Alclometasone

Base Information

• Chemical Name: Alclometasone
• CAS No.: 67452-97-5
• Molecular Formula: C22H29 Cl O5
• Molecular Weight: 408.9157
• Hs Code.: 2942000000
• UNII: 136H45TB7B
• DSSTox Substance ID: DTXSID60867277
• Nikkaji Number: J18.598A
• Wikipedia: Alclometasone
• Wikidata: Q4713192
• NCI Thesaurus Code: C65219
• RXCUI: 108088
• Metabolomics Workbench ID: 42642
• ChEMBL ID: CHEMBL1201361
• Mol file: 67452-97-5.mol

Synonyms:alclometasone;67452-97-5;Aclometasone;Alclometasone [INN:BAN];7alpha-Chloro-16alpha-methylprednisolone;UNII-136H45TB7B;Alclometasone (INN);136H45TB7B;(7R,8S,9S,10R,11S,13S,14S,16R,17R)-7-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one;CHEBI:53776;ALCLOMETASONE [INN];(7alpha,11beta,16alpha)-7-chloro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione;ALCLOMETASONE [MI];D0F1EX;SCHEMBL4127;ALCLOMETASONE [VANDF];ALCLOMETASONE [WHO-DD];CHEMBL1201361;7a-hloro-16a-ethyl prednisolone;DTXSID60867277;HY-A0150;AKOS040741062;DB00240;7-alpha-chloro-16-alpha-methylprednisolone;CS-0017475;D07116;EN300-25042268;Q4713192;(1R,2R,3aS,3bS,4R,9aR,9bS,10S,11aS)-4-chloro-1,10-dihydroxy-1-(2-hydroxyacetyl)-2,9a,11a-trimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one;(1S,2R,9R,10S,11S,13R,14R,15S,17S)-9-chloro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one;(7-alpha,11-beta,16-alpha)-7-Chloro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione;(7.ALPHA.,11.BETA.,16.ALPHA.)-7-CHLORO-11,17,21-TRIHYDROXY-16-METHYLPREGNA-1,4-DIENE-3,20-DIONE;(7a,11b,16a)-7-Chloro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)pregna-1,4-diene-3,20-dione;PREGNA-1,4-DIENE-3,20-DIONE, 7-CHLORO-11,17,21-TRIHYDROXY-16-METHYL-, (7.ALPHA.,11.BETA.,16.ALPHA.)-

Chemical Property of Alclometasone

Chemical Property:

• Vapor Pressure: 2.85E-17mmHg at 25°C
• Melting Point: 176-179°
• Boiling Point: 607.1°Cat760mmHg
• PKA: 12.30±0.70(Predicted)
• Flash Point: 320.9°C
• PSA: 94.83000
• Density: 1.34g/cm³
• LogP: 2.02090
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 408.1703517
• Heavy Atom Count: 28
• Complexity: 790

Purity/Quality:

98%,99%, ^*data from raw suppliers

7α-Chloro-16α-methylPrednisolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C3C(CC4=CC(=O)C=CC4(C3C(CC2(C1(C(=O)CO)O)C)O)C)Cl
• Isomeric SMILES: C[C@@H]1C[C@H]2[C@@H]3[C@@H](CC4=CC(=O)C=C[C@@]4([C@H]3[C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)C)Cl
• Recent ClinicalTrials: Study Of Dacomitinib (PF-00299804) In Advanced NSCLC Patients (Post Chemo Or Select First Line) To Evaluate Prophylactic Intervention On Derm And GI AEs And PRO
• Uses: As a metabolite of Alclometasone dipropionate; Alclometasone can be used as a synthetic glucocorticoid steroid for topical use in dermatology as anti-inflammatory, antipruritic, antiallergic, antiproliferative and vasoconstrictive agent. A metabolite of Alclometasone dipropionate (A514580); a synthetic glucocorticoid steroid for topical use in dermatology as anti-inflammatory, antipruritic, antiallergic, antiproliferative and vasocons trictive agent. A metabolite of Alclometasone dipropionate (A514580); a synthetic glucocorticoid steroid for topical use in dermatology as anti-inflammatory, antipruritic, antiallergic, antiproliferative and vasoconstrictive agent.

Technology Process of Alclometasone

There total 4 articles about Alclometasone 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: 35.0%

alclometasone dipropionate (66734-13-2) → alclometasone (67452-97-5)

Guidance literature:

With sodium hydrogencarbonate; In methanol; for 4h; Ambient temperature;

Reference yield:

7α-chloro-16α-methyl-1,4-pregnadiene-11β,17α,21-triol-3,20-dione 17,21-dipropionate → alclometasone (67452-97-5)

Guidance literature:

In methanol; hexane; acetone;

Reference yield:

→ alclometasone (67452-97-5)

Guidance literature:

upstream raw materials:

alclometasone dipropionate

Refernces

• 1、 Green,Shue,Tiberi,Berkenkopf,Fernandez,Monahan,Lutsky. "The influence of esterification on the topical antiinflammatory activity of 7α-chloro- and 7α-bromo-16α-methylprednisolones". . p. 1618 - 1620. Retrieved 2007/10/02.