67-07-2
phosphocreatine
CAS: 67-07-2
Molecular Formula: C4H10N3O5P
67-07-2 - Names and Identifiers
| Name | phosphocreatine |
| Synonyms | phosphocreatine n-phosphocreatine Creatine Phosphate CREATINE PHOSPHATE Creatine phosphoric acid n-(phosphonoamidino)-sarcosine PhosphoCreatineSodiumC4H8N3Na2O5P N-(N1-(dihydroxyphosphinyl)amidino)sarcosine N-methyl-N-(N'-phosphonocarbamimidoyl)glycine n-[imino(phosphonoamino)methyl]-n-methyl-glycin |
| CAS | 67-07-2 |
| EINECS | 200-643-9 |
| InChI | InChI=1/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12) |
67-07-2 - Physico-chemical Properties
| Molecular Formula | C4H10N3O5P |
| Molar Mass | 211.11 |
| Density | 1.83±0.1 g/cm3(Predicted) |
| Melting Point | >175oC (dec.) |
| Boling Point | 449.1±47.0 °C(Predicted) |
| Flash Point | 268.5°C |
| Solubility | Water |
| Vapor Presure | 3.19E-12mmHg at 25°C |
| Appearance | Solid |
| Color | White to Off-White |
| pKa | pKa 4.7± 0.01(H2O,t =25)(Approximate) |
| Storage Condition | Hygroscopic, -20°C Freezer, Under inert atmosphere |
| Stability | Hygroscopic |
| Refractive Index | 1.626 |
| Physical and Chemical Properties | The creatine phosphate disodium salt can be crystallized in an aqueous ethanol solution in the form of a hexagonal crystal containing six molecules of crystal water, which is converted into a needle-like crystal containing four molecules of crystal water under a vacuum drying operation. The Crystal has good water solubility and stability, and has no decomposition phenomenon in a dry state at 4 ° C. For one year. |
67-07-2 - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| pharmacological action | creatine phosphate consumption is faster and more pronounced than ATP consumption in metabolic distress. The heart muscle uses all the energy contained in the CP first, then the energy of the ATP, and finally the energy of the ADP. After that, the process of irreversible destruction of AMP, in the 5 '-nucleotide enzyme under the bamboo into adenine, then adenine leaves the cell, the use of exogenous CP at a concentration of 10mmol can inhibit the activity of a 5' nucleotidase. The adenine is present in the form of AMP. Due to the reversibility of the adenylate kinase reaction, ADP and ATP can also be formed, allowing the available energy to be replenished. In addition, exogenous CP has the ability to antagonize the inhibitory effect of ADP on Phosphoribosyl pyrophosphate synthase. After this inhibition is removed, CP increases the new synthesis of adenine nucleotides. Exogenous CP can protect cell structure during ischemia. Through the inhibition of phospholipase, the muscle fiber membrane is stabilized, and the physiological state of ischemic myocardial cells is also stabilized. CP can also protect the immune free radical peroxidation damage, and play a role in the stability of the membrane. |
| preparation method | 1. Alkaline POCl3 method ① the acid and POCl3 were mixed in alkaline solution at low temperature for reaction; ② After the reaction was completed, the sodium phosphate precipitate was removed by filtration at 0 ℃; ③ the filtrate was adjusted to slightly alkaline with hydrochloric acid, concentrated in vacuum at room temperature, filtered to remove creatine; ④ MgCl2 and NH3? H2O, filtered to remove the remaining inorganic phosphorus; (5) The filtrate was added with CaCl2 and 3 times the amount of ethanol, and the creatine phosphate calcium and partial NaCl were precipitated; (6) The final pure product was obtained after recrystallization. FIG. 1 is a reaction Formula 2 for the synthesis of creatine phosphate. Improvement Method of alkaline POCl3 ① creatine, phosphorus oxychloride and sodium hydroxide are reacted in ice bath at low temperature (-10 ℃); ② After the reaction is completed, vacuum filtration is performed, and the filter residue is washed with ice water, the filtrate and the washing solution were combined, precipitated with ethanol and filtered to remove the precipitate; ③ the filtrate was added with barium bromide and ethanol, and the precipitate was washed with ethanol and ether and dried under vacuum; (4) the resulting creatine phosphate barium salt was precipitated with a sodium sulfate solution for barium ions, and ethanol was added to the filtrate for precipitation to obtain creatine phosphate sodium. |
| biological activity | Phosphocreatine is mainly found in the skeletal muscle of vertebrates and belongs to an organic compound of alpha amino acids and their derivatives, it is a substrate for the determination of creatine kinase and can be used for the regeneration of ATP during skeletal muscle contraction. |
Last Update：2024-04-10 22:30:50
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