Ethyl 4-methoxycinnamate

한글명:Ethyl 4-methoxycinnamate

카스 번호24393-56-4

상품명:Ethyl 4-methoxycinnamate

CBNumberCB5205790

분자식C12H14O3

포뮬러 무게206.24

MOL 파일24393-56-4.mol

화학적 성질

녹는점	49°C
끓는 점	187 °C / 15mmHg
밀도	1.080±0.06 g/cm3(Predicted)
저장 조건	Sealed in dry,Room Temperature
용해도	클로로포름(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태	Solid
색상	회백색
수용성	물에 불용성
BRN	2210033
LogP	2.650 (est)
NIST	Ethyl p-methoxycinnamate(24393-56-4)

위험 및 안전 성명

위험 카페고리 넘버

36/37/38

안전지침서

26-36/37/39-24/25

WGK 독일

HS 번호

29189900

NFPA 704:

	0
1		0

그림문자(GHS)

Ethyl 4-methoxycinnamate 화학적 특성, 용도, 생산

화학적 성질
White crystalline, soluble in methanol, ethanol, DMSO and other organic solvents, derived from cinnamon.
용도
Ethyl 4-methoxycinnamate is an derivative of 4-methoxycinnamic acid, an antihyperglycemic/hypoglycemic agent that works by stimulating insulin secretion from pancreas and could be developed into a new potential for therapeutic agent used in type 2 diabetic patients.
제조 방법
Ethyl 4-methoxycinnamate synthesis: 4-Methoxycinnamic Acid (0.60 g, 3.36 mmol) was dissolved in 10 mL of dry N,N-dimethylformamide (DMF) in a 25-mL, roundbottomed flask. Cesium carbonate (1.65 g, 5.06 mmol) was added followed by iodoethane (1.0 mL, 12.5 mmol). The flask was capped (rubber septum) and the heterogeneous mixture stirred vigorously at 50 °C for one hour. After this time, HCl (1.0 M, 4.0 mL) was added to quench the reaction. The liquid was decanted from any remaining solid and extracted with 3 : 1 hexanes/ethyl acetate (2 x 10 mL). The organic layer was washed with brine (20 mL), dried with MgSO4, filtered, and solvent removed. The remaining oil solidified on standing to form colorless prisms.

Synthesis of ethyl 4-methoxycinnamate
일반 설명
Ethyl p-methoxycinnamate (EPMC) is a natural product found in K. galanga and C. zedoaria extracts with anti-inflammatory, antiangiogenic, antifungal, larvicidal, and analgesic activities. It inhibits COX-1 and COX-2 in vitro (IC50s = 1.12 and 0.83 μM, respectively) and reduces IL-1 and TNF-α production in vivo. EPMC inhibits granuloma tissue formation and acts as an analgesic, delaying tail flick time, in a dose-dependent manner in rats. It inhibits blood vessel growth in rat aortic explants (IC50 = 91.9 μg/ml). EPMC (<10 μg/ml) also reduces growth of T. rubrum, A. niger, S. cerevisiae, and E. floccosum and is larvicidal (LC50 = 53.64 ppm) against Ae. aegypti.

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