c21-20(22,23)14-3-1-2-13(8-14)10-25-19-28-17(16-18(29-19)27-11-26-16)24-9-12-4-6-15(7-5-12)30(31)32/h1-8,11H,9-10H2,(H3,24,25,26,27,28,29)
• Isomeric SMILES: C1=CC(=CC(=C1)C(F)(F)F)CNC2=NC3=C(C(=N2)NCC4=CC=C(C=C4)[N+](=O)[O-])NC=N3
• WGK Germany: 3
• PubChem CID: 16760513
• Molecular Weight: 443.38

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Imidazopyrimidines
      • Subclass Purines and purine derivatives
        • Level5 6-aminopurines
          • Level6 6-alkylaminopurines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Imidazopyrimidines
• Subclass: Purines and purine derivatives
• Intermediate Tree Nodes: 6-aminopurines
• Direct Parent: 6-alkylaminopurines
• Alternative Parents: Trifluoromethylbenzenes Nitrobenzenes Benzylamines Nitroaromatic compounds Aminopyrimidines and derivatives Imidolactams Imidazoles Heteroaromatic compounds Organic oxoazanium compounds Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organic salts Organic oxides Amines Hydrocarbon derivatives Alkyl fluorides Organic zwitterions Organofluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 6-alkylaminopurine - Trifluoromethylbenzene - Nitrobenzene - Nitroaromatic compound - Benzylamine - Aminopyrimidine - Monocyclic benzene moiety - Pyrimidine - Benzenoid - Imidolactam - Azole - Imidazole - Heteroaromatic compound - Organic nitro compound - C-nitro compound - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Azacycle - Propargyl-type 1,3-dipolar organic compound - Organic oxoazanium - Organic salt - Organofluoride - Organohalogen compound - Hydrocarbon derivative - Organonitrogen compound - Alkyl halide - Organic oxide - Organic oxygen compound - Alkyl fluoride - Organic nitrogen compound - Amine - Organic zwitterion - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 6-alkylaminopurines. These are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)

Discover Target: AKT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CDK1 Tchem Cyclin-dependent kinase 1/cyclin B1 (1887 Activities)

Discover Target: CDK1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

IP6K1 Tbio Inositol hexakisphosphate kinase 1 (80 Activities)

Discover Target: IP6K1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Akt1 RAC-alpha serine/threonine-protein kinase (147 Activities)

Discover Target: Akt1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ip6k2 Inositol hexakisphosphate kinase 2 (3 Activities)

Discover Target: Ip6k2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 44.34, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 11.08, Max Conc. mM: 25
• Sensitivity: light sensitive
• Molecular Weight: 443.400 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 443.132 Da
• Monoisotopic Mass: 443.132 Da
• Topological Polar Surface Area: 124.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 627.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Siyuan Zhang, Jiao He, Xinjian Cheng.  (2023)  Amphiphilic Hyperbranched Polymers for Selective and Sensitive Detection of 4-Nitrophenol.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.3c01515]

2. Hai Zhu, Tong-Mou Geng, Kai-Bin Tang.  (2023)  Fully Flexible Covalent Organic Frameworks for Fluorescence Sensing 2,4,6-Trinitrophenol and p-Nitrophenol.  Polymers,  15  (3): (653).  [PMID:36771953] [10.3390/polym15030653]

3. Die Wang, Luminita Marin, Xinjian Cheng.  (2022)  Chitosan-bodipy macromolecular fluorescent probes prepared by click reactions for highly sensitive and selective recognition of 2,4-dinitrophenylhydrazine.  NEW JOURNAL OF CHEMISTRY,  46  (43): (20699-20710).  [PMID:] [10.1039/D2NJ03923K]

4. Hai-Bo Wang, Bei-Bei Tao, Ning-Ning Wu, Hong-Ding Zhang, Yan-Ming Liu.  (2022)  Glutathione-stabilized copper nanoclusters mediated-inner filter effect for sensitive and selective determination of p-nitrophenol and alkaline phosphatase activity.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:35104744] [10.1016/j.saa.2022.120948]

5. X. Jiao, H. Li, X. Cheng.  (2021)  Cellulose-based fluorescent macromolecular sensors and their ability in 2, 4, 6-trinitrophenol detection.  Materials Today Chemistry,      [PMID:] [10.1016/j.mtchem.2021.100615]

6. Gao Ruru, Wang Junhong, Wang Han, Dong Wei, Zhu Junwu.  (2021)  Fluorescent nucleotide-lanthanide nanoparticles for highly selective determination of picric acid.  MICROCHIMICA ACTA,  188  (1): (1-8).  [PMID:33404778] [10.1007/s00604-020-04686-w]

7. Qian Liu, Feifei Zhao, Bingfeng Shi, Changli Lü.  (2020)  Mussel-inspired polydopamine-encapsulated carbon dots with dual emission for detection of 4-nitrophenol and Fe3+.  LUMINESCENCE,  36  (2): (431-442).  [PMID:33043598] [10.1002/bio.3961]

8. Yun Zhao, Min Pan, Feng Liu, Yahua Liu, Ping Dong, Jie Feng, Tianhui Shi, Xiaoqing Liu.  (2020)  Highly selective and sensitive detection of trinitrotoluene by framework-enhanced fluorescence of gold nanoclusters.  ANALYTICA CHIMICA ACTA,      [PMID:32145841] [10.1016/j.aca.2020.01.055]

9. Feifei Zhao, Tianyi Zhang, Qian Liu, Changli Lü.  (2019)  Aphen-derived N-doped white-emitting carbon dots with room temperature phosphorescence for versatile applications.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2019.127344]

