나트륨,8-[(2-하이드록시벤조일)아미노]옥타노에이트

한글명:나트륨,8-[(2-하이드록시벤조일)아미노]옥타노에이트

카스 번호203787-91-1

상품명:Salcaprozate Sodium

CBNumberCB62739113

분자식C15H22NNaO4

포뮬러 무게303.33

MOL 파일203787-91-1.mol

동의어(한글)

나트륨,8-[(2-하이드록시벤조일)아미노]옥타노에이트

화학적 성질

녹는점	183 - 185°C
저장 조건	Inert atmosphere,Room Temperature
용해도	DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태	고체
물리적 상태	단단한 모양
색상	흰색에서 황백색까지
안정성	흡습성
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]

그림문자(GHS)

나트륨,8-[(2-하이드록시벤조일)아미노]옥타노에이트 화학적 특성, 용도, 생산

개요
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.
화학적 성질
It is a white to off-white crystalline powder, and its solubility in water is approximately 33 mg/mL.
용도
Salcaprozate Sodium is a drug excipient or inactive ingredient in drug formulations.
정의
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].
부작용
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.
참고 문헌
[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.

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