ChemicalBook
Chinese Japanese Germany Korea

Indacaterol

Description Indication Mechanism of Action Toxicity
Indacaterol
Indacaterol structure
CAS No.
312753-06-3
Chemical Name:
Indacaterol
Synonyms
CS-272;Arcapta;Indacaterol;Indacaterol-d3;Indacaterol USP/EP/BP;Indacaterol acetate salt;Indacaterol and its intermediates;(R)-5-(2-(5,6-Diethyl-2,3-dihydro-1H-inden-2-ylamino)-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-;5-[2-(5,6-Diethyl-2,3-dihydro-1H-inden-2-ylaMino)-(1R)-hydroxyethyl]-8-hydroxyquinolin-2(1H)-one;5-[(1R)-2-[(5,6-Diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl]-8-hydroxyquinolin-2(1H)-one
CBNumber:
CB82512068
Molecular Formula:
C24H28N2O3
Formula Weight:
392.49
MOL File:
312753-06-3.mol

Indacaterol Properties

Boiling point:
660.3±55.0 °C(Predicted)
Density 
1.27
pka
8.68±0.20(Predicted)
FDA UNII
8OR09251MQ

Indacaterol price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 20070 Indacaterol ≥98% 312753-06-3 50mg $39 2021-03-22 Buy
Cayman Chemical 20070 Indacaterol ≥98% 312753-06-3 100mg $74 2021-03-22 Buy
Cayman Chemical 20070 Indacaterol ≥98% 312753-06-3 250mg $176 2021-03-22 Buy
Cayman Chemical 20070 Indacaterol ≥98% 312753-06-3 500mg $312 2021-03-22 Buy
Cayman Chemical 28886 Indacaterol-d3 312753-06-3 1mg $375 2021-03-22 Buy

Indacaterol Chemical Properties,Uses,Production

Description

Indacaterol is a new, ultra-long-acting, rapid onset β(2)-adrenoceptor agonist that was developed by Novartis. The drug is used in managing and controlling chronic obstructive pulmonary disease (COPD) and asthma. The European Medicines Agency (EMA) approved indacaterol as a drug in 2009 under the Onbrez trade name while in the United States the Food and Drug Administration approved it under the trade name Arcapta in 2011. The drug is manufactured as its maleate salt form. Also, indacaterol is a chiral molecule; however, only the pure R-enantiomer is distributed.

Indication

Indacaterol is used in the maintenance of airflow obstruction in individuals with COPD for the long term, including emphysema and chronic bronchitis.

Mechanism of Action

By stimulating the adrenergic beta-2-receptors in the airways’ smooth muscles, indacaterol is able to cause relaxation, thus augmenting the diameter of the airways that are normally constricted in COPD and asthma. Because of its high affinity to the lipid draft domains in the membrane of the airways, it is long acting, therefore it slowly detaches from the receptors. It is rapid acting due to its high intrinsic characteristic.

Toxicity

In case of an overdose of indacaterol, the expected signs and symptoms include excessive beta-adrenergic stimulation, hypotension, hypertension, nervousness, fatigue, hyperglycaemia, insomnia, and metabolic acidosis.

Description

Inhaled β2 adrenoceptor agonists are effective in the management of asthma and COPD, primarily through their bronchodilating properties. These drugs induce bronchodilation by causing direct relaxation of airway smooth muscle through activation of adenylate cyclase, which in turn increases intracellular cAMP levels. Indacaterol is the newest β2 agonist to reach the market. It is an ultra-long-acting agent with a duration of action suitable for once-a-day dosing. Indacaterol is supplied as an aerosol formulation of its maleate salt and is administered via a dry powder inhaler device. It is specifically approved for once-daily maintenance treatment of airflow obstruction in adult patients with COPD. In preclinical models, indacaterol is close to a full agonist at the human b2 adrenoceptor (Emax = 73 ± 1% of isoprenaline′s maximal effect, pEC50 = 8.06 ±0.02) while salmeterol displays only partial efficacy (38 ±1%). The functional selectivity profile of indacaterol over β1 human adrenoceptors is similar to that of formoterol, whereas its β3 adrenoceptor selectivity profile is similar to that of formoterol and salbutamol.

