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Clobetasol propionate

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Identification
Molecular formula
C25H32ClFO5
CAS number
25122-46-7
IUPAC name
[2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] propanoate
State
State

At room temperature, clobetasol propionate is in a solid state, usually presented as a fine crystalline powder.

Melting point (Celsius)
196.00
Melting point (Kelvin)
469.15
Boiling point (Celsius)
570.00
Boiling point (Kelvin)
843.15
General information
Molecular weight
467.98g/mol
Molar mass
467.0000g/mol
Density
1.2700g/cm3
Appearence

Clobetasol propionate is a white to off-white crystalline powder, which is practically insoluble in water. This compound is formulated for use in dermatology due to its appearance and properties making it suitable for skin application.

Comment on solubility

Solubility of 2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl propanoate

The solubility of the compound 2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl propanoate can be complex due to its intricate structure and functional groups. This compound's solubility is influenced by several factors:

  • Polar and Nonpolar Interactions: Its chemical structure suggests presence of both polar (hydroxy and oxo groups) and nonpolar (cyclopenta[a]phenanthrene core) components, which can lead to varied solubility in different solvents.
  • Potential Solvent Compatibility: The compound is likely to exhibit some solubility in organic solvents (like ethanol or dimethyl sulfoxide) as well as moderate solubility in polar solvents due to the hydroxyl and oxo functionalities.
  • Temperature Influence: Solubility may increase with temperature, often a general trend observed in organic compounds.
  • Hydrogen Bonding: The presence of hydroxyl groups can allow for hydrogen bonding with solvents, possibly enhancing solubility in polar environments.

Understanding the solubility characteristics of this compound is vital in applications such as drug formulation and development, where the solubility affects the bioavailability and overall efficacy in therapeutic contexts.

Interesting facts

Interesting Facts about 2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl propanoate

This intricate compound showcases a fascinating blend of chemical complexity and biological significance. As a member of the class of compounds known as steroid derivatives, it exhibits a unique structural arrangement that allows for versatile interactions within biological systems.

Key Features

  • Stereochemistry: The compound includes multiple stereogenic centers, which contributes to its diverse range of biological activities. The specific chirality can greatly impact how the compound interacts with enzymes and receptors in the body.
  • Functional Groups: Featuring a chlorine atom and hydroxyl groups, this compound's reactivity and potential medicinal applications are noteworthy. These groups play critical roles in modulating pharmacological effects.
  • Biological Relevance: Similar compounds have garnered interest in medical research, particularly for their anti-inflammatory and anticancer properties. This opens up new avenues for drug development.
  • Structural Complexity: The presence of an octahydrocyclopenta[a]phenanthren core indicates its potential as a bioactive scaffold, suggesting that the compound could serve as a prototype for the synthesis of analogs with improved efficacy.

As scientists delve deeper into the nature of compounds like this, we learn more about the intricate relationships between structure and function in biochemistry. The molecular architecture holds the key to unlocking future therapeutic applications. As one researcher aptly noted, "The complexity of natural compounds mirrors the complexity of life itself." Thus, understanding this compound not only enhances our knowledge in organic chemistry but also paves the way for innovation in the pharmaceutical industry.

