CompoundList
Sign in
Antibiotics and anti-infectives

Nalidixic acid

Also known as Nalidixin, NegGram, Nevigramon

CAS 389-08-2Formula C12H12N2O3Molar mass 232.24 g/molEC 206-864-7
GHS signal word: Danger. Pictograms: Harmful or irritant, Serious health hazard 109 suppliers listed Drug substance
Get quotes Compare 109 suppliers
Nalidixic acid chemical structure, C12H12N2O3, CAS 389-08-2
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Pale buff, crystalline powder
Melting point
229 to 230
Solubility
Soly at 23 °C (mg/ml): chloroform 35, toluene 1.6, methanol 1.3, ethanol 0.6, water 0.1,…
HS code
293399
Category
Antibiotics and anti-infectives
UN number
UN 3249
Illustrative photo, off-white crystalline powder with an amber glass bottle on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is Nalidixic acid?

Plain description, key identifiers and synonyms

Nalidixic acid is a monocarboxylic acid comprising 1,8-naphthyridin-4-one substituted by carboxylic acid, ethyl and methyl groups at positions 3, 1, and 7, respectively. An orally administered antibacterial, it is used in the treatment of lower urinary-tract infections due to Gram-negative bacteria, including the majority of E. coli, Enterobacter, Klebsiella, and Proteus species. It has a role as an antimicrobial agent, an antibacterial drug and a DNA synthesis inhibitor. It is a monocarboxylic acid, a 1,8-naphthyridine derivative and a quinolone antibiotic. It is a conjugate acid of a nalidixic acid anion.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
CAS number
389-08-2 CAS number cross-checked
EC number
206-864-7
Molecular formula
C12H12N2O3
UNII
3B91HWA56M
MDL number
MFCD00006884
InChIKey
MHWLWQUZZRMNGJ-UHFFFAOYSA-N
InChI
InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
SMILES (canonical and isomeric)
CCN1C=C(C(=O)C2=C1N=C(C=C2)C)C(=O)O

Synonyms

  • Nalidixin
  • NegGram
  • Nevigramon
  • Nalidixan
  • Wintomylon
  • Nalidic acid
  • Nalidixinic acid
  • Dixiben
  • Nalurin
  • Naxuril
  • Nogram
  • Urisal
  • Nalix
  • 1-Ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
  • Betaxina
  • Specifin
  • Urodixin
  • Negram
  • Uralgin
  • Uriben
  • Uriclar
  • Uroneg
  • Acide nalidixique
  • Acido nalidixico
  • 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
Show all 39 synonyms
  • Acide nalidixico
  • WIN 18,320
  • Acidum nalidixicum
  • 1-Ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
  • 3-Carboxy-1-ethyl-7-methyl-1,8-naphthyridin-4-one
  • 3-Carboxy-1-ethyl-7-methyl-1,8-naphthidin-4-one
  • 1,4-Dihydro-1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
  • 1,8-Naphthyridine-3-carboxylic acid, 1-ethyl-1,4-dihydro-7-methyl-4-oxo-
  • Win 18320
  • 1-Ethyl-7-methyl-1,4-dihydro-1,8-naphthyridin-4-one-3-carboxylic acid
  • 1-Aethyl-7-methyl-1,8-naphthyridin-4-on-3-karbonsaeure
  • Acide 1-etil-7-metil-1,8-naftiridin-4-one-3-carbossilico
  • 1-Ethyl-7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid
  • Acid, Nalidixic

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
Pale buff, crystalline powderexp.
Odour
ODORLESSexp.
Melting point
229 to 230exp.
Solubility
Soly at 23 °C (mg/ml): chloroform 35, toluene 1.6, methanol 1.3, ethanol 0.6, water 0.1, ether 0.1.exp.

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
232.24 g/molcalc.
Exact mass
232.0848 Dacalc.
LogP (octanol/water)
1.42calc.
Topological polar surface area
72.19 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
2calc.
Heavy atoms
17calc.
Rings
2calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.25calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=c1cc[nH]c2ncccc12

O=c1cc[nH]c2ncccc12

2 rings, 11 atoms, the 1,8-Naphthyridin-4-ol ring system.

