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タレンフルルビル

Tarenflurbil

HCID 92337
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
51543-40-9
標準SMILES
C[C@@H](C(=O)O)c1ccc(-c2ccccc2)c(F)c1
InChIKey
SYTBZMRGLBWNTM-SNVBAGLBSA-N
分子式
C15H13FO2
平均分子量
244.26 g/mol
単同位体質量
244.08995782

概要

(R)-flurbiprofen is a flurbiprofen. It is an enantiomer of a (S)-flurbiprofen.

名称と識別子

優先名称
Tarenflurbil
IUPAC
(2R)-2-(3-fluoro-4-phenylphenyl)propanoic acid
現地名
タレンフルルビル
英語名
(R)-2-Flurbiprofen
分子式
C15H13FO2
分子量
244.26

名称と別名

Tarenflurbil51543-40-9(R)-FlurbiprofenFlurizanR-Flurbiprofen(2R)-2-(3-fluoro-4-phenylphenyl)propanoic acidMPC-7869(-)-FlurbiprofenFlurbiprofen, (r)-Tarenflurbilo(2R)-2-(2-fluorobiphenyl-4-yl)propanoic acid(-)-(2R)-2-(2-fluorobiphenyl-4-yl)propanoic acid
名称をさらに表示
(R)-(-)-フルルビプロフェン(R)-フルルビプロフェン(R)-2-フルオロ-α-メチル-1,1'-ビフェニル-4-酢酸(R)-2-(2-フルオロ-1,1'-ビフェニル-4-イル)プロピオン酸[R,(-)]-2-(2-フルオロ-4-ビフェニリル)プロピオン酸(R)-2-(2-フルオロ-1,1'-ビフェニル-4-イル)プロパン酸(R)-α-メチル-2-フルオロ-1,1'-ビフェニル-4-酢酸(R)-2-(2-フルオロ-4-ビフェニリル)プロピオン酸R(-)-フルルビプロフェン(R)-2-(2-フルオロ-4-ビフェニリル)プロパン酸(R)-(−)-2-フルオロ-Α-メチル-4-ビフェニル酢酸タレンフルルビル(R)-2-(3-フルオロ-4-フェニルフェニル)プロパン酸(R)-2-(2-フルオロ-1,1′-ビフェニル-4-イル)プロピオン酸(2R)-2-{2-フルオロ-[1,1'-ビフェニル]-4-イル}プロパン酸(R)-α-メチル-2-フルオロ-1,1′-ビフェニル-4-酢酸R-フルビプロフェン(R)-2-フルオロ-α-メチル-1,1′-ビフェニル-4-酢酸

物性

構造計算による物性

XLogP
4.2
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
3
重原子数
18
形式電荷
0
複雑度
286

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

物理化学的性質

融点
110 · 110-113 °C(lit.)
沸点
376.2 · 376.2±30.0 °C(Predicted)
比重(密度)
1.199 · 1.199±0.06 g/cm3(Predicted)
貯蔵温度
Store at RT
溶解性
25 mg/ml; · DMF: 25 mg/ml; DMSO: 10 mg/ml; Ethanol: 25 mg/ml; PBS (pH 7.2): .9 mg/ml
外見
結晶性粉末
酸解離定数(Pka)
4.14 · 4.14±0.10(Predicted)
色
ホワイトからオフホワイト
InChI
InChI=1/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)/t10-/s3
InChIKey
SYTBZMRGLBWNTM-JQHDBZEONA-N
SMILES
C1(C=CC([C@@H](C)C(=O)O)=CC=1F)C1=CC=CC=C1 |&1:4,r|

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。

GHS分類

GHS Classification · 4 件

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 68 reports by companies from 3 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 3 (100%)

安全データ

wgk
3
ridadr
UN 2811 6.1/PG 2
hs_code
29163900
risk_code
25
hazard_code
T
safety_code
26-36/37/39-45
hazard_class
6.1
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 OralRepr. 2Skin Sens. 1B
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

薬理情報

Mechanism of Action · 1 件

MPC-7869 is not an inhibitor of cyclooxygenase enzymes (COX-1 and COX-2). The compound modulates the signal transduction and transcription activation pathways associated with nuclear factor kappaB (NFkappaB), a principle transcription factor in the expression of many molecules involved in cell growth, cell death and inflammation. In addition, MPC-7869 has recently been shown to modulate gamma-secretase and selectively lower levels of Abeta42 peptide in vitro and in vivo, and to reduce amyloid pathology in the brain. MPC-7869 has an excellent safety profile and is very potent in animal models of cancer and Alzheimer's disease. In transgenic mouse studies, MPC-7869 reduced brain amyloid levels and prevented memory loss.

Metabolism/MetabolitesFlurbiprofen has known human metabolites that include (2S,3S,4S,5R)-6-[(2R)-2-(3-fluoro-4-phenylphenyl)propanoyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid.
MeSH Pharmacological Classification · 4 件

Compounds capable of relieving pain without the loss of CONSCIOUSNESS.

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.

Agents that suppress GAMMA-SECRETASE by inhibiting or modulating its activities. Targeted enzymatic activities include its involvement in accumulation of toxic AMYLOID BETA-PEPTIDES (e.g., Aβ42) in ALZHEIMER DISEASE and activation of NOTCH RECEPTOR mediated SIGNAL PATHWAYS in certain cancer types.

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.

応用分野 · 2 件

(R)-Flurbiprofen is a COX-inactive enantiomer of the racemic non-selective COX inhibitor flurbiprofen that has diverse biological activities. It inhibits γ-secretase activity in vitro and, in vivo, it reduces formation of amyloid-β peptide 1-42 (Aβ42) and improves axonal transport in young Aβ-plaque free mice but not old mice with existing Aβ plaques in the Tg2576 transgenic model of Alzheimer''s disease. (R)-Flurbiprofen inhibits NF-kB activation and DNA binding as well as AP-1 DNA binding in RAW 264.7 macrophages and reduces paw edema in a rat model of zymosan-induced inflammation via COX-independent inhibition of NF-κB and AP-1 activation when administered at doses of 1, 3, and 9 mg/kg. It also suppresses prostate tumor cell growth in vitro by inducing p75NTR protein expression and reduces tumor growth and metastasis in multiple mouse models of intestinal neoplasia.

関連反応

1 件
反応記録を作成
HRID 1870836 の反応式
HRID 1870836反応物としてuspto-grants-2000_08

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
(2R)-2-(2-フルオロ-4-ビフェニリル)プロピオン酸
(2R)-2-(2-フルオロ-4-ビフェニリル)プロパン酸
Furbiprofen
2-Flurbiprofen
(R)-FL
MPC 7869
Flurbiprofene
l-Flurbiprofen
(R)-2-Fluoro-alpha-methyl(1,1'-biphenyl)-4-acetic acidE-7869501W00OOWACHEBI:38666DTXSID40199508MPC7869NSC685699(2R)-2-(2-fluoro-[1,1'-biphenyl-4-yl])propanoic acid

データベース識別子

CAS
51543-40-9
PubChem CID
92337
DTXSID
DTXSID40199508
ChEMBL
CHEMBL190083
ChEBI
CHEBI:38666
UNII
501W00OOWA
EC Number
257-264-7
Nikkaji
J261.753F
説明

使用(R)-2-Flurbiprofen is the R-isomer of Flurbiprofen (F598700), an anti-inflammatory used as an analgesic.

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