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Merck
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Key Documents

642673

Sigma-Aldrich

3-Hydroxycoumarin

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About This Item

Empirical Formula (Hill Notation):
C9H6O3
CAS Number:
Molecular Weight:
162.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

solid

mp

153-157 °C (lit.)

SMILES string

OC1=Cc2ccccc2OC1=O

InChI

1S/C9H6O3/c10-7-5-6-3-1-2-4-8(6)12-9(7)11/h1-5,10H

InChI key

MJKVTPMWOKAVMS-UHFFFAOYSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Valeria Nori et al.
Beilstein journal of organic chemistry, 16, 1084-1091 (2020-06-20)
Cascade cyclocarbopalladation of the readily available aryl/alkyl-substituted propargylic amides containing an aryl iodide moiety, followed by Suzuki-Miyaura coupling with arylboronic acids, allowed an efficient regio- and stereoselective synthesis of tetrasubstituted 4-methylene-3,4-dihydroisoquinolin-1(2H)-ones. Moreover, cascade cyclocarbopalladation, followed by the reaction with 2-alkynyltrifluoroacetanilides
F Elahi et al.
Reproduction in domestic animals = Zuchthygiene, 52(5), 741-748 (2017-04-12)
This study investigated the effects of early induction of autophagy on embryonic development in pigs. For this, oocytes or embryos were treated with an autophagy inducer, rapamycin (RP), during post-activation (Pa), in vitro fertilization (IVF) and/or in vitro culture (IVC).
Marzieh Abizadeh et al.
Reproductive sciences (Thousand Oaks, Calif.), 27(9), 1742-1751 (2020-03-04)
Polycystic ovary with poor-quality oocytes has remained problematic in polycystic ovary syndrome (PCOS) patients. It is well documented that the inflammation and production of reactive oxygen species (ROS) in PCOS ovaries are significantly higher than normal voluntaries. In this study
T J S Macedo et al.
Zygote (Cambridge, England), 25(4), 434-442 (2017-07-12)
The worldwide consumption of red wine, nuts and grapes has resulted in increased human exposure to resveratrol, which could affect reproductive function. However, the effect of resveratrol on in vitro culture of early-stage ovarian follicles has never been investigated. The
T C Marques et al.
Reproduction in domestic animals = Zuchthygiene, 53(1), 226-236 (2017-12-06)
Effects of adding different concentrations of melatonin (10

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