Desonide supplier | CasNO.638-94-8

Name
Desonide
EINECS 211-351-6
CAS No. 638-94-8
Density 1.3 g/cm³
Solubility
Melting Point 274 - 275oC
Formula C₂₄H₃₂O₆
Boiling Point 580.1 °C at 760 mmHg
Molecular Weight 416.514
Flash Point 196.9 °C
Transport Information
Appearance Powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Prenacid;Desilux;Pregna-1,4-diene-3,20-dione,11,21- dihydroxy-16,17-[(1-methylethylidene)bis- (oxy)]-,(11a,16R)-;Topifug;Locapred;Tridesilon;Flusemidon;Hamiltoderm;Desonide [USAN:BAN:INN];Pregna-1,4-diene-3,20-dione, 11,21-dihydroxy-16,17-((1-methylethylidene)bis(oxy))-, (11beta,16alpha)-;Apolar;Otic Tridesilon;Steroderm;Prednisolone-16,17-acetonide, 16-alpha-hydroxy-;DesOwen;Tridesonit;Sterax;Desonidum [INN-Latin];Budesonide acetonide;
PSA 93.06000
LogP 2.32670

Synthetic route

: 13951-70-7
desonide

acetone: acetone

Conditions

Conditions	Yield
With boron trifluoride In tetrahydrofuran; acetonitrile at -5 - 10℃; Inert atmosphere;	85%
With methanesulfonic acid at -10℃; for 0.133333h; Temperature;

C26H32O7: C26H32O7

: 638-94-8
desonide

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 30℃; for 0.666667h; Temperature; Inert atmosphere; Large scale;	81%

: 13951-70-7
desonide

: 638-94-8
desonide

Conditions

Conditions	Yield
With perchloric acid; acetone

: 25092-25-5
11β,16α,17α,21-tetrahydroxy-1,4-pregnadiene-3,20-dione 16,17-acetonide 21-acetate

: 638-94-8
desonide

Conditions

Conditions	Yield
With sodium hydroxide In methanol; dichloromethane at -5 - 5℃; for 2h; Inert atmosphere;	8.60 g

: 37413-91-5
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

: 638-94-8
desonide

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: formic acid; potassium permanganate / acetone; water / 0.5 h / -7 - -3 °C / Industrial scale 2: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; perchloric acid / water; tetrahydrofuran / 1 h / -8 - -4 °C / Industrial scale 3: chromium(III) chloride hexahydrate; zinc; mercaptoacetic acid / N,N-dimethyl-formamide; dimethyl sulfoxide / 1 h / -10 °C / Inert atmosphere; Industrial scale 4: perchloric acid / 1.5 h / 26 - 35 °C / Inert atmosphere 5: sodium hydroxide / methanol; dichloromethane / 2 h / -5 - 5 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1: formic acid; potassium permanganate / acetone; water / 0.5 h / -7 - -3 °C / Industrial scale
2: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; perchloric acid / water; tetrahydrofuran / 1 h / -8 - -4 °C / Industrial scale
3: chromium(III) chloride hexahydrate; zinc; mercaptoacetic acid / N,N-dimethyl-formamide; dimethyl sulfoxide / 1 h / -10 °C / Inert atmosphere; Industrial scale
4: perchloric acid / 1.5 h / 26 - 35 °C / Inert atmosphere
5: sodium hydroxide / methanol; dichloromethane / 2 h / -5 - 5 °C / Inert atmosphere
View Scheme

: 77017-20-0
16α,17α,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione-21-acetate

