Landiolol hydrochloride

한글명:Landiolol hydrochloride

카스 번호144481-98-1

상품명:Landiolol hydrochloride

CBNumberCB61179000

분자식C25H40ClN3O8

포뮬러 무게546.06

MOL 파일144481-98-1.mol

화학적 성질

녹는점	125.4°
저장 조건	Refrigerator
용해도	DMSO(약간), 에탄올(약간, 초음파처리)에 용해됨
물리적 상태	고체
물리적 상태	단단한 모양
색상	흰색에서 황백색까지
InChIKey	DLPGJHSONYLBKP-WRNKUMIYNA-N
SMILES	C(C1C=CC(OC[C@@H](O)CNCCNC(N2CCOCC2)=O)=CC=1)CC(=O)OC[C@@H]1COC(C)(C)O1.Cl \|&1:7,29,r\|

위험 및 안전 성명

RTECS 번호

DA8346700

HS 번호

2934.99.4700

독성

LD50 in mice (mg/kg): 290 i.v. (Iguchi)

NFPA 704:

	0
2		0

그림문자(GHS)

Landiolol hydrochloride 화학적 특성, 용도, 생산

개요
Landiolol hydrochloride (14) was launched in Japan by Ono for the treatment of intraoperative tachyarrhythmia. It improves tachyarrhythmia by selectively blocking β1 receptors located mainly in the heart and by inhibiting the action of catecholamine.
용도
Landiolol is an ultra-short acting beta blocker that is used to treat patients with cardiac arrhythmias and is also used to treat tachycardia during anasthesia.
Clinical Use
Landiolol hydrochloride, a highly cardio-selective beta-1 blocker with an ultra-short-acting half-life of 4 minutes, is widely used in Japan under the brand name Onoact®. β-blockers is useful in preventing refractory and urgent fatal arrhythmia and tachycardia in chronic phase.Recently, European Union health authorities have approved usage under the name Rapibloc®. Landiolol was originally approved by Japan for treatment of intraoperative tachyarrhythmias and was later approved for tachycardia atrial fibrillation (AF) and atrial flutter (AFL) during left ventricular (LV) dysfunction in November 2013. More recently, landiolol expanded its utility into usage for fatal arrhythmia requiring emergency treatment in 20196 and is fast becoming a reliable therapeutic choice for management of arrhythmia in acute phase[1].
Synthesis
The synthesis of landiolol appeared in an earlier patent in 1990. Esterification of 3- (4-hydroxyphenyl)propionic acid (141) with 2,2-dimethyl- 1,3-dioxolan-4-ylmethyl chloride (142) in DMSO gave desired ester 143 in 57% yield. Treatment of phenol 143 with bromo epoxide 144 in the present of K2CO3 afforded ether 145 in 76% yield. Epoxide 145 was then reacted with free amine 146 via a neucleophilic ring opening process to provide landiolol (14).

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