Synonyms
BECLOMETHASONE DIPROPIONATE
Beclometasone dipropionate
5534-09-8
Sanasthmax
Becloforte
Sanasthmyl
Aerobec
Becotide
Entyderma
Korbutone
Propaderm
Becloturmant
Beclacin
Respocort
Ventolair
Viarox
Propaderm Forte
Rino-clenil
Inalone R
Clenil-A
Alanase
Aldecina
Aldecine
Atomase
Beclate
Becodisks
Benconase
QNASL
Rhinosol
Turbinal
Clenil
Spir
Beclocort Nasel
Beclomet Nasal
Rhino Clenil
Inalone O
SCH 18020W
Belchlorhinol
Qvar 80
Sanasthymyl
Anceron
Becloval
Beconasol
Inalone
Menaderm
Viarex
orBec
Vanceril Double Strength
Beclazone 250
QVAR 40
NASOBEC
ORBESHIELD
TOPSTER
CHEBI:3002
CLENIL A
SCH 8020W
SGX-201
SGX-202
SGX-203
SCH-18020W
Beclometasone dipropionato
EINECS 226-886-0
KW-053
5B307S63B2
NSC-755901
UNII-5B307S63B2
NSC 755901
BECLOMETASONE DIPROPIONATE ANHYDROUS
BECLOMETASONE DIPROPIONATE, ANHYDROUS
BETAMETHASONE DIPROPIONATE IMPURITY E
TRIMBOW COMPONENT BECLOMETHASONE DIPROPIONATE
Beclomethasone dipropionate (USAN:USP)
Beclomethasone dipropionate [USAN:USP]
BECLOMETHASONE DIPROPIONATE (USP-RS)
BECLOMETHASONE DIPROPIONATE [USP-RS]
BECLOMETASONE DIPROPIONATE (EP MONOGRAPH)
BECLOMETASONE DIPROPIONATE [EP MONOGRAPH]
BECLOMETHASONE DIPROPIONATE (USP IMPURITY)
BECLOMETHASONE DIPROPIONATE (USP MONOGRAPH)
BECLOMETHASONE DIPROPIONATE [USP IMPURITY]
BECLOMETHASONE DIPROPIONATE [USP MONOGRAPH]
Dipropionate, Beclomethasone
BECLOMETASONE DIPROPIONATE, ANHYDROUS (EP IMPURITY)
BECLOMETASONE DIPROPIONATE, ANHYDROUS [EP IMPURITY]
QVAR REDIHALER
Beclomethasone Dipropionate HFA
226-886-0
Beclovent
Beconase
Vancenase
Beclomet
Vanceril
Beclazone
Beclorhinol
Aldecin
Qvar
Beclometasone 17,21-dipropionate
MLS002154034
DTXSID3048730
9-Chloro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate
9-Chloro-11beta-hydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate
[2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate
Pregna-1,4-diene-3,20-dione, 9-chloro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11.beta.,16.beta.)-
MFCD00135613
(11beta,16beta)-9-chloro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)pregna-1,4-diene-3,20-dione
(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-[2-(propionyloxy)acetyl]-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl propionate
9-chloro-16beta-methyl-11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione 17,21-dipropionate
Beclovent (TN)
NCGC00094596-03
Beclomethasone dipropionate [USAN]
Vanceril (TN)
Prestwick_990
Qnasl (TN)
Prestwick0_000855
Prestwick1_000855
Prestwick2_000855
Prestwick3_000855
beclomethasone-dipropionate
SCHEMBL6890
BSPBio_000869
SPBio_002790
BPBio1_000957
GTPL5894
CHEMBL1200500
DTXCID6028656
BECLOMETHAZONE DIPROPIONATE
Beclomethasone dipropionate (USP)
GLXC-23130
HMS1570L11
HMS2097L11
HMS2235O23
HMS3259H03
HMS3714L11
HY-13571AR
Beclometasone dipropionate (JP18)
9-Chloro-11.beta.,17,21-trihydroxy-16.beta.-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate
beclomethasone dipropionate anhydrous
Tox21_113168
Beclometasone dipropionate (Standard)
HY-13571A
s3078
AKOS015951275
AC-2159
CCG-220855
CS-1503
DB00394
FB18155
NC00610
BECLOMETASONE DIPROPIONATE [JAN]
BECLOMETHASONE DIPROPIONATE [MI]
NCGC00179392-01
CPD001233361
Pregna-1,4-diene-3,20-dione, 9-chloro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11beta,16beta)-
Pregna-1,4-diene-3,20-dione, 9-chloro-16-beta-methyl-11-beta,17,21-trihydroxy-, 17,21-dipropionate
SMR001233361
BECLOMETASONE DIPROPIONATE [WHO-DD]
BECLOMETASONE DIPROPIONATE [WHO-IP]
BECLOMETHASONE 17,21-DIPROPIONATE
BECLOMETHASONE DIPROPIONATE [VANDF]
CAS-5534-09-8
BECLOMETHASONE 17,21-DIPROPRIONATE
B4464
NS00000089
C07813
D00689
D89082
BECLOMETASONI DIPROPIONAS [WHO-IP LATIN]
BECLOMETHASONE DIPROPIONATE [ORANGE BOOK]
EN300-7480875
Q421475
BRD-K97810537-001-03-7
BRD-K97810537-001-12-8
BRD-K97810537-001-13-6
Beclomethasone dipropionate, analytical standard, for drug analysis
9?-Chloro-16?-methylprednisolone 17,21-dipropionate;Aerobec;Aldecin
Beclometasone (beclomethasone) dipropionate, British Pharmacopoeia (BP) Assay Standard
Beclomethasone dipropionate, anhydrous, European Pharmacopoeia (EP) Reference Standard
Beclomethasone Dipropionate, Pharmaceutical Secondary Standard; Certified Reference Material
Beclomethasone dipropionate, United States Pharmacopeia (USP) Reference Standard
(11beta,16beta)-9-chloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl dipropanoate
[(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-(2-propanoyloxyacetyl)-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-chloro-17-hydroxy-2,13,15-trimethyl-5-oxo-14-(propanoyloxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-2-oxoethyl propanoate
2-[(1R,2S,3aS,3bS,9aS,9bR,10S,11aS)-9b-chloro-10-hydroxy-2,9a,11a-trimethyl-7-oxo-1-(propanoyloxy)-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl propanoate
9alpha-chloro-16beta-methyl-3,20-dioxo-1,4-pregnadiene-11beta,17,21-triol 17,21-dipropionate
Beclometasone dipropionate for peak identification, European Pharmacopoeia (EP) Reference Standard
Beclometasone dipropionate for system suitability, European Pharmacopoeia (EP) Reference Standard