3,4-디히드록시벤즈알데히드

3,4-디히드록시벤즈알데히드
3,4-디히드록시벤즈알데히드 구조식 이미지
카스 번호:
139-85-5
한글명:
3,4-디히드록시벤즈알데히드
동의어(한글):
3,4-다이하이드록시벤즈알데하이드;3,4-디히드록시벤즈알데히드;프로토카테쿠익알데하이드
상품명:
Protocatechualdehyde
동의어(영문):
3,4-DIHYDROXYBENZALDEHYDE;PROTOCATECHUIC ALDEHYDE;Benzaldehyde, 3,4-dihydroxy-;3,4-Dihydroxybenzyl aldehyde;Nc 033;NSC 22961;AURORA 17180;PROTOPINE(RG);rancinamyciniv;Catechaldehyde
CBNumber:
CB7784165
분자식:
C7H6O3
포뮬러 무게:
138.12
MOL 파일:
139-85-5.mol
MSDS 파일:
SDS

3,4-디히드록시벤즈알데히드 속성

녹는점
150-157 °C(lit.)
끓는 점
213.5°C (rough estimate)
밀도
1.2667 (rough estimate)
굴절률
1.4600 (estimate)
저장 조건
Store below +30°C.
용해도
6.3g/L
물리적 상태
결정성 분말
산도 계수 (pKa)
pK (25°) 7.55
색상
약간 갈색
냄새
100.00%에서. 건조 약용 쓴 아몬드
?? ??
약용
수용성
50g/L(20℃)
감도
Air Sensitive
Merck
14,7893
BRN
774381
안정성
안정적인. 강염기, 강산화제와 호환되지 않습니다.
LogP
1.090
CAS 데이터베이스
139-85-5(CAS DataBase Reference)
NIST
3,4-Dihydroxybenzaldehyde(139-85-5)
EPA
Benzaldehyde, 3,4-dihydroxy- (139-85-5)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36/37/38-22
안전지침서 26-36-37/39
WGK 독일 3
RTECS 번호 UL0380000
F 고인화성물질 9
위험 참고 사항 Irritant/Air Sensitive
HS 번호 29124900
기존화학 물질 KE-10785
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
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.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P271 옥외 또는 환기가 잘 되는 곳에서만 취급하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P302+P352 피부에 묻으면 다량의 물로 씻으시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
NFPA 704
1
2 0

3,4-디히드록시벤즈알데히드 MSDS


Protocatechualdehyde

3,4-디히드록시벤즈알데히드 C화학적 특성, 용도, 생산

개요

Protocatechualdehyde is extracted from roots of the common traditional Chinese medicine Salvia miltiorrhiza Bge, which was harvested in autumn for better quality. Take root and remove stems, leaves and fibrous roots, then dry it. Most of them are wide, and they are mainly cultivated in recent years. South Salvia and Gansu Salvia are also widely used. Besides, there are a variety of sibling plant roots used as Salvia miltiorrhiza in Yunnan. Now, the existence of protocatechualdehyde has been found in variety of herbs, for example, in the leaf of Stenoloma Chusanum (L.) Ching and Ilex chinensis Sims.

화학적 성질

Protocatechualdehyde is a phenolic aldehyde crystalline compound with the molecular formula C7H6O3. The compound is released from cork stoppers into wine. protocatechualdehyde can be found in barley, grapevine, green Cavendish, and root of herb S. miltiorrhiza. The compound contains pro-apoptotic and antiproliferative properties against human breast cancer cells as well as colorectal cancer cells by reducing the expression of cyclin D1 and β-catenin.

물리적 성질

Appearance: pale beige acicular crystal (in water or methylbenzene) or off-white powder, crystal twin shape. Solubility: easily soluble in ethanol, acetone, ethyl acetate, ethyl ether, and hot water; soluble in cold water; insoluble in benzene and chloroform. Melting point: 150–153?°C. Specific optical rotation: easily oxidized to benzoquinone and changes color, and it is instable in water.

역사

In the 1940s, the research was conducted overseas to obtain protocatechualdehyde form herbs. In 1972, the chemical group of Chinese herbal medicine in Nanjing College of Pharmacy systematically studied chemical composition in purple flower holly leaf and separated six monomers including protocatechualdehyde. Then they compared the effect of protocatechualdehyde, Salvia miltiorrhiza injection and hairy holly root injection, in which protocatechualdehyde is the most effective in increasing coronary sinus flow. Further experiments examined that protocatechualdehyde can increase coronary flow and improve coronary circulation, so it was called after perhexiline. Further clinical observation indicated that protocatechualdehyde has effect on coronary heart disease. The graduates of Nanjing College of Pharmacy in 1975 extracted, separated, isolated, and identified protocatechualdehyde in Salviamiltiorrhiza during the internship in Nanjing Municipal Hospital and studied its distribution, excretion, and toxicity in animals for clinical rational drug usage

용도

3,4-Dihydroxybenzaldehyde is used in as an apoptosis inducer of human leukemia cells.

일반 설명

3,4-Dihydroxybenzaldehyde has been recognized as one of the antifungal compound extracted from the outer skin of green Cavendish bananas. It can be synthesized from catechol via Fries rearrangement.

Clinical Use

Perhexiline injection containing protocatechualdehyde 100? mg/2? mL by intravenous infusion or intramuscular injection was used to treat coronary heart disease, chest tightness, angina, and myocardial infarction.
Injection treats ischemic stroke and improves both symptoms and signs of patients. Treating chronic hepatitis and early cirrhosis: relieving the symptoms, promoting the recovery of liver function, and hepatosplenomegaly. It can significantly improve the blood rheology index for patients with acute exacerbation of chronic pulmonary heart disease. Treatment of peptic ulcer: a certain effect.
Others: it has effect on many diseases like viral myocarditis, embolism of central retinal artery, thromboangiitis obliterans, scleredema neonatorum, scleroderma, psoriasis, nerve deafness, and toxemia of pregnancy.

효소 저해제

This aldehyde (FW = 138.12 g/mol), also known as 3,4- dihydroxybenzaldehyde and 4-formylcatechol, is soluble in water (5 g/100 mL at 20°C) and has a pKa value of 7.55 at 25°C. Protocatechualdehyde induces apoptosis in cytotoxic T cells. Target(s): aldehyde oxidase; aldose reductase; b-carotene 15,15’-monooxygenase; mandelonitrile lyase; protocatechuate 3,4-dioxygenase; protocatechuate 4,5- dioxygenase; tyrosinase, weakly inhibited, IC50 = 620 μM; and xanthine oxidase.

Purification Methods

Crystallise the aldehyde from water or toluene and dry it in a vacuum desiccator over KOH pellets or shredded wax respectively. [Beilstein 8 IV 1762.]

3,4-디히드록시벤즈알데히드 준비 용품 및 원자재

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