4-Hydroxycumarin

4-Hydroxycoumarin

HCID 54682930
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Grundinformationen

CAS
1076-38-6
Standard-SMILES
O=c1cc(O)c2ccccc2o1
InChIKey
VXIXUWQIVKSKSA-UHFFFAOYSA-N
Summenformel
C9H6O3
Durchschnittliche Molmasse
162,14 g/mol
Monoisotopische Masse
162,03169405

Überblick

4-hydroxycoumarin is a hydroxycoumarin that is coumarin in which the hydrogen at position 4 is replaced by a hydroxy group. It is a conjugate acid of a 4-hydroxycoumarin(1-).

Namen und Bezeichner

Bevorzugter Name
4-Hydroxycoumarin
IUPAC
4-hydroxychromen-2-one
Lokaler Name
4-Hydroxycumarin
Englischer Name
4-Hydroxycoumarin
Summenformel
C9H6O3
Molmasse
162.14

Namen und Synonyme

4-Hydroxycoumarin1076-38-64-CoumarinolBenzotetronic acid4-hydroxychromen-2-oneCoumarin, 4-hydroxy-4-Hydroxy-2H-1-benzopyran-2-one2H-1-BENZOPYRAN-2-ONE, 4-HYDROXY-4-hydroxy-2-chromenoneX954ZLL2RDNSC-11889DTXSID8061472
Weitere Namen anzeigen
HydroxyCoumarin4-Coumaryl alcohol4-hydroxy-2h-1-benzopyran-2-onCOUMARINOL4-(3-hydroxyprop-1-enyl)phenolCOUMARIN KIT4-HydroxycouMa
4-hydroxy-2H-benzo[b]pyran-2-oneCHEBI:400704-hydroxy-2H-benzo(b)pyran-2-one4-OH coumarinRefChem:388756DTXCID1033086214-060-24-Hydroxy-2H-chromen-2-one

Datenbank-Bezeichner

CAS
1076-38-6、22105-09-5
PubChem CID
54682930
DTXSID
DTXSID8061472
ChEMBL
CHEMBL301141
ChEBI
CHEBI:40070
UNII
X954ZLL2RD
EC Number
214-060-2
Nikkaji
J12.175D、J942.074F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,3
Polarare Oberfläche (TPSA)
46,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
0
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Plant Toxins
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesChemical shift
LogP1.42
Physical DescriptionBeige powder; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
211 · 211-213 °C (lit.)
Siedepunkt
228.82 °C · 228.82°C (rough estimate)
Dichte
1.1734 · 1.1734 (rough estimate)
Dampfdruck
0.02 Pa · 0.02Pa at 25℃
Brechungsindex
1.45 · 1.4500 (estimate)
storage temp.
30 °C · Store below +30°C.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 5.1% (13 of 254) of reports.

Warning

H302 (90.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 254 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 2H-1-Benzopyran-2-one, 4-hydroxy-

Status: Active Update: 07-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32315

2H-1-Benzopyran-2-one, 4-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 Eintrag

Closely related to coumarin, the parent compound of anticoagulants such as warfarin; Studies using frog embryo assays demonstrated half the potency of coumarin in producing teratogenic effects; [REPROTOX] Causes somnolence and muscle contraction or spasticity in subcutaneous lethal-studies of mice; Causes effects on inflammation in 4-day intermittent oral studies rats; [RTECS] An irritant; Harmful by ingestion; [Sigma-Aldrich MSDS] See Coumarin.

Hazard Classes and CategoriesAcute Tox. 4 (90.9%)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29322980
RTECS-Nr.
DJ3100000
risk_code
22-36/37/38
hazard_code
Xn,Xi

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information2H-1-Benzopyran-2-one, 4-hydroxy-: ACTIVE
Anwendungen · 2 Einträge

Verwenden4-Hydroxycoumarin is a plant derived antioxidant, protecting against lipid peroxidation, as well as a potential inhibitor of HIV-1 Integrase. 4-Hydroxycoumarins are a very important class of biologically active drugs which are widely used as anticoagulants-Warfarin and Acenocoumarol.

Verwenden4-Hydroxycoumarin may be regarded as a phenylenetetronic acid , and like tetronic acid forms condensation products with aldehydes. Synthesis of biscoumarin derivatives by the reaction of aldehydes and 4-hydroxycoumarin using ruthenium(III) chloride hydrate as a versatile homogeneous catalyst.

Vor- und nachgelagerte Produkte

Anbieter100 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: 4-hydroxycoumarin is a hydroxycoumarin that is coumarin in which the hydrogen at position 4 is replaced by a hydroxy group. It is a conjugate acid of a 4-hydroxycoumarin(1-).

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