Bis(4-nitrophenyl) phosphate - ≥99% , CAS No.645-15-8

CAS: 645-15-8 Cat. No.: B113674 Molecular Weight: 340.18 Beilstein Registry Number: 6(1)121 EC Number: 211-434-7

GRADE & PURITY ≥99%

Synonyms

HMS3085F04 | AS-17229 | Phosphoric Acid Bis-(4-nitro-phenyl)ester | 4-06-00-01330 (Beilstein Handbook Reference) | NSC 59824 | 1MF77LEI63 | Phosphoric acid, bis(p-nitrophenyl) ester | NSC59824 | NSC-59824 | Bis(4-nitrophenyl)phosphate | UNII-1MF77LEI63 |

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

HMS3085F04 | AS-17229 | Phosphoric Acid Bis-(4-nitro-phenyl)ester | 4-06-00-01330 (Beilstein Handbook Reference) | NSC 59824 | 1MF77LEI63 | Phosphoric acid, bis(p-nitrophenyl) ester | NSC59824 | NSC-59824 | Bis(4-nitrophenyl)phosphate | UNII-1MF77LEI63 |

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488179506
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179506
• Canonical Smiles: C1=CC(=CC=C1[N+](=O)[O-])OP(=O)(O)OC2=CC=C(C=C2)[N+](=O)[O-]
• IUPAC Name: bis(4-nitrophenyl) hydrogen phosphate
• InChIKey: MHSVUSZEHNVFKW-UHFFFAOYSA-N
• INCHI: 1S/C12H9N2O8P/c15-13(16)9-1-5-11(6-2-9)21-23(19,20)22-12-7-3-10(4-8-12)14(17)18/h1-8H,(H,19,20)
• Isomeric SMILES: C1=CC(=CC=C1[N+](=O)[O-])OP(=O)(O)OC2=CC=C(C=C2)[N+](=O)[O-]
• WGK Germany: 3
• RTECS: TB8260000
• UN Number: 2811
• Molecular Weight: 340.18
• Beilstein: 6(1)121
• Reaxy-Rn: 2064857
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2064857&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic phosphoric acids and derivatives
      • Subclass Phosphate esters
        • Level5 Aryl phosphates
          • Level6 Aryl phosphodiesters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic phosphoric acids and derivatives
• Subclass: Phosphate esters
• Intermediate Tree Nodes: Aryl phosphates
• Direct Parent: Aryl phosphodiesters
• Alternative Parents: Nitrobenzenes Phenoxy compounds Nitroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aryl phosphodiester - Nitrobenzene - Phenoxy compound - Nitroaromatic compound - Monocyclic benzene moiety - Benzenoid - C-nitro compound - Organic nitro compound - Organic oxoazanium - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl phosphodiesters. These are aryl phosphates in which the phosphate is esterified at exactly two positions.
• External Descriptors: aryl phosphate

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)

CES1 Tchem Liver carboxylesterase 1 (3 Activities)

Discover Target: CES1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

CES2 Tchem Carboxylesterase 2 (583 Activities)

Discover Target: CES2

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

CES1 Tchem Acyl coenzyme A:cholesterol acyltransferase (1029 Activities)

Discover Target: CES1

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

GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)

Discover Target: GNAS

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

RAN Tchem GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 (21853 Activities)

Discover Target: RAN

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

KPNB1 Tbio Importin subunit beta-1/Snurportin-1 (25097 Activities)

Discover Target: KPNB1

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

Associated Targets(non-human)

Carboxylesterase (379 Activities)

Explore this target

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility in Water almost transparency
• Melt Point(°C): 176°C
• Molecular Weight: 340.180 g/mol
• XLogP3: 1.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 340.01 Da
• Monoisotopic Mass: 340.01 Da
• Topological Polar Surface Area: 147.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 434.000
• 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

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6. Can Wu, Chunlu Wang, Yaoyao Zheng, Yaxin Zheng, Ziqi Liu, Keming Xu, Wenying Zhong.  (2021)  Triple Enzyme-Regulated Molecular Hydrogels for Carrier-Free Delivery of Lonidamine.  ADVANCED FUNCTIONAL MATERIALS,  31  (42): (2104418).  [PMID:] [10.1002/adfm.202104418]

7. Xiangchuan Wu, Jinhui Wei, Chengyuan Wu, Guangping lv, Lina Wu.  (2021)  ZrO2/CeO2/polyacrylic acid nanocomposites with alkaline phosphatase-like activity for sensing.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:34304012] [10.1016/j.saa.2021.120165]

8. Qian Yi, Han Haoyue, Li Long, Qiao Peng, Chang Guozhang.  (2020)  Flame retardancy and smoke suppression effect of bis(4-nitrophenyl) phosphate modified layered double hydroxides derived from red mud in thermoplastic polyurethanes.  Journal of Material Cycles and Waste Management,  22  (5): (1648-1661).  [PMID:] [10.1007/s10163-020-01055-w]

9. Yusha Huang, Longcheng Gong, Chengli Xie, Wenling Qin, Min Wang, Lianzhe Hu, Zhining Xia.  (2025)  Anchoring biomimetic Zn site in metal–organic framework nanozyme to enhance phosphatase-like catalytic activity for discrimination of organophosphorus pesticides.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.160046]

10. Jieran Yao, Zhenhong Luo, Jiaying Lin, Na Meng, Jiangna Guo, Hui Xu, Rongwei Shi, Linhui Zhao, Jiateng Zhou, Feng Yan, Bin Wang, Hailei Mao.  (2024)  Antimicrobial and Antiviral Nanofibers Halt Co-Infection Spread via Nuclease-Mimicry and Photocatalysis.  Advanced Science,      [PMID:38647392] [10.1002/advs.202309590]

11. Jiale Dong, Wei Zhou, Xianli Hu, Jiaxiang Bai, Siming Zhang, Xianzuo Zhang, Lei Yu, Peng Yang, Lingtong Kong, Mingkai Liu, Xifu Shang, Zheng Su, Dechun Geng, Chen Zhu.  (2024)  Honeycomb-inspired ZIF-sealed interface enhances osseointegration via anti-infection and osteoimmunomodulation.  BIOMATERIALS,      [PMID:38401481] [10.1016/j.biomaterials.2024.122515]

12. Donglin Xiang, Shuyi Qiu, Laping He, Chun Ji, Jiayu Chen, Yuangen Wu, Han Tao.  (2024)  Purification, characterization of a plant esterase from red kidney bean and its feasibility for pesticide residue analysis in foods.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.103944]

13. Ting Tai, Huan Zhou, Ting Zhu, Yu-Meng Jia, Jin-Zi Ji, Yi-Fei Li, Qiong-Yu Mi, Hong-Guang Xie.  (2019)  Development and validation of a UPLC–MS/MS method for simultaneous determination of vicagrel and its major metabolites in rat or human plasma: An optimized novel strategy for the stabilization of vicagrel.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:31866139] [10.1016/j.jpba.2019.112955]

14. Guoxu Qin, Jiali Wang, Yaqiong Kong, Rong Wu, Duojun Cao, Xiangzi Li, Xiaoyong Xu.  (2025)  Ultrasensitive and Visualized Rapid Detection of Organophosphorus Pesticides Using Ultrathin 2D Eu3+@Cd-MOF Fluorescent Nanosheets.  APPLIED ORGANOMETALLIC CHEMISTRY,  39  (5): (e70155).  [PMID:] [10.1002/aoc.70155]

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