Phenyl phosphorodiamidate

Phenyl phosphorodiamidate
Identifiers
CAS Number	7450-69-3;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL462480;
ChemSpider	73959;
ECHA InfoCard	100.028.380
EC Number	231-218-6;
PubChem CID	81954;
CompTox Dashboard (EPA)	DTXSID4073382 ;
	InChI InChI=1S/C6H9N2O2P/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H4,7,8,9) Key: AYRRNFHDJUXLEQ-UHFFFAOYSA-N;
	SMILES C1=CC=C(C=C1)OP(=O)(N)N;
Properties
Chemical formula	C6H9N2OP
Molar mass	156.125 g·mol−1
Appearance	white solid
Melting point	185 °C (365 °F; 458 K)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H302, H319
GHS precautionary statements	P264, P270, P280, P301+312, P305+351+338, P330, P337+313, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Phenyl phosphorodiamidate is an organophosphorus compound with the formula C₆H₅OP(O)(NH₂)₂. A white solid, it is used as an inhibitor of urease,[1] an enzyme that accelerates the hydrolysis of urea. In this way, phenyl phosphorodiamidate enhances the effectiveness of urea-based fertilizers. It is a component of the technology of controlled release fertilizers.[2]

In terms of its molecular structure, phenyl phosphorodiamidate is a tetrahedral molecule structurally related to urea, hence its inhibitory function. It is a derivative of phosphoryl chloride.

References

Gholivand, Khodayar; Pooyan, Mahsa; Mohammadpanah, Fahimeh; Pirastefar, Foroogh; Junk, Peter C.; Wang, Jun; Ebrahimi Valmoozi, Ali Asghar; Mani-Varnosfaderani, Ahmad (2019). "Synthesis, Crystal Structure and Biological Evaluation of New Phosphoramide Derivatives as Urease Inhibitors Using Docking, QSAR and Kinetic Studies". Bioorganic Chemistry. 86: 482–493. doi:10.1016/j.bioorg.2019.01.064. PMID 30772649.
Pan, Baobao; Lam, Shu Kee; Mosier, Arvin; Luo, Yiqi; Chen, Deli (2016). "Ammonia Volatilization from Synthetic Fertilizers and its Mitigation Strategies: A Global Synthesis". Agriculture, Ecosystems & Environment. 232: 283–289. doi:10.1016/j.agee.2016.08.019.

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[1] Gholivand, Khodayar; Pooyan, Mahsa; Mohammadpanah, Fahimeh; Pirastefar, Foroogh; Junk, Peter C.; Wang, Jun; Ebrahimi Valmoozi, Ali Asghar; Mani-Varnosfaderani, Ahmad (2019). "Synthesis, Crystal Structure and Biological Evaluation of New Phosphoramide Derivatives as Urease Inhibitors Using Docking, QSAR and Kinetic Studies". Bioorganic Chemistry. 86: 482–493. doi:10.1016/j.bioorg.2019.01.064. PMID 30772649.

[Pan-2] Pan, Baobao; Lam, Shu Kee; Mosier, Arvin; Luo, Yiqi; Chen, Deli (2016). "Ammonia Volatilization from Synthetic Fertilizers and its Mitigation Strategies: A Global Synthesis". Agriculture, Ecosystems & Environment. 232: 283–289. doi:10.1016/j.agee.2016.08.019.

Phenyl phosphorodiamidate

See also

References