Description Indication Mechanism of Action Toxicity
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Indacaterol

Description Indication Mechanism of Action Toxicity
Product Name
Indacaterol
CAS No.
312753-06-3
Chemical Name
Indacaterol
Synonyms
CS-272;Arcapta;Indaterol;Indatarol;Indacaterol;Indacaterol-d3;Indacaterol (Onbrez;Indacaterol USP/EP/BP;Indacaterol acetate salt;Indacaterol-[13C4] acetate salt
CBNumber
CB82512068
Molecular Formula
C24H28N2O3
Formula Weight
392.49
MOL File
312753-06-3.mol
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Indacaterol Property

Melting point:
>165°C (dec.)
Boiling point:
660.3±55.0 °C(Predicted)
Density 
1.27
storage temp. 
-20°C Freezer, Under inert atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
8.68±0.20(Predicted)
form 
Solid
color 
Off-White to Light Yellow
InChI
InChI=1S/C24H28N2O3/c1-3-14-9-16-11-18(12-17(16)10-15(14)4-2)25-13-22(28)19-5-7-21(27)24-20(19)6-8-23(29)26-24/h5-10,18,22,25,27-28H,3-4,11-13H2,1-2H3,(H,26,29)/t22-/m0/s1
InChIKey
QZZUEBNBZAPZLX-QFIPXVFZSA-N
SMILES
N1C2=C(C([C@@H](O)CNC3CC4=C(C3)C=C(CC)C(CC)=C4)=CC=C2O)C=CC1=O
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
20070
Product name
Indacaterol
Purity
≥98%
Packaging
50mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
20070
Product name
Indacaterol
Purity
≥98%
Packaging
100mg
Price
$92
Updated
2024/03/01
Cayman Chemical
Product number
20070
Product name
Indacaterol
Purity
≥98%
Packaging
250mg
Price
$216
Updated
2024/03/01
Cayman Chemical
Product number
20070
Product name
Indacaterol
Purity
≥98%
Packaging
500mg
Price
$380
Updated
2024/03/01
Cayman Chemical
Product number
28886
Product name
Indacaterol-d3
Packaging
1mg
Price
$375
Updated
2021/12/16
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Indacaterol Chemical Properties,Usage,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)

Uses

Indacaterol is a β-adrenoreceptor agonists for treatment of asthma and bronchodilator treatment for patients with chronic obstructive pulmonary diseases.

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.

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

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Indacaterol Suppliers

Jinan Billion Pharmaceutical Technology Co., Ltd
Tel
+86-15589952515 +86-15589952515
Email
80912934@qq.com
Country
China
ProdList
57
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58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
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55
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
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61
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
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60
Shanghai Holy Biohemdeviser Co., Ltd
Tel
021-61551100
Fax
021-61551100
Country
China
ProdList
444
Advantage
57
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
9387
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52
Changzhou Joyous Chemical Co., Ltd.
Tel
0519-85607258
Fax
0519-85607278
Email
sales@joyouschem.com
Country
China
ProdList
294
Advantage
60
Hefei Topway Biotechnology Co.,Ltd
Tel
0551-65326752 14755135869
Fax
0086-551-65326751
Email
xxhasym@163.com
Country
China
ProdList
62
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60
NCE Biomedical Co.,Ltd.
Tel
4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
Fax
+86-27-87599188
Country
China
ProdList
1493
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China Kouting Group Limited
Tel
+86 (21) 5811-6473 5811-6475
Fax
+86 (21) 6129-4103
Email
sales@koutingchina.com
Country
China
ProdList
496
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60
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View Lastest Price from Indacaterol manufacturers

Jinan Million Pharmaceutical Co., Ltd
Product
Indacaterol 312753-06-3
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
80KG/M
Release date
2023-08-11
Zibo Hangyu Biotechnology Development Co., Ltd
Product
Indacaterol 312753-06-3
Price
US $70.00-700.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-11-07
Zhuozhou Wenxi import and Export Co., Ltd
Product
Indacaterol 312753-06-3
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

312753-06-3, IndacaterolRelated 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
  • 5-[2-(5,6-Diethyl-2,3-dihydro-1H-inden-2-ylamino)-(1R)-hydro...
  • IndacaterolQ: What is Indacaterol Q: What is the CAS Number of Indacaterol Q: What is the storage condition of Indacaterol Q: What are the applications of Indacaterol
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  • Indacaterol /5-[(1R)-2-[(5,6-Diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-hydroxyethyl]-8-hydroxyquinolin-2(1H)-one
  • Procaterol Impurity 17 ammonium salt
  • Indaterol
  • Indacaterol (Onbrez
  • (R) -5-[2- (5, 6-diethyldihydroindene-2-amino) -1-hydroxyethyl] -8-hydroxy-1H-quinolin-2-one
  • Indacaterol-[13C4] acetate salt
  • Indatarol
  • 312753-06-3
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Inhibitors
  • Agonist
  • Amines
  • Aromatics
  • Heterocycles