Fingolimod hydrochloride

한글명:Fingolimod hydrochloride

카스 번호162359-56-0

상품명:Fingolimod hydrochloride

CBNumberCB4244536

분자식C19H34ClNO2

포뮬러 무게343.93

MOL 파일162359-56-0.mol

화학적 성질

녹는점	102-107°C
저장 조건	-20°C
용해도	물: 용해성10mg/mL, 투명
물리적 상태	가루
색상	흰색에서 베이지색
Merck	14,4083
안정성	제공된 대로 구매일로부터 1년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°에서 최대 3개월 동안 보관할 수 있습니다.
InChI	InChI=1S/C19H33NO2.ClH/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-22;/h9-12,21-22H,2-8,13-16,20H2,1H3;1H
InChIKey	SWZTYAVBMYWFGS-UHFFFAOYSA-N
SMILES	C1(C=CC(CCCCCCCC)=CC=1)CCC(N)(CO)CO.Cl
CAS 데이터베이스	162359-56-0(CAS DataBase Reference)

위험 및 안전 성명

위험품 표기	Xi
위험 카페고리 넘버	36/37/38-52/53
안전지침서	26-61
WGK 독일	3
RTECS 번호	TY3130000
HS 번호	29221990
독성	LD50 orally in rats: 300-600 mg/kg (Troncoso)

그림문자(GHS)

Fingolimod hydrochloride 화학적 특성, 용도, 생산

개요
Approved by the U.S. FDA in September 2010, fingolimod (also referred to as FTY720) is the first approved oral therapy for the relapsing-remitting form ofmultiple sclerosis (RRMS). Because of fingolimod’s structural resemblance to sphingosine, a metabolite of sphingolipids that constitutes the cell membrane of all eukaryotic cells, it was hypothesized that fingolimod may be affecting sphingolipid metabolism in cells. A series of elegant in vitro and in vivo studies confirmed that fingolimod is converted to (S)-fingolimod phosphate primarily by sphingosine kinase- 2 and that (S)-fingolimod phosphate mediates multiple biological processes by binding to novel GPCR’s referred to as sphingosine-1-phosphate (S1P) receptors. S1P receptors are divided into five subtypes, S1P_1–5, which have varying tissue and cellular distribution. S1P_1–3 receptors are ubiquitously expressed in the immune, cardiovascular, and central nervous systems, S1P4 is restricted to the hematopoietic system, and S1P₅ is mostly localized in the white matter of CNS. S1P_1–3 receptors play important roles in endothelial barrier function, maintaining vascular tone, regulating heart rate and allowing for lymphocyte egress fromsecondary lymphoid organs. The functional role of S1P₄ is unknown,while the S1P5 receptor is thought to be involved in natural killer cell trafficking and oligodendrocyte function.
화학적 성질
White Solid
용도
Fingolimod Hydrochloride is a derivative of ISP-1 (myriocin), a fungal metabolite of the Chinese herb Iscaria sinclarii as well as a structural analogue of Sphingosine. Fingolimod is a novel immune modulator that prolongs allograft transplant survival in numerous models by inhibiting lymphocyte emigration from lymphoid organs. Fingolimod is reported to be phosphorylated by sphingosine kinase to FTY720-P, which has been shown to potently stimulate GTPgS binding activity in S1P-transfected CHO cells (EC50 = 210 pM, 4.9 nM, 4.3 nM, and 1 nM for S1P1, S1P3, S1P4 and S1P5, respectively).
정의
ChEBI: The hydrochloride salt of 2-amino-2-[2-(4-octylphenyl) ethyl]-1,3-propanediol (fingolimod).
Clinical Use
Fingolimod hydrochloride is an immunosuppressive drug developed by Novartis and approved in the U.S., Europe, and Australia in 2010 for the treatment of multiple sclerosis. The structure of fingolimod derives from the naturally-occurring myriocin (ISP-1) metabolite of the fungus I. sinclairii and the aminoalcohol functionality within the drug possesses structural similarity to the sphingosine family of natural products.

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