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Salcaprozate Sodium

Product Name
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;SNAC reference standard;Chlorotoluron Impurity 3;2,5-Furandione,3-chlorodihydro-,(7R)-
CBNumber
CB62739113
Molecular Formula
C15H22NNaO4
Formula Weight
303.33
MOL File
203787-91-1.mol
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Salcaprozate Sodium Property

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]
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
S085600
Product name
SalcaprozateSodium
Packaging
25mg
Price
$90
Updated
2021/12/16
TRC
Product number
S085600
Product name
SalcaprozateSodium
Packaging
50mg
Price
$160
Updated
2021/12/16
TRC
Product number
S085600
Product name
SalcaprozateSodium
Packaging
250mg
Price
$770
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
98951
Product name
Salcaprozatesodium
Packaging
100mg
Price
$190
Updated
2021/12/16
AK Scientific
Product number
3779AL
Product name
Salcaprozatesodium
Packaging
5g
Price
$799
Updated
2021/12/16
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Salcaprozate Sodium Chemical Properties,Usage,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

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Salcaprozate Sodium Suppliers

Nanjing Gold Pharmaceutical Technology Co. Ltd.
Tel
028-025-84209270 15380463325
Fax
025-84209270
Email
wgp@nanjing-pharmaceutical.com
Country
China
ProdList
67
Advantage
55
Anhui Beirui Pharmaceutical Technology Co., Ltd
Tel
0551-68665055 18130089676
Email
ahbrchem@163.com
Country
China
ProdList
18
Advantage
58
Beijing Zhongshuo Pharmaceutical Technology Development Co., Ltd
Tel
010-53679529 13801208576
Fax
010-64215766
Email
sales.2@chinazhongshuo.com
Country
China
ProdList
99
Advantage
65
Shanghai Synmedia Chemical Co., Ltd.
Tel
021-38681880 13817889927
Fax
0213390-8196
Email
sales@synmedia-chem.com
Country
China
ProdList
249
Advantage
58
Hefei TianRui Pharmaceutical Chemistry Co., Ltd.
Tel
0551-68933033 13956024211
Fax
0551-68935833
Email
trchem@163.com
Country
China
ProdList
87
Advantage
58
Chengdu Pukang Biotechnology Co., Ltd
Tel
028-82550498 19102685862
Fax
086-28-82550468
Email
sales@pu-kang.com
Country
China
ProdList
485
Advantage
58
Gansu HaoTian Chemical Technology Co., Ltd.
Tel
0943-6900332 17789447501
Fax
0931-8238232
Email
zhuanxiajiang@haotianpharm.com
Country
China
ProdList
201
Advantage
55
Xiamen Work-For-World Medcine Co., Ltd
Tel
15921822462; 15921822462
Email
keqingyong@wfwmed.com
Country
China
ProdList
121
Advantage
58
Changzhou jinhan pharmaceutical technology co., LTD
Tel
13917833665
Email
lyg@world-goldpharma.com
Country
China
ProdList
151
Advantage
58
Luofu Pharmaceutical Technology (Jiaxing) Co., Ltd
Tel
17521736884
Email
wei.wu@luofupharm.com
Country
China
ProdList
129
Advantage
58
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View Lastest Price from Salcaprozate Sodium manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
Salcaprozate Sodium 203787-91-1
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-08
Hebei Longbang Technology Co., Ltd
Product
sodium,8-[(2-hydroxybenzoyl)amino]octanoate 203787-91-1
Price
US $5.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20TONS
Release date
2024-05-11
WUHAN FORTUNA CHEMICAL CO., LTD
Product
sodium,8-[(2-hydroxybenzoyl)amino]octanoate 203787-91-1
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99.5%
Supply Ability
100kg/month
Release date
2024-06-17

203787-91-1, Salcaprozate SodiumRelated Search:


  • sodium,8-[(2-hydroxybenzoyl)amino]octanoate
  • sodium 8-(2-hydroxybenzamido)octanoate
  • Octanoic acid, 8-[(2-hydroxybenzoyl)amino]-, monosodium salt
  • SNAC
  • SNAC,sodium 8-[(2-hydroxybenzoyl)amino]octanoate
  • Salcaprozate sodium
  • Salcaprozate Sodium (SNAC)
  • SODIUM 8-(2-HYDROXYBENZAMIDO)OCTANOATE (SNAC)
  • Octanoic acid, 8-[(2-hydroxybenzoyl)amino]-, sodium salt
  • 2,5-Furandione,3-chlorodihydro-,(7R)-
  • N-[8-(2-Hydroxybenzoyl)amino]caprylic acid, disodium salt
  • Sodium 8- (2-hydroxybenzamido) caprylate
  • Sodium N-[8-(2-hydroxybenzoyl) amino ] octanoate
  • E414
  • SNAC reference standard
  • Chlorotoluron Impurity 3
  • 203787-91-1
  • 203787-19-1
  • NaC15H20NO4
  • C15H20NNaO4
  • API
  • SNAC
  • pharmaceutical
  • 203787-91-1
  • APIs