Fenamic acid is an
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon- hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. Th ...
, which, especially in its ester form, is called fenamate. serves as a parent structure for several
nonsteroidal anti-inflammatory drug
Non-steroidal anti-inflammatory drugs (NSAID) are members of a therapeutic drug class which reduces pain, decreases inflammation, decreases fever, and prevents blood clots. Side effects depend on the specific drug, its dose and duration of ...
s (NSAIDs), including
mefenamic acid
Mefenamic acid is a member of the anthranilic acid derivatives (or fenamate) class of nonsteroidal anti-inflammatory drugs (NSAIDs), and is used to treat mild to moderate pain.
Its name derives from its systematic name, dimethylphenylaminobenz ...
,
tolfenamic acid
Tolfenamic acid (Clotam, Tufnil) is a member of the anthranilic acid derivatives (or fenamate) class of NSAID drugs discovered by scientists at Medica Pharmaceutical Company in Finland. Like other members of the class, it is a COX inhibitor an ...
,
flufenamic acid
Flufenamic acid (FFA) is a member of the anthranilic acid derivatives (or fenamate) class of nonsteroidal anti-inflammatory drugs (NSAIDs). Like other members of the class, it is a cyclooxygenase (COX) inhibitor, preventing the formation of pr ...
, and
meclofenamic acid
Meclofenamic acid (used as meclofenamate sodium, brand name Meclomen) is a drug used for joint, muscular pain, arthritis and dysmenorrhea.
It is a member of the anthranilic acid derivatives (or fenamate) class of nonsteroidal anti-inflammatory d ...
. These drugs are commonly referred to as "anthranilic acid derivatives" or "fenamates" because fenamic acid is a derivative of
anthranilic acid
Anthranilic acid is an aromatic acid with the formula C6H4(NH2)(CO2H) and has a sweetish taste. The molecule consists of a benzene ring, ''ortho''-substituted with a carboxylic acid and an amine. As a result of containing both acidic and basic f ...
.
[Sriram D, Yogeeswari P]
Medicinal Chemistry, 2nd Edition
Pearson Education India, 2010. [
Fenamic acid can be synthesized from ]2-chlorobenzoic acid
2-Chlorobenzoic acid is an organic compound with the formula ClC6H4CO2H. It is one of three isomeric chlorobenzoic acids, the one that is the strongest acid. This white solid is used as a precursor to a variety of drugs, food additives, and dy ...
and can be converted into acridone
Acridone is an organic compound based on the acridine skeleton, with a carbonyl group at the ''9'' position. It is a yellow solid.
Synthesis and structure
The molecule is planar. Optical spectra reveal that the keto tautomer predominates in the g ...
.
References
{{Prostanoidergics
Anthranilic acids
Nonsteroidal anti-inflammatory drugs