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Amfenac

Amfenac structure

Amfenac 

structure
  • CAS No:

    51579-82-9

  • Formula:

    C15H13NO3

  • Chemical Name:

    Amfenac

  • Synonyms:

    Benzeneacetic acid,2-amino-3-benzoyl-;2-Amino-3-benzoylbenzeneacetic acid;Amfenac;(2-Amino-3-benzoylphenyl)acetic acid;NSC 309467;2-(2-Amino-3-benzoylphenyl)acetic acid

Description

ChEBI: An oxo monocarboxylic acid that is benzophenone in which one of the phenyl groups is substituted by an amino group and a carboxymethyl group at position 2 and 3, respectively. The corresponding carboxamide, nepafenac, is a prodrug of amfenac and is used fo the treatment of pain and inflammation following cataract surgery.


Amfenac is an oxo monocarboxylic acid that is benzophenone in which one of the phenyl groups is substituted by an amino group and a carboxymethyl group at position 2 and 3, respectively. The corresponding carboxamide, nepafenac, is a prodrug of amfenac and is used for the treatment of pain and inflammation following cataract surgery. It has a role as a non-steroidal anti-inflammatory drug, an antipyretic, a cyclooxygenase 2 inhibitor, a cyclooxygenase 1 inhibitor and a non-narcotic analgesic. It is an amino acid, an oxo monocarboxylic acid, a member of benzophenones, a substituted aniline and a primary amino compound. It is a conjugate acid of an amfenac(1-).

Amfenac Basic Attributes

255.273

255.27

28O5C1J38A

309467

DTXSID90199533

2922509090

Characteristics

80.4

1.78

1.3±0.1 g/cm3

121-123 °C (decomp)

520.0±45.0 °C at 760 mmHg

268.3±28.7 °C

1.644

LD50 in mice, rats (mg/kg): 615, 311 orally (Sancilio)

Drug Information

2-amino-3-benzoylbenzeneacetic acid, monosodium salt, monohydrate

Amfenac Use and Manufacturing

Anti-inflammatory.

Computed Properties

Molecular Weight:255.27
XLogP3:2.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:255.08954328
Monoisotopic Mass:255.08954328
Topological Polar Surface Area:80.4
Heavy Atom Count:19
Complexity:336
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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