4-Hydroxyquinoline CAS 611-36-9
Introduction：Basic information about 4-Hydroxyquinoline CAS 611-36-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-Hydroxyquinoline Basic information
| Product Name: | 4-Hydroxyquinoline |
| Synonyms: | QUINOLIN-4-OL;QUINOLIN-4(1H)-ONE;KYNURINE;4-hydroxy-quinolin;1H-Quinolin-4-one;Quinoline, 4-hydroxy-;4-Hydroxyquinoline98%;4-Quinolinol,4-Hydroxyquinoline |
| CAS: | 611-36-9 |
| MF: | C9H7NO |
| MW: | 145.16 |
| EINECS: | 210-268-2 |
| Product Categories: | Building Blocks;C8 to C10;Chemical Synthesis;Heterocyclic Building Blocks;Quinoline&Isoquinoline;Quinolines;Hydroxyquinolines;quinoline;Quinolines, Quinazolines and derivatives;Heterocyclic Series;Alcohols and Derivatives;Heterocycles |
| Mol File: | 611-36-9.mol |
4-Hydroxyquinoline Chemical Properties
| Melting point | 200-202 °C(lit.) |
| Boiling point | 264.27°C (rough estimate) |
| density | 1.1555 (rough estimate) |
| refractive index | 1.4500 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Soluble in methanol. |
| pka | 2.23, 11.28(at 20℃) |
| form | Crystalline Powder or Needles |
| color | Light beige to yellow |
| Water Solubility | 4.8g/L(15 ºC) |
| BRN | 1524969 |
| InChI | 1S/C9H7NO/c11-9-5-6-10-8-4-2-1-3-7(8)9/h1-6H,(H,10,11) |
| InChIKey | PMZDQRJGMBOQBF-UHFFFAOYSA-N |
| SMILES | Oc1ccnc2ccccc12 |
| LogP | 2.450 (est) |
| CAS DataBase Reference | 611-36-9(CAS DataBase Reference) |
| NIST Chemistry Reference | 4-Quinolinol(611-36-9) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39 |
| WGK Germany | 3 |
| RTECS | VC4070000 |
| HS Code | 29334900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Description | 4-Hydroxyquinoline is a quinoline alkaloid that has been found in Z. lotus honeys. It is a core component of alkyl-4-hydroxyquinoline quorum sensing molecules such as 2-heptyl-3-hydroxy-4(1H)-quinolone and 2-nonyl-3-hydroxy-4-quinolone. 4-Hydroxyquinoline has been used as a precursor in the synthesis of compounds with antibacterial activity. It has also been used as a fluorescent detection reagent for iron(III) in bovine liver samples. |
| Chemical Properties | LIGHT BEIGE TO YELLOWISH CRYST. POWDER OR NEEDLES |
| Uses | 4-Hydroxyquinolineis is a raw material in medical research, a hydroxylated quinoline derivative with antimicrobial activity. 4-Hydroxyquinoline showed growth-inhibitory effects against intestinal bacteria. 4-Hydroxyquinoline act as sacrificial scavengers of the photogenerated oxygen species and has been shown to prevent the photodegradation of riboflavin. |
| Definition | ChEBI: A monohydroxyquinoline carrying a hydroxy group at position 4. |
| Synthesis Reference(s) | Journal of the American Chemical Society, 68, p. 1264, 1946 DOI: 10.1021/ja01211a038 |
| General Description | 4-Quinolinol (4-quinolone) is a quinolone compound which forms the core moiety of antibacterials such as norfloxacin, nalidixic acid, ciprofloxacin and cinoxacin. |
| Biological Activity | 4-hydroxyquinoline is a hydroxylated quinoline derivative with antimicrobial activity. it shows growth-inhibitory effects against intestinal bacteria. it also can be used as sacrificial scavengers of the photogenerated oxygen species. |
| References | [1] F. KHALLOUKI. HPLC-ESI-MS and GC-EI-MS Identification and Quantitation of Polyphenolics and Alkaloids in Moroccan Jujube Honeys[J]. Journal of Apicultural Science, 2020, 64 1: 287-299. DOI: 10.2478/jas-2020-0029 [2] STEPHAN HEEB. Quinolones: from antibiotics to autoinducers[J]. FEMS microbiology reviews, 2011, 35 2: 247-274. DOI: 10.1111/j.1574-6976.2010.00247.x [3] MARIE-GRATIA KAYIRERE . Synthesis and antibacterial activity of new 4-alkoxy, 4-aminoalkyl and 4-alkylthioquinoline derivatives[J]. European Journal of Medicinal Chemistry, 1998, 33 1: Pages 55-63. DOI: 10.1016/s0223-5234(99)80076-2 [4] GEORGE C. RAGOS Prodromos B I Mavroudis A Demertzis. A high-sensitive spectrofluorimetric method for the determination of micromolar concentrations of iron(III) in bovine liver with 4-hydroxyquinoline[J]. Farmaco (Societa chimica italiana?: 1989), 1998, 53 8: Pages 611-616. DOI: 10.1016/s0014-827x(98)00070-6 |
4-Hydroxyquinoline Preparation Products And Raw materials
| Preparation Products | 3,4-DIAMINOQUINOLINE-->4-AMINO-3-NITROQUINOLINE-->4-Chloroquinoline-->4-Chloro-3-nitroquinoline-->Disperse Yellow HG-->DECAHYDRO-QUINOLIN-4-OL HYDROCHLORIDE-->3-NITRO-4-QUINOLINOL-->4-Methoxyquinoline-->Imiquimod-->3-Amino-4-chloroquinoline-->4-Bromoquinoline-->4(1H)-Quinolinone, 3-(hydroxymethyl)--->Pentitol, 1,4-anhydro-2,5-dideoxy-3-S-(3-iodo-4-quinolinyl)-3-thio- |
