(8xi,11beta,14xi,16beta)-21-Chloro-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl propanoate

Base Information

• Chemical Name: (8xi,11beta,14xi,16beta)-21-Chloro-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl propanoate
• CAS No.: 25122-46-7
• Molecular Formula: C25H32ClFO5
• Molecular Weight: 466.977
• Hs Code.: 29372290
• NSC Number: 758634
• Mol file: 25122-46-7.mol

Synonyms:(8xi,11beta,14xi,16beta)-21-chloro-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl propanoate;Spectrum_001566;Spectrum2_001594;Spectrum3_001894;Spectrum4_000834;Spectrum5_001261;BSPBio_003428;KBioGR_001407;KBioSS_002046;DivK1c_000910;SPECTRUM1503918;SPBio_001588;SCHEMBL17131797;HMS502N12;KBio1_000910;KBio2_002046;KBio2_004614;KBio2_007182;KBio3_002931;CBGUOGMQLZIXBE-BHPVMOEKSA-N;NINDS_000910;HMS1922K12;HMS2093K19;Pharmakon1600-01503918;BBL031532;CCG-39372;NSC758634;STK801984;AKOS005622491;IDI1_000910;NCGC00178071-01;VS-10569;SBI-0051859.P002;AB00052383_02;SR-05000001876;SR-05000001876-1;BRD-A26095496-001-02-4;BRD-A26095496-001-03-2;(1R,2S,9aS,9bR,10S,11aS)-1-(2-chloroacetyl)-9b-fluoro-10-hydroxy-2,9a,11a-trimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl propanoate

Chemical Property of (8xi,11beta,14xi,16beta)-21-Chloro-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl propanoate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 2.58E-15mmHg at 25°C
• Melting Point: 195.5-197 °C
• Refractive Index: 1.56
• Boiling Point: 569 °C at 760 mmHg
• PKA: 12.88±0.70(Predicted)
• Flash Point: 297.9 °C
• PSA: 80.67000
• Density: 1.28 g/cm³
• LogP: 4.10310
• Storage Temp.: -20°C Freezer
• Solubility.: Practically insoluble in water, freely soluble in acetone, sparingly soluble in ethanol (96 per cent).
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 466.1922300
• Heavy Atom Count: 32
• Complexity: 929

Purity/Quality:

99%, ^*data from raw suppliers

Clobetasol17-Propionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-62-53-48/20/21-61
• Safety Statements: 26-36-45-36/37-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)OC1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)C)C(=O)CCl
• Isomeric SMILES: CCC(=O)O[C@@]1([C@H](CC2[C@@]1(C[C@@H]([C@]3(C2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)C(=O)CCl
• Indications: Clobetasol propionate is the 17-O-propionate ester of clobetasol and it derives from a clobetasol and a propionic acid. A potent corticosteroid, it is used to treat various skin disorders, including exzema and psoriasis. Clobetasol propionate was patented in 1968 and came into medical use in 1978. It is available as a generic medication. Clobetasol propionate is used for the treatment of various skin disorders including eczema, herpes labialis, psoriasis, and lichen sclerosus. It is also used to treat several auto-immune diseases, including alopecia areata, lichen planus (auto immune skin nodules), and mycosis fungoides (T-cell skin lymphoma). It is used as first-line treatment for both acute and chronic GVHD of the skin. Clobetasol propionate (Cormax, Temovate, Embeline, Olux) is one of the most potent of the currently available agents and is indicated for short-term treatment of inflammatory or hyperplastic disorders. It is a synthetic fluorinated corticosteroid. It may cause a more rapid or prolonged response than other topical corticosteroids. It is recommended that clobetasol have a maximum application of 60 g/week for no longer than 14 days without occlusion and that it should not be used in children below age 12.
• Uses: Clobetasol-17-propionate is a topical corticosteroid belonging to the group-D (hydrocortisone-q-butyrate) type of steroids. For short-term topical treatment of the inflammatory and pruritic manifestations of moderate to severe corticosteroid-responsive dermatoses of the scalp. Topical corticosteroid. Glucocorticoid; anti-inflammatory. Clobetasol propionate (Cormax, Temovate, Embeline, Olux) is one of the most potent of the currently available agents and is indicated for short-term treatment of inflammatory or hyperplastic disorders. It is a synthetic fluorinated corticosteroid. It may cause a more rapid or prolonged response than other topical corticosteroids. It is recommended that clobetasol have a maximum application of 60 g/week for no longer than 14 days without occlusion and that it should not be used in children below age 12.

Technology Process of (8xi,11beta,14xi,16beta)-21-Chloro-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl propanoate

There total 10 articles about (8xi,11beta,14xi,16beta)-21-Chloro-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl propanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

C25H31ClO5 → clobetasol-17-propionate (25122-46-7)

Guidance literature:

With hydrogen fluoride; potassium hydroxide; In water; acetone; at -40 - -30 ℃; for 6h; Temperature;

Reference yield: 94.3%

C25H31ClO5 → clobetasol-17-propionate (25122-46-7)

Guidance literature:

With hydrogen fluoride; In tetrahydrofuran; water; at -5 - 0 ℃; Solvent;

Reference yield:

Betamethasone 17α,21-ethyl orthopropanoate (1062-09-5) → clobetasol-17-propionate (25122-46-7)

Guidance literature:

With chloro-trimethyl-silane; In N,N-dimethyl-formamide;

upstream raw materials:

Betamethasone 17α,21-ethyl orthopropanoate

21-Chloro-17α-hydroxy-16β-methylpregna-1,4,9(11)-triene-3,20-dione

Refernces

• 1、 -. "A clobetasol propionate preparation method (by machine translation)". Paragraph 0050-0056. . Retrieved 2019/01/24.
• 2、 -. "Cosmetic use of microorganism(s) for the treatment of scalp disorders". . . Retrieved 2010/03/02.