CAS No.80474-14-2,Fluticasone propionate Suppliers

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Basic Information

Molecular Structure:
CAS No.:	80474-14-2
Name:	Fluticasone propionate
Article Data:	22

Formula:	C₂₅H₃₁F₃O₅S
Molecular Weight:	500.579
Synonyms:	AtemurMite;Cutivate;Cutivate cream;Cyclesonide;Flixonase;FlixonaseNasal Spray;Flixotide;Flixotide Disk;Flixotide Disks;Flixotide Inhaler;Flonase;Flonase Aq;Flovent;Flovent Diskus;Flunase;Fluticasone17-propionate;Boldenone;
EINECS:	617-082-4
Density:	1.32 g/cm³
Melting Point:	275 °C
Boiling Point:	568.3 °C at 760 mmHg
Flash Point:	297.5 °C
Solubility:	DMSO: ≥10 mg/mL
Appearance:	Crystalline solid
Safety:	22-24/25
PSA:	105.97000
LogP:	4.43000

Synthetic route

: 709002-83-5
S-hydroxymethyl 6α,9α-difluoro-16α-methyl-3-oxo-11β-hydroxy-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate

: 80474-14-2
flixotide

Conditions

Conditions	Yield
With diethylamino-sulfur trifluoride In tetrahydrofuran at -20℃; for 0.333333h;	68%
With (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at -60℃; for 0.166667h;	35%

: 6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methylpregna-3-oxo-1,4-diene-17β-thiocarboxylic acid diisopropylethylamine salt

: 593-70-4
R32

: 80474-14-2
flixotide

Conditions

Conditions	Yield
In acetonitrile at 5 - 50℃; under 975.098 Torr; for 22.5h;	60%
In acetonitrile at 5 - 50℃; under 760.051 - 975.098 Torr; for 22.5h;	60%

: 373-52-4
bromofluoromethane

: 80474-45-9
17-propionate carbothioic acid

: 80474-14-2
flixotide

Conditions

Conditions	Yield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at -10 - 20℃; for 2h;	91.7%
With potassium carbonate In acetone at -5 - 0℃; for 2 - 5h; Product distribution / selectivity;	84.51%
Stage #1: 17-propionate carbothioic acid With potassium carbonate In acetone at 20℃; for 0.5h; Stage #2: bromofluoromethane In acetone at 0 - 5℃;	80%

: 80474-67-5
S-iodomethyl-6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-oxo-androsta-1,4-diene-17β-carbothioate

: 80474-14-2
flixotide

Conditions

Conditions	Yield
With calcium fluoride; silver fluoride In acetonitrile at -15 - -10℃; for 48h;	75%
With silver fluoride In acetonitrile for 4h; Ambient temperature;	74%
With calcium fluoride; silver fluoride In acetonitrile at -15 - -10℃; for 48h; Product distribution / selectivity;	60%
With silver fluoride In acetonitrile at 0 - 5℃; for 75h; Product distribution / selectivity;	40%
Multi-step reaction with 2 steps 1: 74.2 percent / acetonitrile / 1.17 h / 20 °C 2: 43 percent Spectr. / KF, KI, aminopolyether 2.2.2 / acetonitrile / 0.58 h / 100 °C / 1050.08 Torr View Scheme

: 373-53-5
fluoroiodomethane

: 80474-45-9
17-propionate carbothioic acid

: 80474-14-2
flixotide

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 20℃; for 6h; chemoselective reaction;	82%
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 22 - 25℃; for 0.25h;	67.1%
With potassium carbonate; sodium hydrogensulfite In acetone at -10℃;

: 1414857-56-9
C27H30F6O6S

: 80474-14-2
flixotide

Conditions

Conditions	Yield
With methanol; ammonia at 0℃; for 0.0833333h;
With ammonia In methanol at 0℃; for 0.0833333h;	0.041 g

: 192191-49-4
S-fluoromethyl 6α-fluoro-9β,11β-epoxy-16α-methyl-17α-propionyloxy-3-oxoandrosta-1,4-diene-17β-carbothioate