: 638-94-8
desonide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; perchloric acid / water; tetrahydrofuran / 1 h / -8 - -4 °C / Industrial scale 2: chromium(III) chloride hexahydrate; zinc; mercaptoacetic acid / N,N-dimethyl-formamide; dimethyl sulfoxide / 1 h / -10 °C / Inert atmosphere; Industrial scale 3: perchloric acid / 1.5 h / 26 - 35 °C / Inert atmosphere 4: sodium hydroxide / methanol; dichloromethane / 2 h / -5 - 5 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 4 steps
1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; perchloric acid / water; tetrahydrofuran / 1 h / -8 - -4 °C / Industrial scale
2: chromium(III) chloride hexahydrate; zinc; mercaptoacetic acid / N,N-dimethyl-formamide; dimethyl sulfoxide / 1 h / -10 °C / Inert atmosphere; Industrial scale
3: perchloric acid / 1.5 h / 26 - 35 °C / Inert atmosphere
4: sodium hydroxide / methanol; dichloromethane / 2 h / -5 - 5 °C / Inert atmosphere
View Scheme

: 91160-89-3
9α-bromo-11β,16α,17α,21-tetrahydroxypregnane-1,4-diene-3,20-dione-21-acetate

: 638-94-8
desonide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: chromium(III) chloride hexahydrate; zinc; mercaptoacetic acid / N,N-dimethyl-formamide; dimethyl sulfoxide / 1 h / -10 °C / Inert atmosphere; Industrial scale 2: perchloric acid / 1.5 h / 26 - 35 °C / Inert atmosphere 3: sodium hydroxide / methanol; dichloromethane / 2 h / -5 - 5 °C / Inert atmosphere View Scheme

: 86401-80-1
11β,16α,17α,21-tetrahydroxypregnane-1,4-diene-3,20-dione-21-acetate

: 638-94-8
desonide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: perchloric acid / 1.5 h / 26 - 35 °C / Inert atmosphere 2: sodium hydroxide / methanol; dichloromethane / 2 h / -5 - 5 °C / Inert atmosphere View Scheme

: 97-72-3
2-Methylpropionic anhydride

: 638-94-8
desonide

: 78806-61-8
desonide 21-isobutyrate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 1.5h; ethanol;	99.7%
With potassium carbonate In acetone Reflux;

: 124-63-0
methanesulfonyl chloride

: 638-94-8
desonide

: 5541-39-9
11β-hydroxy-16α,17α-isopropylidenedioxy-21-mesyloxy-1,4-pregnadiene-3,20-dione

Conditions

Conditions	Yield
With pyridine at 0℃;	99%

butyraldehyde: butyraldehyde

: 638-94-8
desonide

: 51372-29-3
budesonide

Conditions

Conditions	Yield
With phosphoric acid at 0 - 5℃; for 21.5h; Product distribution / selectivity;	98.6%

: 638-94-8
desonide

A: 11β-hydroxy-16α,17α-<(1-methylethylidene)bis(oxy)>-3-oxoandrosta-1,4-diene

B: 11β-hydroxy-16α,17α-<(1-methylethylidene)bis(oxy)>-3-oxoandrosta-1,4-diene-17β-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide; dihydrogen peroxide In methanol for 2h; ambient temperature;	A 7.5% B 88%

: 108-24-7
acetic anhydride

: 638-94-8
desonide

: desonide diacetate

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;	82%

: 638-94-8
desonide

: 11β,21-dihydroxy-16α,17α-(1-methylethylidenedioxy)-1,5-cyclopregn-3-ene-2,20-dione

Conditions

Conditions	Yield
With oxygen In acetonitrile for 2.5h; UV-irradiation;	67%

: 2444-37-3
methylsulfanyl-acetic acid

: 638-94-8
desonide

: 121507-18-4
11β-Hydroxy-16α,17α-isopropylidenedioxy-21-(methylthio)acetoxy-1,4-pregnadiene-3,20-dione

Conditions

Conditions	Yield
With tributyl-amine; 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 4h; Heating;	64%

: 638-94-8
desonide

A: 17β-hydroperoxy-11β-hydroxy-16α,17α-(1-methylethylidenedioxy)androsta-1,4-diene-3-one

B: 11β,21-dihydroxy-16α,17α-(1-methylethylidenedioxy)-1,5-cyclopregn-3-ene-2,20-dione

