ChemicalBook > CAS DataBase List > Ramatroban

Ramatroban

Product Name
Ramatroban
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
Formula Weight
416.47
MOL File
116649-85-5.mol
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Ramatroban Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39-45
WGK Germany 
1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R0531
Product name
Ramatroban
Purity
≥98% (HPLC), solid
Packaging
5mg
Price
$193
Updated
2024/03/01
Sigma-Aldrich
Product number
R0531
Product name
Ramatroban
Purity
≥98% (HPLC), solid
Packaging
25mg
Price
$728
Updated
2024/03/01
Cayman Chemical
Product number
10156
Product name
BAY-u3405
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
10156
Product name
BAY-u3405
Purity
≥98%
Packaging
5mg
Price
$96
Updated
2024/03/01
Cayman Chemical
Product number
10156
Product name
BAY-u3405
Purity
≥98%
Packaging
10mg
Price
$166
Updated
2024/03/01
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Ramatroban Chemical Properties,Usage,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

Originator

Bayer (Germany)

Uses

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

Definition

ChEBI: Ramatroban is an organic molecular entity.

brand name

Baynas

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).

in vitro

bay u3405 showed significant inhibitory effects on the binding of 3h-labeled pgd2 to crth2, albeit with much lower potency. bay u3405 and indomethacin also inhibited pgd2-induced ca2+ mobilization in crth2 transfectants to almost the same extent. however, indomethacin but not bay u3405 was confirmed as an agonist of ca2+ mobilization at concentrations greater than 10 nm [1].

in vivo

for rat with splanchnic artery occlusion shock, administration of bay u3405 at 30 mg/kg i.v. could significantly increase the survival time and survival rate, improve mean arterial blood pressure, reduce the plasma levels of myocardial depressant factor, partially restore macrophage phagocytosis and lower mpo activity in both the ileum and the lung [2].

IC 50

100-170 nm

storage

Desiccate at -20°C

References

[1] sugimoto, h. ,shichijo, m.,iino, t., et al. an orally bioavailable small molecule antagonist of crth2, ramatroban (bay u3405), inhibits prostaglandin d2-induced eosinophil migration in vitro. journal of pharmacology and experimental therapeutics 305, 347-352 (2003).
[2] canale p, squadrito f, altavilla d, ioculano m, campo gm, squadrito g, urna g, sardella a, caputi ap. beneficial effects of bay u3405, a novel thromboxane a2 receptor antagonist, in splanchnic artery occlusion shock. pharmacology. 1994 dec;49(6):376-85.
[3] aizawa h, shigyo m, nogami h, hirose t, hara n. bay u3405, a thromboxane a2 antagonist, reduces bronchial hyperresponsiveness in asthmatics. chest. 1996 feb;109(2):338-42.

Ramatroban Preparation Products And Raw materials

Raw materials

Preparation Products

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Ramatroban Suppliers

Canada 1 China 153 Europe 1 India 2 Japan 1 South Korea 1 Switzerland 1 United Kingdom 4 United States 24 Global 188
LGM Pharma
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1-(800)-881-8210
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inquiries@lgmpharma.com
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+1 (866) 333-9607
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857-239-0968
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TargetMol Chemicals Inc.
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marketing@targetmol.com
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InvivoChem
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BOC Sciences
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View Lastest Price from Ramatroban manufacturers

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Ramatroban 116649-85-5
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-09-25
Baoji Guokang Healthchem co.,ltd
Product
Ramatroban 116649-85-5
Price
US $300.00/g
Min. Order
1g
Purity
98%
Supply Ability
100TONS
Release date
2021-06-08
Zhuozhou Wenxi import and Export Co., Ltd
Product
Ramatroban 116649-85-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

116649-85-5, RamatrobanRelated Search:

Florfenicol Carbazole Tris(hydroxymethyl)aminomethane ALTRENOGEST Transfluthrin Sulfuryl chloride 4-Fluorobenzaldehyde 6-Aminocaproic acid Glycine Para chloro benzenepropanoic acid 3-Amino-1,2,3,4-tetrahydrocarbazol 3-(3-METHYL-1H-INDOL-1-YL)PROPANOIC ACID 1H-PYRROLE-1-PROPANOIC ACID 1-INDOLEPROPIONIC ACID (R)-3-Amino-1,2,3,4-tetrahydrocarbazole 3-(2-methyl-1H-indol-1-yl)propanoic acid 3-(2,3-DIMETHYL-INDOL-1-YL)-PROPIONIC ACID etryptamine acetate

  • BAY U3405; BAY-U3405
  • CS-1350
  • 3-(1,2,3,4-tetrahydrocarbazol-9-yl)propanoic acid [(4-fluorophenyl)sulfonylamino] ester
  • 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
  • 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