Oxolinic acid
Also known as Utibid, Prodoxal, Ossian
Key facts
What buyers check first
- CAS number
- 14698-29-4
- Formula
- C13H11NO5
- Appearance
- Crystals from dimethylformamide
- Melting point
- 314 to 316
- HS code
- 293499
- Category
- Antibiotics and anti-infectives

What is Oxolinic acid?
Plain description, key identifiers and synonyms
Oxolinic acid is a quinolinemonocarboxylic acid having the carboxy group at position 7 as well as oxo and ethyl groups at positions 4 and 1 respectively and a dioxolo ring fused at the 5- and 6-positions. A synthetic antibiotic, it is used in veterinary medicine for the treatment of bacterial infections in cattle, pigs and poultry. It has a role as an enzyme inhibitor, an antimicrobial agent, an antiinfective agent, an antifungal agent and an antibacterial drug. It is a quinolinemonocarboxylic acid, an organic heterotricyclic compound, an aromatic carboxylic acid, an oxacycle and a quinolone antibiotic. It is a conjugate acid of an oxolinate.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 5-ethyl-8-oxo-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
- CAS number
- 14698-29-4 CAS number cross-checked
- EC number
- 238-750-8
- Molecular formula
- C13H11NO5
- UNII
- L0A22B22FT
- MDL number
- MFCD00056775
- InChIKey
- KYGZCKSPAKDVKC-UHFFFAOYSA-N
- InChI
- InChI=1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17)
- SMILES (canonical and isomeric)
- CCN1C=C(C(=O)C2=CC3=C(C=C21)OCO3)C(=O)O
Synonyms
- Utibid
- Prodoxal
- Ossian
- Pietil
- Acido oxolinico
- Acide oxolinique
- Acidum oxolinicum
- Aqualinic
- 5-ethyl-8-oxo-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
- 5-Ethyl-8-oxo-5,8-dihydro[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
- 1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylic acid
- 1-Ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylic acid
- 5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo(4,5-g)quinoline-7-carboxylic acid
- 1,3-Dioxolo(4,5-g)quinoline-7-carboxylic acid, 5-ethyl-5,8-dihydro-8-oxo-
- 1,3-Dioxolo[4,5-g]quinoline-7-carboxylic acid, 5-ethyl-5,8-dihydro-8-oxo-
- 5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylic acid
- Acid, Oxolinic
- 5-ethyl-8-oxo-(1,3)dioxolo(4,5-g)quinoline-7-carboxylic acid
- 5-ethyl-8-oxo-5,8-dihydro(1,3)dioxolo(4,5-g)quinoline-7-carboxylic acid
- Oxolinate, Sodium
- 5-Ethyl-8-oxo-5,8-dihydro (1,3) dioxolo (4,5-g) quinoline-7-carboxylic acid
- Nidantin
- Dioxacin
- Emyrenil
- Prodoxol
Show all 38 synonymsShow fewer synonyms
- Starner
- Uroxol
- Gramurin
- Oksaren
- Oxolinic
- Ultibid
- Uritrate
- Urotrate
- Oxoboi
- Uro-alvar
- 5-Ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
- Oxolinic acid impurity B
- Cistopax
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals from dimethylformamideexp.Measured value |
|---|---|
| Melting point | 314 to 316exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 261.23 g/molcalc.Computed value |
|---|---|
| Exact mass | 261.0637 Dacalc.Computed value |
| LogP (octanol/water) | 1.45calc.Computed value |
| Topological polar surface area | 77.76 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 2calc.Computed value |
| Heavy atoms | 19calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.23calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=c1cc[nH]c2cc3c(cc12)OCO3
3 rings, 14 atoms, the 1,3-Dioxolo[4,5-g]quinolin-8(5H)-one ring system.
39 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
Precautionary statements (5)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P317If swallowed: Get medical help.
- P330Rinse mouth.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidOxolinic acid suppliers
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- ChinaUnclaimed profileOxolinic AcidGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
87 suppliers in 13 countries
- United States34
- China28
- Germany4
- United Kingdom4
- Hong Kong3
- Ukraine3
- and 7 more countries
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Oxolinic acid price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Anti-Bacterial Agents
- Anti-Infective Agents, Urinary
- Topoisomerase II Inhibitors
Roles
- antibacterial agent
- antibacterial drug
- antifungal agent
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- enzyme inhibitor
- pharmaceutical
Pharmacology
Quinolone Antibiotic is the basic structure of quinolone is nalidixic acid that has limited therapeutic value. However, the development of fluorinated quinolones led to new derivative compounds with broad antibacterial activity. Both DNA gyrase and topoisomerase IV are targets of quinolones.
How it is made
Kaminsky, meltzer, us pat 3,287,458 (1966 to warner-lambert) eidem, j med chem, 11, 160 (1968).
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Oxolinic acid is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for Oxolinic acid is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Oxolinic acid, based on the data on this page
What is Oxolinic acid?
What is the CAS number of Oxolinic acid?
What is the molecular formula and weight of Oxolinic acid?
What is Oxolinic acid used for?
Is Oxolinic acid hazardous?
What is the HS code of Oxolinic acid?
Where can I buy Oxolinic acid?
What is the price of Oxolinic acid?
Guides for buyers
Practical guides that help when you source, ship or handle Oxolinic acid
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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