Originator

Novartis (United Kingdom)

Definition

ChEBI: A monohydroxyquinoline that consists of 5-[(1R)-2-amino-1-hydroxyethyl]-8-hydroxyquinolin-2-one having a 5,6-diethylindan-2-yl group attached to the amino function. Used as the maleate salt for treatment of chronic obstructive pulmonary di ease.

brand name

Onbrez Breezhaler

Side effects

The most commonly reported adverse events associated with indacaterol treatment were nasopharyngitis, upper respiratory tract infection, and headache and cough following inhalation. Adverse events were mild or moderate in most cases, and became less frequent with continued treatment.

Chemical Synthesis

The chemical synthesis of indacaterol begins with a-chlorination of 5-acetyl-8-benzyloxy-2-quinolone with benzyltrimethylammonium dichloro-iodate. The resultant chloroketone is reduced with borane in tetrahydrofuran in the presence of the chiral boron catalyst R-tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2c][ 1,3,2]oxazaborole to produce the corresponding chlorohydrin intermediate in high enantiomeric excess. The chlorohydrin intermediate is cyclized to the corresponding epoxide by treatment with potassium carbonate, the epoxide is condensed with 5,6-diethylindan-2-amine, and the benzyl protecting group is removed by hydrogenolysis to produce indacaterol. The 5,6-diethylindan-2-amine intermediate is derived from 1,2-diethylbenzene via Friedel-Crafts acylation with 3-chloropropionyl chloride, cyclization of the resultant 3-chloro- 1-(3,4-diethylphenyl)-1-propanone by means of concentrated sulfuric acid to 5,6-diethylindan-1-one, oximation with butyl nitrite, and reduction of the oxime to an amine via treatment with hydrogen over palladium- carbon.

Indacaterol Preparation Products And Raw materials

Raw materials

Preparation Products


Indacaterol Suppliers

Global( 131)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
AFINE CHEMICALS LIMITED
008657185134551
008657185134895 info@afinechem.com CHINA 15559 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 890 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29961 58
Biochempartner
0086-13720134139
candy@biochempartner.com CHINA 968 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 linda@hubeijusheng.com CHINA 23035 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 37282 58
CONIER CHEM AND PHARMA LIMITED
86-18523575427
sales@conier.com CHINA 47496 58
Shaanxi Dideu Medichem Co. Ltd
13772537765
029-88380327 1010@dideu.com CHINA 3993 58
Zhuozhou Wenxi import and Export Co., Ltd
+8613111626072 (WhatsApp)
Wechat: +8613111626072 Wickr me: waynehu zzwenxi@126.com CHINA 13187 58

View Lastest Price from Indacaterol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-07-20 Indacaterol
312753-06-3
US $0.00-0.00 / KG 5mg 99% HPLC 2000tons Shaanxi Dideu Medichem Co. Ltd
2021-07-13 Indacaterol
312753-06-3
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-07-09 Indacaterol
312753-06-3
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

312753-06-3(Indacaterol)Related Search:


  • Indacaterol
  • 5-[(1R)-2-[(5,6-Diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl]-8-hydroxyquinolin-2(1H)-one
  • Indacaterol-d3
  • CS-272
  • (R)-5-(2-(5,6-diethyl-2,3-dihydro-1H-inden-2-ylaMino)-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one, Maleate salt
  • Arcapta
  • 5-[2-(5,6-Diethyl-2,3-dihydro-1H-inden-2-ylaMino)-(1R)-hydroxyethyl]-8-hydroxyquinolin-2(1H)-one
  • (R)-5-(2-(5,6-Diethyl-2,3-dihydro-1H-inden-2-ylamino)-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-
  • 2(1H)-Quinolinone,5-[(1R)-2-[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl]-8-hydroxy-
  • Indacaterol and its intermediates
  • Indacaterol USP/EP/BP
  • Indacaterol acetate salt
  • 312753-06-3
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Inhibitors
  • Agonist
  • Amines
  • Aromatics
  • Heterocycles
Copyright 2017 © ChemicalBook. All rights reserved