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1-diphenoxyphosphoryloxypyrrolidine-2,5-dione, commonly known as DFP, is a chemical compound characterized by the presence of a pyrrolidine ring and a phosphoramide group. It is recognized for its potent inhibitory effect on acetylcholinesterase, an enzyme critical for the breakdown of the neurotransmitter acetylcholine, which results in the disruption of nerve signal transmission and can lead to overstimulation of the nervous system.

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  • 75513-55-2 Structure
  • Basic information

    1. Product Name: 1-diphenoxyphosphoryloxypyrrolidine-2,5-dione
    2. Synonyms: diphenyl succinimidyl phosphate; 1-[(diphenoxyphosphoryl)oxy]pyrrolidine-2,5-dione
    3. CAS NO:75513-55-2
    4. Molecular Formula: C16H14NO6P
    5. Molecular Weight: 347.2592
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 75513-55-2.mol
  • Chemical Properties

    1. Melting Point: 83-86 °C(lit.)
    2. Boiling Point: 454.1°Cat760mmHg
    3. Flash Point: 228.4°C
    4. Appearance: /
    5. Density: 1.43g/cm3
    6. Vapor Pressure: 1.96E-08mmHg at 25°C
    7. Refractive Index: 1.612
    8. Storage Temp.: ?20°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 1-diphenoxyphosphoryloxypyrrolidine-2,5-dione(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1-diphenoxyphosphoryloxypyrrolidine-2,5-dione(75513-55-2)
    12. EPA Substance Registry System: 1-diphenoxyphosphoryloxypyrrolidine-2,5-dione(75513-55-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 75513-55-2(Hazardous Substances Data)

75513-55-2 Usage

Uses

Used in Chemical Warfare:
DFP is utilized as a nerve agent in chemical warfare due to its ability to inhibit acetylcholinesterase, causing a dangerous buildup of acetylcholine at nerve junctions. This results in the overstimulation of the nervous system, which can be toxic and potentially lethal when ingested, inhaled, or absorbed through the skin.
Used in Pesticide Industry:
DFP has potential applications as an organic phosphorus pesticide, leveraging its ability to disrupt the nervous systems of pests, thereby providing a means of pest control. However, due to its high toxicity, it is crucial to handle and store DFP with extreme caution and adhere to stringent safety protocols to minimize the risk of exposure.

Check Digit Verification of cas no

The CAS Registry Mumber 75513-55-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,5,1 and 3 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 75513-55:
(7*7)+(6*5)+(5*5)+(4*1)+(3*3)+(2*5)+(1*5)=132
132 % 10 = 2
So 75513-55-2 is a valid CAS Registry Number.
InChI:InChI=1/C16H14NO6P/c18-15-11-12-16(19)17(15)23-24(20,21-13-7-3-1-4-8-13)22-14-9-5-2-6-10-14/h1-10H,11-12H2

75513-55-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (2,5-dioxopyrrolidin-1-yl) diphenyl phosphate

1.2 Other means of identification

Product number -
Other names N-hydroxysuccinimido diphenyl phosphate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:75513-55-2 SDS

75513-55-2Relevant articles and documents

Targeted delivery of doxorubicin by HPMA copolymer-hyaluronan bioconjugates

Luo,Bernshaw,Lu,Kopecek,Prestwich

, p. 396 - 402 (2002)

Purpose. Overexpression of hyaluronan (HA) receptors on cancer cells results in enhanced endocytotic uptake of the drug conjugate. An N-(2-hydroxypropyl)methacrylamide (HPMA)-HA polymeric drug delivery system was used for targeted delivery of doxorubicin

Synthetic copolymer conjugates of docetaxel and: In vitro assessment of anticancer efficacy

Boyer, Cyrille A.,Clemons, Tristan D.,Edwards, Sky,Evans, Cameron W.,Iyer, K. Swaminathan,Kretzmann, Jessica A.,Nealon, Gareth L.,Norret, Marck,Singh, Ruhani

supporting information, p. 20013 - 20020 (2020/12/21)

Docetaxel (DTX) is a widely used chemotherapy drug that is associated with numerous side effects and limited bioavailability. Macromolecular conjugates of DTX may improve drug targeting, solubility, reduce off-target toxicity, and overcome mechanisms of m

