552-94-3 Usage
Description
Sasapyrine, also known as salsalate or salicylsalicylic acid, is a dimeric benzoate ester derived from salicylic acid. It is a white crystalline powder that is insoluble in gastric juice but soluble in the small intestine. Sasapyrine is a prodrug for salicylic acid, which means it is metabolized into its active form after being absorbed by the body. It is used for its analgesic and anti-inflammatory properties and is advantageous over other salicylate forms due to its reduced gastric irritation.
Uses
Used in Pharmaceutical Industry:
Sasapyrine is used as an analgesic and anti-inflammatory agent for the treatment of conditions such as rheumatoid arthritis, osteoarthritis, and other inflammatory disorders. It is particularly beneficial for patients with aspirin sensitivity or those who experience gastrointestinal blood loss from other salicylate medications.
Used in Organic Synthesis:
Sasapyrine is used as a key ingredient in organic synthesis, particularly in the production of various pharmaceutical compounds.
Used in Topical Anti-Acne Products:
Sasapyrine is used as an active ingredient in topical anti-acne products due to its anti-inflammatory properties, which help reduce inflammation and redness associated with acne.
Used in Treatment of Type II Diabetes:
Sasapyrine, in its nonacetylated form, is used to target inflammation in the treatment of insulin resistance and type 2 diabetes. It is advantageous over sodium salicylate because it is insoluble at the acid pH of the stomach, sparing the gastric mucosa direct contact and reducing gastric irritation.
Used in Drug Delivery Systems:
Sasapyrine can be used in drug delivery systems to improve the bioavailability and therapeutic outcomes of salicylic acid. Its insolubility in gastric juice allows it to pass through the stomach undissolved, reducing the risk of gastric irritation and ensuring that the active compound is released in the small intestine where it can be absorbed more effectively.
Brand Name:
Sasapyrine is available under the brand name Disalcid, manufactured by 3M Pharmaceuticals.
Biochem/physiol Actions
Salsalate is a nonsteroidal anti-inflammatory drug (NSAID), a nonacetylated salicylate with no more problems of gastrointestinal bleeding than placebo. It inhibits synthesis and release of prostaglandins through the inactivation of cyclooxygenase-1 (COX-1) and COX-2. Salsalate is currently being investigated as a treatment for Type 2 diabetes with possible use to prevent the disease in people at risk. It reduces blood glucose concentrations in patients with type 2 diabetes, as well as in insulin-resistant patients without diabetes.
Check Digit Verification of cas no
The CAS Registry Mumber 552-94-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 2 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 552-94:
(5*5)+(4*5)+(3*2)+(2*9)+(1*4)=73
73 % 10 = 3
So 552-94-3 is a valid CAS Registry Number.
InChI:InChI=1/C14H10O5/c15-11-7-3-1-5-9(11)14(18)19-12-8-4-2-6-10(12)13(16)17/h1-8,15H,(H,16,17)/p-1
552-94-3Relevant articles and documents
Disalicylate synthesis process
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Paragraph 0026-0031, (2020/08/02)
The invention discloses a novel environment-friendly disalicylate synthesis process. The process comprises the following steps: taking salicylic acid as a raw material and an organic solvent as a solvent, dissolving the salicylic acid in the organic solvent at normal pressure, dropwise adding diethylamine to form salicylic acid diethylamine salt, performing condensation reaction by utilizing polyphosphoric acid to generate a mixture of disalicylate and diethylamine phosphate, distilling off the organic solvent, adding water for hydrolysis to obtain water-insoluble disalicylate and a diethylamine phosphate solution, and neutralizing the diethylamine phosphate solution with an alkali to easily obtain trisodium phosphate crystals and diethylamine, so that no sodium chloride solid waste is generated. The yield is more than 95%, and the purity is more than or equal to 99% (HPLC). Compared with a traditional process, phosphorus trichloride or phosphorus oxychloride is not used, the obtainedtrisodium phosphate can be used for producing sodium hexametaphosphate, the production efficiency is greatly high, the cost is low, and industrial production is easy.
Evaluation of glycolamide esters and various other esters of aspirin as true aspirin prodrugs
Nielsen,Bundgaard
, p. 727 - 734 (2007/10/02)
A series of glycolamide, glycolate, (acyloxy)methyl, alkyl, and aryl esters of acetylsalicylic acid (aspirin) were synthesized and evaluated as potential prodrug forms of aspirin. N,N-Disubstituted glycolamide esters were found to be rapidly hydrolized in human plasma, resulting in the formation of aspirin as well as the corresponding salicylate esters. These in turn hydrolyzed rapidly to salicylic acid. The largest amount of aspirin formed from the esters were 50 and 55% in case of the N,N-dimethyl- and N,N-diethylglycolamide esters, respectively. Similar results were obtained in blood with the N,N-dimethyl- and N,N-diethylglycolamide esters. Unsubstituted and monosubstituted glycolamide esters as well as most other esters previously suggested to be aspirin prodrugs were shown to hydrolyze exclusively to the corresponding salicylic acid esters. Lipophilicity parameters and water solubilities of the esters were determined, and structural factors favoring ester prodrug hydrolysis at the expense of deacetylation to yield salicylate ester are discussed. The properties of some N,N-disubstituted glycolamide esters of aspirin are highlighted with respect to their use as potential aspirin prodrugs.
Thermal decomposition of aspirin: Formation of linear oligomeric salicylate esters
Reepmeyer
, p. 322 - 323 (2007/10/02)
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