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4-Hydroxycoumarin - 98%, high purity , CAS No.1076-38-6

1 Citations

≥98%

CAS#: 1076-38-6
Formula: C₉H₆O₃
Molecular Weight: 162.14
Beilstein Registry Number: 17488
EC Number: 214-060-2
MDL number: MFCD00006856
PubChem CID: 54682930
PubChem SID: 488201698

Item Number

H107607

Grouped product items
SKU	Size	Availability	Price
H107607-5g	5g	In stock	$9.90
H107607-10g	10g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$13.90
H107607-25g	25g	In stock	$25.90
H107607-100g	100g	In stock	$92.90
H107607-250g	250g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$188.90
H107607-500g	500g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$338.90

View related series

Phenylpropanoids Six-Membered Heterocyclic Compounds

Basic Description

Synonyms	4-Hydroxycoumarin \| 1076-38-6 \| 4-Coumarinol \| Benzotetronic acid \| 4-Hydroxy-2H-chromen-2-one \| Coumarin, 4-hydroxy- \| 4-hydroxychromen-2-one \| 2H-1-BENZOPYRAN-2-ONE, 4-HYDROXY- \| 4-Hydroxy-2H-1-benzopyran-2-one \| 4-Hydroxy coumarin \| 4-Hydroxy-chromen-2-one \| 4-hydroxy-2-chr
Specifications & Purity	≥98%
Shipped In	Normal

Associated Targets(Human)

CA9 Tclin Carbonic anhydrase 9 (1 Activities)

Discover Target: CA9

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH2 Tclin Aldehyde dehydrogenase (509 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AKR1B1 Tclin Aldose reductase (1404 Activities)

Discover Target: AKR1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CSNK2A1 Tchem Casein kinase II alpha (3512 Activities)

Discover Target: CSNK2A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA1 Tclin Carbonic anhydrase I (13240 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SORD Tchem Sorbitol dehydrogenase (133 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA12 Tclin Carbonic anhydrase XII (6231 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA9 Tclin Carbonic anhydrase IX (8255 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A498 (42825 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACHN (49357 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CAKI-1 (44928 Activities)

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CCRF-CEM (65223 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

COLO 205 (50209 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DU-145 (51482 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HL-60 (67320 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HT-29 (80576 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

K562 (73714 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KM12 (47707 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

M14 (47487 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MOLT-4 (49676 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OVCAR-3 (48710 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OVCAR-4 (44535 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OVCAR-5 (45555 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OVCAR-8 (47708 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PC-3 (62116 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RPMI-8226 (44974 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RXF 393 (41971 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SF-295 (48000 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SK-MEL-28 (48833 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SK-MEL3 (228 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SK-MEL-5 (47095 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SN12C (47755 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SNB-19 (46794 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TK-10 (45540 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

U-251 (51189 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

U-937 (7138 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UACC-257 (46019 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UACC-62 (47335 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UO-31 (46270 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

786-0 (47912 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A549 (127892 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NCI/ADR-RES (33767 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

T47D (39041 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EKVX (44102 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NCI-H322M (45589 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HCC 2998 (41480 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HCT-116 (91556 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

pol Human immunodeficiency virus type 1 integrase (9041 Activities)

Discover Target: pol

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Aspergillus flavus (8875 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Aspergillus fumigatus (16427 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Dermatophagoides pteronyssinus (58 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Trypanosoma cruzi (99888 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rattus norvegicus (775804 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Botrytis cinerea (4183 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

B16-F10 (4610 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Colletotrichum gloeosporioides (560 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mbp Myelin basic protein (42 Activities)

Discover Target: Mbp

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Maob Monoamine oxidase (439 Activities)

Discover Target: Maob

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Colletotrichum acutatum (300 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Diaporthe ampelina (88 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Phomopsis obscurans (86 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Names and Identifiers

Pubchem Sid	488201698
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488201698
IUPAC Name	4-hydroxychromen-2-one
INCHI	InChI=1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,10H
InChi Key	VXIXUWQIVKSKSA-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C2C(=C1)C(=CC(=O)O2)O
Isomeric SMILES	C1=CC=C2C(=C1)C(=CC(=O)O2)O
WGK Germany	3
RTECS	DJ3100000
Alternate CAS	22105-09-5,1076-38-6
PubChem CID	54682930
NSC Number	11889
MeSH Entry Terms	4-hydroxycoumarin;4-OH coumarin
Molecular Weight	162.14
Beilstein	17488
Reaxy-Rn	129768

Certificates

Certificate of Analysis(COA)