135 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H302Harmful if swallowed.
  • H317May cause an allergic skin reaction.
  • H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
  • H351Suspected of causing cancer.
Precautionary statements (22)
  • P203Obtain, read and follow all safety instructions before use.
  • P233Keep container tightly closed.
  • P260Do not breathe dust, fume, gas, mist, vapours or spray.
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P272Contaminated work clothing should not be allowed out of the workplace.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P284In case of inadequate ventilation wear respiratory protection.
  • P301 + P317If swallowed: Get medical help.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P318If exposed or concerned, get medical advice.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P333 + P317If skin irritation or rash occurs: Get medical help.
  • P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P403Store in a well-ventilated place.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.
UN number
UN 3249

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 aid

Nalidixic acid suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 109 suppliers
30 of 30 offers

Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

109 suppliers in 19 countries

Send one request to many suppliers

Choose up to 10 suppliers or let us match your request. Compare quotes side by side, free.

Choose suppliersPost a request

Nalidixic acid price

Indicative price range per kg from live supplier offers

No published prices right now

Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

Get latest price

Uses and applications

What the substance is used for, by industry and function

Veterinary medication:.

Use classes: Pharmaceuticals.

Pharmacological actions

  • Anti-Bacterial Agents
  • Topoisomerase II Inhibitors

Roles

  • DNA synthesis inhibitor
  • antibacterial agent
  • antibacterial drug
  • antiinfective agent
  • antimicrobial agent
  • antimicrobial drug
  • enzyme inhibitor
  • pathway inhibitor
  • pharmaceutical

Pharmacology

Nalidixic Acid is a synthetic quinolone and antibacterial agent with urinary tract antiseptic activity. Nalidixic acid concentrates in the renal tubules and bladder and exerts its local antibacterial actions by interference of DNA gyrase activity, thereby inhibiting DNA synthesis during bacterial replication in a dose-dependent manner. Nalidixic acid is active against most gram-negative organisms that cause urinary tract infections.

How it is made

Condensation of 2-amino-6-methylpyridine with diethyl ester of (ethoxymethylene) malonic acid, then cyclization to ethyl 1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate, followed by ethylation with ethyl bromide & saponification

Derived from 2-amino-6-methylpyridine.

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 Nalidixic acid is traded under.

HS 2933.99Indicative HS code

Heterocyclic compounds with nitrogen hetero-atom(s) only, other

World exports in 2024
$12.1B
−31.0% vs 2023, imports $28.8B
2019 to 2024
Top exporters
  1. China30.5%
  2. India * partner reported16.3%
  3. Ireland9.0%
Top importers
  1. Slovenia31.7%
  2. Italy24.2%
  3. United States5.0%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Nalidixic acid is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Nalidixic acid, based on the data on this page

What is Nalidixic acid?

Nalidixic acid is a monocarboxylic acid comprising 1,8-naphthyridin-4-one substituted by carboxylic acid, ethyl and methyl groups at positions 3, 1, and 7, respectively.

What is the CAS number of Nalidixic acid?

The CAS registry number of Nalidixic acid is 389-08-2.

What is the molecular formula and weight of Nalidixic acid?

The molecular formula of Nalidixic acid is C12H12N2O3 and its molar mass is 232.24 g/mol.

What is Nalidixic acid used for?

Veterinary medication:. Use classes: Pharmaceuticals.

Is Nalidixic acid hazardous?

Nalidixic acid carries the GHS signal word "Danger". Main hazards: harmful if swallowed, may cause an allergic skin reaction, may cause allergy or asthma symptoms or breathing difficulties if inhaled. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Nalidixic acid?

Nalidixic acid is usually classified under HS code 293399 (Heterocyclic compounds with nitrogen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Nalidixic acid?

CompoundList lists 109 suppliers of Nalidixic acid in United States, China, India, Germany and 15 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Nalidixic acid in India?

16 suppliers in India list Nalidixic acid on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Nalidixic acid?

Suppliers quote Nalidixic acid on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Nalidixic acid

Get quotes for Nalidixic acid

Post one free request with your grade, quantity and destination. Matching suppliers send quotes you can compare side by side.
Post a request Sell Nalidixic acid
Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
Embed this structure on your websiteShow code

Paste this code into your page to show the 2D structure of Nalidixic acid with a 3D view, its CAS number where known and a link back to this page. Free to use with the link kept.

<iframe src="https://www.compoundlist.com/embed/structure/nalidixic-acid-389-08-2" title="Nalidixic acid structure on CompoundList" width="360" height="420" style="border:1px solid #E7E2DA;border-radius:12px;max-width:100%" loading="lazy" referrerpolicy="strict-origin-when-cross-origin"></iframe>
Preview the embed

Explore more in Antibiotics and anti-infectives or HS code 293399

109 suppliers
Free quotes, contact stays private
Get quotes