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55627

Sigma-Aldrich

7-Hydroxy-4-methyl-2(1H)-quinolone

suitable for fluorescence, ≥97.0% (HPLC)

Synonym(s):

2,7-Dihydroxy-4-methylquinoline, 7-Hydroxy-4-methylcarbostyryl

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About This Item

Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
20513-71-7
Molecular Weight:
175.18
Beilstein:
1528280
MDL number:
MFCD00674527
UNSPSC Code:
12352202
PubChem Substance ID:
57651543
NACRES:
NA.32

Assay

≥97.0% (HPLC)

form

solid

pKa 

7.8

mp

≥250 °C (lit.)

solubility

DMF: soluble
DMSO: soluble
alcohols: soluble

fluorescence

λex 321 nm; λem 357 nm (pH 5.0)
λex 351 nm; λem 428 nm in 0.1 M Tris pH 9.0

suitability

suitable for fluorescence

SMILES string

Cc1cc(O)nc2cc(O)ccc12

InChI

1S/C10H9NO2/c1-6-4-10(13)11-9-5-7(12)2-3-8(6)9/h2-5,12H,1H3,(H,11,13)

InChI key

MYEVEFULPUKTSZ-UHFFFAOYSA-N

Application

7-Hydroxy-4-methyl-2(1H)-quinolone may be used as a reference material in the study and analysis of quinolone derivatives in research areas such as carcinogenicity and quinolone metabolism.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL4992V
1380280V
1380280
1369987
449397/1

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E J La Voie et al.
Carcinogenesis, 4(9), 1169-1173 (1983-09-01)
Quinoline is a hepatocarcinogen in mice and rats, a mutagen in Salmonella typhimurium, and induces unscheduled DNA synthesis in primary cultures of rat hepatocytes. In contrast, isoquinoline has not been shown to be genotoxic. The metabolites of quinoline and isoquinoline
A Rüger et al.
Biological chemistry Hoppe-Seyler, 374(7), 479-488 (1993-07-01)
A bacterial strain, designated K1, which utilizes 4-methylquinoline and quinoline as sole source of carbon, nitrogen and energy was isolated from soil. Based on its morphological and physiological characteristics, it was classified as Pseudomonas putida biovar B. Four metabolites of

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