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4 results found

Lot Number	Certificate Type	Date	Item
F2411186	Certificate of Analysis	Apr 25, 2024	H107607
B2314047	Certificate of Analysis	Dec 18, 2021	H107607
D2314044	Certificate of Analysis	Dec 18, 2021	H107607
H2402022	Certificate of Analysis	Dec 18, 2021	H107607

Chemical and Physical Properties

Melt Point(°C)	213℃

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H302:Harmful if swallowed
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3
RTECS	DJ3100000
Reaxy-Rn	129768

Citations of This Product

1. Kuang Yi, Xia Yunlong, Wang Xing, Rao Qingqing, Yang Shengxiang. (2022) Magnetic Surface Molecularly Imprinted Polymer for Selective Adsorption of 4-Hydroxycoumarin. Frontiers in Chemistry, 10 [PMID:35464201]

References

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2. Anna Maria Ferrari,Miriam Sgobba,Maria Cristina Gamberini,Giulio Rastelli. (2007-02-24) Relationship between quantum-chemical descriptors of proton dissociation and experimental acidity constants of various hydroxylated coumarins. Identification of the biologically active species for xanthine oxidase inhibition.. European journal of medicinal chemistry, 42 ((7)): (1028-1031). [PMID:17316915]
3. S Stanchev,V Hadjimitova,T Traykov,T Boyanov,I Manolov. (2008-08-30) Investigation of the antioxidant properties of some new 4-hydroxycoumarin derivatives.. European journal of medicinal chemistry, 44 ((7)): (3077-3082). [PMID:18725173]
4. Krzysztof Wójtowicz. (2008-09-19) Comparison of the effect of 4-hydroxycoumarin and umbelliferone on the phase transition of dipalmitoylphosphatidylcholine (DPPC) bilayers.. Pharmacological reports : PR, 60 ((4)): (555-560). [PMID:18799825]
5. Davorka Zavrsnik,Samija Muratović,Selma Spirtović,Dzenita Softić,Marica Medić-Sarić. (2008-09-26) The synthesis and antimicrobial activity of some 4-hydroxycoumarin derivatives.. Bosnian journal of basic medical sciences, 8 ((3)): (277-281). [PMID:18816263]
6. Vassiliki Panteleon,Ioannis K Kostakis,Panagiotis Marakos,Nicole Pouli,Ioanna Andreadou. (2008-10-07) Synthesis and free radical scavenging activity of some new spiropyranocoumarins.. Bioorganic & medicinal chemistry letters, 18 ((21)): (5781-5784). [PMID:18835711]
7. Davood Nematollahi,Javad Azizian,Mohsen Sargordan-Arani,Mahdi Hesari,Saeed Jameh-Bozorghi,Abdolhamid Alizadeh,Lida Fotouhi,Behrooz Mirza. (2008-11-05) Electrochemical synthesis of 4-(dihydroxyphenylthio)-2H-chromen-2-one derivatives.. Chemical & pharmaceutical bulletin, 56 ((11)): (1562-1566). [PMID:18981606]
8. Pei-Yu Kuo,Rong-Ren Chuang,Ding-Yah Yang. (2009-02-03) Reactions of 3-benzoyl-7-dimethylamino-4-hydroxycoumarin and their potential applications in solution- and solid-phase synthesis.. Molecular diversity, 13 ((2)): (253-260). [PMID:19184500]
9. Nohemí Salinas-Jazmín,Marisol de la Fuente,Ruth Jaimez,Mayra Pérez-Tapia,Armando Pérez-Torres,Marco A Velasco-Velázquez. (2009-08-20) Antimetastatic, antineoplastic, and toxic effects of 4-hydroxycoumarin in a preclinical mouse melanoma model.. Cancer chemotherapy and pharmacology, 65 ((5)): (931-940). [PMID:19690859]
10. Benye Liu,Torben Raeth,Till Beuerle,Ludger Beerhues. (2009-09-17) A novel 4-hydroxycoumarin biosynthetic pathway.. Plant molecular biology, 72 ((1-2)): (17-25). [PMID:19757094]
11. Karen A Nolan,Jeremy R Doncaster,Mark S Dunstan,Katherine A Scott,A David Frenkel,David Siegel,David Ross,John Barnes,Colin Levy,David Leys,Roger C Whitehead,Ian J Stratford,Richard A Bryce. (2009-11-03) Synthesis and biological evaluation of coumarin-based inhibitors of NAD(P)H: quinone oxidoreductase-1 (NQO1).. Journal of medicinal chemistry, 52 ((22)): (7142-7156). [PMID:19877692]
