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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
Structure of SALCAPROZIC ACID

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)

HIDE SMILES / InChI

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

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Subchronic oral toxicity of salcaprozate sodium (SNAC) in Sprague-Dawley and Wistar 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
Patents

Sample Use Guides

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 Fri Dec 15 16:12:55 GMT 2023
Edited
by admin
on Fri Dec 15 16:12:55 GMT 2023
Record UNII
X88E147FCU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SALCAPROZIC ACID
INN  
INN  
Official Name English
salcaprozic acid [INN]
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
PUBCHEM
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
CAS
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
NCI_THESAURUS
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
ChEMBL
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
INN
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
SMS_ID
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
EPA CompTox
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
FDA UNII
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