Chlorquinaldol

Base Information

• Chemical Name: Chlorquinaldol
• CAS No.: 72-80-0
• Molecular Formula: C10H7Cl2NO
• Molecular Weight: 228.078
• Hs Code.: 2933499090
• European Community (EC) Number: 200-789-3
• NSC Number: 755830
• UNII: D6VHC87LLS
• DSSTox Substance ID: DTXSID3048998
• Nikkaji Number: J5.254J
• Wikipedia: Chlorquinaldol
• Wikidata: Q1645622
• NCI Thesaurus Code: C77042
• Metabolomics Workbench ID: 154124
• ChEMBL ID: CHEMBL224325
• Mol file: 72-80-0.mol

Synonyms:5,7 Dichloro 2 methyl 8 quinolinol;5,7-Dichloro-2-methyl-8-quinolinol;Afungil;Chlorchinaldine;Chlorchinaldol;Chloroquinaldol;Chlorquinaldol;Sterosan

Chemical Property of Chlorquinaldol

Chemical Property:

• Appearance/Colour: yellowish to beige-brown powder
• Vapor Pressure: 2.13E-05mmHg at 25°C
• Melting Point: 108-112 °C (dec.)(lit.)
• Refractive Index: 1.679
• Boiling Point: 350.7 °C at 760 mmHg
• PKA: 2.47±0.30(Predicted)
• Flash Point: 165.9 °C
• PSA: 33.12000
• Density: 1.467 g/cm³
• LogP: 3.55560
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methaol (Slightly)
• Water Solubility.: Insoluble
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 226.9904692
• Heavy Atom Count: 14
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

5,7-Dichloro-8-hydroxy-2-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T
• Hazard Codes: Xn,T
• Statements: 22-36/37/38-23/24/25
• Safety Statements: 26-36-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NC2=C(C=C1)C(=CC(=C2O)Cl)Cl
• Uses: Chlorquinaldol is a fungistat and antibacterial agent in topical pharmaceutical preparations (5,7-dichloro-2-methyl-8-quinolinol, Sterosan). antiinfectant, antifungal 5,7-Dichloro-8-hydroxy-2-methylquinoline is an anti-infective agent.
• Therapeutic Function: Antibacterial

Technology Process of Chlorquinaldol

There total 6 articles about Chlorquinaldol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.9%

2-methyl-8-quinolinol (826-81-3) → chloroquinaldol (72-80-0)

Guidance literature:

With aluminum (III) chloride; N-chloro-succinimide; In dichloromethane; at 35 ℃; for 8h; Temperature; Solvent; Darkness; Green chemistry;

Reference yield: 70.86%

2-methyl-8-quinolinol (826-81-3) + tert-butylhypochlorite (507-40-4) → chloroquinaldol (72-80-0)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 20 - 41 ℃; Solvent; Reagent/catalyst;

Reference yield: 68.98%

2-methyl-8-quinolinol (826-81-3) + 1,3-dichloro-5,5-dimethylhydantoin (118-52-5) → chloroquinaldol (72-80-0)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 32 - 41 ℃; for 10h; Time; Solvent; Reagent/catalyst;

upstream raw materials:

2-methyl-8-quinolinol

5,7-dichloro-8-hydroxyquinoline 1-oxide

methylmagnesium chloride

dichlorohydantoin

Downstream raw materials:

5,7-dichloro-2-[2-(3,5-dihydroxyphenyl)vinyl]quinolin-8-ol

5,7-dichloro-2-[2-(4-hydroxyphenyl)vinyl]quinolin-8-ol

5,7-dichloro-2-[2-(2-hydroxyphenyl)vinyl]quinolin-8-ol

5,7-dichloro-2-[2-(2,4-dihydroxyphenyl)vinyl]quinolin-8-ol

Refernces

• 1、 -. "Preparation method of chlorquinaldol". Paragraph 0066-0093. . Retrieved 2021/10/27.
• 2、 -. "Rare earth complex constructed based on 2- methyl -5,7- dichloro -8- hydroxyquinoline, and preparation method and application thereof". Paragraph 0022-0024. . Retrieved 2020/03/25.