ChemicalBook >> CAS DataBase List >>Salcaprozate Sodium

Salcaprozate Sodium

CAS No.
203787-91-1
Chemical Name:
Salcaprozate Sodium
Synonyms
SNAC;sodium,8-[(2-hydroxybenzoyl)amino]octanoate;Salcaprozate Sodium (SNAC);sodium 8-(2-hydroxybenzamido)octanoate;Octanoic acid, 8-[(2-hydroxybenzoyl)amino]-, monosodium salt;E414;Salcaprozate sodium;Chlorotoluron Impurity 3;2,5-Furandione,3-chlorodihydro-,(7R)-;Sodium 8- (2-hydroxybenzamido) caprylate
CBNumber:
CB62739113
Molecular Formula:
C15H22NNaO4
Molecular Weight:
303.33
MDL Number:
MFCD00952954
MOL File:
203787-91-1.mol
Last updated:2024-04-02 22:45:52

Salcaprozate Sodium Properties

Melting point 183 - 185°C
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Off-White
Stability Hygroscopic
InChI InChI=1S/C15H21NO4.Na.H/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);;
InChIKey OBKUJEVXEMKQMJ-UHFFFAOYSA-N
SMILES C(C1C=CC=CC=1O)(=O)NCCCCCCCC(=O)O.[NaH]
FDA UNII 1YTW0422YU

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

Salcaprozate Sodium price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC S085600 SalcaprozateSodium 203787-91-1 25mg $90 2021-12-16 Buy
TRC S085600 SalcaprozateSodium 203787-91-1 50mg $160 2021-12-16 Buy
TRC S085600 SalcaprozateSodium 203787-91-1 250mg $770 2021-12-16 Buy
AK Scientific 3779AL Salcaprozatesodium 203787-91-1 5g $799 2021-12-16 Buy
Medical Isotopes, Inc. 98951 Salcaprozatesodium 203787-91-1 100mg $190 2021-12-16 Buy
Product number Packaging Price Buy
S085600 25mg $90 Buy
S085600 50mg $160 Buy
S085600 250mg $770 Buy
3779AL 5g $799 Buy
98951 100mg $190 Buy

Salcaprozate Sodium Chemical Properties,Uses,Production

Description

Salcaprozate sodium (SNAC) is the sodium salt form of salcaprozate, an oral absorption promoter. Salcaprozate sodium may be used as a delivery agent to promote the oral absorption of certain macromolecules with poor bioavailability such as insulin and heparin.It is also used as an excipient in drug formulation as a chemical permeation enhancer (PE) to aid the oral absorption of macromolecules, peptides and proteins such as insulin (diabetes), heparin (heart attacks and angina) and cyanocobalamin (vitamin B12 deficiency and anaemia) which would otherwise have poor bioavailability. SNAC is considered to be safe for human consumption (GRAS) by the FDA.

Chemical Properties

It is a white to off-white crystalline powder, and its solubility in water is approximately 33 mg/mL.

Uses

Salcaprozate Sodium is a drug excipient or inactive ingredient in drug formulations.

Definition

Salcaprozate Sodium (SNAC) is a synthetic N-acetylated amino-acid derivative of salicylic acid. SNAC is a weak acid that display amphiphilicity and surface activity. It was discovered as part of a screen to identify carrier-based PEs that could “chaperone” poorly permeable payloads across the intestine. This compound is the most extensively tested carrier and the only PE approved in an oral formulation designed to improve oral BA, albeit with a small molecule, cyanocobalamin/SNAC. In other preclinical studies, it also improved intestinal permeation of peptides (salmon calcitonin (sCT) and insulin), along with poorly permeable small molecules (e.g., cromolyn). SNAC was tested in many formats: taste-masked liquids, tablets, and soft gelatin capsules. Similar to C10, SNAC can be blended with the active pharmaceutical ingredient (API) using conventional processes, which makes manufacturing uncoated oral tablet dosage forms economic and relatively easy to scale[1].

Side effects

Animal studies of Salcaprozate Sodium (SNAC) showed an associated mortality rate that was only evident at the 2000 mg/kg/day level, 20 per cent in males and 50 per cent in females; there was no clear cause of death. In the Wistar rat study, no mortality was observed at doses up to 1000 mg/kg/d. Clinicopathological parameters included slightly altered electrolyte levels and decreased globulin levels, and slightly higher liver and kidney weights, but no corresponding histopathological changes.Adverse effects of SNAC in Wistar rats were evident at levels up to 1000 mg/kg/d. The results of this study are summarised in the table below.

in vitro

SNAC (12.5-400 μg/mL; 24 h) has no toxicity to Caco-2 cells, and the survival percentage is above 90% when SNAC is 200 μg/mL.
SNAC (50 and 200 μg/mL) improves the apparent permeability coeffcient (Papp) of RA and SA-B by 2.14-fold and 3.68-fold compared with the Papp of SAs solution.

in vivo

SNAC improves the oral absorption of both R1 and SAs and enhances bioavailability in rats.
SNAC (2000 mg/kg/d; oral gavage for 13 weeks) related mortality is evident only at the 2000-mg/kg/d level, 20% among males and 50% among females; no clear cause of death is evident.
SNAC (100-1000 mg/kg/d; oral gavage for 13 weeks) induces no mortality in the Wistar rat study at doses up to 1000 mg/kg/d

