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Fluticasone Propionate

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Identification
Molecular formula
C25H31F2O5
CAS number
80474-14-2
IUPAC name
[2-[(1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxo-ethyl] acetate
State
State

At room temperature, fluticasone propionate is in a solid state as a white powder. It is formulated into various forms for therapeutic use, including aerosols for inhalation, topical creams, and nasal sprays, adapting to the required method of delivery.

Melting point (Celsius)
273.50
Melting point (Kelvin)
546.50
Boiling point (Celsius)
623.90
Boiling point (Kelvin)
896.90
General information
Molecular weight
500.57g/mol
Molar mass
500.5730g/mol
Density
1.2960g/cm3
Appearence

Fluticasone propionate is usually a white powder, which is odorless. It is available in multiple forms including creams, nasal sprays, and inhalers with varying textures and colors depending on the formulation.

Comment on solubility

Solubility of 2-[(1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxo-ethyl acetate

The solubility of this complex compound can be influenced by a number of factors, primarily due to its intricate molecular structure. Here are several key points to consider:

  • Polarity: The presence of functional groups such as acetate and hydroxyl may impart some degree of polarity, potentially enhancing solubility in polar solvents like water.
  • Nonpolar Character: However, the extensive hydrophobic regions resulting from the multiple aromatic and aliphatic components may hinder solubility in polar environments.
  • Solvent Interaction: This compound may demonstrate varied solubility in organic solvents (e.g., ethanol, acetone) due to its hydrophilic and hydrophobic regions competing for interactions with solvent molecules.
  • Temperature Effects: Solubility can also be temperature-dependent; increased temperature might enhance solubility due to increased molecular motion.

In summary, while this compound may exhibit some solubility in polar solvents given its functional groups, the overall solubility may be restricted by its large nonpolar segments. As one chemist noted, "The balance between hydrophilic and hydrophobic attributes often determines a compound's solubility profile." Understanding these nuances is crucial for practical applications in chemical formulations.

Interesting facts

Interesting Facts about 2-[(1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxo-ethyl acetate

This intriguing compound, often referred to in scientific circles for its complex structure and potential applications, opens a door to the fascinating world of organic chemistry. Here are some noteworthy insights about this compound:

  • Complexity in Structure: The compound features a highly intricate arrangement, including a pentacyclic system. Such complexity often indicates unique reactivity and functional properties.
  • Fluorinated Compounds: The presence of fluorine atoms is notable, as fluorinated compounds are known for their enhanced stability and lipophilicity, making them valuable in pharmaceuticals and agrochemicals.
  • Natural Product Inspiration: Compounds with similar structures can often be found in nature, suggesting that this compound could mimic or influence biologically active molecules, paving the way for novel therapeutic strategies.
  • Potential Applications: The functionality embedded within this compound opens up possibilities in drug design, specifically in creating agents that target specific biological pathways or processes.
  • Chirality Matters: The compound contains multiple chiral centers, implying that it may exhibit different activities based on its isomeric forms, which is a critical consideration in the design of pharmaceuticals.

In conclusion, the compound embodies the intricacies of organic synthesis and highlights the balance between structure and function in chemical compounds. Its potential utility in a variety of fields makes it a fascinating subject for further research.

As one chemist aptly noted, "The beauty of chemistry lies in its endless possibility; each new discovery is a step further into the unknown."

