Adenosine 5'-monophosphate CAS 61-19-8

Introduction:Basic information about Adenosine 5'-monophosphate CAS 61-19-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Adenosine 5'-monophosphate Basic informationChemical Properties Applications Preparation Usage restriction Category Toxicity Grading Acute Toxicity Flammability Hazardous Characteristics Storage and Transport Extinguishing Agent

Product Name:Adenosine 5'-monophosphate
Synonyms:a5mp;adenosine,mono(dihydrogenphosphate)(ester);Adenosine -5'- Monophosphate(AMP-H);)-monophosphate disodium salt (mixed isomers);4-PREGNEN-18-OL, 3, 20-DIONE (20αOLS) 18, 20-HEMIKETAL;3-Hydroxy Tibolone-d5 |(mixture of 3αadenosine5’-phosphate
CAS:61-19-8
MF:C10H14N5O7P
MW:347.22
EINECS:200-500-0
Product Categories:Nucleic acids;Pharmaceutical Intermediates;Organic acids;Heterocyclic Compounds;Biochemistry;Nucleosides, Nucleotides & Related Reagents;Nucleotides and their analogs;ZADITOR;Inhibitors;BEAUTY PEPTIDES;Pharmaceutical;61-19-8;Nucleoside Mono
Mol File:61-19-8.mol

Adenosine 5'-monophosphate Chemical Properties

Melting point 178-185 °C
Boiling point 798.5±70.0 °C(Predicted)
density 2.32±0.1 g/cm3(Predicted)
FEMA 4224 | ADENOSINE MONOPHOSPHATE; MONOSODIUM, OR DISODIUM ADENYLATE
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility H2O: with addition of mild alkalisoluble
form Crystalline Powder
pka3.8, 6.2(at 25℃)
color Colorless to white
PH3.84
Water Solubility Soluble in water.
λmax257 (pH 1);259 (pH 7)
Merck 14,158
Stability:Hygroscopic
Major Applicationpharmaceutical small molecule
Cosmetics Ingredients FunctionsSKIN CONDITIONING
Cosmetic Ingredient Review (CIR)Adenosine 5'-monophosphate (61-19-8)
InChIInChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
InChIKeyUDMBCSSLTHHNCD-KQYNXXCUSA-N
SMILESP(OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)[C@H](O)[C@@H]1O)(O)(O)=O
CAS DataBase Reference61-19-8(CAS DataBase Reference)
EPA Substance Registry System5'-Adenylic acid (61-19-8)

Safety Information

Safety Statements 24/25
WGK Germany 3
RTECS AU7480500
TSCA TSCA listed
HS Code 29389090
Storage Class11 - Combustible Solids
Hazardous Substances Data61-19-8(Hazardous Substances Data)
ToxicityLD50 intraperitoneal in mouse: 4gm/kg

