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Arformoterol tartrate

CAS No.
200815-49-2
Chemical Name:
Arformoterol tartrate
Synonyms
200-589-5;Aphmote tartrate;Aforterol tartrate;R,R-Form L-tartrate;Afromoterol tartrate;Arformoterol tartrate;(R,R)-Formoterol tartrate;(R,R)-ForMoterol-L-(+)-Tartrate;Formoterol Impurity 23 Tartrate;Formoterol Impurity 28 Tartrate
CBNumber:
CB91459486
Molecular Formula:
C19H24N2O4.C4H6O6
Molecular Weight:
494.494
MDL Number:
MFCD07785830
MOL File:
200815-49-2.mol
Last updated:2023-11-20 12:07:38

Arformoterol tartrate Properties

Melting point 184°
storage temp. Refrigerator, Under Inert Atmosphere
solubility DMSO (Slightly, Sonicated), Methanol (Slightly, Heated, Sonicated)
form Solid
color White to Pale Brown
FDA UNII 5P8VJ2I235

Arformoterol tartrate price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 23935 Arformoterol (tartrate) ≥98% 200815-49-2 5mg $86 2024-03-01 Buy
Cayman Chemical 23935 Arformoterol (tartrate) ≥98% 200815-49-2 10mg $143 2024-03-01 Buy
Cayman Chemical 23935 Arformoterol (tartrate) ≥98% 200815-49-2 25mg $336 2024-03-01 Buy
Cayman Chemical 23935 Arformoterol (tartrate) ≥98% 200815-49-2 50mg $588 2024-03-01 Buy
Tocris 6219 Arformoteroltartrate ≥98%(HPLC) 200815-49-2 50 $455 2021-12-16 Buy
Product number Packaging Price Buy
23935 5mg $86 Buy
23935 10mg $143 Buy
23935 25mg $336 Buy
23935 50mg $588 Buy
6219 50 $455 Buy

Arformoterol tartrate Chemical Properties,Uses,Production

Description

Sepracor’s Brovana®, a nebulized long acting bronchodilator, was launched in the U.S. in April 2007. The β2- adrenoceptor agonist is indicated for the twice-daily, longtermmaintenance treatment of bronchoconstriction in patients with chronic obstructive pulmonary disease (COPD), which includes chronic bronchitis and emphysema. It is the first long-acting nebulized bronchodilator approved by the FDA for this indication.

Description

Aformoterol is the (R,R)-enantiomer of the β2-adrenergic receptor (β2-AR) agonist formoterol . It selectively binds to β1- over β2-ARs (Kds = 2.9 and 113 nM, respectively) as well as β3-adrenergic, B2 bradykinin, neurokinin 1 (NK1) and NK2 receptors when used at concentrations up to 3 μM. Aformoterol induces cAMP accumulation in cultured human bronchial epithelial cells. Ex vivo, aformoterol (0.01-1,000 nM) induces dose-dependent relaxation of guinea pig tracheal strips precontracted with carbamoylcholine , ovalbumin, or histamine (pD2s = 8.4, 9.5, and 9.5, respectively). In vivo, aformoterol reverses histamine- and ovalbumin-induced bronchoconstriction in guinea pigs (ED50s = 1 and 40 nmol/kg, respectively). Formulations containing aformoterol have been used in the treatment of chronic obstructive pulmonary disease (COPD).

Uses

Anti-asthmatic and bronchodilator.

Uses

Arformoterol Tartrate, can be used in the synthesis of Omeprazole (O635000), which is a proton pump inhibitor, that inhibits gasteric secretion, also used in the treatment of dyspepsia, peptic ulcer disease, etc. It is also the impurity of Esomeprazole Magnesium (E668300), which is the S-form of Omeprazole, and is a gastric proton-pump inhibitor. Also, It can be used for the preparation of olodaterol, a novel inhaled β2-adrenoceptor agonist with a 24h bronchodilatory efficacy.

Synthesis

There are several reports on the synthesis of arformoterol. A large-scale synthesis of enantio/diastereomerically pure (R,R)-formoterol is cited here. Bromoalcohol 22 was synthesized in 84% yield with 94% e.e. through the catalytic enantioselective reduction of bromo ketone 21. The nitro functional group in 22 was reduced in quantitative yield by hydrogena-tion in the presence of Adams catalyst and the resulting aniline was isolated by filtration of the catalyst and removal of the solvent. In order to avoid auto-oxidation, the aniline was treated with a mixture of formic acid and acetic anhydride immediately after the removal of the platinum catalyst. Upon concentrating the reaction mixture, bromohydrin 23 crystallized and could be isolated in 75% yield with 98.6% e.e. It was further enriched to >99.5% e.e. by a single re-crystallization from ethylacetate. Next, a mixture of bromohydrin 23 and amine salt (R)-26-(S)-mandelic acid was treated with K2CO3 resulting in generation of the corresponding epoxide of 23 and liberation of the free base of (R)-26. After an aqueous work up to remove salts and mandelic acid, the reaction mixture was heated to 120??C to affect epoxide opening with the amine of 26. Removal of the benzyl protecting groups of the resulting crude product via catalytic hydrogenation followed by salt formation with tartaric acid afforded arformoterol tartrate (III) in 70% yield upon crystallization.

Synthesis_200815-49-2

storage

Store at +4°C

Arformoterol tartrate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 151)Suppliers
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Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58
Zibo Hangyu Biotechnology Development Co., Ltd
+86-0533-2185556 +8617865335152 Mandy@hangyubiotech.com China 11013 58
Capot Chemical Co.,Ltd.
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career henan chemical co
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SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17367 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58

View Lastest Price from Arformoterol tartrate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Arformoterol tartrate pictures 2024-01-02 Arformoterol tartrate
200815-49-2
US $85.00-850.00 / kg 10kg 0.99 20tons Zibo Hangyu Biotechnology Development Co., Ltd
Arformoterol tartrate pictures 2023-11-27 Arformoterol tartrate
200815-49-2
US $0.00 / KG 1KG 99% 20 TONS Wuhan Senwayer Century Chemical Co.,Ltd
Arformoterol tartrate pictures 2023-08-23 Arformoterol tartrate
200815-49-2
US $10.00 / kg 1kg 99% 1000tons Henan Bao Enluo International TradeCo.,LTD
Arformoterol tartrate Afromoterol tartrate (R,R)-Formoterol tartrate N-(2-Hydroxy-5-((1R)-1-hydroxy-2-(((1R)-2-(4-methoxyphenyl)-1-methylethyl)amino)ethyl)phenyl)formamide (2R,3R)-2,3-dihydroxybutanedioate (1:1) (-)-ForMoterol-d6 L-Tartrate , ArforMoterol-d6 L-Tartrate (R,R)-(-)-ForMoterol-d6 Tartrate (R,R)-ForMoterol-L-(+)-Tartrate API (R,R)-ForMoterol-L-(+)-Tartrate R,R-Form L-tartrate N-[2-Hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]formamide L-tartrate (2R,3R)-2,3-dihydroxybutanedioic acid,N-[2-hydroxy-5-[(1R)-1-hydroxy-2-[[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]phenyl]formamide R-[4-(benzyloxy)-3-(formanmino)phenyl]oxirane Arformoterol tartrate Solution in Methanol, 100μg/mL (R,R)-(-)-Formoterol tartrate salt 200-589-5 Aphmote tartrate (R,R)-Formoterol tartrate (Arformoterol tartrate) Formoterol Impurity 23 Tartrate Aforterol tartrate Formoterol Impurity 28 Tartrate 200815-49-2 00815-49-2 C19H24N2O4C4H6O6 C23H30N2O10 APIs