Hydrocortisone hemisuccinate

Base Information

• Chemical Name: Hydrocortisone hemisuccinate
• CAS No.: 2203-97-6
• Deprecated CAS: 53623-76-0
• Molecular Formula: C25H34O8
• Molecular Weight: 462.54
• European Community (EC) Number: 218-612-3,204-725-5
• UNII: IHV1VP592V
• DSSTox Substance ID: DTXSID40872905
• Nikkaji Number: J7.358J
• Wikipedia: Hydrocortisone_hemisuccinate,Hydrocortisone_sodium_succinate
• Wikidata: Q27104202
• NCI Thesaurus Code: C1819,C61786
• RXCUI: 235483
• Pharos Ligand ID: Y9119CFSLNDT
• Metabolomics Workbench ID: 35412
• ChEMBL ID: CHEMBL977
• Mol file: 2203-97-6.mol

Synonyms:A-hyrocort;cortisol hemisuccinate;cortisol succinate;cortisol succinate, sodium salt;cortisol-21-(hydrogen succinate);hydrocortisone 21-sodium succinate;hydrocortisone hemisuccinate;hydrocortisone hemisuccinate anhydrous;hydrocortisone succinate;pregn-4-ene-3,20-dione, 21-(3-carboxy-1-oxopropoxy)-11,17-dihydroxy-, (11beta)-;Solu-Cortef;Sopolcort H;Sopolkort

Chemical Property of Hydrocortisone hemisuccinate

Chemical Property:

• Melting Point: 170～172℃
• Refractive Index: 1.587
• Boiling Point: 685.5 °C at 760 mmHg
• PKA: pKa 5.10/5.64(20% aq EtOH/50% aq EtOH) (Uncertain)
• Flash Point: 231.1 °C
• PSA: 138.20000
• Density: 1.33 g/cm³
• LogP: 2.19730
• Storage Temp.: −20°C
• Solubility.: Practically insoluble in water, freely soluble in acetone and in anhydrous ethanol. It dissolves in dilute solutions of alkali carbonates and alkali hydroxides.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 462.22536804
• Heavy Atom Count: 33
• Complexity: 908

Purity/Quality:

99% ^*data from raw suppliers

Hydrocortisone 21-hemisuccinate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)COC(=O)CCC(=O)O)O)C)O
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)COC(=O)CCC(=O)O)O)C)O
• Recent ClinicalTrials: Corticosteroid Intralesional Injection as an Alternative Treatment in Oral Pyogenic Granuloma in the Esthetic Zone.
• Recent EU Clinical Trials: ALLTogether1– A Treatment study protocol of the ALLTogether Consortium for children and young adults (1-45 years of age) with newly diagnosed acute lymphoblastic leukaemia (ALL)
• Uses: Hydrocortisone 21-hemisuccinate is a corticosteroid used as an analytical and chromatography reagent. glucocorticoid

Technology Process of Hydrocortisone hemisuccinate

There total 2 articles about Hydrocortisone hemisuccinate 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: 98.0%

succinic acid anhydride (108-30-5) + HYDROCORTISONE (50-23-7) → hydrocortisone hemisuccinate (2203-97-6)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2004.06.012

Reference yield:

→ Δ1-Hydrocortison-21-hemisuccinat (2203-97-6,103242-89-3)

Guidance literature:

Hydrocortisone, Succinic anhydride, Pyridin;

Reference yield: 95.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + hydrocortisone hemisuccinate (2203-97-6) → hydrocortisone-21-O-β-carbonylpropionic acid p-nitrophenolic ester (147930-86-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/S0039-128X(01)00112-X

upstream raw materials:

succinic acid anhydride

HYDROCORTISONE

Downstream raw materials:

cortisol-aminopentyl ethyl isoluminol conjugate

HYDROCORTISONE

hydrocortisone-21-O-β-carbonylpropionic acid p-nitrophenolic ester

Refernces

• 1、 -. "Production process of hydrocortisone hemisuccinate". Paragraph 0012-0016. . Retrieved 2019/01/20.
• 2、 Fang, Lei,Zhang, Yihua,Lehmann, Jochen,Wang, You,Ji, Hui,Ding, Dayong. "Design and synthesis of furoxan-based nitric oxide-releasing glucocorticoid derivatives with potent anti-inflammatory activity and improved safety". . p. 1062 - 1066. Retrieved 2007/10/03.