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Analgesics and anti-inflammatories

Naproxcinod

Also known as Nitronaproxen, naproxen-n-butyl nitrate, HCT 3012

CAS 163133-43-5Formula C18H21NO6Molar mass 347.37 g/molEC 864-298-1
GHS signal word: Warning. Pictograms: Harmful or irritant, Serious health hazard, Hazardous to the environment
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Naproxcinod chemical structure, C18H21NO6, CAS 163133-43-5
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
163133-43-5
Formula
C18H21NO6
Molar mass
347.37 g/mol
EC number
864-298-1
HS code
292090
Category
Analgesics and anti-inflammatories

What is Naproxcinod?

Plain description, key identifiers and synonyms

Naproxcinod is a carboxylic ester obtained by formal condensation of the carboxy group of naproxen with the hydroxy group of 4-(nitrooxy)butanol. A cyclooxygenase-inhibiting nitric oxide donator that is metabolised to naproxen and a nitric oxide donating moiety, effective in treatment of osteoarthritis. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, a prodrug and a nitric oxide donor. It is a carboxylic ester, a methoxynaphthalene and a nitrate ester. It is functionally related to a butane-1,4-diol and a naproxen.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
4-nitrooxybutyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
CAS number
163133-43-5 CAS number cross-checked
EC number
864-298-1
Molecular formula
C18H21NO6
UNII
V24GR4LI3I
MDL number
MFCD08705752
InChIKey
AKFJWRDCWYYTIG-ZDUSSCGKSA-N
InChI
InChI=1S/C18H21NO6/c1-13(18(20)24-9-3-4-10-25-19(21)22)14-5-6-16-12-17(23-2)8-7-15(16)11-14/h5-8,11-13H,3-4,9-10H2,1-2H3/t13-/m0/s1
Canonical SMILES
COc1ccc2cc(C(C)C(=O)OCCCCO[N+](=O)[O-])ccc2c1
Isomeric SMILES
C[C@@H](C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)OCCCCO[N+](=O)[O-]

Synonyms

  • Nitronaproxen
  • naproxen-n-butyl nitrate
  • HCT 3012
  • NO-naproxen
  • AZD 3582
  • naproxcinodum
  • 4-(Nitrooxy)butyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
  • (S)-2-(6-Methoxy-2-naphthyl)propanoic acid 4-nitrooxybutyl ester
  • 4-nitrooxybutyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
  • NicOx
  • 2-Naphthaleneacetic acid, 6-methoxy-alpha-methyl-, 4-(nitrooxy)butyl ester, (alphaS)-
  • nitric oxide naproxen
  • nitric oxide-releasing naproxen
  • 4-(nitrooxy)butyl-(2S)-2-(6-methoxy-2-naphthyl)propanoate
  • 2-Naphthaleneacetic Acid, 6-Methoxy-Alpha-Methyl-, 4-(Nitrooxy)Butyl Ester, (Alpha-S)-
  • 4-nitrooxybutyl (2S)-2-(6-methoxy-2-naphthyl)propanoate
  • 4-(Nitrooxy)butyl (2S)-2-(6-methoxy-2-naphthyl)propanoate
  • HCT 3012, Naproxcinod, Nitronaproxen
  • Naproxcinod (USAN/INN)
  • Naproxen nitroxybutyl ester
  • 4-(nitrooxy)butyl (S)-2-(6-methoxynaphthalen-2-yl)propanoate
  • 4-(nitrooxy)butyl-(2s)-2-(6-methoxy-2 naphthyl)propanoate
  • (S)-2-(6-Methoxy-2-naphtyl) propionic acid 4-nitrooxybutyl ester
  • 2-Naphthaleneacetic acid, 6-methoxy-alpha-methyl-, 4-(nitrooxy)butyl ester, (S)-
  • 2-Naphthaleneacetic acid, 6-methoxy-alpha-methyl-, 4-(nitrooxy)butyl ester, (.alpha.s)-

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

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

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
347.37 g/molcalc.
Exact mass
347.1369 Dacalc.
LogP (octanol/water)
3.48calc.
Topological polar surface area
87.9 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
6calc.
Rotatable bonds
9calc.
Heavy atoms
25calc.
Rings
2calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.39calc.
Formal charge
0calc.
Stereocentres
1calc.
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, c1ccc2ccccc2c1

c1ccc2ccccc2c1

2 rings, 10 atoms, the Naphthalene ring system.

17,920 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard
GHS09: Hazardous to the environment
Hazardous to the environment

Hazard statements

  • H302Harmful if swallowed.
  • H373May cause damage to organs through prolonged or repeated exposure.
  • H400Very toxic to aquatic life.
  • H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (9)
  • P260Do not breathe dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P273Avoid release to the environment.
  • P301 + P317If swallowed: Get medical help.
  • P319Get medical help if you feel unwell.
  • P330Rinse mouth.
  • P391Collect spillage.
  • 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 aid

Naproxcinod suppliers

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Naproxcinod 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

Pharmacological actions

  • Nitric Oxide Donors

Roles

  • analgesic
  • anti-inflammatory agent
  • anti-inflammatory drug
  • antirheumatic drug
  • donor
  • enzyme inhibitor
  • nitric oxide donor
  • non-narcotic analgesic
  • non-steroidal anti-inflammatory drug
  • pharmaceutical
  • pro-agent
  • prodrug

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Naproxcinod is traded under.

HS 2920.90Indicative HS code

Esters, other than thiophosphoric esters (phosphorothioates) and phosphite esters and their salts…

World exports in 2024
$1.05B
+8.0% vs 2023, imports $1.23B
2019 to 2024
Top exporters
  1. China33.4%
  2. Germany18.8%
  3. United States12.4%
Top importers
  1. United States19.2%
  2. Singapore8.9%
  3. South Korea6.9%
Reported customs values in USD, not prices.Full trade data

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

Frequently asked questions

Quick answers about Naproxcinod, based on the data on this page

What is Naproxcinod?

Naproxcinod is a carboxylic ester obtained by formal condensation of the carboxy group of naproxen with the hydroxy group of 4-(nitrooxy)butanol. A cyclooxygenase-inhibiting nitric oxide donator that is metabolised to naproxen and a nitric oxide donating moiety, effective in treatment of osteoarthritis.

What is the CAS number of Naproxcinod?

The CAS registry number of Naproxcinod is 163133-43-5.

What is the molecular formula and weight of Naproxcinod?

The molecular formula of Naproxcinod is C18H21NO6 and its molar mass is 347.37 g/mol.

What is Naproxcinod used for?

Known uses and roles of Naproxcinod include analgesics and antipyretics in pharmaceuticals, anti-inflammatories in pharmaceuticals, analgesic, anti-inflammatory agent, anti-inflammatory drug and 10 more.

Is Naproxcinod hazardous?

Naproxcinod carries the GHS signal word "Warning". Main hazards: harmful if swallowed, may cause damage to organs through prolonged or repeated exposure, very toxic to aquatic life. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Naproxcinod?

Naproxcinod is usually classified under HS code 292090 (Esters of other inorganic acids of non-metals (excluding esters of hydrogen halides) and…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Naproxcinod?

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What is the price of Naproxcinod?

Suppliers quote Naproxcinod 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

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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