Conditions

Conditions	Yield
With oxygen In acetonitrile for 2.5h; UV-irradiation;	A 52% B 26%

: 638-94-8
desonide

: 11β-hydroxy-16α,17α-<(1-methylethylidene)bis(oxy)>-3-oxoandrosta-1,4-diene

Conditions

Conditions	Yield
In acetonitrile for 2h; UV-irradiation;	50%

: 2100-17-6
4-pentenal

: 638-94-8
desonide

: C26H34O6

Conditions

Conditions	Yield
With perchloric acid at 20℃;	33%

: 638-94-8
desonide

: 137076-22-3
tert butyl 4-formylpiperidine-1-carboxylate

: (1S,2S,4R,6R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-(piperidin-4-yl)-5,7-dioxapentacyclo[10.8.0.02'9.04'8.013'18]icosa-14,17-dien-16-one

Conditions

Conditions	Yield
With perchloric acid In water at 0 - 20℃;	13%

: 638-94-8
desonide

: 11β,16α-dihydroxyandrosta-1,4-diene-3,17-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 52 percent / oxygen / acetonitrile / 2.5 h / UV-irradiation 2: 15 mg / triphenylphosphine / CH2Cl2 / 2 h View Scheme

: 638-94-8
desonide

: 119137-96-1
11β-hydroxy-16α,17α-isopropylidenedioxy-21-mercapto-1,4-pregnadiene-3,20-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 99 percent / pyridine / 0 °C 2: 1) acetone, 30 min, 2) acetone, 6 h, reflux 3: 85 percent / hydrazine hydrate / tetrahydrofuran / 0.25 h / -10 - -5 °C View Scheme

: 638-94-8
desonide

: 119138-00-0
11-β-hydroxy-16α,17α-isopropylidenedioxy-21-methylthio-1,4-pregnadiene-3,20-dione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 99 percent / pyridine / 0 °C 2: 1) acetone, 30 min, 2) acetone, 6 h, reflux 3: 85 percent / hydrazine hydrate / tetrahydrofuran / 0.25 h / -10 - -5 °C 4: 78 percent / Et3N / dimethylformamide View Scheme

: 638-94-8
desonide

: 119138-01-1
11-β-hydroxy-16α,17α-isopropylidenedioxy-21-ethylthio-1,4-pregnadiene-3,20-dione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 99 percent / pyridine / 0 °C 2: 1) acetone, 30 min, 2) acetone, 6 h, reflux 3: 85 percent / hydrazine hydrate / tetrahydrofuran / 0.25 h / -10 - -5 °C 4: 39 percent / Et3N / dimethylformamide View Scheme

: 638-94-8
desonide

: 119137-93-8
21-acetylthio-11β-hydroxy-16α,17α-isopropylidenedioxy-1,4-pregnadiene-3,20-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 99 percent / pyridine / 0 °C 2: 1) acetone, 30 min, 2) acetone, 6 h, reflux View Scheme

: 638-94-8
desonide

: 119138-02-2
11-β-hydroxy-16α,17α-isopropylidenedioxy-21-methoxycarbonylthio-1,4-pregnadiene-3,20-dione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 99 percent / pyridine / 0 °C 2: 1) acetone, 30 min, 2) acetone, 6 h, reflux 3: 85 percent / hydrazine hydrate / tetrahydrofuran / 0.25 h / -10 - -5 °C 4: 1) EtN(iPr)2 / 1) CH2Cl2, 0 deg C, 10 min, 2) CH2Cl2, 0 deg C, 30 min View Scheme

: 638-94-8
desonide

: 119138-03-3
11-β-hydroxy-16α,17α-isopropylidenedioxy-21-ethoxycarbonylthio-1,4-pregnadiene-3,20-dione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 99 percent / pyridine / 0 °C 2: 1) acetone, 30 min, 2) acetone, 6 h, reflux 3: 85 percent / hydrazine hydrate / tetrahydrofuran / 0.25 h / -10 - -5 °C 4: 1) EtN(iPr)2 / 1) CH2Cl2, 0 deg C, 10 min, 2) CH2Cl2, 0 deg C, 30 min View Scheme

