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3,4-디히드록시벤즈알데히드

3,4-Dihydroxybenzaldehyde

HCID 8768
새 노트새 반응견적 요청하기
인쇄 미리보기

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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
139-85-5
표준 SMILES
O=Cc1ccc(O)c(O)c1
InChIKey
IBGBGRVKPALMCQ-UHFFFAOYSA-N
분자식
C7H6O3
평균 분자량
138.12 g/mol
단동위원소 질량
138.03169405

개요

3,4-dihydroxybenzaldehyde is a dihydroxybenzaldehyde.

이름 및 식별자

우선 이름
3,4-Dihydroxybenzaldehyde
IUPAC
3,4-dihydroxybenzaldehyde
현지명
3,4-디히드록시벤즈알데히드
영어명
Protocatechualdehyde
분자식
C7H6O3
분자량
138.12

이름 및 동의어

3,4-DihydroxybenzaldehydeProtocatechualdehyde139-85-5PROTOCATECHUIC ALDEHYDERancinamycin IV4-Formyl-1,2-dihydroxybenzene3,4-Dihydroxybenzenecarbonal4PVP2HCH4TDTXSID4074512CHEBI:50205NSC-22961GM-W03
이름 더 보기
3,4-다이하이드록시벤즈알데하이드3,4-디히드록시벤즈알데히드프로토카테쿠익알데하이드3,4-Dihydroxybenzyl aldehydeNc 033NSC 22961AURORA 17180PROTOPINE(RG)rancinamyciniv
RefChem:45419DTXCID1034507O HUI WHITE EXTREME CELLIGHT205-377-7Benzaldehyde, 3,4-dihydroxy-catechaldehyde3,4-dihydroxy-benzaldehydeMFCD00003370

데이터베이스 식별자

CAS
139-85-5
PubChem CID
8768
DTXSID
DTXSID4074512
ChEMBL
CHEMBL222021
ChEBI
CHEBI:50205
UNII
4PVP2HCH4T
EC Number
205-377-7
Nikkaji
J5.647B、J822.910D

물성

구조 계산 물성보충 중

XLogP
1.3
극성 표면적
57.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
1
무거운 원자 수
10
형식 전하
0
복잡도
124

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Benzaldehydes
DrugsPharmaceuticals -> Listed in ZINC15
LogP0.82
Flavoring AgentsEU Flavoring substances
Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure0.000116 [mmHg]
Physical DescriptionSolid; [Merck Index] Light brown powder; [Alfa Aesar MSDS]
Collision Cross Section126.83 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점
150 · 150-157 °C(lit.)
끓는 점
213.5 °C · 213.5°C (rough estimate)
밀도
1.2667 · 1.2667 (rough estimate)
굴절률
1.46 · 1.4600 (estimate)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 62.7% (89 of 142) of all reports.

Warning

H315 (34.5%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 142 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: Benzaldehyde, 3,4-dihydroxy-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 13-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34350

3,4-Dihydroxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses convulsions and respiratory stimulation in intraperitoneal lethal-dose studies of mice (LD50 = 205 mg/kg); [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (34.5%)

독성 정보

Adverse EffectsNeurotoxin - Other CNS neurotoxin

안전 데이터

wgk
3
rtecs
UL0380000
HS 번호
29124900

화학 및 산업

약리 정보

MeSH Pharmacological ClassificationAgents that prevent BLOOD CLOTTING.

용도 및 제조

UsesPresent in wheat grains and other plants; [ChemIDplus]
응용 분야 · 4건

개요Protocatechualdehyde 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.

역사In 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

용도3,4-Dihydroxybenzaldehyde is used in as an apoptosis inducer of human leukemia cells.

일반 설명3,4-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.

관련 반응

207건
반응 기록 만들기
HRID 3021 반응식
HRID 3021반응물로uspto-grants-1998_03
HRID 31112 반응식
HRID 31112반응물로uspto-grants-2008_09
HRID 38314 반응식
HRID 38314반응물로uspto-grants-2013_09
HRID 38378 반응식
HRID 38378반응물로uspto-grants-2013_09
HRID 38721 반응식
HRID 38721반응물로uspto-grants-2013_09
HRID 39328 반응식
HRID 39328반응물로uspto-grants-2013_09
HRID 39332 반응식
HRID 39332반응물로uspto-grants-2013_09
HRID 80015 반응식
HRID 80015반응물로uspto-grants-2014_09
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
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저장 조건
30 °C · Store below +30°C.
용해도
6.3 g/L · 6.3g/L
물리적 상태
결정성 분말
산도 계수 (pKa)
pK (25°) 7.55
색상
약간 갈색
냄새
100 %에서 · 100.00%에서. 건조 약용 쓴 아몬드
냄새 유형
약용
수용성
50 g/L · 50g/L(20℃)
Merck
14 · 14,7893
BRN
774381 · 774381
안정성
안정적인. 강염기, 강산화제와 호환되지 않습니다.
화장품 원료 기능
피부의 멜라닌 생성을 줄입니다항산화제피부 컨디셔닝
InChI
1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
InChIKey
IBGBGRVKPALMCQ-UHFFFAOYSA-N
SMILES
Oc1ccc(C=O)cc1O
LogP
1.09 · 1.090
NIST
3 · 3,4-Dihydroxybenzaldehyde(139-85-5)
EPA
3 · Benzaldehyde, 3,4-dihydroxy- (139-85-5)
화학적 성질 · 1건

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.

risk_code
36/37/38-22
hazard_code
Xi
safety_code
26-36-37/39
기존화학 물질
KE-10785
F 고인화성물질
9
위험 참고 사항
Irritant/Air Sensitive
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
11 - Combustible Solids

상·하류 제품 정보

상류 원료

인 펜타염화물

하류 제품

Dihydrocaffeic acid3',4'-(DIOCTYLOXY)벤잘데하이드3',4'-(DIDECYLOXY)벤잘데하이드4′-포르밀벤조-15-크라운-53,4-Dihydro-2H-1,5-benzodioxepine-7-carbaldehyde2,5-dibromo-3,4-dimethoxy-Benzaldehyde2,3-다이하이드록시벤즈알데하이드4-(디플루오로메톡시)-3-(사이클로프로필메톡시)-벤잘데히드1,4-벤조디옥산-6-카르복스알데하이드3,4-디벤질옥시벤즈알데히드4-디플루오로메톡시-3-히드록시벤즈알데히드