Mode of action

The mode of action of Salcaprozate Sodium is controversial, and many scientists have explored its mechanism from various angles. Theory of oral semaglutide absorption, as advocated by Novo Nordisk. The optimum once-daily tablet consists of 14 mg of semaglutide co-formulated with 300 mg of SNAC. After digestion, the tablet erodes rapidly in the stomach, resulting in the release of a highly concentrated amount of SNAC that neutralizes the pH of gastric fluid in the immediate vicinity of the tablet to inactivate pepsin. SNAC is thought to induce semaglutide monomer production and increase gastric epithelial membrane fluidity, but without affecting tight junctions, thereby allowing transcellular passage of semaglutide into systemic circulation. Part of the role of SNAC seemed to be to convert semaglutide to a more permeable monomeric form and it seems to perform this better when formulated in a stomach-specific tablet[1].SNAC forms a conjugate base at the pH of the small intestinal lumen, so it can undergo complexation via hydrophobic ion pairing (HIP) with the conjugate acid of basic amino-acid side chains in macromolecules. However, HIP cannot fully account for Eligen-mediated hydrophobization of anionic payloads including heparin and cromolyn.

References

[1] Twarog C, et al. Intestinal Permeation Enhancers for Oral Delivery of Macromolecules: A Comparison between Salcaprozate Sodium (SNAC) and Sodium Caprate (C10). Pharmaceutics, 2019; 11: 78.
[2] SARINJ FATTAH . Salcaprozate sodium (SNAC) enhances permeability of octreotide across isolated rat and human intestinal epithelial mucosae in Ussing chambers[J]. European Journal of Pharmaceutical Sciences, 2020, 154: Article 105509. DOI:10.1016/j.ejps.2020.105509.
[3] M GARY I RILEY Ellen A P M Cristina Castelli. Subchronic oral toxicity of salcaprozate sodium (SNAC) in Sprague-Dawley and Wistar rats.[J]. International Journal of Toxicology, 2009, 28 4: 278-293. DOI:10.1177/1091581809337737.

Salcaprozate Sodium Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 249)Suppliers
Supplier Tel Email Country ProdList Advantage
Hefei TianRui Pharmaceutical Chemical Co., Ltd.
+86-0551-68665055 +86-+86-18616906106 sales@trywchem.com China 129 58
XIAMEN SINOPEG BIOTECH CO., LTD.
+86-0592-7761068 +8617350879715 changaiwei@sinopeg.com China 59 58
Aceschem Inc.
+1-817863-6948 +1-(817)863-6948 sales@aceschem.com United States 19639 58
Biopole Pharmatech Co., Ltd.
+8615151475053 biopole@163.com China 37 58
Zhengzhou Anbu Chem Co.,Ltd
+86-0371-88006763; +8615988602810 sales@anbuchem.com China 3000 58
Henan Tengmao Chemical Technology Co. LTD
+8615238638457 salesvip2@hntmhg.com China 415 58
Shaanxi Haibo Biotechnology Co., Ltd
+undefined18602966907 qinhe02@xaltbio.com China 1000 58
Hebei Xinsheng New Material Technology Co., LTD.
+86-16632316109 xinshengkeji@xsmaterial.com China 1100 58
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567 +86-17782035140 sales@zhswyy.com China 338 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 7534 58

Related articles

View Lastest Price from Salcaprozate Sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
SNAC pictures 2024-04-23 SNAC
203787-91-1
US $0.00-0.00 / kg 0.10000000149011612kg ≥99% 20tons Chongqing Zhihe Biopharmaceutical Co., Ltd.
Salcaprozate sodium pictures 2024-04-22 Salcaprozate sodium
203787-91-1
US $9.00-70.00 / g 10g 99% 10 tons Hebei Kangcang new material Technology Co., LTD
Salcaprozate Sodium pictures 2024-04-12 Salcaprozate Sodium
203787-91-1
US $0.00 / kg 1kg 99% 2000ton Shaanxi Haibo Biotechnology Co., Ltd
  • SNAC pictures
  • SNAC
    203787-91-1
  • US $0.00-0.00 / kg
  • ≥99%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  • Salcaprozate sodium pictures
  • Salcaprozate sodium
    203787-91-1
  • US $9.00-70.00 / g
  • 99%
  • Hebei Kangcang new material Technology Co., LTD

203787-91-1(Salcaprozate Sodium)Related Search:

SNAC,sodium 8-[(2-hydroxybenzoyl)amino]octanoate Salcaprozate sodium SODIUM 8-(2-HYDROXYBENZAMIDO)OCTANOATE (SNAC) Octanoic acid, 8-[(2-hydroxybenzoyl)amino]-, sodium salt sodium,8-[(2-hydroxybenzoyl)amino]octanoate sodium 8-(2-hydroxybenzamido)octanoate Octanoic acid, 8-[(2-hydroxybenzoyl)amino]-, monosodium salt SNAC Salcaprozate Sodium (SNAC) 2,5-Furandione,3-chlorodihydro-,(7R)- N-[8-(2-Hydroxybenzoyl)amino]caprylic acid, disodium salt Chlorotoluron Impurity 3 Sodium 8- (2-hydroxybenzamido) caprylate Sodium N-[8-(2-hydroxybenzoyl) amino ] octanoate E414 203787-91-1 NaC15H20NO4 C15H20NNaO4 API SNAC pharmaceutical 203787-91-1