Antrafenine
-
Antrafenine
structure -
-
CAS No:
55300-29-3
-
Formula:
C30H26F6N4O2
-
Chemical Name:
Antrafenine
-
Synonyms:
Benzoic acid,2-[[7-(trifluoromethyl)-4-quinolinyl]amino]-,2-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]ethyl ester;SL 73-033;Antrafenine;Stakane;56211-41-7
-
CAS No:
Description
Solid
Solid
Antrafenine is a member of piperazines.|Antrafenine is a piperazine derivative drug that acts as an analgesic and anti-inflammatory drug with similar efficacy to naproxen. It is not widely used as it has largely been replaced by newer drugs.
Characteristics
57.7
9.06
Solid
1.4±0.1 g/cm3
88 °C
648.0±55.0 °C at 760 mmHg
345.7±31.5 °C
1.589
2.84e-03 g/L
LD50 orally in mice: 4000 mg/kg (Manoury)
Drug Information
Antrafenine is used as an anti-inflammatory and analgesic agent for the relief of mild to moderate pain.
Its mode of action is not fully understood; however, its ability to inhibit prostaglandin synthesis may be involved in the anti-inflammatory effect.
Antrafenine is believed to be associated with the inhibition of cyclooxygenase activity. Two unique cyclooxygenases have been described in mammals. The constitutive cyclooxygenase, COX-1, synthesizes prostaglandins necessary for normal gastrointestinal and renal function. The inducible cyclooxygenase, COX-2, generates prostaglandins involved in inflammation. Inhibition of COX-1 is thought to be associated with gastrointestinal and renal toxicity while inhibition of COX-2 provides anti-inflammatory activity.
2-(4-(m-trifluoromethyl-phenyl)-1-piperazinyl)ethyl 2-(7-trifluoromethyl-4-quinolinylamino)benzoate
Computed Properties
Molecular Weight:588.5
XLogP3:7.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:8
Exact Mass:588.19599506
Monoisotopic Mass:588.19599506
Topological Polar Surface Area:57.7
Heavy Atom Count:42
Complexity:881
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes