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Ciclesonide

Ciclesonide
Ciclesonide structure
CAS No.
126544-47-6
Chemical Name:
Ciclesonide
Synonyms
Zetonna;Ciclesonide;Ciclesonide CRS;Ciclesonide(RPR251526);Ciclesonide containing impurity A CRS;(11β,16α)-16,17-[[(R)-CyclohexylMethylene]bis(oxy)]-11-hydroxy-21-(2-Methyl-1-oxopropoxy)-pregna-1,4-diene-3,20-dione;(r)-11b,16a,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with cyclohexanecarboxaldehyde 21-isobutyrate
CBNumber:
CB3717420
Molecular Formula:
C32H44O7
Formula Weight:
540.69
MOL File:
126544-47-6.mol

Ciclesonide Properties

Melting point:
202-209?C
Boiling point:
665.0±55.0 °C(Predicted)
Density 
1.23±0.1 g/cm3(Predicted)
storage temp. 
Refrigerator
pka
14.25±0.70(Predicted)
form 
neat
InChIKey
LUKZNWIVRBCLON-GXOBDPJESA-N
FDA UNII
S59502J185

Ciclesonide price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001553 Ciclesonide European Pharmacopoeia (EP) Reference Standard 126544-47-6 y0001553 $190 2020-08-18 Buy
Cayman Chemical 18227 Ciclesonide ≥98% 126544-47-6 1mg $25 2020-06-24 Buy
Cayman Chemical 18227 Ciclesonide ≥98% 126544-47-6 5mg $88 2020-06-24 Buy
Cayman Chemical 18227 Ciclesonide ≥98% 126544-47-6 10mg $150 2020-06-24 Buy
Cayman Chemical 18227 Ciclesonide ≥98% 126544-47-6 50mg $625 2020-06-24 Buy

Ciclesonide Chemical Properties,Uses,Production

Description

Ciclesonide, a new inhaled corticosteroid (ICS), is indicated for the prophylactic treatment of persistent asthma. ICS treatment is a widely accepted standard of care for maintenance therapy of chronic asthma, and the currently available agents include fluticasone propionate, budesonide, triamcinolone acetonide, flunisolide, and beclomethasone dipropionate. These agents exert their potent anti-inflammatory effects via modulation of the glucocorticoid receptor (GR). Although ICS drugs are generally safe and well tolerated compared with oral corticosteroids, many have measurable systemic exposures, and concerns over potential side effects resulting from it severely limit the dose at which they can be administered for long-term therapy. Systemic adverse effects associated with corticosteroids include HPA axis suppression, osteoporosis, abnormal glucose metabolism, cataracts, and glaucoma, some of which could potentially occur with the long-term use of high dose ICS. The key differentiators for ciclesonide relative to other ICS drugs are its longer duration of action and lower systemic exposure. Ciclesonide is an isobutyryl ester prodrug. It is cleaved by the endogenous esterases in the lung to des-isobutyryl ciclesonide (des- CIC), which is a potent GR agonist. The binding affinity of des-CIC for human GR (Ki=0.31 nM) is similar to other ICS such as budesonide (Ki=0.44nM) and fluticasone propionate (Ki=0.24nM), while ciclesonide itself has about 100-fold lower affinity (Ki=37nM). In lung tissue, des-CIC undergoes reversible lipid conjugation to form oleate and palmitate ester conjugates, which act as a slow-release pool for the drug and increase the pulmonary residence time. This, in turn, contributes to the enhanced local effects and the long duration of action.
Inhaled ciclesonide was generally well tolerated in these clinical studies. Ciclesonide did not suppress biochemical markers of adrenal function in 52-week studies; however, the long-term (>52 weeks) systemic effects remain unknown. Ciclesonide is chemically produced via a semi-synthesis starting from 16-α-hydroxyprednisolone by first converting to a triisobutyryl ester intermediate with isobutyric anhydride, and subsequent reaction of the triester with cyclohexane carboxaldehyde and hydrochloric acid in dioxane. The latter step produces the cyclic ketal as a mixture of diastereomers, which is subjected to HPLC and fractional crystallization to produce ciclesonide.

Chemical Properties

White Solid

Originator

Recordati Espana (Spain)

Uses

A glucocorticoid microemulsion nasal preparation allergy inhibitor rhinitis

brand name

Alvesco (Dynamit Nobel GmbH).

General Description

Ciclesonide (Omnaris) is a prodrug that requireshydrolysis of the isobutyrate ester at C21 to form theactive corticosteroid (des-ciclesonide). It has minimal oralbioavailability due to extensive metabolism, mainly byCYP3A4. The metabolites of ciclesonide have not beenfully characterized.

Ciclesonide Preparation Products And Raw materials

Raw materials

Preparation Products


Ciclesonide Suppliers

Global( 147)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21842 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22625 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 568 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30039 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460
faith@widelychemical.com CHINA 743 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 35434 58
CONIER CHEM AND PHARMA LIMITED
86-18523575427
sales@conier.com CHINA 47486 58
Zhuozhou Wenxi import and Export Co., Ltd
+8613111626072
+8613111626072 zzwenxi@126.com CHINA 7527 58
Target Molecule Corp
18019718960 781-999-5354
marketing@targetmol.com United States 19233 58
Amadis Chemical Company Limited
0086-571-89925085
0086-571-89925065 sales@amadischem.com China 132149 58

View Lastest Price from Ciclesonide manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-08-14 Ciclesonide
126544-47-6
US $1.00 / KG 1KG 99% 20kg career henan chemical co
2018-03-09 Ciclesonide
126544-47-6
US $100.00 / KG 10G 99.9% 100kg/week Hubei XinRunde Chemical Co., Ltd.

126544-47-6(Ciclesonide)Related Search:


  • (r)-11b,16a,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with cyclohexanecarboxaldehyde 21-isobutyrate
  • Ciclesonide(RPR251526)
  • (11β,16α)-16,17-[[(R)-CyclohexylMethylene]bis(oxy)]-11-hydroxy-21-(2-Methyl-1-oxopropoxy)-pregna-1,4-diene-3,20-dione
  • Ciclesonide
  • Ciclesonide CRS
  • Zetonna
  • Ciclesonide containing impurity A CRS
  • 126544-47-6
  • C33H46O7
  • C32H44O7
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
  • Inhibitors
  • Other APIs
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