2-Hydroxyquinoline

HCID 6038CAS 104534-80-7

Basic information

Standard SMILES
O=c1ccc2ccccc2[nH]1
InChIKey
LISFMEBWQUVKPJ-UHFFFAOYSA-N
Molecular formula
C9H7NO
Average molar mass
145.16 g/mol
Monoisotopic mass
145.05276384

Overview

Quinolin-2-ol is a monohydroxyquinoline carrying a hydroxy substituent at position 2. It is an intermediate metabolite produced duting the microbial degradation of quinoline. It has a role as a bacterial xenobiotic metabolite. It is a tautomer of a quinolin-2(1H)-one.

Names & identifiers

Preferred name
2-Hydroxyquinoline
IUPAC
1H-quinolin-2-one
English name
2-Hydroxyquinoline
Molecular formula
C9H7NO
Molecular weight
145.15798

Names & synonyms

2-Hydroxyquinoline59-31-4CarbostyrilQuinolin-2(1H)-one2(1H)-Quinolinone2-Quinolone1H-quinolin-2-oneo-Aminocinnamic acid lactamalpha-Quinolone2-Quinolinone2(1H)-Quinolone803BHY7QWU
Show more names
DTXSID1058769NSC-156783CHEBI:18289RefChem:389257DTXCID7042510200-420-62-QuinolinolQuinolin-2-ol

Database identifiers

CAS
104534-80-7、1321-40-0、59-31-4、70254-42-1
PubChem CID
6038
DTXSID
DTXSID1058769
ChEMBL
CHEMBL186422
ChEBI
CHEBI:16365
UNII
803BHY7QWU
EC Number
200-420-6、274-516-1
Nikkaji
J4.598E

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
29.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
11

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Quinolines
DrugsPharmaceuticals -> Listed in ZINC15
LogP1.32
Physical DescriptionLight yellow crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
280 · P280-P305+P351+P338

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H302 (92%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 75 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

Hazard information

Regulatory Information · 2 items

Chemical: 2-Quinolinol

2(1H)-Quinolinone: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2-Quinolinol: Human health tier I assessment
Hazards SummaryAn irritant; [Sigma-Aldrich MSDS] See Quinoline.
Hazard Classes and Categories · 2 items

Skin Irrit. 2 (100%)

Acute Tox. 4 (92%)

Toxicology

Adverse Effects · 1 item

The most common reported adverse effects of quinolones include gastrointestinal events such as nausea, vomiting, and diarrhea. Antibiotic-associated colitis is a common sequela of quinolone use due to its effect on the gut flora. The use of quinolones may result in higher rates of clostridium difficile infection compared to other antibiotics. Arthralgias are also a common adverse effect, especially in the pediatric population, and self-resolve after discontinuing therapy. Some patients may also experience serious anaphylactic and skin reactions, ranging from a minor rash and/or photosensitivity to Stevens-Johnson syndrome or toxic epidermal necrolysis.

Toxicity Summary · 1 item

If a patient begins to display signs of potential tendinitis or tendon rupture, the recommendation is to immediately discontinue the quinolone and avoid using the affected joint. Such signs can include tendon pain, swelling, or inflammation. It is also recommended to discontinue quinolones and initiate immediate supportive measures in cases with serious adverse events, including Stevens-Johnson syndrome, toxic epidermal necrolysis, hepatotoxicity, and anaphylaxis.

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P280-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2(1H)-Quinolinone: INACTIVE

Suppliers50 total

河北凡博医药科技有限公司15588346797
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Quinolin-2-ol is a monohydroxyquinoline carrying a hydroxy substituent at position 2. It is an intermediate metabolite produced duting the microbial degradation of quinoline. It has a role as a bacterial xenobiotic metabolite. It is a tautomer of a quinolin-2(1H)-one.

Related reactions

97 records

Linked notes

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