Dexamethasone phosphate

Base Information

• Chemical Name: Dexamethasone phosphate
• CAS No.: 312-93-6
• Molecular Formula: C₂₂H₃₀FO₈P
• Molecular Weight: 472.448
• Hs Code.: 2937220000
• European Community (EC) Number: 206-232-0
• UNII: 2BP70L44PR
• DSSTox Substance ID: DTXSID2047430
• Nikkaji Number: J5.658H
• Wikipedia: Dexamethasone_phosphate
• Wikidata: Q27137065
• NCI Thesaurus Code: C77001
• Pharos Ligand ID: UWR62UXBDC6J
• Metabolomics Workbench ID: 65141
• ChEMBL ID: CHEMBL1201302
• Mol file: 312-93-6.mol

Synonyms:Decadron phosphate;dexamethasone 21-phosphate;dexamethasone 21-phosphate, (6alpha,11beta,16alpha)-isomer;dexamethasone 21-phosphate, copper (+2) salt (2:3), (11beta,16alpha)-isomer;dexamethasone 21-phosphate, disodium salt, (11beta,16alpha)-isomer;dexamethasone 21-phosphate, disodium salt, (6alpha,11beta,16alpha)-isomer;dexamethasone 21-phosphate, monosodium salt, (11beta,16alpha)-isomer;dexamethasone 21-phosphate, sodium salt, (11beta,16alpha)-isomer;dexamethasone phosphate;dexamethasone phosphate disodium salt;dexamethasone sodium phosphate;dexamethasonedisodium phosphate;Solu- Decadron;Spersadex;Spersadox

Chemical Property of Dexamethasone phosphate

Chemical Property:

• Vapor Pressure: 8.62E-21mmHg at 25°C
• Boiling Point: 669.6°Cat760mmHg
• PKA: 1.67±0.10(Predicted)
• Flash Point: 358.7°C
• PSA: 151.17000
• Density: 1.45g/cm³
• LogP: 2.01270
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 472.16623307
• Heavy Atom Count: 32
• Complexity: 973

Purity/Quality:

99.9% ^*data from raw suppliers

Dexamethasone Phosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)COP(=O)(O)O)O)C)O)F)C
• Isomeric SMILES: C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)COP(=O)(O)O)O)C)O)F)C
• Recent ClinicalTrials: Dexmedetomidine Versus Dexamethasone as Adjuvants to Bupivacaine for Intermediate Cervical Plexus Block
• Recent EU Clinical Trials: A PROSPECTIVE, RANDOMIZED, OPEN-LABEL PHASE 2 STUDY TO EVALUATE THE SUPERIORITY OF INOTUZUMAB OZOGAMICIN MONOTHERAPY VERSUS ALLR3 FOR INDUCTION TREATMENT OF CHILDHOOD HIGH RISK FIRST RELAPSE B-CELL PRECURSOR ACUTE LYMPHOBLASTIC LEUKAEMIA
• Uses: A pro-drug of Dexamethasone (D298800), an anti-inflammatory glucocorticoid. It was found that liposomal DXM-P inhibited both chronic inflammation and joint destruction, whereas free DXM-P failed to prevent joint destruction.
• Therapeutic Function: Glucocorticoid

Technology Process of Dexamethasone phosphate

There total 10 articles about Dexamethasone phosphate 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: 92.0%

dexamethasone (50-02-2) → dexamethasone phosphate (312-93-6,360-63-4)

Guidance literature:

With pyrophosphoryl chloride; In tetrahydrofuran; at -40 ℃; for 0.5h;

DOI:10.1021/jacs.5b12547

Reference yield:

disodium dexamethasone-21-phosphate → dexamethasone phosphate (312-93-6,360-63-4)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1021/mp300282f

Reference yield:

2-(2-(cyclooct-2-yn-1-yloxy)acetamido)ethyl (2-((8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl) trihydrogen triphosphate → dexamethasone phosphate (312-93-6,360-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: rat liver lysosomes / water; acetonitrile; dimethyl sulfoxide / 6 h / 37 °C / Enzymatic reaction

2: pyrophosphoryl chloride / tetrahydrofuran / 0.5 h / -40 °C

With pyrophosphoryl chloride; In tetrahydrofuran; water; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jacs.5b12547

upstream raw materials:

dexamethasone

17α,21-dihydroxy-9β,11β-epoxy-16α-methylpregna-1,4-diene-3,20-dione 21-acetate

betamethasone

Downstream raw materials:

dexamethasone

Refernces

• 1、 -. "TARGETED STEROID CONJUGATES". Paragraph 00324. . Retrieved 2021/07/17.
• 2、 -. "A kind of improved dexamethasone sodium phosphate intermediates". Paragraph 0040; 0041; 0042; 0043; 0044; 0045; 0046. . Retrieved 2017/08/25.