3-Hydroxy-p-anisaldehyd

Isovanillin

HCID 12127CAS 621-59-0
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Grundinformationen

Standard-SMILES
COc1ccc(C=O)cc1O
InChIKey
JVTZFYYHCGSXJV-UHFFFAOYSA-N
Summenformel
C8H8O3
Durchschnittliche Molmasse
152,15 g/mol
Monoisotopische Masse
152,04734412

Überblick

Isovanillin is a member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase. It has a role as a HIV protease inhibitor, an antifungal agent, an antidiarrhoeal drug, an EC 1.2.3.1 (aldehyde oxidase) inhibitor, an animal metabolite and a plant metabolite. It is a member of benzaldehydes, a monomethoxybenzene and a member of phenols.

Namen und Bezeichner

Bevorzugter Name
Isovanillin
IUPAC
3-hydroxy-4-methoxybenzaldehyde
Lokaler Name
3-Hydroxy-p-anisaldehyd
Englischer Name
Isovanillin
Summenformel
C8H8O3
Molmasse
152.15

Namen und Synonyme

3-Hydroxy-4-methoxybenzaldehydeISOVANILLIN621-59-0Isovanilline5-Formylguaiacol3-Hydroxy-p-anisaldehydeBenzaldehyde, 3-hydroxy-4-methoxy-iso-Vanillin4A9N90H9X6NSC-82996RefChem:792444210-694-9
Weitere Namen anzeigen
ISOVANILINsovanillin3-Hydroxy-4-methoxyBenzaldehyde,3-hydroxy-4-methoxy-C8H8O3NSC 82996lsovanillin
Isovanicaline3-Hydroxy-4-methoxy-benzaldehydep-Anisaldehyde, 3-hydroxy-Oxy-3 methoxy-4 benzaldehyde3-hydroxy-4-anisaldehyde4-Methoxy-3-hydroxybenzaldehydeisovanilineMFCD00003369

Datenbank-Bezeichner

CAS
621-59-0
PubChem CID
12127
DTXSID
DTXSID7049423
ChEMBL
CHEMBL275563
ChEBI
CHEBI:193161
UNII
4A9N90H9X6
EC Number
210-694-9
Nikkaji
J57.879G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1
Polarare Oberfläche (TPSA)
46,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
2
Schwere Atome
11

Experimentelle und physikochemische Eigenschaften

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Food AdditivesFood
Endocrine DisruptorsPotential endocrine disrupting compound

Physikochemische Eigenschaften

Schmelzpunkt
113 · 113-116 °C
Siedepunkt
179 °C15 · 179 °C15 mm Hg(lit.)
Dichte
1.2 · 1.20
Dampfdruck
0 Pa · 0Pa at 20℃
Brechungsindex
1.4945 · 1.4945 (estimate)
Flammpunkt
179 °C/15mm · 179°C/15mm

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 13.3% (8 of 60) of reports.

Warning

H315 (86.7%): 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 60 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 28-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22519
Hazard Classes and CategoriesSkin Irrit. 2 (86.7%)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29124900
RTECS-Nr.
CU6540000
risk_code
36/37/38
hazard_code
Xi

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Verwendung und Herstellung

General Manufacturing InformationBenzaldehyde, 3-hydroxy-4-methoxy-: ACTIVE

Anwendungen

Verwenden3-Hydroxy-4-methoxybenzaldehyde was used as starting reagent during the two-step stereoselective synthesis of the anticancer drug (Z)-combretastatin A-4 and glycitein synthesis.

Darstellung · 1 Eintrag

synthetischeSynthesis of isovanillin: 4-Hydroxybenzaldehyde is used as raw material, firstly react with bromine to obtain 3-bromo-4-hydroxybenzaldehyde, then react with methyl iodide to obtain 3-bromo-4-methoxybenzaldehyde, and then hydrolyzed under the action of sodium hydroxide and cuprous chloride to produce isovanillin. The yield was 64.1%.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Anbieter50 Anbieter

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]
聊城作之杭化工有限公司19163518031; 19163518031

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