基本情報
- CAS
91714-94-2- 標準SMILES
Nc1c(CC(=O)O)cccc1C(=O)c1ccc(Br)cc1- InChIKey
ZBPLOVFIXSTCRZ-UHFFFAOYSA-N- 分子式
- C15H12BrNO3
- 平均分子量
- 334.16 g/mol
- 単同位体質量
- 333.00006
概要
Bromfenac is amfenac in which the the hydrogen at the 4 position of the benzoyl group is substituted by bromine. It is used for the management of ocular pain and treatment of postoperative inflammation in patients who have undergone cataract extraction. It was withdrawn from the US market in 1998, following concerns over off-label abuse and hepatic failure. It has a role as a non-steroidal anti-inflammatory drug and a non-narcotic analgesic. It is a member of benzophenones, an aromatic amino acid, an organobromine compound and a substituted aniline. It is functionally related to an amfenac. It is a conjugate acid of a bromfenac(1-).
名称と識別子
- 優先名称
- Bromfenac
- IUPAC
- 2-[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid
- 現地名
- ブロムフェナク
- 英語名
- Bromfenac sodium
- 分子式
- C15H12BrNO3
- 分子量
- 334.16
名称と別名
Bromfenac91714-94-22-(2-Amino-3-(4-bromobenzoyl)phenyl)acetic acidBromfenaco2-[2-amino-3-(4-bromobenzoyl)phenyl]acetic acidBromfenacum2-Amino-3-(4-bromobenzoyl)benzeneacetic acidISV-303Benzeneacetic acid, 2-amino-3-(4-bromobenzoyl)-DTXSID7040655CHEBI:240107864P0921DW
名称をさらに表示
ブロムフェナックブロモフェナクブロンフェナックブロムフェナク2-アミノ-3-(4-ブロモベンゾイル)ベンゼン酢酸プロンフェナク2-[2-アミノ-3-(4-ブロモベンゾイル)フェニル]酢酸YelloxAHR 10282AKOS 91023BromofenacUnii-864p0921dw
[2-Amino-3-(4-bromo-benzoyl)-phenyl]-acetic acid2-{2-amino-3-[(4-bromophenyl)carbonyl]phenyl}acetic acid(2-Amino-3-(4-bromo-benzoyl)-phenyl)-acetic acid2-(2-amino-3-((4-bromophenyl)carbonyl)phenyl)acetic acidRefChem:56957DTXCID5020655S01BC11Xibrom
データベース識別子
- CAS
91714-94-2
物性
構造計算による物性
- XLogP
- 3.3
- 極性表面積
- 80.4 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 4
- 回転可能結合数
- 4
- 重原子数
- 20
- 形式電荷
- 0
- 複雑度
- 366
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
LogP3.4
Solubility1.26e-02 g/L
Human Drugs
Breast Feeding; Lactation; Milk, Human; Analgesic Agents; Anti-inflammatory Agents, Nonsteroidal
EMA approved medicines: Human medicine
Physical DescriptionSolid
物理化学的性質
- 沸点
- 562.2 · 562.2±50.0 °C(Predicted)
- 比重(密度)
- 1.565 · 1.565±0.06 g/cm3(Predicted)
- 貯蔵温度
- 2 · under inert gas (nitrogen or Argon) at 2–8 °C
- 酸解離定数(Pka)
- 4.07 · 4.07±0.10(Predicted)
- InChI
- InChI=1S/C15H12BrNO3/c16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(14(12)17)8-13(18)19/h1-7H,8,17H2,(H,18,19)
- InChIKey
- ZBPLOVFIXSTCRZ-UHFFFAOYSA-N
- SMILES
- C1(CC(O)=O)=CC=CC(C(=O)C2=CC=C(Br)C=C2)=C1N
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
毒性情報
Drug Induced Liver Injury
Benchmark Dataset for the Liver Toxicity Knowledge Base (LTKB)
bromfenac
Duract
NSAIDs
Not Applicable is only true for the label characterization, but not for the DILI severity
most-DILI-concern
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
安全データ
- 危険有害性情報
- コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード H302
化学と産業
薬理情報
ATC Code
S - Sensory organs
QS - Sensory organs
PharmacodynamicsBromfenac ophthalmic solution is a sterile, topical, nonsteroidal anti-inflammatory drug (NSAID) for ophthalmic use.
Mechanism of Action
The mechanism of its action is thought to be due to its ability to block prostaglandin synthesis by inhibiting cyclooxygenase 1 and 2. Prostaglandins have been shown in many animal models to be mediators of certain kinds of intraocular inflammation. In studies performed in animal eyes, prostaglandins have been shown to produce disruption of the blood-aqueous humor barrier, vasodilation, increased vascular permeability, leukocytosis, and increased intraocular pressure.
FDA Pharmacological Classification
864P0921DW
BROMFENAC
Mechanisms of Action [MoA] - Cyclooxygenase Inhibitors
Chemical Structure [CS] - Anti-Inflammatory Agents, Non-Steroidal
Established Pharmacologic Class [EPC] - Nonsteroidal Anti-inflammatory Drug
Bromfenac is a Nonsteroidal Anti-inflammatory Drug. The mechanism of action of bromfenac is as a Cyclooxygenase Inhibitor.
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.
Absorption, Distribution and ExcretionThe plasma concentration of bromfenac following ocular administration in humans is unknown.
Cellular LocationsCytoplasm
関連反応
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化合物ノート
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