Phenyl phosphorodiamidate

{{Chembox

| ImageFile = PhOPO(NH2)2.svg

| ImageSize = 172

| ImageAlt =

| PIN = Phenyl phosphorodiamidate

| OtherNames =

|Section1={{Chembox Identifiers

| CASNo = 7450-69-3

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 5F6HV3J4VN

| ChEMBL = 462480

| ChemSpiderID = 73959

| EC_number = 231-218-6

| PubChem = 81954

| StdInChI=1S/C6H9N2O2P/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H4,7,8,9)

| StdInChIKey = AYRRNFHDJUXLEQ-UHFFFAOYSA-N

| SMILES = C1=CC=C(C=C1)OP(=O)(N)N

}}

|Section2={{Chembox Properties

| C=6|H=9|N=2|P=1|O=2

| MolarMass =

| Appearance = white solid

| Density =

| MeltingPtC = 185

| BoilingPt =

| Solubility = }}

|Section3={{Chembox Hazards

| GHSPictograms = {{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|302|319}}

| PPhrases = {{P-phrases|264|270|280|301+312|305+351+338|330|337+313|501}}

| MainHazards =

| FlashPt =

| AutoignitionPt = }}

}}

Phenyl phosphorodiamidate is an organophosphorus compound with the formula C₆H₅OP(O)(NH₂)₂. A white solid, it is used as an inhibitor of urease,{{cite journal |doi=10.1016/j.bioorg.2019.01.064|title=Synthesis, Crystal Structure and Biological Evaluation of New Phosphoramide Derivatives as Urease Inhibitors Using Docking, QSAR and Kinetic Studies|year=2019|last1=Gholivand|first1= Khodayar|last2= Pooyan|first2=Mahsa|last3=Mohammadpanah|first3 =Fahimeh|last4=Pirastefar|first4=Foroogh|last5=Junk|first5=Peter C.|last6=Wang|first6=Jun|last7=Ebrahimi Valmoozi|first7=Ali Asghar|last8=Mani-Varnosfaderani|first8=Ahmad|journal=Bioorganic Chemistry|volume=86|pages=482–493|pmid=30772649|s2cid=73460771}} 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.{{cite journal |doi=10.1016/j.agee.2016.08.019|title=Ammonia Volatilization from Synthetic Fertilizers and its Mitigation Strategies: A Global Synthesis|year=2016|last1=Pan|first1=Baobao|last2=Lam|first2=Shu Kee|last3=Mosier|first3=Arvin|last4=Luo|first4= Yiqi|last5=Chen|first5=Deli|journal=Agriculture, Ecosystems & Environment|volume=232|pages=283–289|bibcode=2016AgEE..232..283P }}

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.