Ramatroban

Ramatroban Structure
CAS No.
116649-85-5
Chemical Name:
Ramatroban
Synonyms
Baynas;CS-1350;BAY-U3405;RAMATROBAN;RaMantroban;Ray ma music class;BAY U3405; BAY-U3405;RaMatroban(BAY-u3405);Ramatroban for research;RAFFINOSE UNDECAACETATE, D-(+)-(RG)
CBNumber:
CB5735921
Molecular Formula:
C21H21FN2O4S
Molecular Weight:
416.47
MOL File:
116649-85-5.mol
Modify Date:
2023/9/4 15:50:00

Ramatroban Properties

Melting point 134-135°
alpha D +70.1° (c = 1.0 in methanol)
Boiling point 654.7±65.0 °C(Predicted)
Density 1.43±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,2-8°C
solubility DMSO: ≥40mg/mL
form solid
pka 4.60±0.10(Predicted)
color white
CAS DataBase Reference 116649-85-5(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37/39-45
WGK Germany  1
NFPA 704
0
2 0

Ramatroban price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) R0531 Ramatroban ≥98% (HPLC), solid 116649-85-5 5MG ₹16908.65 2022-06-14 Buy
Sigma-Aldrich(India) R0531 Ramatroban ≥98% (HPLC), solid 116649-85-5 25MG ₹65112.38 2022-06-14 Buy
Product number Packaging Price Buy
R0531 5MG ₹16908.65 Buy
R0531 25MG ₹65112.38 Buy

Ramatroban Chemical Properties,Uses,Production

Description

Ramatroban, originally developed for the treatment of cardiovascular pathologies as thromboembolism, was finally introduced in Japan for the treatment of allergic rhinitis. It is a (3R)-enantiomer that can be synthesized in 5 steps from 3-oxo-1,2,3,4- tetrahydrocarbazole by stereoselective reductive amination, using S-phenethylamine as the chiral source, followed by hydrogenolysis, sulfonylation and finally 2-step Ncarboxyethylation. Ramatroban is a potent antagonist of prostaglandin receptors (PGD2, PGH2) and thromboxane receptors (TxA2); accordingly, it blocks the contractions induced by thromboxane or TxA2-mimetics in animal and human airway smooth muscle. It also prevents, when administered i.v., p.o. or by aerosol, bronchoconstriction induced by PGD2 or antigen. In animal models of nasal allergy, ramatroban inhibits antigen-induced neutrophil infiltration into nasal mucosa and also inhibits nasal symptoms. In several species including humans, it is well-absorbed, extensively protein-bound (>95%) and eliminated mainly as a glucuro-conjugate; in man, its terminal half-life is 2 to 3 hours.

Chemical Properties

WHite to Off-White Solid

Uses

A thromboxane receptor antagonist for use in the treatment of coronary artery disease.

Biological Activity

Potent dual antagonist of TP/DP 2 (CRTH2) prostanoid receptors (K i values are 4.3, 4.5 and > 10000 nM for hDP 2 , hTP and hDP 1 receptors respectively). Suppresses PGD 2 -induced migration of human eosinophils (IC 50 = 170 nM).

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Ramatroban Spectrum

BAY-U3405 3R-[[(4-FLUOROPHENYL)SULFONYL]AMINO]-1,2,3,4-TETRAHYDRO-9H-CARBAZOLE-9-PROPANOIC ACID (3R)-3-[[(4-Fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-9H-carbazole-9-propionic acid 3-[(3R)-3-(4-Fluorophenylsulfonylamino)-1,2,3,4-tetrahydro-9H-carbazole-9-yl]propionic acid (R)-3-(3-(4-fluorophenylsulfonamido)-3,4-dihydro-1H-carbazol-9(2H)-yl)propanoic acid RAFFINOSE UNDECAACETATE, D-(+)-(RG) (3R)-3-[[(4-Fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-9H-carbazole-9-propanoicacid RaMatroban(BAY-u3405) 9H-Carbazole-9-propanoic acid, 3-[[(4-fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-, (3R)- (9CI) 9H-Carbazole-9-propanoic acid, 3-[[(4-fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-, (R)- Baynas 3R-[[(4-Fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-9H-carbazole-9- Ramatroban for research RaMantroban RAMATROBAN BAY U3405; BAY-U3405 CS-1350 3-(1,2,3,4-tetrahydrocarbazol-9-yl)propanoic acid [(4-fluorophenyl)sulfonylamino] ester 9H-Carbazole-9-propanoic acid, 3-[[(4-fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-, (3R)- (R)-3-[3-[(4-Fluorophenyl)sulfonamido]-1,2,3,4-tetrahydro-9H-carbazol-9-yl]propanoic Acid Ray ma music class 116649-85-5 C21H21FN2O4S Inhibitors Intermediates & Fine Chemicals Pharmaceuticals