Adenosine 5'-monophosphate Usage And Synthesis

Chemical PropertiesWhite crystalline powder. Melting point: 196-200°C (decomposition). Specific optical rotation:-47.5° (20°C, 2% in sodium hydroxide (2%)). Soluble in water, slightly soluble in alcohol, insoluble in ether.
ApplicationsClinically Adenosine 5'-monophosphate is used to treat disseminated sclerosis, porphyria, itching, liver disease, varicose ulcer complication. Eye drops with denosine monophosphate as the main component can be used to treat eye fatigue, central amphiblestitis, ocular pannus,  herpes and other corneal surface diseases. Intramuscular injection shows local erythema, generalized essential telangiectasia, red face, dizziness, breathing difficulty and palpitation.
As nutrition enhancer; as intermediate to produce nucleotide drugs; as food additive; as biological products; as dietary supplement and biochemical reagent. It is used to produce adenosine triphosphate (ATP), cyclic adenylate (cAMP) and other biochemical drugs. It is a type of nucleotide products and to produce antiviral drugs, synthetic energy drugs and cardiovascular and cerebrovascular drugs, such as adenosine, ATP, 3 '-5'-cyclic adenosine monophosphate.
PreparationCandida utilis fungi is treated with hot water to obtain nucleic acids, which is hydrolyzed by enzymes and separated to obtain the final product.
Take mycelia as the raw material:
Subtraction and sedimentation of mycelia are carried out with 3 times amount of water. Industry base is added to reach a base concentration of 0.25% (g/100mL). After stirring for 1 hours, 20% sulfuric acid is added until the PH value is 7. The solution is filtrated and the pH value of filtrate is adjusted with 20% sulfuric acid to 2.5. Centrifugation is then applied to obtain nucleic acid mud.
mycelia [sodium hydroxide]→[1h] extract solution [20% sulfuric acid] → [pH=7, filtration] filtrate [20% sulfuric acid] →[pH=2.5, centrifugation] nucleic acid mud
1% nucleic acid solution is made by subsequent dissolution, enzymolysis, absorption and elution. 10% ammonia water is then used to adjust the pH value to 6-6.2. Then the mixture is heated at 90°C for 20 min and cooled. After centrifugation, the supernatant is heated up to 65-70°C and added with 1/3 phosphodiesterase solution. After 2 hours, the temperature is raised to 90°C.  10min later, it is cooled to room temperature. 20% sulfuric acid is added to adjust the pH value to 2.5-3. After filtration, the filtrate is adjusted with ammonia solution until the pH=7.2-7.5. 0.3% (3 g/L) diatomite is then added to assist the filtration. The corresponding supernatant is filtered with an anion exchange resin column (717-type) and eluted with 0.05 mol/L sulfuric acid. Afterwards, absorption, elution and crystallization are carried out. The detailed procedures of these three steps are:
The eluate is first absorbed with a cation exchange column (732-type) and eluted with distilled water (pH=1.5). The collection of eluate starts when the eluate turned red with bromine water. The eluate is then concentrated to 80-90 mg/mL under reduced pressure, added with diatomite and stirred for 30 min before filtration. The filtrate is adjusted with 6 mol/L hydrochloric acid till pH=2.5. To realize full crystallization, the filtrate is cooled during stirring. After followed filtration, it is washed with dry ethanol for 3 times. Vacuum drying at 60°C is applied to obtain the final AMP products.
Nucleic acid mud [ammonia gas] →[pH=6-6.2, 90°C, 20min] supernatant [phosphodiesterase] →[65-70°C,2h,] hydrolysis solution [717 resin] →absorbent [sulfuric acid] →elution solution [732 resin] →AMP, CMP, GMP absorbent mixtures.
Usage restrictionGB 2760-2001:infant formula milk powder 0.2~0.58 g/kg (based on the total amount of nucleotide)
CategoryToxic substance
Toxicity GradingMiddle toxicity
Acute ToxicityPeritoneal-mouse LD50: 4000 mg/kg
Flammability Hazardous CharacteristicsFlammable; generation of toxic nitrogen oxides and phosphorous oxide smoke when heated.
Storage and TransportStored in well ventilated area, low temperature, and dry.
Extinguishing AgentDry powder, foam, sand, carbon dioxide.
DescriptionAdenosine 5'-Monophosphate is a nucleotide that is synthesized from adenosine triphosphate and inosine monophosphate. It is an important molecule in the body because it is a substrate for cyclic AMP, which regulates many cellular processes. Adenosine-5'-monophosphoric acid also has biochemical properties that are similar to those of the neurotransmitter serotonin and it can activate the 5-HT2 receptors.
Chemical Propertiescolorless to white crystalline powder
Usesantiasthmatic
Usesvasodilator, neuromodulator
UsesAdenosine 5'-Monophosphate is a natural occurring nucleotide and a useful ligand determinant that facilitate the binding of APS reductase inhibitors and activates adenosine receptor agonists.
UsesA useful ligand determinant that facilitates the binding of APS reductase inhibitors.
UsesAdenosine 5'-monophosphate is a nucleotide (building blocks of nucleic acid) added to skin care products to bind water and moisture.
DefinitionChEBI: A purine ribonucleoside 5'-monophosphate having adenine as the nucleobase.
Brand nameAdenyl (Wyeth-Ayerst); My-BDen(Bayer.
General DescriptionAdenosine 5'-monophosphate (AMP) is a basic nucleotide and a building block of RNA. It acts as a key sensor and regulator of cellular energy levels, signaling the need to produce more energy when energy supply is insufficient.
Biological Activityadenosine 5'-monophosphate is an ester of phosphoric acid with the nucleoside adenosine.
Safety ProfileSlightly toxic byintraperitoneal route. Experimentalreproductive effects. Human mutation datareported. When heated to decomposition itemits toxic fumes of PO, and NOx.

Adenosine 5'-monophosphate Preparation Products And Raw materials

Raw materialsBromine-->FUMING SULFURIC ACID-->4-Chlorobenzaldehyde-->Celite-->Ribonucleic acid-->Yeast extract-->ANION EXCHANGE RESIN 717-->Sodium selenite-->Phosphodiesterase I-->6-amino-9-[3-hydroxy-5-[(hydroxy-sulfooxy-phosphoryl)oxymethyl]-4-phosphonooxy-oxolan-2-yl]-purine-->ADP
Preparation Products6-Thioguanine-->Disodium 5'-Inosinate-->Vidarabine-->β-D-Ribofuranose, 5-(dihydrogen phosphate)-->PHOSPHATE STANDARD-->8-BROMOADENOSINE 5'-MONOPHOSPHATE
Adenine Sulfate CAS 321-30-2
Adenosine 5'-monophosphate disodium salt CAS 4578-31-8
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