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Niflumic acid

Niflumic acid structure

CAS No:
4394-00-7
Formula:
C13H9F3N2O2
Chemical Name:
Niflumic acid
Synonyms:
3-Pyridinecarboxylic acid,2-[[3-(trifluoromethyl)phenyl]amino]-;Nicotinic acid,2-(α,α,α-trifluoro-m-toluidino)-;2-[[3-(Trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic acid;UP 83;Niflumic acid;2-[3-(Trifluoromethyl)anilino]nicotinic acid;Nifluril;Actol (analgesic);Actol;Nifluminic acid;Flogovital;Forenol;Landruma;Donalgin;2-[3-(Trifluoromethyl)anilino]-3-pyridinecarboxylic acid;N-(α,α,α-Trifluoro-m-tolyl)nicotinic acid;Niflamol
Categories:
Active Pharmaceutical Ingredients > Antipyretic Analgesics

Description

Niflumic acid, a Ca2+-activated Cl- channel blocker, is an analgesic and anti-inflammatory agent used in the treatment of rheumatoid arthritis.Target: Othersniflumic acid, an inhibitor of calcium-activated chloride currents. Niflumic acid does not block directly calcium channels or activate potassium channels. Niflumic acid selectively reduces a component of noradrenaline- and 5-HT-induced pressor responses by inhibiting a mechanism which leads to the opening of voltage-gated calcium cha

Solid

Niflumic acid is an aromatic carboxylic acid and a member of pyridines.|Niflumic acid is an analgesic and anti-inflammatory agent used in the treatment of rheumatoid arthritis.|An analgesic and anti-inflammatory agent used in the treatment of rheumatoid arthritis.

Niflumic acid Basic Attributes

Molecular Weight：

282.22

Exact Mass：

282.22

EC Number：

224-516-2

UNII：

4U5MP5IUD8

NSC Number：

758196

DSSTox ID：

DTXSID1023368

ATC Code：

M02AA17|M - Musculo-skeletal system

HScode：

2933399090

Characteristics

PSA：

62.2

XLogP3：

3.7

Appearance：

Solid

Density：

1.4±0.1 g/cm3

Melting Point：

204 °C

Boiling Point：

378°C at 760 mmHg

Flash Point：

182.4±27.9 °C

Refractive Index：

1.589

Water Solubility：

soluble in ethanol (~50 mg/ml), acetone (50 mg/ml, Clear to Slightly Hazy, Yellow), methanol (~50 mg/ml), DMSO (56 mg/ml at 25°C), and acetonitrile (~50 mg/ml).

Storage Conditions：

Store at RT

Toxicity：

LD50 in rats (mg/kg): 370 orally; 155 i.p. (Sorenson)

Collision Cross Section：

159.4 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|156.8 Å² [M+H]+ [CCS Type: TW]

Safety Information

Packing level：

Ⅲ

Hazard category：

6.1

Transport codes：

UN 2811 6.1/PG 3

wgk germany：

hazard class code：

20/21/22-36/37/38

safety instructions：

26-36-36/37/39

RTECS Number：

QT2999100

Marks：

Stability/Shelf Life：

Stable, but may discolour in light. Incompatible with strong oxidizing agents. Hygroscopic.

Precautionary statement(s)：

P261-P280-P301 + P312 + P330-P305 + P351 + P338

Hazard Statements：

H302 + H312 + H332-H315-H319-H335

GHS Classification：

|Warning|H302 (93.33%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity Summary：

Oral, mouse: LD50 = 350 mg/kg; Oral, rat: LD50 = 250 mg/kg

Protein Binding：

90% bound to plasma proteins.

Drug Information

Drug Indication：

Used in the treatment of rheumatoid arthritis.

Pharmacology：

Niflumic acid, a nonsteroidal anti-inflammatory fenamate, is a Ca²⁺-activated Cl^- channel blocker.

MeSH：

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)|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. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

Absorption：

Well absorbed following oral administration.

Metabolism/Metabolites：

Hepatic.

Biological Half-Life：

2.5 hours

Mechanism of Action：

Niflumic acid is able to inhibit both phospholipase A2 as well as COX-2, thereby acting as an antiinflamatory and pain reduction agent.

MeSH Entry Terms：

Acid, Niflumic

Niflumic acid Use and Manufacturing

Uses

Anti-inflammatory. Selective cyclooxygenase-2 (COX-2) inhibitor

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:282.22
XLogP3:3.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:282.06161202
Monoisotopic Mass:282.06161202
Topological Polar Surface Area:62.2
Heavy Atom Count:20
Complexity:349
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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