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)
Molecular Formula | C15H21NO4 |
Molecular Weight | 279.3315 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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 |
---|---|---|---|
Target ID: local pH Sources: https://www.ncbi.nlm.nih.gov/pubmed/30781867 |
|||
Target ID: GO:0050892 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30781867 |
PubMed
Title | Date | PubMed |
---|---|---|
Subchronic oral toxicity of salcaprozate sodium (SNAC) in Sprague-Dawley and Wistar rats. | 2009 Jul-Aug |
|
Peri- and postnatal developmental toxicity of salcaprozate sodium (SNAC) in Sprague-Dawley rats. | 2009 Jul-Aug |
|
Absorption enhancers: applications and advances. | 2012 Mar |
|
Intestinal Permeation Enhancers for Oral Delivery of Macromolecules: A Comparison between Salcaprozate Sodium (SNAC) and Sodium Caprate (C(10)). | 2019 Feb 13 |
|
Safety and Pharmacokinetics of Single and Multiple Ascending Doses of the Novel Oral Human GLP-1 Analogue, Oral Semaglutide, in Healthy Subjects and Subjects with Type 2 Diabetes. | 2019 Jun |
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
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:12:55 GMT 2023
by
admin
on
Fri Dec 15 16:12:55 GMT 2023
|
Record UNII |
X88E147FCU
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
FDA ORPHAN DRUG |
867921
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
||
|
NCI_THESAURUS |
C2140
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
158789
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
PRIMARY | |||
|
183990-46-7
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
PRIMARY | |||
|
C72096
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
PRIMARY | |||
|
CHEMBL16503
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
PRIMARY | |||
|
8322
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
PRIMARY | |||
|
300000036857
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
PRIMARY | |||
|
DTXSID60171523
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
PRIMARY | |||
|
X88E147FCU
Created by
admin on Fri Dec 15 16:12:55 GMT 2023 , Edited by admin on Fri Dec 15 16:12:55 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|