12. Ingela Fritzson,Bo Svensson,Salam Al-Karadaghi,Björn Walse,Ulf Wellmar,Ulf J Nilsson,Dorthe da Graça Thrige,Stig Jönsson. (2010-02-26) Inhibition of human DHODH by 4-hydroxycoumarins, fenamic acids, and N-(alkylcarbonyl)anthranilic acids identified by structure-guided fragment selection.. ChemMedChem, 5 ((4)): (608-617). [PMID:20183850]
13. Alfonso Maresca,Claudiu T Supuran. (2010-06-29) Coumarins incorporating hydroxy- and chloro-moieties selectively inhibit the transmembrane, tumor-associated carbonic anhydrase isoforms IX and XII over the cytosolic ones I and II.. Bioorganic & medicinal chemistry letters, 20 ((15)): (4511-4514). [PMID:20580555]
14. Atsushi Kato,Kaori Kobayashi,Kayo Narukawa,Yuka Minoshima,Isao Adachi,Shuichi Hirono,Robert J Nash. (2010-09-02) 6,7-Dihydroxy-4-phenylcoumarin as inhibitor of aldose reductase 2.. Bioorganic & medicinal chemistry letters, 20 ((19)): (5630-5633). [PMID:20805028]
15. Changning Wang,Chunying Wu,Junqing Zhu,Robert H Miller,Yanming Wang. (2011-03-12) Design, synthesis, and evaluation of coumarin-based molecular probes for imaging of myelination.. Journal of medicinal chemistry, 54 ((7)): (2331-2340). [PMID:21391687]
16. Davorka Završnik,Samija Muratović,Damjan Makuc,Janez Plavec,Mario Cetina,Ante Nagl,Erik De Clercq,Jan Balzarini,Mladen Mintas. (2011-07-21) Benzylidene-bis-(4-hydroxycoumarin) and benzopyrano-coumarin derivatives: synthesis, ¹H/¹³C-NMR conformational and X-ray crystal structure studies and in vitro antiviral activity evaluations.. Molecules (Basel, Switzerland), 16 ((7)): (6023-6040). [PMID:21772234]
17. Sergio A Rodríguez,Mónica A Nazareno,Maria T Baumgartner. (2011-10-04) Effect of different C3-aryl substituents on the antioxidant activity of 4-hydroxycoumarin derivatives.. Bioorganic & medicinal chemistry, 19 ((21)): (6233-6238). [PMID:21964183]
18. Jae-Chul Jung,Eunyoung Lim,Yongnam Lee,Dongguk Min,Jeremy Ricci,Oe-Sook Park,Mankil Jung. (2012-02-23) Total synthesis of flocoumafen via knoevenagel condensation and intramolecular ring cyclization: general access to natural products.. Molecules (Basel, Switzerland), 17 ((2)): (2091-2102). [PMID:22354187]
19. Manoj R Zanwar,Mustafa J Raihan,Sachin D Gawande,Veerababurao Kavala,Donala Janreddy,Chun-Wei Kuo,Ram Ambre,Ching-Fa Yao. (2012-07-20) Alcohol mediated synthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins.. The Journal of organic chemistry, 77 ((15)): (6495-6504). [PMID:22809001]
20. Jia Zhang,Yunfeng Chai,Kezhi Jiang,Huameng Yang,Yuanjiang Pan,Cuirong Sun. (2012-08-18) Gas phase retro-Michael reaction resulting from dissociative protonation: fragmentation of protonated warfarin in mass spectrometry.. Journal of mass spectrometry : JMS, 47 ((8)): (1059-1064). [PMID:22899515]
21. Pen-Yuan Lin,Kuang-Sheng Yeh,Chien-Ling Su,Shiow-Yunn Sheu,Tiffany Chen,Keng-Liang Ou,Mei-Hsiang Lin,Lin-Wen Lee. (2012-09-12) Synthesis and antibacterial activities of novel 4-hydroxy-7-hydroxy- and 3-carboxycoumarin derivatives.. Molecules (Basel, Switzerland), 17 ((9)): (10846-10863). [PMID:22964501]
22. Susan Chen,Ji Zhang,Debra Liao,Mark G Qian. (2013-08-01) A novel dynamic flush method to reduce column-related carryover.. Journal of chromatographic science, 52 ((8)): (950-953). [PMID:23899466]
23. Katrin J Czogalla,Arijit Biswas,Ann-Christin Wendeln,Philipp Westhofen,Clemens R Müller,Matthias Watzka,Johannes Oldenburg. (2013-08-29) Human VKORC1 mutations cause variable degrees of 4-hydroxycoumarin resistance and affect putative warfarin binding interfaces.. Blood, 122 ((15)): (2743-2750). [PMID:23982176]
