5-Nitroso-8-hydroxyquinoline - ≥95% , CAS No.3565-26-2

CAS: 3565-26-2 Cat. No.: N136164 Formula: C9H6N2O2 Peso molecolare: 174.16 Beilstein Registry Number: 21(1)405 Numero EC: 222-650-6
Disponibile su ordine
GRADE & PURITY ≥95%
Synonyms
C9H6N2O2 | SMR000369353 | 5-(hydroxyimino)quinolin-8-one | 8-Hydroxy-5-nitrosoquinoline | HMS2768N15 | (5Z)-5-hydroxyimino-quinolin-8-one | cid_19103 | 5-Nitroso-oxine | SCHEMBL105461 | Z56922102 | 5-Nitroso-8-cinnolinol | CCG-35355 | HMS3269O05 | BDBM681
Storage
Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
★
Size
Germania (EU)
USA*
Price
Qty
5g
N136164-5g
—
2 Disponibile
48,51€
25g
N136164-25g
—
3 Disponibile
130,94€
100g
N136164-100g
—
3 Disponibile
485,85€
Enter a quantity for the sizes you want to add.
🧪

Why this grade

≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Panoramica

5-​Nitroso-​quinolin-​8-​ol is shown to have cell differentiation and antiproliferative activity in human breast cancer cells in tissue culture and antitumor activity in mice bearing P388 and L1210 leukemic cells.

Specifications

Sinonimi
C9H6N2O2 | SMR000369353 | 5-(hydroxyimino)quinolin-8-one | 8-Hydroxy-5-nitrosoquinoline | HMS2768N15 | (5Z)-5-hydroxyimino-quinolin-8-one | cid_19103 | 5-Nitroso-oxine | SCHEMBL105461 | Z56922102 | 5-Nitroso-8-cinnolinol | CCG-35355 | HMS3269O05 | BDBM681
Specifiche e purezza
≥95%
Meccanismi biochimici e fisiologici
Histone deacetylase (HDAC) inhibitor. Causes cell differentiation and antiproliferative activity in MCF-7 human breast cancer cells in vitro and displays antitumor activity in vivo .
Condizioni di conservazione di stoccaggio
Store at -20°C,Argon charged
Spedito in
Ice chest + Ice pads
Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.
Nota
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Purezza
≥95%
Nomi e identificatori
Pubchem Sid504752927
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504752927
Sorrisi canoniciC1=CC2=C(C=CC(=C2N=C1)O)N=O
IUPAC Name5-nitrosoquinolin-8-ol
InChIKeyRZWRYPGAUIOOMK-UHFFFAOYSA-N
INCHI1S/C9H6N2O2/c12-8-4-3-7(11-13)6-2-1-5-10-9(6)8/h1-5,12H
Isomeri SMILES C1=CC2=C(C=CC(=C2N=C1)O)N=O
RTECS VC8237000
Peso molecolare 174.16
Beilstein 21(1)405
Reaxy-Rn 135353
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=135353&ln=

Documentazione

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClasseQuinolines and derivatives
Subclass8-hydroxyquinolines
Intermediate Tree Nodes Not available
Direct Parent8-hydroxyquinolines
Alternative Parents 1-hydroxy-2-unsubstituted benzenoids  Pyridines and derivatives  Heteroaromatic compounds  Propargyl-type 1,3-dipolar organic compounds  C-nitroso compounds  Azacyclic compounds  Organopnictogen compounds  Organooxygen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents 8-hydroxyquinoline - 1-hydroxy-2-unsubstituted benzenoid - Pyridine - Benzenoid - Heteroaromatic compound - C-nitroso compound - Organic nitroso compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Azacycle - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
DescrizioneThis compound belongs to the class of organic compounds known as 8-hydroxyquinolines. These are compounds containing a quinoline moiety, which carries a hydroxy group at the 8-position. Quinoline consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.
External Descriptors Not available
Struttura 3D
Modello di struttura chimica interattiva





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Meccanismi d'azione
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

5 results found

Lot NumberCertificate TypeDataOggetto
K2021112Certificate of AnalysisMar 20, 2026 N136164
H2217461Certificate of AnalysisMar 11, 2026 N136164
H2217462Certificate of AnalysisMar 11, 2026 N136164
H2515148Certificate of AnalysisAug 20, 2025 N136164
K2021111Certificate of AnalysisSep 14, 2022 N136164
Proprietà chimiche e fisiche
SolubilitàDMSO (Slightly), Methanol (Slightly)
SensibilitàLight sensitive
Peso molecolare174.160 g/mol
XLogP31.600
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass174.043 Da
Monoisotopic Mass174.043 Da
Topological Polar Surface Area62.600 Ų
Heavy Atom Count13
Formal Charge0
Complexity198.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Riferimenti
1. Pusheng Xu, Yi Li, Bihan Xu, Dan Cao, Xu Dong, Yanghui Xiang, Xiuzhi Jiang, Xin Yuan, Yuwei Qiu, Ying Zhang.  (2025)  Novel mutations in the marR gene (MAB_2648c) modify nitroxoline activity in Mycobacterium abscessus.  ANTIMICROBIAL AGENTS AND CHEMOTHERAPY,  69  (5):   [PMID:40167421] [10.1128/aac.01744-24]
Calcolatori di soluzioni
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