Betamethasone phosphate

Base Information

• Chemical Name: Betamethasone phosphate
• CAS No.: 360-63-4
• Molecular Formula: C₂₂H₃₀FO₈P
• Molecular Weight: 472.448
• European Community (EC) Number: 206-636-7
• UNII: YJO1F9W10R
• DSSTox Substance ID: DTXSID2047224
• Nikkaji Number: J193.862B
• Wikipedia: Betamethasone_phosphate
• Wikidata: Q27137041
• NCI Thesaurus Code: C77406
• Pharos Ligand ID: UWRLU1M46J7K
• Metabolomics Workbench ID: 65116
• ChEMBL ID: CHEMBL1201207
• Mol file: 360-63-4.mol

Synonyms:Bentelan;betamethason sodium phosphate;betamethasone 21-phosphate;betamethasone disodium phosphate;betamethasone disodium phosphate, (11beta)-isomer;betamethasone phosphate;betamethasone sodium phosphate;betamethasone sodium phosphate, (11beta,16beta)-isomer;Betnesol;Celestone phosphate;Rinderone

Chemical Property of Betamethasone phosphate

Chemical Property:

• Boiling Point: 669.6°Cat760mmHg
• Flash Point: 358.7°C
• PSA: 151.17000
• Density: 1.45g/cm³
• LogP: 2.01270
• 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%, ^*data from raw suppliers

BETAMETHASONE PHOSPHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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 EU Clinical Trials: ENSAYO CLINICO MULTICéNTRICO, ALEATORIZADO, DOBLE CIEGO, DE GRUPOS PARALELOS,, PARA EVALUAR LA EFICACIA Y SEGURIDAD DE TETRACOSáCTIDO FRENTE A FOSFATO-ACETATO DE BETAMETASONA Y FRENTE A LA COMBINACIóN DE TETRACOSáCTIDO Y FOSFATO-ACETATO DE BETAMETASONA PARA EL TRATAMIENTO DE EPISODIOS DE GOTA AGUDA EN PACIENTES CON CONTRAINDICACIóN PARA TRATAMIENTO CON ANTIINFLAMATORIOS NO ESTEROIDES Y COLCHICINA
• Uses: Glucocorticoid.
• Therapeutic Function: Glucocorticoid

Technology Process of Betamethasone phosphate

There total 10 articles about Betamethasone 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、 -. "Trihydrate dexamethasone sodium phosphate compound and pharmaceutical composition preparation thereof". Paragraph 0045; 0047; 0048. . Retrieved 2019/01/23.
• 2、 Kern, Jeffrey C.,Cancilla, Mark,Dooney, Deborah,Kwasnjuk, Kristen,Zhang, Rena,Beaumont, Maribel,Figueroa, Isabel,Hsieh, SuChun,Liang, Linda,Tomazela, Daniela,Zhang, Jeffrey,Brandish, Philip E.,Palmieri, Anthony,Stivers, Peter,Cheng, Mangeng,Feng, Guo,Geda, Prasanthi,Shah, Sanjiv,Beck, Andrew,Bresson, Damien,Firdos, Juhi,Gately, Dennis,Knudsen, Nick,Manibusan, Anthony,Schultz, Peter G.,Sun, Ying,Garbaccio, Robert M.. "Discovery of Pyrophosphate Diesters as Tunable, Soluble, and Bioorthogonal Linkers for Site-Specific Antibody-Drug Conjugates". . p. 1430 - 1445. Retrieved 2016/02/18.