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188611

Sigma-Aldrich

3-[2-(Diethylamino)ethyl]-7-hydroxy-4-methylcoumarin hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H21NO3 · HCl
CAS Number:
15776-59-7
Molecular Weight:
311.80
EC Number:
239-872-4
MDL number:
MFCD00006855
UNSPSC Code:
12352100
PubChem Substance ID:
24851169
NACRES:
NA.22

form

solid

mp

284-287 °C (dec.) (lit.)

SMILES string

Cl[H].CCN(CC)CCC1=C(C)c2ccc(O)cc2OC1=O

InChI

1S/C16H21NO3.ClH/c1-4-17(5-2)9-8-14-11(3)13-7-6-12(18)10-15(13)20-16(14)19;/h6-7,10,18H,4-5,8-9H2,1-3H3;1H

InChI key

RLJNKMCFVQMDFR-UHFFFAOYSA-N

Application

3-[2-(Diethylamino)ethyl]-7-hydroxy-4-methylcoumarin hydrochloride was used in the synthesis of:
  • novel metal-free and zinc phthalocyanines with four 3-[(2-diethylamino)ethyl]-7-oxo-4-methylcoumarin dye groups via cyclotetramerization
  • 3-(2-diethylaminoethyl)-4-methyl-7-substituted coumarins, having antifungal activities against Botrytis cinerea

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis and characterization of novel phthalocyanines bearing quaternizable coumarin.
Cakici H, et al.
Polyhedron, 27(18), 3625-3630 (2008)
Synthesis and in vitro evaluation of novel 1, 2, 4-triazole derivatives as antifungal agents.
Kokil GR, et al.
Letters in Drug Design & Discovery, 7(1), 46-49 (2010)
Doyoung Kwon et al.
Molecular pharmacology, 96(5), 641-654 (2019-09-08)
The hepatic endoplasmic reticulum (ER)-anchored monotopic proteins, cytochromes P450 (P450s), are enzymes that metabolize endobiotics (physiologically active steroids and fatty acids), as well as xenobiotics including therapeutic/chemotherapeutic drugs, nutrients, carcinogens, and toxins. Alterations of hepatic P450 content through synthesis, inactivation
Gönül Yenilmez Çiftçi et al.
Journal of fluorescence, 25(6), 1819-1830 (2015-10-01)
In the present work, 3-[2-(diethylamino)ethyl]-7-oxy-4-methylcoumarin substituted cyclotriphosphazene (4) and cyclotetraphosphazene (5) derivatives were synthesized by the reactions of hexachlorocyclotriphosphazene (1) or octachlorocyclotetraphosphazene (2) with 3-[2-(diethylamino)ethyl]-7-hydroxy-4-methylcoumarin (3) for the first time. The quaternized cationic (6 and 7) and zwitterionic (8 and

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