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

CAS: 3565-26-2 Cat. No.: N136164 Fórmula: C9H6N2O2 Peso molecular: 174.16 Beilstein Registry Number: 21(1)405 Número CE: 222-650-6
Disponível para encomenda
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
USA
Alemanha (EU)*
Price
Qty
5g
N136164-5g
2 Em stock
—
55,90US$
25g
N136164-25g
3 Em stock
—
150,90US$
100g
N136164-100g
3 Em stock
—
559,90US$
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.

Visão geral

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

Sinónimos
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
Especificações e pureza
≥95%
Mecanismos bioquímicos e fisiológicos
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 .
Condições de armazenamento de armazenamento
Store at -20°C,Argon charged
Enviado em
Ice chest + Ice pads
Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.
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.
Pureza
≥95%
Nomes e identificadores
Pubchem Sid504752927
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504752927
Sorrisos canónicosC1=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
SMILES isoméricas C1=CC2=C(C=CC(=C2N=C1)O)N=O
RTECS VC8237000
Peso molecular 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=

Documentation

📋 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
DescriçãoThis 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
Estrutura 3D
Modelo de Estrutura Química Interativa





Alvos associados (humanos)
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A498 (42825 Activities)
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ACHN (49357 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DLD-1 (17511 Activities)
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DMS-273 (14108 Activities)
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DU-145 (51482 Activities)
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HL-60 (67320 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MCF7 (126967 Activities)
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MOLT-4 (49676 Activities)
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NCI-H358 (882 Activities)
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NSCLC (640 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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PC-3 (62116 Activities)
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RPMI-8226 (44974 Activities)
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RXF 393 (41971 Activities)
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SF-295 (48000 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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SNB-78 (14240 Activities)
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TK-10 (45540 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
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786-0 (47912 Activities)
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A549 (127892 Activities)
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BJ (6930 Activities)
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NCI/ADR-RES (33767 Activities)
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T47D (39041 Activities)
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EKVX (44102 Activities)
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NCI-H322M (45589 Activities)
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HCC 2998 (41480 Activities)
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HCT-116 (91556 Activities)
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HOP-18 (11577 Activities)
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Alvos associados (não humanos)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
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Vero (26788 Activities)
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Npsr1 Neuropeptide S receptor (260 Activities)
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rep Replicase polyprotein 1ab (378 Activities)
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Mapt Microtubule-associated protein tau (6 Activities)
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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
recD Exodeoxyribonuclease V (225 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ddit3 DNA damage-inducible transcript 3 protein (953 Activities)
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Mecanismos de ação
Certificados(CoA,COO,BSE/TSE e Mapa de Análise)
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 TypeDataItem
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
Propriedades químicas e físicas
SolubilidadeDMSO (Slightly), Methanol (Slightly)
SensibilidadeLight sensitive
Peso molecular174.160 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
Referências
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]
Calculadoras de soluções
Revisões

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