Clonixin
Basic information
- CAS
17737-65-4- Standard SMILES
Cc1c(Cl)cccc1Nc1ncccc1C(=O)O- InChIKey
CLOMYZFHNHFSIQ-UHFFFAOYSA-N- Molecular formula
- C13H11ClN2O2
- Average molar mass
- 262.69 g/mol
- Monoisotopic mass
- 262.0509053
Overview
Clonixin is a pyridinemonocarboxylic acid that is nicotinic acid substituted at position 2 by a (2-methyl-3-chlorophenyl)amino group. Used (as its lysine salt) for treatment of renal colic, muscular pain and moderately severe migraine attacks. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, a vasodilator agent, a lipoxygenase inhibitor and a platelet aggregation inhibitor. It is a pyridinemonocarboxylic acid, an organochlorine compound and an aminopyridine. It is functionally related to a nicotinic acid. It is a conjugate acid of a clonixin(1-).
Names & identifiers
- Preferred name
- Clonixin
- IUPAC
- 2-(3-chloro-2-methylanilino)pyridine-3-carboxylic acid
- English name
- Clonixin
- Molecular formula
- C13H11ClN2O2
- Molecular weight
- 262.69
Names & synonyms
CLONIXIN17737-65-4Clonixic acidClonixineClonixinoSch 103042-(3-Chloro-o-toluidino)nicotinic acid2-(3-chloro-2-methylanilino)pyridine-3-carboxylic acidClonixinumSch-103042-(3-Chloro-2-methylanilino)nicotinic acid2-(2'-Methyl-3'-chloro)anilinonicotinic acid
Show more names
ChlonixinNSC 335505Clonixin >CLONIXIC ACIDClonixin, ≥ 98.0%Clonixin Impurity
DTXSID20461213-Pyridinecarboxylic acid, 2-[(3-chloro-2-methylphenyl)amino]-V7DXN0M42RCBA 93626NSC-335505CHEBI:762003-Pyridinecarboxylic acid, 2-((3-chloro-2-methylphenyl)amino)-DTXCID0026121
Database identifiers
- CAS
17737-65-4- PubChem CID
- 28718
- DTXSID
DTXSID2046121- ChEMBL
CHEMBL1332971- ChEBI
Properties
Computed structural properties
- XLogP
- 3.8
- Topological polar surface area
- 62.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 301
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Solubility34 [ug/mL] (The mean of the results at pH 7.4)
Human DrugsBreast Feeding; Lactation; Milk, Human; Anti-Inflammatory Agents, Non-Steroidal
Physicochemical properties
- Melting point
- 233 · 233-235°
- Boiling point
- 410.2 · 410.2±45.0 °C(Predicted)
- Density
- 1.323 · 1.3230 (rough estimate)
- refractive index
- 1.527 · 1.5270 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- 15 mg/mL, · DMSO: soluble15mg/mL, clear
- form
- powder
- pka
- 1.69 · 1.69±0.36(Predicted)
- color
- white to beige
- Merck
- 14 · 14,2392
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety InformationIMAP assessments - 3-Pyridinecarboxylic acid, 2-[(3-chloro-2-methylphenyl)amino]-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxicology
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Safety data
- wgk
- 3
- rtecs
- QT0960000
- hs_code
- 2933.39.9200
- Toxicity
- LD50 in male mice, rats (mg/kg): 415, 335 orally; 198, 148 i.p.; 296, 325 s.c. (Tanaka)
- risk_code
- 20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36/37
Chemistry & industry
Pharmacology
PharmacodynamicsClonixin is a non-steroidal anti-inflammatory drug (NSAID) similar in structure to [DB00586]. It produces vasodilation and analgesia.
Mechanism of ActionThe mechanism of clonixin does not appear to have been investigated on a molecular level. It is presumed to function similarly to other NSAIDs by inhibiting cycloxygenase enzymes 1 and 2 resulting in a reduction in prostaglandin production.
MeSH Pharmacological Classification
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
Applications
UsesAnalgesic.
UsesClonixin is a non-steroidal anti-inflammatory drug. It also has analgesic, antipyretic, and platelet-inhibitory actions. The compound has been reported to block prostaglandin synthesis, and to block inward calcium currents.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: A pyridinemonocarboxylic acid that is nicotinic acid substituted at position 2 by a (2-methyl-3-chlorophenyl)amino group. Used (as its lysine salt) for treatment of renal colic, muscular pain and moderately severe migraine attacks.
Related reactions
2 records
Compound notes
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