Names | |
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Preferred IUPAC name Phenyl phosphorodiamidate | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.028.380 |
EC Number |
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PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C6H9N2O2P | |
Molar mass | 172.124 g·mol−1 |
Appearance | white solid |
Melting point | 185 °C (365 °F; 458 K) |
Hazards | |
GHS labelling: | |
Warning | |
H302, H319 | |
P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, 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.
Urea, also known as carbamide, is an organic compound with chemical formula CO(NH2)2. This amide has two –NH2 groups joined by a carbonyl (C=O) functional group.
A fertilizer or fertiliser is any material of natural or synthetic origin that is applied to soil or to plant tissues to supply plant nutrients. Fertilizers may be distinct from liming materials or other non-nutrient soil amendments. Many sources of fertilizer exist, both natural and industrially produced. For most modern agricultural practices, fertilization focuses on three main macro nutrients: Nitrogen (N), Phosphorus (P), and Potassium (K) with occasional addition of supplements like rock dust for micronutrients. Farmers apply these fertilizers in a variety of ways: through dry or pelletized or liquid application processes, using large agricultural equipment or hand-tool methods.
Ureases, functionally, belong to the superfamily of amidohydrolases and phosphotriesterases. Ureases are found in numerous bacteria, fungi, algae, plants, and some invertebrates, as well as in soils, as a soil enzyme. They are nickel-containing metalloenzymes of high molecular weight.
Spermine is a polyamine involved in cellular metabolism that is found in all eukaryotic cells. The precursor for synthesis of spermine is the amino acid ornithine. It is an essential growth factor in some bacteria as well. It is found as a polycation at physiological pH. Spermine is associated with nucleic acids and is thought to stabilize helical structure, particularly in viruses.
The Dakin oxidation is an organic redox reaction in which an ortho- or para-hydroxylated phenyl aldehyde or ketone reacts with hydrogen peroxide in base to form a benzenediol and a carboxylate. Overall, the carbonyl group is oxidized, and the hydrogen peroxide is reduced.
Fencamfamin (INN), also known as fencamfamine or by the brand names Glucoenergan and Reactivan, is a stimulant which was developed by Merck in the 1960s.
(+)-CPCA is a stimulant drug similar in structure to pethidine and to RTI-31, but nocaine is lacking the two-carbon bridge of RTI-31's tropane skeleton. This compound was first developed as a substitute agent for cocaine.
Troparil is a stimulant drug used in scientific research. Troparil is a phenyltropane-based dopamine reuptake inhibitor (DRI) that is derived from methylecgonidine. Troparil is a few times more potent than cocaine as a dopamine reuptake inhibitor, but is less potent as a serotonin reuptake inhibitor, and has a duration spanning a few times longer, since the phenyl ring is directly connected to the tropane ring through a non-hydrolyzable carbon-carbon bond. The lack of an ester linkage removes the local anesthetic action from the drug, so troparil is a pure stimulant. This change in activity also makes troparil slightly less cardiotoxic than cocaine. The most commonly used form of troparil is the tartrate salt, but the hydrochloride and naphthalenedisulfonate salts are also available, as well as the free base.
A controlled-release fertiliser (CRF) is a granulated fertiliser that releases nutrients gradually into the soil. Controlled-release fertilizer is also known as controlled-availability fertilizer, delayed-release fertilizer, metered-release fertilizer, or slow-acting fertilizer. Usually CRF refers to nitrogen-based fertilizers. Slow- and controlled-release involve only 0.15% of the fertilizer market (1995).
Urea (46-0-0) accounts for more than fifty percent of the world's nitrogenous fertilizers. It is found in granular or prill form, which allows urea to be easily stored, transported and applied in agricultural settings. It is also the cheapest form of granular nitrogen fertilizer. Since urea is not an oxidizer at standard temperature and pressure, it is safer to handle and less of a security risk than other common nitrogen fertilizers, such as ammonium nitrate. However, if urea is applied to the soil surface, a meaningful fraction of applied fertilizer nitrogen may be lost to the atmosphere as ammonia gas; this only occurs under certain conditions.
Salicylhydroxamic acid is a drug that is a potent and irreversible enzyme inhibitor of the urease enzyme in various bacteria and plants; it is usually used for urinary tract infections. The molecule is similar to urea but is not hydrolyzable by urease; it thus disrupts the bacteria's metabolism through competitive inhibition. It is also a trypanocidal agent. When administered orally, it is metabolized to salicylamide, which exerts analgesic, antipyretic, and anti-inflammatory effects.
Arylcyclohexylamines, also known as arylcyclohexamines or arylcyclohexanamines, are a chemical class of pharmaceutical, designer, and experimental drugs.
Dimethylol ethyleneurea is an organic compound derived from formaldehyde and urea. It is a colourless solid that is used for treating cellulose-based heavy fabrics to inhibit wrinkle formation. Dimethylol ethylene urea (DMEU) bonds with the hydroxyl groups present in long cellulose chains and prevents the formation hydrogen bonding between the chains, the primary cause of wrinkling. This treatment produces permanently wrinkle-resistant fabrics and is different from the effects achieved from using fabric softeners.
Nitrapyrin is an organic compound with the formula ClC5H3NCCl3. It is a widely used nitrification inhibitor in agriculture as well as a soil bactericide and has been in use since 1974. Nitrapyrin was put up for review by the EPA and deemed safe for use in 2005. Since nitrapyrin is an effective nitrification inhibitor to the bacteria Nitrosomonas it has been shown to drastically the reduce NO2 emissions of soil. Nitrapyrin is a white crystalline solid with a sweet odor and is often mixed with anhydrous ammonia for application.
Dimethylcarbamoyl chloride (DMCC) is a reagent for transferring a dimethylcarbamoyl group to alcoholic or phenolic hydroxyl groups forming dimethyl carbamates, usually having pharmacological or pesticidal activities. Because of its high toxicity and its carcinogenic properties shown in animal experiments and presumably also in humans, dimethylcarbamoyl chloride can only be used under stringent safety precautions.
Diamidophosphate (DAP) is the simplest phosphorodiamidate ion, with formula PO2(NH2)2−. It is a phosphorylating ion and was first used for phosphorylation of sugars in aqueous medium. DAP has attracted interest in the area of primordial chemistry.
Mozenavir (DMP-450) is an antiviral drug which was developed as a treatment for HIV/AIDS. It acts as an HIV protease inhibitor and binds to this target with high affinity, however despite promising results in early testing, mozenavir was unsuccessful in human clinical trials. Studies continue into related derivatives.
N-(n-butyl)thiophosphoric triamide (NBPT) is the organophosphorus compound with the formula SP(NH2)2(NHC4H9). A white solid, NBPT is an "enhanced efficiency fertilizer", intended to limit the release of nitrogen-containing gases following fertilization. Regarding its chemical structure, the molecule features tetrahedral phosphorus bonded to sulfur and three amido groups.
2-Aminoacetanilide is a chemical compound which is a amino derivative of acetanilide and ortho-isomer of aminoacetanilide. There are two other isomers of aminoacetanilide, 3-aminoacetanilide and 4-aminoacetanilide. Aminoacetanilide derivatives are important synthetic intermediates in heterocyclic and aromatic synthesis.These derivatives have found applications in pharmaceutical industry and dyes and pigment industry.