10. Bijiang Geng, Hua Qin, Wenwen Shen, Ping Li, Fuling Fang, Xiaokai Li, Dengyu Pan, Longxiang Shen.  (2019)  Carbon dot/WS2 heterojunctions for NIR-II enhanced photothermal therapy of osteosarcoma and bone regeneration.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2019.123102]

11. YaoYao Qu, Guojuan Ren, Liying Yu, Baoya Zhu, Fang Chai, Lihua Chen.  (2018)  The carbon dots as colorimetric and fluorescent dual-readout probe for 2-nitrophenol and 4-nitrophenol detection.  JOURNAL OF LUMINESCENCE,      [PMID:] [10.1016/j.jlumin.2018.12.017]

12. Yulian Li, Lingyun Feng, Wei Yan, Irshad Hussain, Li Su, Bien Tan.  (2018)  PVP-templated highly luminescent copper nanoclusters for sensing trinitrophenol and living cell imaging.  Nanoscale,  11  (3): (1286-1294).  [PMID:30603761] [10.1039/C8NR07142J]

13. Huanhuan Fan, Guo Qiang Xiang, Yule Wang, Heng Zhang, Keke Ning, Junyue Duan, Lijun He, Xiuming Jiang, Wenjie Zhao.  (2018)  Manganese-doped carbon quantum dots-based fluorescent probe for selective and sensitive sensing of 2,4,6-trinitrophenol via an inner filtering effect.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:30015029] [10.1016/j.saa.2018.07.006]

14. Fangfang Li, Fengyi Wang, Xuan Hu, Baozhan Zheng, Juan Du, Dan Xiao.  (2018)  A long-persistent phosphorescent chemosensor for the detection of TNP based on CaTiO3:Pr3+@SiO2 photoluminescence materials.  RSC Advances,  8  (30): (16603-16610).  [PMID:35540505] [10.1039/C8RA02665C]

15. Yanlong Chen, Wenfen Zhang, Yanhao Zhang, Zhifen Deng, Wenjie Zhao, Huifang Du, Xue Ma, Dan Yin, Fuwei Xie, Yu Chen, Shusheng Zhang.  (2018)  In situ preparation of core–shell magnetic porous aromatic framework nanoparticles for mixed–mode solid–phase extraction of trace multitarget analytes.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:29735279] [10.1016/j.chroma.2018.04.039]

16. Kezheng Gao, Yaqing Guo, Qingyuan Niu, Lifeng Han, Liming Zhou, Lizhen Wang.  (2018)  Quaternary ammonium-functionalized carbon dots for sensitive and selective detection of 2,4,6-trinitrophenol in aqueous medium.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2018.02.008]

17. Fei Qu, Ping Chen, Shuyun Zhu, Jinmao You.  (2016)  High selectivity of colorimetric detection of p-nitrophenol based on Ag nanoclusters.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:27579789] [10.1016/j.saa.2016.08.043]

18. Meng Li Liu, Bin Bin Chen, Ze Xi Liu, Cheng Zhi Huang.  (2016)  Highly selective and sensitive detection of 2,4,6-trinitrophenol by using newly developed blue–green photoluminescent carbon nanodots.  TALANTA,      [PMID:27769497] [10.1016/j.talanta.2016.08.046]

19. Bin Bin Chen, Ze Xi Liu, Hong Yan Zou, Cheng Zhi Huang.  (2016)  Highly selective detection of 2,4,6-trinitrophenol by using newly developed terbium-doped blue carbon dots.  ANALYST,  141  (9): (2676-2681).  [PMID:27109163] [10.1039/C5AN02569A]

20. Zheng-Yong Chen, Hong-Wen Gao, Jia-Xiang Yang.  (2014)  PEI@Mg2SiO4: an efficient carbon dioxide and nitrophenol compounds adsorbing material.  RSC Advances,  4  (64): (33866-33873).  [PMID:] [10.1039/C4RA04928D]

21. Xin Yang, Junhai Wang, Dongyue Su, Qingdong Xia, Fang Chai, Chungang Wang, Fengyu Qu.  (2014)  Fluorescent detection of TNT and 4-nitrophenol by BSA Au nanoclusters.  DALTON TRANSACTIONS,  43  (26): (10057-10063).  [PMID:24871909] [10.1039/C4DT00490F]

22. Yan Fan, Bo Hou, Dongcheng Hu.  (2024)  A bifunctional Zn(II) coordination polymer for fluorescence recognition towards hazardous matters and its high adsorption removal of dye pollutant.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2024.137869]

23. Shuangyu Xiong, Luminita Marin, Lian Duan, Xinjian Cheng.  (2019)  Fluorescent chitosan hydrogel for highly and selectively sensing of p-nitrophenol and 2, 4, 6-trinitrophenol.  CARBOHYDRATE POLYMERS,      [PMID:31521279] [10.1016/j.carbpol.2019.115253]

24. Lu Shikong, Xue Meihua, Tao Aojia, Weng Yuhui, Yao Bixia, Weng Wen, Lin Xiuchun.  (2020)  Facile Microwave-Assisted Synthesis of Functionalized Carbon Nitride Quantum Dots as Fluorescence Probe for Fast and Highly Selective Detection of 2,4,6-Trinitrophenol.  JOURNAL OF FLUORESCENCE,  31  (1): (1-9).  [PMID:33057853] [10.1007/s10895-020-02633-9]

25. Deng Xiang, Huang Xiaomei, Wu Di.  (2015)  Förster resonance-energy-transfer detection of 2,4,6-trinitrophenol using copper nanoclusters.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  407  (16): (4607-4613).  [PMID:25893800] [10.1007/s00216-015-8657-7]