Indobufen

Names

[ Name ]:
Indobufen

[Synonym ]:
4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-α-ethyl-benzeneacetic acid
Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-α-ethyl-, (±)-
(±)-4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-a-ethylbenzeneacetic Acid
2-[4-(1-Oxo-1,3-dihydro-isoindol-2
MFCD00572250
2-[4-(1-Oxo-1,3-dihydro-2H-isoindol-2-yl)phenyl]butanoic acid
Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-α-ethyl-
K-3920
UNII-6T9949G4LZ
1-Oxo-2-[p-[(a-ethyl)carboxymethyl]phenyl]isoindoline
EINECS 264-364-4
2-(4-(1-Oxo-2-isoindolinyl)phenyl)butyric acid
Ibustrin
1-Oxo-2-(p-((α-ethyl)carboxymethyl)phenyl)isoindoline
2-[4-(1-Carboxypropyl)phenyl]-1-isoindolinone
(±)-2-[p-(1-Oxo-2-isoindolinyl)phenyl]butyric Acid
Butyric acid, 2-(p-(1-oxo-2-isoindolinyl)phenyl)-, (±)-
Indobufen
2-[4-(1-oxo-1,3-dihydro-isoindol-2-yl)-phenyl]-butyric acid
2-(4-(1-oxoisoindolin-2-yl)phenyl)butanoic acid
Indobufen (INN)
(±)-2-(p-(1-Oxo-2-isoindolinyl)phenyl)butyric acid

Biological Activity

[Description]:

Indobufen is a platelet aggregation inhibitor. Indobufen is a reversible platelet cyclooxygenase (Cox) activity inhibitor. Indobufen suppresses thromboxane A2 (TxA2) synthesis. Indobufen down-regulates tissue factor (TF) in monocytes[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX

[In Vitro]

Indobufen does not affect both Cox-1 and Cox-2 protein, whereas Indobufen reduces TxB2 levels. Indobufen inhibits TxA2 but not PGE2 synthesis in LPS-stimulated monocytes. Indobufen reduces the extent of ERK1/2 phosphorylation, whereas the levels of phosphorylated p38 are unaltered[1].

[References]

[1]. Eligini S, et al. Indobufen inhibits tissue factor in human monocytes through a thromboxane-mediated mechanism. Cardiovasc Res. 2006 Jan;69(1):218-26.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
518.1±50.0 °C at 760 mmHg

[ Melting Point ]:
33-34 °C(lit.)

[ Molecular Formula ]:
C₁₈H₁₇NO₃

[ Molecular Weight ]:
295.33

[ Flash Point ]:
267.1±30.1 °C

[ Exact Mass ]:
295.120850

[ PSA ]:
57.61000

[ LogP ]:
3.30

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.630

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ET5955800

CHEMICAL NAME :: Butyric acid, 2-(p-(1-oxo-2-isoindolinyl)phenyl)-, (+-)-

CAS REGISTRY NUMBER :: 63610-08-2

LAST UPDATED :: 199710

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C18-H17-N-O3

MOLECULAR WEIGHT :: 295.36

WISWESSER LINE NOTATION :: T56 BVN DHJ CR DY2&VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 373 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,109,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 345 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,109,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 333 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,109,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 697 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,109,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 365 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,109,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 370 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,109,1979

Safety Information

[ WGK Germany ]:
3

[ HS Code ]:
2942000000

Customs

[ HS Code ]: 2918300090

[ Summary ]:
2918300090 other carboxylic acids with aldehyde or ketone function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%