: 50675-21-3
N-methyl-piperidine-4-carboxaldehyde

: 638-94-8
desonide

A: 16-α-hydroxyprednisolone-16,17-αβ-acetal of N-methyl-4-formylpiperidine

B: C28H39NO6

Conditions

Conditions	Yield
With perchloric acid In water; 1-Nitropropane at 20℃; for 48h;

...Expand

: 638-94-8
desonide

: 2043-61-0
cyclohexanecarbaldehyde

: 161115-59-9
desisobutyryl ciclesonide

Conditions

Conditions	Yield
With perchloric acid In water; 1-Nitropropane at 0 - 20℃;	59 %Chromat.

: 638-94-8
desonide

: C27H36O8S

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: perchloric acid / 20 °C 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C View Scheme

: 638-94-8
desonide

: C36H42N2O5S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: perchloric acid / 20 °C 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C 3: potassium carbonate / acetone / Reflux View Scheme

: 638-94-8
desonide

A: C34H38N2O5S

B: C34H38N2O5S

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: perchloric acid / 20 °C 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C 3: potassium carbonate / acetone / Reflux 4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 70 °C View Scheme

: 108-55-4
glutaric anhydride,

: 638-94-8
desonide

: triamcinolone acetonoide-21-glutarate

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl acetamide; N,N-dimethyl-formamide for 24h;

: 638-94-8
desonide

: 3385-03-3, 3870-63-1, 79284-83-6
flunisolide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: methanesulfonic acid / 1 h / 65 - 80 °C 1.2: 12 h / -5 - 15 °C 2.1: sodium hydroxide / methanol; dichloromethane / -10 - 0 °C / Inert atmosphere View Scheme

Desonide Specification

1. Introduction of Desonide

Desonide is one kind of white needle crystal. This chemical belongs to the Product Categories which include Chiral Reagents; Intermediates & Fine Chemicals; Pharmaceuticals; Steroids. Desonide is mainly used to treat atopic dermatitis ,seborrheic dermatitis, and contact dermatitis in both adults and children , it is available as a cream, ointment, lotio.

2. Properties of Desonide

Desonide has the following prperty datas: (1)Freely Rotating Bonds: 4; (2)Polar Surface Area: 71.06?2; (3)Index of Refraction: 1.598; (4)Molar Refractivity: 109.26 cm3; (5)Molar Volume: 320.1 cm3; (6)Surface Tension: 55.9 dyne/cm; (7)Density: 1.3 g/cm3; (8)Flash Point: 196.9 °C; (9)Enthalpy of Vaporization: 99.64 kJ/mol; (10)Boiling Point: 580.1 °C at 760 mmHg; (11)Vapour Pressure: 7.16E-16 mmHg at 25°C.

3. Structure Descriptors of Desonide

You could convert the following datas into the molecular structure:
(1).InChI:InChI=1/C24H32O6/c1-21(2)29-19-10-16-15-6-5-13-9-14(26)7-8-22(13,3)20(15)17(27)11-23(16,4)24(19,30-21)18(28)12-25/h7-9,15-17,19-20,25,27H,5-6,10-12H2,1-4H3/t15?,16-,17?,19+,20+,22?,23?,24+/m0/s1
(2).Smiles:O1C(C)(C)O[C@@H]2C[C@@H]3[C@@](C[C@@H](O)[C@H]4[C@@H]3CCC=3[C@@]4(C=CC(C3)=O)C)(C)[C@]12C(=O)CO

4. Toxicity of Desonide

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	3710mg/kg (3710mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 111, 1970.
rat	LD50	subcutaneous	93mg/kg (93mg/kg)		Toxicology and Applied Pharmacology. Vol. 20, Pg. 522, 1971.

Product Name

Desonide

Synthetic route

Desonide Specification

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