쿠마린 4

쿠마린 4
쿠마린 4 구조식 이미지
카스 번호:
90-33-5
한글명:
쿠마린 4
동의어(한글):
쿠마린4;쿠마린4;4-메틸벨리프론
상품명:
4-Methylumbelliferone
동의어(영문):
HYMECROMONE;7-HYDROXY-4-METHYL-2H-CHROMEN-2-ONE;7-HYDROXY-4-METHYLCOUMARIN;4-MU;4-Methylumbelliferon;4-METHYL-7-HYDROXYCOUMARIN;7-HYDROXY-4-METHYL-CHROMEN-2-ONE;Medilla;Bilcolic;Hymecromon
CBNumber:
CB5745737
분자식:
C10H8O3
포뮬러 무게:
176.17
MOL 파일:
90-33-5.mol
MSDS 파일:
SDS

쿠마린 4 속성

녹는점
188.5-190 °C(lit.)
끓는 점
267.77°C (rough estimate)
밀도
1.1958 (rough estimate)
굴절률
1.5036 (estimate)
저장 조건
2-8°C
용해도
물에 거의 녹지 않습니다. 에탄올, 에테르, 클로로포름에 약간 용해됩니다. 가용성 인메탄올
물리적 상태
결정성 분말
산도 계수 (pKa)
7.79(at 25℃)
색상
황백색에서 노란색까지
pH 범위
Green 1 uorescent (0.0) to weak blue 1 uorescent (2.0);Weak blue 1 uorescent (6.5) blue 1 uorescent (8.0)
수용성
약간 용해됨
최대 파장(λmax)
221nm, 251nm, 322nm
Merck
14,4854
BRN
142217
안정성
안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다.
주요 응용
color filter, electroluminescent displays, document security processes, lasers, integrated circuits, liquid crystal displays, surface brightening composition, oil products, teeth whitening agent, lysosomal enzyme assay, substrate for lipase, determining protein-protein-interactions in living cells, Antitrypanosomal, antileishmanial, anticancer, antiHIV, antimalarial, antibacterial, antifungal
InChIKey
HSHNITRMYYLLCV-UHFFFAOYSA-N
LogP
2.370 (est)
CAS 데이터베이스
90-33-5(CAS DataBase Reference)
NIST
Coumarin, 7-hydroxy-4-methyl-(90-33-5)
EPA
4-Methylumbelliferone (90-33-5)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi,Xn
위험 카페고리 넘버 36/37/38-20/21/22
안전지침서 26-37/39-36
WGK 독일 2
RTECS 번호 GN7000000
위험 참고 사항 Irritant
TSCA Yes
HS 번호 29329990
독성 LD50 oral in rat: 3850mg/kg
기존화학 물질 KE-05-0742
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H303 삼키면 유해할 수 있음 급성 독성 물질 - 경구 구분 5 P312
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P405 밀봉하여 저장하시오.
NFPA 704
1
2 0

쿠마린 4 MSDS


7-Hydroxy-4-methylcoumarin

쿠마린 4 C화학적 특성, 용도, 생산

화학적 성질

Off-white to yellow crystals. Soluble in ethanol, acetic acid, alkali solutions, and ammonia. Slightly soluble in hot water, ether, and chloroform. Exhibits blue fluorescence when exposed to concentrated sulfuric acid.

용도

4-methylumbelliferone (4-MU) is a dietary supplement that inhibits hyaluronic acid (HA) synthesis. HA is a prominent component of the extracellular matrix at many sites of chronic inflammation, including type 1 diabetes (T1D), multiple sclerosis, and numerous malignancies. 4-MU is an already approved drug in Europe and Asia called “hymecromone” where it is used to treat biliary spasm.

제조 방법

4-Methylumbelliferone is obtained by the cyclization reaction between resorcinol and ethyl acetate. Concentrated sulfuric acid is cooled to below 10 ° C, and a solution prepared from resorcinol and ethyl acetate is slowly added to the stirring solution. After dropping it completely, let it stand for 12 hours. Then, the reaction mixture is added into ice-cold water. The precipitate is filtered out and purified with a dilute sodium hydroxide solution and dilute sulfuric acid to obtain the final product.

정의

ChEBI: 4-methylumbelliferone is a hydroxycoumarin that is umbelliferone substituted by a methyl group at position 4. It has a role as an antineoplastic agent and a hyaluronic acid synthesis inhibitor. It is functionally related to an umbelliferone.

일반 설명

4-Methylumbelliferone is a useful indicator for nitric acid determination and enzyme activity investigation. It emits fluorescence in alkaline solution and Standard for the fluorometric determination of enzyme activity. Highly fluorescent in alkaline solution. Fluorescence: max Abs. l = 360nm, max. Em. l = 449nm; pH > 9.

공기와 물의 반응

Insoluble in water.

화재위험

Flash point data for 4-Methylumbelliferone are not available. 4-Methylumbelliferone is probably combustible.

Pharmaceutical Applications

4-Methylumbelliferone is primarily used in synthesizing medicinal compounds and as a building block for fluorescent probes. Applications include synthesis of:
coumarin triazole derivatives as potential antimicrobial agents.
coumarin salen-based fluorescence sensors for Mg2+ detection.
pyranocoumarin derivatives as anti-hyperglycemic and anti-dyslipidemic agents.
coumarin piperazine derivatives as potential multireceptor atypical antipsychotics.
4-methylumbelliferyl T-antigen as a substrate for endo-α-N-acetylgalactosaminidase.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Purify it by recrystallisation from EtOH. It is very slightly soluble in cold H2O (solubility at 37o is 0.22%), slightly soluble in Et2O and CHCl3, but soluble in MeOH and AcOH. It has a blue fluorescence in aqueous EtOH and has UV: 221, max 251 and 322.5nm (MeOH). The IR has 3077 br, 1667, 1592, 1385, 1267, 1156, 1130 and 1066 cm-1.max The acetate has m 153-154o. [Woods & Sapp J Org Chem 27 3703 1962, Beilstein 18 III/IV 332, 18/1 V 439.]

쿠마린 4 준비 용품 및 원자재

원자재

준비 용품


쿠마린 4 공급 업체

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