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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

MDL Number:: MFCD00887606

MOL File:: 116649-85-5.mol

Last updated:2024-11-19 15:53:33

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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)
FDA UNII	P1ALI72U6C

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

Risk Statements

36/37/38

Safety Statements

26-36/37/39-45

WGK Germany

NFPA 704

	0
2		0

Ramatroban price More Price(38)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	R0531	Ramatroban ≥98% (HPLC), solid	116649-85-5	5mg	$193	2024-03-01	Buy
Sigma-Aldrich	R0531	Ramatroban ≥98% (HPLC), solid	116649-85-5	25mg	$728	2024-03-01	Buy
Cayman Chemical	10156	BAY-u3405 ≥98%	116649-85-5	1mg	$32	2024-03-01	Buy
Cayman Chemical	10156	BAY-u3405 ≥98%	116649-85-5	5mg	$96	2024-03-01	Buy
Cayman Chemical	10156	BAY-u3405 ≥98%	116649-85-5	10mg	$166	2024-03-01	Buy

Product number	Packaging	Price	Buy
R0531	5mg	$193	Buy
R0531	25mg	$728	Buy
10156	1mg	$32	Buy
10156	5mg	$96	Buy
10156	10mg	$166	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

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 synthesis

Synthesis of Ramatroban from Phenylhydrazine

Ramatroban Preparation Products And Raw materials

Raw materials

Benzenesulfonamide, N-[(3R)-9-(2-cyanoethyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-4-fluoro- 5-OXO-TETRAHYDROCARBAZOLE ETHYLENE KETAL 1,2,4,9-TETRAHYDRO-CARBAZOL-3-ONE (R)-3-Amino-1,2,3,4-tetrahydrocarbazole 1,4-Dioxaspiro[4.5]decan-8-one

Phenylhydrazine

1of2

Preparation Products

Ramatroban Suppliers

Global( 187)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.	+86-18600796368 +86-18600796368	sales@sjar-tech.com	China	444	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718 +86-13336195806	sales@capot.com	China	29791	60
Hangzhou FandaChem Co.,Ltd.	+8615858145714	FandaChem@Gmail.com	China	9214	55
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29884	58
Shaanxi Yikanglong Biotechnology Co., Ltd.	17791478691	yklbiotech@163.com	CHINA	296	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19553	58
Chongqing Chemdad Co., Ltd	+86-023-6139-8061 +86-86-13650506873	sales@chemdad.com	China	39894	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49374	58
SIMAGCHEM CORP	+86-13806087780	sale@simagchem.com	China	17365	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	32165	58

Supplier	Advantage
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.	58
Capot Chemical Co.,Ltd.	60
Hangzhou FandaChem Co.,Ltd.	55
career henan chemical co	58
Shaanxi Yikanglong Biotechnology Co., Ltd.	58
BOC Sciences	58
Chongqing Chemdad Co., Ltd	58
CONIER CHEM AND PHARMA LIMITED	58
SIMAGCHEM CORP	58
TargetMol Chemicals Inc.	58

View Lastest Price from Ramatroban manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-11-19	Ramatroban 116649-85-5	US $32.00-96.00 / mg		99.96%	10g	TargetMol Chemicals Inc.
2024-11-18	Ramatroban 116649-85-5	US $0.00 / g	1g	More Than 99%	100kg/Month	BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
2021-11-02	Ramatroban 116649-85-5	US $300.00 / g	1g	98%	100TONS	Baoji Guokang Healthchem co.,ltd

Ramatroban
116649-85-5
US $32.00-96.00 / mg
99.96%
TargetMol Chemicals Inc.

Ramatroban
116649-85-5
US $0.00 / g
More Than 99%
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Ramatroban
116649-85-5
US $300.00 / g
98%
Baoji Guokang Healthchem co.,ltd

Ramatroban Spectrum

Ramatroban(116649-85-5)¹HNMR

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1of4

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