Sasapyrine Chemical Properties

Melting point:

139-151 °C

Boiling point:

361.48°C (rough estimate)

Density 

1.3326 (rough estimate)

refractive index 

1.4825 (estimate)

storage temp. 

2-8°C

solubility 

DMSO: ≥15mg/mL

pka

pKa 3.5 (Uncertain);9.8 (Uncertain)

form 

Crystalline Powder

color 

white to tan

Water Solubility 

HYDROLYSIS

Sensitive 

Moisture Sensitive

Merck 

14,8339

CAS DataBase Reference

552-94-3

NIST Chemistry Reference

2-Carboxyphenyl salicylate(552-94-3)

EPA Substance Registry System

Benzoic acid, 2-hydroxy-, 2-carboxyphenyl ester (552-94-3)

Safety Information

Hazard Codes 

Xi,N,Xn

Risk Statements 

36/37/38-50-22

Safety Statements 

37/39-26-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

RTECS 

DH2080000

TSCA 

Yes

HS Code 

29182300

MSDS

• Language:English Provider:2-Hydroxybenzoic acid 2-carboxyphenyl ester
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Sasapyrine Usage And Synthesis

Description

Salsalate, or salicylsalicylic acid, (pKa 3.5 [COOH], 9.8 [AR-OH]) is a dimer of salicylic acid. It is insoluble in gastric juice but is soluble in the small intestine, where it is partially hydrolyzed to two molecules of salicylic acid and absorbed. On a molar basis, it produces 15% less salicylic acid than aspirin. It does not cause GI blood loss and can be given to aspirin-sensitive patients. Salsalate is available as capsules and tablets.

Chemical Properties

white crystalline powder

Uses

Salicylsalicylic acid is used in organic synthesis and functions as a plant hormone, as a key ingredient in topical anti-acne products.

Uses

Nonacetylated (e.g., sodium salicylate) and acetylated (aspirin) forms of salicylate are widely used to target inflammation in the treatment of insulin resistance, type 2 diabetes, or rheumatic pain. Sasapyrine is a dimeric prodrug comprising two esterified salicylate moieties. It is advantageous over sodium salicylate because it is insoluble at the acid pH of the stomach and passes suspended but undissolved into the small intestine, sparing the gastric mucosa direct contact.

Uses

Nonacetylated aspirin analog. Analgesic, anti-inflammatory.

Definition

ChEBI: A dimeric benzoate ester obtained by intermolecular condensation between the carboxy of one molecule of salicylic acid with the phenol group of a second. It is a prodrug for salycylic acid that is used for treatment of rheumatoid arthritis and osteoarthrit s and also shows activity against type II diabetes.

brand name

Disalcid (3M Pharmaceuticals).

General Description

Salsalate, salicylsalicylic acid (Amigesic, Disalcid,Salflex), is the ester formed between two salicylic acidmolecules. It is rapidly hydrolyzed to salicylic acid followingits absorption. It reportedly causes less gastric irritationthan aspirin, because it is relatively insoluble inthe stomach and is not absorbed until it reaches the smallintestine.

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.

Sasapyrine(552-94-3)Related Product Information

• Sodium salicylate
• Isoamyl o-hydroxybenzoate
• 4-Hydroxybenzoic acid
• Phenyl salicylate
• Alginic Sodium Diester
• 3-Hydroxybenzoic acid
• 2'-Hydroxy-3-phenylpropiophenone
• Citric acid
• Folic acid
• Methyl acrylate
• Salicylic acid
• Hyaluronic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• BUTYL OLEATE
• Acetylsalicylic acid
• ACETYLSALICYLSALICYLIC ACID
• Butylparaben
• Bifendate