Coumarin 7

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Coumarin 7

Coumarin 7 | 27425-55-4

Catalog Number A17-0067
Category Laser Dyes
Molecular Formula C20H19N3O2
Molecular Weight 333.39
Catalog Number Size Price Quantity
A17-0067 -- $--

Product Introduction

Coumarin 7 is an extensively employed synthetic compound within the biomedical sector. It stands as an indispensable fluorescent probe instrumental in scrutinizing multifarious biological mechanisms encompassing the domains of pharmaceutical conveyance, enzymatic operations, and cellular visualization. Furthermore, its profound antioxidant and anti-inflammatory attributes have been recognized, thus unveiling promising therapeutic capabilities towards maladies like cancer and neurodegenerative ailments.

Chemical Information

Synonyms 3-(1H-benzimidazol-2-yl)-7-(diethylamino)-2H-1-benzopyran-2-one; Coumarin 535; 3-(2-Benzimidazolyl)-7-(diethylamino)coumarin
Purity >98.0%(T)(HPLC)
IUPAC Name 3-(1H-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one
Canonical SMILES CCN(CC)C1=CC2=C(C=C1)C=C(C(=O)O2)C3=NC4=CC=CC=C4N3
InChI InChI=1S/C20H19N3O2/c1-3-23(4-2)14-10-9-13-11-15(20(24)25-18(13)12-14)19-21-16-7-5-6-8-17(16)22-19/h5-12H,3-4H2,1-2H3,(H,21,22)
InChI Key GOLORTLGFDVFDW-UHFFFAOYSA-N
Appearance White to Light yellow powder to crystal
Melting Point 242 °C
  • Product Specification
  • Application
Storage Store under inert gas
Signal Warning
GHS Hazard Statements H315 (21.91%): Causes skin irritation [Warning Skin corrosion/irritation] H317 (78.09%): May cause an allergic skin reaction [Warning Sensitization, Skin] H319 (21.91%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (42.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement Codes P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P313, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

Coumarin 7, a versatile chemical compound, finds widespread applications in both biomedical and industrial domains. Here are four key applications of Coumarin 7:

Fluorescent Probes: Within biochemical assays and cellular imaging, Coumarin 7 emerges as a remarkable fluorescent probe, enabling real-time tracking of molecular interactions and cellular dynamics. Its luminous properties serve as a vital tool in visualizing and quantifying intricate biological processes, playing a pivotal role in advancing both fundamental research and clinical diagnostics.

Pharmaceuticals: Embracing its role in pharmacology, Coumarin 7 stands as a foundational compound for the development of anticoagulant medications. Its adaptable structure allows for modifications that amplify efficacy while minimizing adverse effects, positioning it as a valuable scaffold for pioneering drug formulations aimed at combating and preventing clot-related disorders.

Cosmetics: Delving into the realm of cosmetics, Coumarin 7 contributes its enticing fragrance and skin-nurturing attributes to an array of beauty products. From perfumes to lotions, this compound adds both functional benefits and aromatic pleasures, catering to consumer preferences for eco-conscious and sustainable beauty solutions, aligning with the shifting landscape of the industry.

Analytical Chemistry: Embracing its analytical prowess, Coumarin 7 emerges as a key reagent in the realm of analytical chemistry, facilitating the detection and quantification of diverse substances with precision and sensitivity. Its application in chromatography and spectrophotometry serves as a cornerstone for quality control in industries like pharmaceuticals and food production, where exact measurements play a crucial role in ensuring product integrity.

Computed Properties

XLogP3 4
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 4
Exact Mass 333.147726857 g/mol
Monoisotopic Mass 333.147726857 g/mol
Topological Polar Surface Area 58.2Ų
Heavy Atom Count 25
Formal Charge 0
Complexity 531
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
21992548 2012-02-01 Solanum tuberosum lectin-conjugated PLGA nanoparticles for nose-to-brain delivery: in vivo and in vitro evaluations Journal of drug targeting
22382327 2012-01-01 Functional characterization of allelic variants of polymorphic human cytochrome P450 2A6 (CYP2A6*5, *7, *8, *18, *19, and *35) Biological & pharmaceutical bulletin
21244437 2011-10-01 Inhibition of cytochrome P450 2A participating in coumarin 7-hydroxylation in pig liver microsomes Journal of veterinary pharmacology and therapeutics
20836976 2010-09-01 Polymeric nanoparticle encapsulation of a naturally occurring plant scopoletin and its effects on human melanoma cell A375 Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine
20729216 2010-08-27 The bell-shaped curve for peroxynitrite-mediated oxidation and nitration of NO/O2-* is alive and well The Journal of biological chemistry

Patents

Publication NumberTitlePriority Date
CN-115236936-A A femtosecond laser curing cross-linked polyamic acid photoresist and its preparation method, use method and application 2022-09-22
CN-115236936-B A femtosecond laser curing crosslinked polyamic acid photoresist and its preparation method, use method and application 2022-09-22
CN-114415471-B A kind of siloxane-based two-photon photoresist and its preparation method, use method and application 2022-03-01
EP-4112600-A1 Vinyl thianthrenium compound, process for its preparation and its use for transferring a vinyl group 2021-07-03
WO-2023280638-A1 Vinyl thianthrenium compound, process for its preparation and its use for transferring a vinyl group 2021-07-03
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