Self-assembled nanoparticles from hyaluronic acid-paclitaxel prodrugs for direct cytosolic delivery and enhanced antitumor activity

Xu, Chaoran,He, Wei,Lv, Yaqi,Qin, Chao,Shen, Lingjia,Yin, Lifang

, p. 172 - 181 (2015/09/01)

A prodrug-based nanosystem obtained by formulating prodrug and nanotechnology into a system is one of the most promising strategies to enhance drug delivery for disease treatment. Herein, we report a new nanosystem based on HA-PTX conjugates (HA-PTX Ns),

Conjugation of paclitaxel on adeno-associated virus (AAV) nanoparticles for co-delivery of genes and drugs

Wei, Fang,McConnell, Kellie I.,Yu, Tse-Kuan,Suh, Junghae

experimental part, p. 167 - 172 (2012/07/27)

We have investigated the use of adeno-associated virus (AAV) nanoparticles as platforms for the co-delivery of genes and drugs to cancer cells. With its regular geometry, nanoscale dimensions, lack of pathogenicity, and high infection efficiency in a wide

Polymeric micelles with water-insoluble drug as hydrophobic moiety for drug delivery

Li, Guolin,Liu, Jinyao,Pang, Yan,Wang, Ruibin,Mao, Limin,Yan, Deyue,Zhu, Xinyuan,Sun, Jian

experimental part, p. 2016 - 2026 (2015/12/09)

The hydrophobic block of polymeric micelles formed by amphiphilic copolymers has no direct therapeutical effect, and the metabolites of these hydrophobic segments might lead to some unexpected side effects. Here the hydrophobic core of polymeric micelles

ANTI-CANCER AGENT-HYALURONIC ACID CONJUGATE COMPOSITIONS AND METHODS

-

Page/Page column 18, (2008/12/08)

Methods of making conjugates comprising an anti-cancer agent and hyaluronic acid, together with mixtures of reaction products comprising such conjugates and methods of using such conjugates in therapeutic and research applications are disclosed.

Synthesis of water-soluble dendrimers based on melamine bearing 16 paclitaxel groups

Lim, Jongdoo,Simanek, Eric E.

, p. 201 - 204 (2008/09/19)

(Chemical Equation Presented) The design, synthesis, and characterization of triazine dendrimers derivatized with the anticancer agent paclitaxel are described. The precursor generation two dendrimer 1 is prepared in six linear steps in 64% overall yield

Kinetic study of hydrolytic decomposition of organophosphates and thiophosphate by N-hydroxyamides in cationic micellar media

Ghosh, Kallol K.,Sinha, Daliya,Satnami, Manmohan L.,Shrivastava,Dubey,Mundhara

, p. 726 - 730 (2007/10/03)

The nucleophilic hydrolyiic reactions p-nitrophenyl diphenyl phosphate (PNPDPP), p-nitrophenyl diethyl phosphate (Paraoxon) and p-nitrophenyl diethyl phosphorothioate (Parathion) with N-hydroxyamides have been investigated at 27 °C. With cationic micelles, rate enhancement has been observed on the nucleophilic attack at P center. All the rate surfactant profiles show typical micelle assisted bimolecular reactions. The interfacial ion exchange, control of the interfacial nucleophilc concentration and the reactivity at the micellar interface has been explained.

Improved Synthesis of chlamydocin: Cyclization Studies of Tetrapeptides Containing Five α-Substituents

Pastuszak, Jacek,Gardner, Joseph H.,Singh, Jasbir,Rich, Daniel H.

, p. 2982 - 2987 (2007/10/02)

A complete search for the optimal conditions for preparing cycling tetrapeptide 2 was carried out.In this study all four possible sequences of the linear tetrapeptide precursors were synthesized and cyclized.The results establish that one linear sequence is especially favorable for synthesizing the peptide ring system in chlamydocin (1).

A novel reagent (N_succinimidyl diphenylphosphate) for synthesis of active ester and peptide

Ogura, Haruo,Nagai, Sachiko,Takeda, Kazuyoshi

, p. 1467 - 1468 (2007/10/02)

N-succinimidyl diphenylphosphate (SDPP) was prepared. This reagent was useful for the preparation of active esters and peptides in stead of dicyclohexylcarbodiimide.

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