Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H21NO4 |
Molecular Weight | 279.3315 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCCCCCCNC(=O)C1=CC=CC=C1O
InChI
InChIKey=NJEKDCUDSORUJA-UHFFFAOYSA-N
InChI=1S/C15H21NO4/c17-13-9-6-5-8-12(13)15(20)16-11-7-3-1-2-4-10-14(18)19/h5-6,8-9,17H,1-4,7,10-11H2,(H,16,20)(H,18,19)
Salcaprozate sodium (SNAC), an oral absorption promoter that was discovered as part of a screen to identify carrier-based permeation enhancers (Pes) that could “chaperone” poorly permeable payloads across the intestine. Its potential therapeutic application as a delivery agent was tested in many formats: taste-masked liquids, tablets, and soft gelatin capsules. SNAC is the most extensively tested carrier and the only PE approved in an oral formulation designed to improve oral bioavailabilities. The mechanism of action of this compound is not clear. However, Novo Nordisk offered a mechanism of action for SNAC in its non-enteric coated tablet of the glucagon-like peptide 1 analog, semaglutide. SNAC formed a complex around the semaglutide in the stomach and caused a transient increase in local pH around the molecule. It is claimed that semaglutide is protected against pepsin by SNAC and that solubility was increased, resulting in an increased concentration-dependent flux of semaglutide across the gastric mucosa, using a transcellular mechanism as the tablet comes in intimate contact with the epithelium. Clinical trials for patients with Type 2 Diabetes have shown that the oral semaglutide co-formulated with 300 mg SNAC could be used for further clinical development.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: local pH Sources: https://www.ncbi.nlm.nih.gov/pubmed/30781867 |
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Target ID: GO:0050892 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30781867 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30565096
In a single-dose, first-in-human trial, 135 healthy males received oral semaglutide (2-20 mg semaglutide co-formulated with 150-600 mg SNAC (SALCAPROZATE SODIUM )) or placebo with SNAC. In a 10-week, once-daily, multiple-dose trial, 84 healthy males received 20 or 40 mg oral semaglutide (with 300 mg SNAC), placebo, or placebo with SNAC, and 23 males with type 2 diabetes (T2D) received 40 mg oral semaglutide (with 300 mg SNAC), placebo, or placebo with SNAC.
Route of Administration:
Oral
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Classification Tree | Code System | Code | ||
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FDA ORPHAN DRUG |
867921
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NCI_THESAURUS |
C2140
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admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
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158789
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183990-46-7
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C72096
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CHEMBL16503
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8322
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300000036857
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DTXSID60171523
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X88E147FCU
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)