: 80474-14-2
flixotide

Conditions

Conditions	Yield
With hydrogen fluoride In water at -20℃; for 7h;

: 6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methyl-pregna-3-oxo-1,4-diene-17β-thiocarboxylic acid triethylamine salt

: 593-70-4
R32

: 80474-14-2
flixotide

Conditions

Conditions	Yield
In acetonitrile at 5 - 50℃; under 975.098 Torr; for 22.5h;

: 6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methyl-pregna-3-oxo-1,4-diene-17β-thiocarboxylic acid N-methylpiperidine salt

: 593-70-4
R32

: 80474-14-2
flixotide

Conditions

Conditions	Yield
In acetonitrile at 5 - 50℃; under 975.098 Torr; for 22.5h;

: diethylammonium 6α,9α-difluoro-16α-methyl-3-oxo-11β-hydroxy;-17α-propionyloxyandrosta-1,4-diene-17β-thiocarboxylate

: 593-70-4
R32

: 80474-14-2
flixotide

Conditions

Conditions	Yield
In acetonitrile at 5 - 50℃; under 975.098 Torr; for 22.5h;

Raw Materials

373-53-5

593-70-4

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Specification

1. Introduction of Fluticasone propionate

Fluticasone propionate, with the IUPAC Name of [(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-Difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate, is one kind of white crystalline powder. And this chemical belongs to the Product Categories which include Biochemistry; Hydroxyketosteroids; Steroids; Intermediates & Fine Chemicals; Pharmaceuticals; Fluticasone. What's more, Fluticasone propionate is used as antiallergic and anti inflammatory.

2. Properties of Fluticasone propionate

Fluticasone propionate has the following property datas: (1)Index of Refraction: 1.555; (2)Molar Refractivity: 121.14 cm³; (3)Molar Volume: 377 cm3; (4)Index of Refraction: 1.555; (5)Surface Tension: 48 dyne/cm; (6)Density: 1.32 g/cm³; (7)Flash Point: 297.5 °C; (8)Melting Point: 275 °C; (9)Enthalpy of Vaporization: 97.97 kJ/mol; (10)Boiling Point: 568.3 °C at 760 mmHg; (11)Vapour Pressure: 2.79E-15 mmHg at 25°C; (12)Solubility: DMSO: ≥10 mg/mL.

3. Structure Descriptors of Fluticasone propionate

You could convert the following datas into the molecular structure:
(1).SMILES: O=C(SCF)[C@]3(OC(=O)CC)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)[C@@H](F)CC4[C@@H]2C[C@H]3C)C)C
(2).InChI: InChI=1/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16?,18+,19+,22+,23+,24+,25+/m1/s1
(3).InChIKey: WMWTYOKRWGGJOA-ZHLGSTKJBY
(4).Std. InChI: InChI=1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16?,18+,19+,22+,23+,24+,25+/m1/s1
(5).Std. InChIKey: WMWTYOKRWGGJOA-ZHLGSTKJSA-N

4. Toxicity of Fluticasone propionate

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LC	inhalation	> 40770ug/m³/1 (40.77mg/m³)	CARDIAC: CHANGES IN HEART WEIGHT	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 20, Pg. 1501, 1992.
rat	LD50	oral	> 2gm/kg (2000mg/kg)		Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 20, Pg. 1493, 1992.
rat	LD50	subcutaneous	> 1gm/kg (1000mg/kg)	ENDOCRINE: OTHER CHANGES BLOOD: "CHANGES IN SERUM COMPOSITION (E.G., TP, BILIRUBIN, CHOLESTEROL)"	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol.

5. Safety Information of Fluticasone propionate

Safety Statements: 22-24/25
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: BV7980000

6. Preparation of Fluticasone propionate

Compounds (Ⅰ) first react with N, N-Dimethyl formamide thio chloride, and then hydrolysis ,obtaining thio-carboxylic acid (Ⅱ), and then, esterification with Bromo - fluoro-methane, Fluticasone propionate is derived.