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Tarenflurbil

HCID 92337
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
51543-40-9
표준 SMILES
C[C@@H](C(=O)O)c1ccc(-c2ccccc2)c(F)c1
InChIKey
SYTBZMRGLBWNTM-SNVBAGLBSA-N
분자식
C15H13FO2
평균 분자량
244.26 g/mol
단동위원소 질량
244.08995782

개요

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

이름 및 식별자

우선 이름
Tarenflurbil
IUPAC
(2R)-2-(3-fluoro-4-phenylphenyl)propanoic acid
영어명
(R)-2-Flurbiprofen
분자식
C15H13FO2
분자량
244.26

이름 및 동의어

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
이름 더 보기
Furbiprofen2-Flurbiprofen(R)-FLMPC 7869Flurbiprofenel-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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
4.2
극성 표면적
37.3 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
3
회전 가능 결합 수
3
무거운 원자 수
18
형식 전하
0
복잡도
286

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

물리화학적 성질

녹는점
110 · 110-113 °C(lit.)
끓는 점
376.2 · 376.2±30.0 °C(Predicted)
밀도
1.199 · 1.199±0.06 g/cm3(Predicted)
저장 조건
Store at RT
용해도
25 mg/ml; · DMF: 25 mg/ml; DMSO: 10 mg/ml; Ethanol: 25 mg/ml; PBS (pH 7.2): .9 mg/ml
물리적 상태
결정성 분말
산도 계수 (pKa)
4.14 · 4.14±0.10(Predicted)
색상
흰색에서 황백색까지
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|

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 3 (100%)

안전 데이터

wgk
3
ridadr
UN 2811 6.1/PG 2
HS 번호
29163900
risk_code
25
hazard_code
T
safety_code
26-36/37/39-45
위험 등급
6.1
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 OralRepr. 2Skin Sens. 1B
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

화학 및 산업

약리 정보

Mechanism of Action · 1건

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 · 4건

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.

응용 분야 · 2건

(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.

관련 반응

1건
반응 기록 만들기
HRID 1870836 반응식
HRID 1870836반응물로uspto-grants-2000_08

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
개요

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

공급사100 곳

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