Synonyms
fluocinonide
356-12-7
Fluocinolide
Fluocinolone acetonide acetate
Vanos
Fluocinolide acetate
Lidex
Fluonex
Lonide
LIDEX-E
Lidex E
Fluocinonide Emulsified Base
Fluocinonido
Fluocinonidum
Fluocinonidum [INN-Latin]
Fluocinolone acetonide 21-acetate
Fluocinonido [INN-Spanish]
Bestasone
Biscosal
Cortalar
Straderm
Topsymin
Synalar acetate
Fluocinonida
UNII-2W4A77YPAN
EINECS 206-597-6
2W4A77YPAN
Fluocinonide(Vanos)
NSC 101791
DTXSID8045307
Lyderm
6alpha,9-Difluoro-11beta,16alpha,17,21-tetrahydroxypregna-1,4-diene-3,20-dione, cyclic 16,17-acetal with acetone, 21-acetate
NSC-101791
MLS000028476
Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-6,9-difluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))-, (6alpha,11beta,16alpha)-
DTXCID6025307
Fluocinonide FAPG
Pregna-1,4-diene-3,20-dione, 6-alpha, 9-difluoro-11-beta,16-alpha,17,21-tetrahydroxy-, cyclic17-acetal with acetone, 21-acetate
Pregna-1,4-diene-3,20-dione, 6alpha,9-difluoro-11beta,16alpha,17,21-tetrahydroxy-, cyclic 16,17-acetal with acetone, 21-acetate
Fluocinonide [USAN:USP:INN:BAN:JAN]
SMR000058331
Fluocinonidum (INN-Latin)
Fluocinonido (INN-Spanish)
FLUOCINONIDE (MART.)
FLUOCINONIDE [MART.]
FLUOCINONIDE (USP-RS)
FLUOCINONIDE [USP-RS]
FLUOCINONIDE (USP IMPURITY)
FLUOCINONIDE [USP IMPURITY]
Fluocinonide [USAN:BAN:INN:JAN]
Fluocinonide (USAN:USP:INN:BAN:JAN)
2-[(1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-8-yl]-2-oxoethyl acetate
FAPG, Fluocinonide
Vanos (TN)
Fluocinonide, micronised
LIDEX (TN)
Fluoxiv
Fluocinol Pak
Fluovix Plus
Fluocinonide Gel
NSC101791
Fluocinolone Acetonide 21 Acetate
NCGC00016436-01
Acetonide 21-Acetate, Fluocinolone
CAS-356-12-7
MFCD00079302
Prestwick_1066
Fluocinonide (Vanos)
Fluocinonide (Standard)
Opera_ID_1780
Prestwick0_000774
Prestwick1_000774
Prestwick2_000774
Prestwick3_000774
FLUOCINONIDE [MI]
FLUOCINONIDE [INN]
FLUOCINONIDE [JAN]
FLUOCINONIDE [USAN]
SCHEMBL4262
CHEMBL1501
FLUOCINONIDE [VANDF]
BSPBio_000848
FLUOCINONIDE [WHO-DD]
SPBio_002787
BPBio1_000934
CHEBI:5109
GTPL7078
Fluocinonide (JP17/USP/INN)
HY-B0485R
C05AA11
D07AC08
Fluocinonide, >=98% (HPLC)
MSK2244
WJOHZNCJWYWUJD-IUGZLZTKSA-N
FLUOCINONIDE [ORANGE BOOK]
HMS1570K10
HMS2097K10
HMS2234H04
HMS3259N05
HMS3714K10
HY-B0485
PREGNA-1,4-DIENE-3,20-DIONE, 21-(ACETYLOXY)-6,9-DIFLUORO-11-HYDROXY-16,17-((1-METHYLETHYLIDENE)BIS(OXY))-, (6.ALPHA.,11.BETA.,16.ALPHA.)-
Tox21_110438
s2608
AKOS015896516
Tox21_110438_1
AC-2071
BCP9000697
CCG-220774
DB01047
FF08245
NC00621
NCGC00022398-03
NCGC00022398-05
(6ALPHA,11BETA,16ALPHA)-21-(ACETYLOXY)-6,9-DIFLUORO-11-HYDROXY-16,17-[(1-METHYLETHYLIDENE)BIS(OXY)]-PREGNA-1,4-DIENE-3,20-DIONE
BS-17093
DA-53244
Fluocinonide Topical Solution USP, 0.05%
NS00001330
C07007
D00325
EN300-19736975
SR-01000003097
Q5462791
SR-01000003097-3
BRD-K57886322-001-03-4
BRD-K57886322-001-12-5
FLUOCINOLONE ACETONIDE IMPURITY M [EP IMPURITY]
fluocinonide cream, silicone roll, self-adhesive wrap
Fluocinonide 0.1% 120gm Cream, 100% Soft Silicone Roll
Fluocinonide, United States Pharmacopeia (USP) Reference Standard
(6alpha,11beta,16alpha)-21-(Acetyloxy)-6,9-difluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))pregna-1,4-diene-3,20-dione
[2-[(1S,2S,4R,8S,9S,11S,12R,13S,19S)-12,19-difluoro-11-hydroxy-6,6,9,13-tetramethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxoethyl] acetate
206-597-6
6alpha,9-Difluoro-11beta,21-dihydroxy-16alpha,17-(1-methylethylidenedioxy)pregna-1,4-diene-3,20-dione 21-acetate