3,4-Dihydroxybenzaldehyd

3,4-Dihydroxybenzaldehyde

HCID 8768CAS 139-85-5

Grundinformationen

Standard-SMILES
O=Cc1ccc(O)c(O)c1
InChIKey
IBGBGRVKPALMCQ-UHFFFAOYSA-N
Summenformel
C7H6O3
Durchschnittliche Molmasse
138,12 g/mol
Monoisotopische Masse
138,03169405

Überblick

3,4-dihydroxybenzaldehyde is a dihydroxybenzaldehyde.

Namen und Bezeichner

Bevorzugter Name
3,4-Dihydroxybenzaldehyde
IUPAC
3,4-dihydroxybenzaldehyde
Lokaler Name
3,4-Dihydroxybenzaldehyd
Englischer Name
Protocatechualdehyde
Summenformel
C7H6O3
Molmasse
138.12

Namen und Synonyme

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,3
Polarare Oberfläche (TPSA)
57,5 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
1
Schwere Atome
10

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Benzaldehydes
DrugsPharmaceuticals -> Listed in ZINC15
LogP0.82
Flavoring AgentsEU Flavoring substances
Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure0.000116 [mmHg]

Physikochemische Eigenschaften

Schmelzpunkt
150 · 150-157 °C(lit.)
Siedepunkt
213.5 °C · 213.5°C (rough estimate)
Dichte
1.2667 · 1.2667 (rough estimate)
Brechungsindex
1.46 · 1.4600 (estimate)
storage temp.
30 °C · Store below +30°C.
Löslichkeit
6.3 g/l · 6.3g/l

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

Regulatory Information · 4 Einträge

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%)

Toxikologische Informationen

Adverse EffectsNeurotoxin - Other CNS neurotoxin

Sicherheitsdaten

F
9
wgk
3
hs_code
29124900
RTECS-Nr.
UL0380000
risk_code
36/37/38-22
hazard_code
Xi

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationAgents that prevent BLOOD CLOTTING.

Verwendung und Herstellung

UsesPresent in wheat grains and other plants; [ChemIDplus]
Anwendungen · 3 Einträge

BeschreibungProtocatechualdehyde 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.

HistoryIn 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

Verwenden3,4-Dihydroxybenzaldehyde is used in as an apoptosis inducer of human leukemia cells.

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国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南京一化生物科技有限公司13429882898; 13429882898

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