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73771-04-7

73771-04-7 Structure

73771-04-7 Structure
IdentificationBack Directory
[Name]

[2-(17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] propanoate
[CAS]

73771-04-7
[Synonyms]

Regemt
HOE-777
Regenit
Dermatop
S-77-0777
Prednitop
PREDNICARBATE
Prednicarbate (200 mg)
Prednicarbate for system suitability
Prednicarbate for system suitability A
Prednisolone 17-(ethyl carbonate) 21-propionate
11β,17,21-Trihydroxypregna-1,4-diene-3,20-dione 17-(ethylcarbonate)-21-propionate
17-[(Ethoxycarbonyl)oxy]-11β-hydroxy-21-(1-oxopropoxy)pregna-1,4-diene-3,20-dione
17-[(Ethoxycarbonyl)oxy]-11β-hydroxy-21-(1-oxopropoxy)-pregna-1,4-diene-3,20-dione
(11β)-17-[(Ethoxycarbonyl)oxy]-11-hydroxy-21-(1-oxopropoxy)pregna-1,4-diene-3,20-dione
Pregna-1,4-diene-3,20-dione, 17-[(ethoxycarbonyl)oxy]-11-hydroxy-21-(1-oxopropoxy)-, (11b)-
[2-(17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] propanoate
[2-(17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] propanoate
[EINECS(EC#)]

277-590-3
[Molecular Formula]

C27H36O8
[MDL Number]

MFCD00867445
[MOL File]

73771-04-7.mol
[Molecular Weight]

488.57
Chemical PropertiesBack Directory
[Appearance]

White or almost white, crystalline powder.
[Melting point ]

110-112°; mp 183°
[alpha ]

D20 +63° (c = 0.1 in ethanol)
[Boiling point ]

640.7±55.0 °C(Predicted)
[density ]

1.25±0.1 g/cm3(Predicted)
[storage temp. ]

Refrigerator
[solubility ]

Practically insoluble in water, freely soluble in acetone and in ethanol (96 per cent), sparingly soluble in propylene glycol. It shows polymorphism (5.9).
[form ]

neat
[pka]

14.05±0.70(Predicted)
[color ]

White to Off-White
[InChIKey]

FNPXMHRZILFCKX-IVRISGIPNA-N
[SMILES]

[C@@]1(OC(=O)OCC)(C(=O)COC(=O)CC)CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@@]3([H])[C@@H](O)C[C@]12C |&1:0,17,19,29,31,33,36,r|
Hazard InformationBack Directory
[Usage]

Topical anti-inflammatory agent. Glucocorticoid.
[Description]

Prednicarbate is a potent topical antiinflammatory agent with minimal systemic effects. It is useful in the treatment of cutaneous inflammatory disorders such as eczema and psoriasis.
[Description]

Prednicarbate is a synthetic corticosteroid and a derivative of prednisolone (Item No. 20866). It has anti-inflammatory activity comparable to that of desoximetasone in various murine models when administered topically but lacks activity when administered subcutaneously. Topical administration of prednicarbate (2 drops of a 0.1% solution per day) induces wound healing in hairless mice. Formulations containing prednicarbate have been used to treat chronic hand eczema.
[Chemical Properties]

White or almost white, crystalline powder.
[Originator]

Hoechst AG (W. Germany)
[Uses]

Topical anti-inflammatory agent. Glucocorticoid.
Prednicarbate (Dermatop E) is a synthetic nonfluorinated topical corticosteroid.
[Definition]

ChEBI: Prednicarbate is a corticosteroid hormone.
[Indications]

Prednicarbate (Dermatop E) is a synthetic nonfluorinated topical corticosteroid.
[Brand name]

Dermatop (Sanofi Aventis).
[General Description]

Prednicarbate, 17-[(ethoxycarbonyl)oxy]-11β-hydroxy-21-(1-oxopropoxy)pregna-1,4-diene-3,20-dione, is a prednisolone derivative with a C21 propionateester and a C17 ethyl carbonate group. It is availablefor use only in a 0.1% topical cream. Prednicarbate is amedium-potency GC.
[References]

[1] H G ALPERMANN  H G V  J Sandow. [Animal experiment studies on the topical and systemic effectiveness of prednisolone-17-ethylcarbonate-21-propionate].[J]. Zeitschrift fur Hautkrankheiten, 1986, 61 Suppl 1: 7-17.
[2] NICHOLAS S. BODOR  Laszlo B  Susan Tatar Kiss Buns. Novel soft steroids: effects on cell growth in vitro and on wound healing in the mouse[J]. Steroids, 1991, 56 8: Pages 434-439. DOI: 10.1016/0039-128x(91)90032-q
[3] STEPHANIE SOOST. Topical therapy of hand eczema – analysis of the prescription profile from dermatologists in private practice[J]. Journal Der Deutschen Dermatologischen Gesellschaft, 2011, 10 3: 180-184. DOI: 10.1111/j.1610-0387.2011.07787.x
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetic anhydride-->Sodium bicarbonate-->Silica gel-->Propionyl chloride-->Para toluene-->Prednisolone-->Tetraethyl orthocarbonate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

[2-(17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] propanoate(73771-04-7).msds
Safety DataBack Directory
[HS Code ]

2937290000
Spectrum DetailBack Directory
[Spectrum Detail]

Prednicarbate(73771-04-7)1HNMR
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