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| CAS No.: | 80474-14-2 |
|---|---|
| Name: | Fluticasone propionate |
| Molecular Structure: | |
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| 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 |
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- 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 | 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% |
| 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% |
| 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 | 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 |
| 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 | 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 | Yield |
|---|---|
| With hydrogen fluoride In water at -20℃; for 7h; |
| Conditions | Yield |
|---|---|
| In acetonitrile at 5 - 50℃; under 975.098 Torr; for 22.5h; |
| Conditions | Yield |
|---|---|
| In acetonitrile at 5 - 50℃; under 975.098 Torr; for 22.5h; |
| Conditions | Yield |
|---|---|
| In acetonitrile at 5 - 50℃; under 975.098 Torr; for 22.5h; |
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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.