24. Leticia Mayor-López,Elena Tristante,Mar Carballo-Santana,Estefanía Carrasco-García,Silvina Grasso,Pilar García-Morales,Miguel Saceda,Juan Luján,José García-Solano,Fernando Carballo,Carlos de Torre,Isabel Martínez-Lacaci. (2014-11-13) Comparative Study of 17-AAG and NVP-AUY922 in Pancreatic and Colorectal Cancer Cells: Are There Common Determinants of Sensitivity?. Translational oncology, 7 ((5)): (590-604). [PMID:25389454]
25. Zhou-peng Li,Jing Li,Di Qu,Zheng Hou,Xiao-hui Yang,Zi-dan Zhang,Yu-kun Wang,Xiao-xing Luo,Ming-kai Li. (2015-01-06) Synthesis and pharmacological evaluations of 4-hydroxycoumarin derivatives as a new class of anti-Staphylococcus aureus agents.. The Journal of pharmacy and pharmacology, 67 ((4)): (573-582). [PMID:25556550]
26. Lulzime Ballazhi,Emil Popovski,Ahmed Jashari,Faik Imeri,Ibrahim Ibrahimi,Bozhana Mikhova,Kristina Mladenovska. (2015-03-18) Potential antiproliferative effect of isoxazolo- and thiazolo coumarin derivatives on breast cancer mediated bone and lung metastases.. Acta pharmaceutica (Zagreb, Croatia), 65 ((1)): (53-63). [PMID:25781704]
27. Mikael I Naumov,Sergey A Sutirin,Andrey S Shavyrin,Olga G Ganina,Irina P Beletskaya,Véronique Bourgarel-Rey,Sébastien Combes,Jean-Pierre Finet,Alexey Yu Fedorov. (2007-03-29) Cascade synthesis of polyoxygenated 6H,11H-[2]benzopyrano-[4,3-c][1]benzopyran-11-ones.. The Journal of organic chemistry, 72 ((9)): (3293-3301). [PMID:17388631]
28. Stancho Stanchev,Georgi Momekov,Frank Jensen,Ilia Manolov. (2007-07-07) Synthesis, computational study and cytotoxic activity of new 4-hydroxycoumarin derivatives.. European journal of medicinal chemistry, 43 ((4)): (694-706). [PMID:17614164]
29. Ana Carolina Luchini,Patrícia Rodrigues-Orsi,Silvia Helena Cestari,Leonardo Noboru Seito,Aline Witaicenis,Claudia Helena Pellizzon,Luiz Cláudio Di Stasi. (2008-07-02) Intestinal anti-inflammatory activity of coumarin and 4-hydroxycoumarin in the trinitrobenzenesulphonic acid model of rat colitis.. Biological & pharmaceutical bulletin, 31 ((7)): (1343-1350). [PMID:18591772]
30. Dharmesh H Mahajan,Christophe Pannecouque,Erik De Clercq,Kishor H Chikhalia. (2009-05-06) Synthesis and studies of new 2-(coumarin-4-yloxy)-4,6-(substituted)-S-triazine derivatives as potential anti-HIV agents.. Archiv der Pharmazie, 342 ((5)): (281-290). [PMID:19415671]
31. Omaima M Abdelhafez,Kamelia M Amin,Rasha Z Batran,Timothy J Maher,Somaia A Nada,Shalini Sethumadhavan. (2010-05-04) Synthesis, anticoagulant and PIVKA-II induced by new 4-hydroxycoumarin derivatives.. Bioorganic & medicinal chemistry, 18 ((10)): (3371-3378). [PMID:20435480]
32. Ian A Nicholls,Björn C G Karlsson,Annika M Rosengren,Henning Henschel. (2010-10-30) Warfarin: an environment-dependent switchable molecular probe.. Journal of molecular recognition : JMR, 23 ((6)): (604-608). [PMID:21031478]
33. Shizuka Saito,Takatoshi Sakai,Satoru Nemoto,Rieko Matsuda. (2011-08-30) [Determination of 4-hydroxycoumarin rodenticides in animal products, fishery products, and honey by liquid chromatography-tandem mass spectrometry].. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan, 52 ((4)): (244-250). [PMID:21873815]
34. Yan Sun,Jing Sun,Chao-Guo Yan. (2011-12-01) Synthesis of polyfunctionalized acrylates via one-pot reactions of arylamines, methyl propiolate, aromatic aldehydes, and active methylene compounds.. Molecular diversity, 16 ((1)): (163-171). [PMID:22127639]
35. Kuang Yi, Xia Yunlong, Wang Xing, Rao Qingqing, Yang Shengxiang. (2022) Magnetic Surface Molecularly Imprinted Polymer for Selective Adsorption of 4-Hydroxycoumarin. Frontiers in Chemistry, 10 [PMID:35464201]

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