Pharmakon1600-01500496

Base Information

• Chemical Name: Pharmakon1600-01500496
• CAS No.: 50-24-8
• Molecular Formula: C21H28O5
• Molecular Weight: 360.45
• Hs Code.: 2937229000
• NSC Number: 757287
• Mol file: 50-24-8.mol

Synonyms:Spectrum_000824;Spectrum2_001290;Spectrum3_000790;Spectrum4_000969;Spectrum5_001226;BSPBio_002500;KBioGR_001317;KBioGR_002263;KBioSS_001304;KBioSS_002264;DivK1c_000682;SPECTRUM1500496;SPBio_001299;SCHEMBL2737385;HMS502C04;KBio1_000682;KBio2_001304;KBio2_002263;KBio2_003872;KBio2_004831;KBio2_006440;KBio2_007399;KBio3_001720;KBio3_002743;cMAP_000002;NINDS_000682;HMS1920J12;HMS2092A13;Pharmakon1600-01500496;CCG-39228;NSC757287;NSC-757287;IDI1_000682;NCGC00178627-01;SBI-0051488.P003;AB00052076_02;AA-504/07225064;EN300-27145649;SR-05000001702;SR-05000001702-1;BRD-A27887842-001-02-4;BRD-A27887842-001-03-2;(1R,9aR,10S,11aS)-1,10-dihydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one;17-glycoloyl-11,17-dihydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one

Chemical Property of Pharmakon1600-01500496

Chemical Property:

• Appearance/Colour: Crystalline Solid
• Vapor Pressure: 7.36E-16mmHg at 25°C
• Melting Point: 240 °C (dec.)(lit.)
• Refractive Index: 100 ° (C=1, Dioxane)
• Boiling Point: 570.6 °C at 760 mmHg
• PKA: 12.46±0.70(Predicted)
• Flash Point: 313 °C
• PSA: 94.83000
• Density: 1.31 g/cm³
• LogP: 1.55760
• Storage Temp.: -20°C Freezer
• Solubility.: Very slightly soluble in water, soluble in ethanol (96 per cent) and in methanol, sparingly soluble in acetone, slightly soluble in methylene chloride. It shows polymorphism (5.9).
• Water Solubility.: 2.225g/L(25 oC)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 360.19367399
• Heavy Atom Count: 26
• Complexity: 724

Purity/Quality:

99% ^*data from raw suppliers

Prednisolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, C, F
• Hazard Codes: Xn,C,F
• Statements: 22-34-11
• Safety Statements: 22-45-36/37/39-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC(C3C(C1CCC2(C(=O)CO)O)CCC4=CC(=O)C=CC34C)O
• Isomeric SMILES: C[C@]12C[C@@H](C3C(C1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@]34C)O
• Description: Prednisolone is the active metabolite of the synthetic corticosteroid prednisone , which is used in the suppression of inflammation and autoimmunity, as well as in other conditions. It alters gene expression through both the glucocorticoid and mineralocorticoid receptors.
• Uses: Prednisolone is used for the same indications as all corticosteroids: rheumatism, polyarthritis, bronchial asthma, neurodermatitis, and eczema.
• Therapeutic Function: Glucocorticoid
• Clinical Use: Prednisolone can be used to treat severe asthmatic attacks that do not respond to conventional treatment, and it is available as the free alcohol for oral administration. The C-21 sodium phosphate (Hydeltrasol) ester is available for parenteral use.
• Drug interactions: Potentially hazardous interactions with other drugs Aldesleukin: avoid concomitant use. Antibacterials: metabolism accelerated by rifamycins and rifampicin; metabolism possibly inhibited by erythromycin; concentration of isoniazid possibly reduced. Anticoagulants: efficacy of coumarins and phenindione may be altered. Antiepileptics: metabolism accelerated by carbamazepine, fosphenytoin, phenobarbital, phenytoin and primidone. Antifungals: increased risk of hypokalaemia with amphotericin - avoid; metabolism possibly inhibited by itraconazole and ketoconazole. Antivirals: concentration possibly increased by ritonavir. Ciclosporin: rare reports of convulsions in patients on ciclosporin and high-dose corticosteroids; increased levels of prednisolone; increased ciclosporin levels reported with prednisolone. Cobicistat: concentration possibly increased by cobicistat - increased risk of adrenal suppression. Diuretics: enhanced hypokalaemic effects of acetazolamide, loop diuretics and thiazide diuretics. Vaccines: high-dose corticosteroids can impair immune response to vaccines - avoid with live vaccines.

Technology Process of Pharmakon1600-01500496

There total 38 articles about Pharmakon1600-01500496 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: 100.0%

methanol (67-56-1) + prednisolone 21-acetate (52-21-1) → prednisolon (50-24-8,8056-11-9) + acetic acid methyl ester (79-20-9)

Guidance literature:

With triethylamine; at 20 ℃; for 2h; under 8250660 Torr; Product distribution;

DOI:10.1002/hlca.200490135

Reference yield: 97.0%

HYDROCORTISONE (50-23-7) → prednisolon (50-24-8,8056-11-9)

Guidance literature:

With Rhodococcus coprophilus DSM 43347; In dimethyl sulfoxide; at 30 ℃; for 24h; Reagent/catalyst; regiospecific reaction; Green chemistry;

DOI:10.3390/molecules25092192

Reference yield: 96.0%

methanol (67-56-1) + prednisolone 21-isobutyrate → prednisolon (50-24-8,8056-11-9) + Methyl isobutyrate (547-63-7,133320-07-7,67505-84-4)

Guidance literature:

With triethylamine; at 20 ℃; for 2h; under 8250660 Torr; Product distribution;

DOI:10.1002/hlca.200490135

upstream raw materials:

17α-Hydroxy-pregna-1,4,9(11)-dien-3,20-dion

prednisolone 21-acetate

HYDROCORTISONE

prednisolone 21-trimethylacetate

Downstream raw materials:

(20S)-11β,17,20,21-tetrahydroxy-3-oxo-1,4-pregnadiene

(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclopenta[a]phenanthrene-3,17-dione

(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0 0^2,7. 0^11,15]heptadeca-3,6-diene-14-carboxylic acid

21-formoxy-11,17-dihydroxy-pregn-1,4-diene-3,20-dione

Refernces

• 1、 Ahmad, Saeed,Mukhtar, Muhammad Fahad,Khaliq, Farhan Hameed,Irshad, Sajid,Iqbal, Javed. "Microbial transformation of topical corticosteroid: Prednicarbate". . p. 6043 - 6046. Retrieved 2014.
• 2、 -. "Preparation method of prednisolone acetate". Paragraph 0147; 0170-0174. . Retrieved 2021/02/20.
• 3、 -. "Dehalogenation methodof 9-halogenated steroid compound and application". Paragraph 0149-0151. . Retrieved 2021/01/11.