Flunisolide

Flunisolide Structure
CAS No.
3385-03-3
Chemical Name:
Flunisolide
Synonyms
Nasarel;Nasalide;Flunisolide Hemihydrate;6-FLUORO-11,16ALPHA,17,21-TETRAHYDROXYPREGNA-1,4-DIENE-3,20-DIONE 16,17-ACETONIDE;Lunis;Nisolid;RS 3999;Synaclyn;Bronalide;Aerobid M
CBNumber:
CB4404835
Molecular Formula:
C24H31FO6
Molecular Weight:
434.5
MOL File:
3385-03-3.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:09

Flunisolide Properties

Melting point 237-240°C (dec.)
Boiling point 581.8±50.0 °C(Predicted)
Density 1.1517 (estimate)
storage temp. Refrigerator
solubility DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2) (1:2): 0.2 mg/ml
form A crystalline solid
pka 12.87±0.10(Predicted)
color White to off-white
Merck 4145
CAS DataBase Reference 3385-03-3(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P264-P301+P310
Hazard Codes  T+
Risk Statements  28
Safety Statements  28-36/37-45
RIDADR  UN 2811 6.1 / PGI
WGK Germany  3
RTECS  TU3900000
NFPA 704
0
4 0

Flunisolide price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) F5021 Flunisolide ≥97% 3385-03-3 100MG ₹13044.13 2022-06-14 Buy
Product number Packaging Price Buy
F5021 100MG ₹13044.13 Buy

Flunisolide Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

Synthetic fluorinated corticosteroid related to Prednisolone (P703740). Antiasthmatic.

General Description

The portion of a flunisolide (AeroBid,Nasarel) dose that is swallowed is rapidly converted to the6β-hydroxy metabolite after first-pass metabolism in theliver. The 6β-hydroxy metabolite is approximately as activeas hydrocortisone itself, but the small amount produced usuallyhas limited systemic effects. Water-soluble conjugatesare inactive.

Clinical Use

Flunisolide is an acetone ketal (acetonide) with a 6α-fluoro group and a free C-21 hydroxyl group. The acetonide decreases mineralocorticoid activity, and the 6α-fluoro group increases glucocorticoid activity. It is not a prodrug, because it has the free hydroxyl group at C-21. Flunisolide has approximately 20% of the receptor affinity as budesonide, and approximately 40% of the inhaled dose is systemically bioavailable.

Metabolism

When administered intranasally or by inhalation, flunisolide is rapidly absorbed from nasal or lung tissue(94). This corticosteroid is efficiently metabolized by the liver to inactive metabolites with no apparent effects on adrenal function with long-term therapy. Flunisolide that is swallowed undergoes extensive first-pass metabolism in the liver, and that which is absorbed directly from the nasopharyngeal mucosa or lung bypasses this initial metabolism. It is not known if the drug undergoes metabolism in the GI tract. Flunisolide is rapidly hydroxylated by CYP3A4 at the 6β position, followed by elimination of the 6α-fluoro group to its more polar 6β-hydroxy metabolite, which attains plasma concentrations that usually are greater than those for flunisolide.

Flunisolide Preparation Products And Raw materials

Raw materials

Preparation Products

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FLUNISOLIDE 1,4-PREGNADIEN-6-ALPHA-FLUORO-11-BETA, 16-ALPHA, 17,21-TETROL-3,20-DIONE ACETONIDE -,cyclic16,17-acetalwithacetone pregna-1,4-diene-3,20-dione,6-alpha-fluoro-11-beta,16-alpha,17,21-tetrahydroxy 6α-Fluoro-11b,21-dihydroxy-16α,17α-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione Aerobid M Bronalide Lunis Nisolid Pregna-1,4-diene-3,20-dione, 6-fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (6α,11β,16α)- 6-FLUORO-11,21-DIHYDROXY-16,17-(ISOPROPYLIDENEDIOXY)PREGNA-1,4-DIENE-3,20-DIONE (6a,11b,16a)-6-fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dione Pregna-1,4-diene-3,20-dione, 6α-fluoro-11β,16α,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone (7CI, 8CI) RS 3999 Soluzione Synaclyn Flunisolide-d6 (6α,11β,16α)-6-Fluoro-11,21-dihydroxy-16,17-[(1-Methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione 6-Fluoro-11,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 16,17-acetonide 6α-Fluoro-11β,21-dihydroxy-16α,17-(isopropylidenebisoxy)pregna-1,4-diene-3,20-dione 6α-Fluoro-11β,21-dihydroxy-16α,17α-(isopropylidenebisoxy)-1,4-pregnadiene-3,20-dione 6α-Fluoro-11β,21-dihydroxy-16α,17α-(isopropylidenebisoxy)pregna-1,4-diene-3,20-dione (2S,6aR,6bS,7S,8aS,8bS,11aR,12aS,12bS)-2-fluoro-7-hydroxy-8b-(2-hydroxyacetyl)-6a,8a,10,10-tetramethyl-1,2,6a,6b,7,8,8a,8b,11a,12,12a,12b-dodecahydro-4H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-4-one Nasalide Nasarel Flunisolide Hemihydrate 6-FLUORO-11,16ALPHA,17,21-TETRAHYDROXYPREGNA-1,4-DIENE-3,20-DIONE 16,17-ACETONIDE Glucocorticoid Receptor,Apoptosis,ECM homeostasis,asthma,Inhibitor,Male Swiss Webster mice,fibroblast activation,Inflammation,inhibit,Flunisolide,eosinophil apoptosis (6a,11b,16a)-6-Fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-pregna-1,4-diene-3,20-dione 3385-03-3 Steroids (Others) Steroids Intermediates & Fine Chemicals Pharmaceuticals Biochemistry Steroids Steroids (Others)