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R0531

Sigma-Aldrich

Ramatroban

≥98% (HPLC), solid

Synonym(e):

(+)-(3R)-3-[[(4-Fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-9H-carbazole-9-propanoic acid, BAY u3405

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5 MG
CHF 174.00
25 MG
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About This Item

Empirische Formel (Hill-System):
C21H21FN2O4S
CAS-Nummer:
116649-85-5
Molekulargewicht:
416.47
MDL-Nummer:
MFCD00887606
UNSPSC-Code:
51111800
PubChem Substanz-ID:
329823986
NACRES:
NA.77

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Assay

≥98% (HPLC)

Form

solid

Farbe

white

Löslichkeit

DMSO: ≥40 mg/mL
H2O: insoluble

Ersteller

Bayer

Lagertemp.

2-8°C

SMILES String

OC(=O)CCn1c2CC[C@H](Cc2c3ccccc13)NS(=O)(=O)c4ccc(F)cc4

InChI

1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/t15-/m1/s1

InChIKey

LDXDSHIEDAPSSA-OAHLLOKOSA-N

Biochem./physiol. Wirkung

Ramatroban aids in the reduction of myocardial ischemia-reperfusion injury, lipopolysaccharide-induced shock, and vagal neuroeffector transmission in the tracheal smooth muscle of experimental models. In addition, it also suppresses allergen and IgE antibody-mediated skin and nasal reactions and eosinophilia in animal models with asthma.[1]
Ramatroban is used for the treatment of allergic rhinitis as an antagonist of the thromboxane receptor.
Ramatroban is used for the treatment of allergic rhinitis as an antagonist of the thromboxane receptor. It is also an antagonist of the DP2 receptor with IC50 values of 100-170 nM. It is more potent at the DP2 receptor than the TP receptor by 4-5 fold. It is therefore a useful tool for the elucidation of PGD2/DP2 function in eosinophils, basophils, and other cells of the TH2 cell-type.

Leistungsmerkmale und Vorteile

This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000136711
049K4719
0000136712
049K4719
088K47191

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Die Dokumentenbibliothek aufrufen

Eduardo Busto et al.
The Journal of organic chemistry, 77(10), 4842-4848 (2012-04-21)
A chemoenzymatic asymmetric route for the preparation of enantiopure (R)-ramatroban has been developed for the first time. The action of lipases and oxidoreductases has been independently studied, and both were found as excellent biocatalysts for the production of adequate chiral
Tetsuro Wada et al.
Auris, nasus, larynx, 33(4), 455-460 (2006-08-11)
The pathogenesis of eosinophilic otitis media is not yet fully understood. The purpose of this paper is to describe the clinical course of our two patients with eosinophilic otitis media and to discuss the pathogenesis and treatment of this intractable
J F Royer et al.
European journal of clinical investigation, 38(9), 663-671 (2008-10-08)
Chemoattractant receptor homologous molecule of Th2 cells (CRTH2) has been shown to mediate the chemotaxis of eosinophils, basophils and Th2-type T lymphocytes. The major mast cell product prostaglandin (PG) D(2) is considered to be the principal ligand of CRTH2. We
Hiromi Sugimoto et al.
The Journal of pharmacology and experimental therapeutics, 305(1), 347-352 (2003-03-22)
Ramatroban (Baynas, BAY u3405), a thromboxane A(2) (TxA(2)) antagonist marketed for allergic rhinitis, has been shown to partially attenuate prostaglandin (PG)D(2)-induced bronchial hyperresponsiveness in humans, as well as reduce antigen-induced early- and late-phase inflammatory responses in mice, guinea pigs, and
Kosuke Akiyama et al.
International archives of allergy and immunology, 149(4), 315-322 (2009-03-20)
Interleukin-16 (IL-16) is a cytokine that induces selective migration of CD4+ cells and participates in inflammatory diseases including allergic rhinitis. Histamine and prostaglandin D(2) are important chemical mediators of allergic inflammation, and antiallergic drugs are commonly used for the treatment
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