Pharmakon1600-00300024

Base Information

• Chemical Name: Pharmakon1600-00300024
• CAS No.: 50-23-7
• Molecular Formula: C21H30O5
• Molecular Weight: 362.466
• Hs Code.: 29372100
• NSC Number: 755831
• Mol file: 50-23-7.mol

Synonyms:SR-05000001538;Spectrum_001283;Spectrum2_000312;Spectrum3_001244;Spectrum4_001812;Spectrum5_000543;BSPBio_002748;KBioGR_002448;KBioSS_001763;SPECTRUM300024;DivK1c_000472;SPBio_000304;SCHEMBL1688689;HMS501H14;KBio1_000472;KBio2_001763;KBio2_004331;KBio2_006899;KBio3_002248;NINDS_000472;HMS1923E19;HMS2091A11;Pharmakon1600-00300024;CCG-39647;NSC755831;NSC-755831;IDI1_000472;NCGC00178491-01;SBI-0051407.P003;AB00052013_02;AA-504/07225028;SR-05000001538-1;SR-05000001538-2;BRD-A75172220-001-02-4;BRD-A75172220-001-03-2;17-glycoloyl-11,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

Chemical Property of Pharmakon1600-00300024

Chemical Property:

• Appearance/Colour: crystalline white powder
• Vapor Pressure: 3.44E-15mmHg at 25°C
• Melting Point: 211-214 °C(lit.)
• Refractive Index: 1.594
• Boiling Point: 566.4 °C at 760 mmHg
• Flash Point: 310.4 °C
• PSA: 94.83000
• Density: 1.28 g/cm³
• LogP: 1.78160
• Storage Temp.: −20°C
• Solubility.: H2O: 100 mg/mL
• Water Solubility.: 319.7mg/L(25 oC)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 362.20932405
• Heavy Atom Count: 26
• Complexity: 684

Purity/Quality:

99% ^*data from raw suppliers

Cortisol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T,F
• Statements: 63-62-40-39/23/24/25-23/24/25-11
• Safety Statements: 36/37-45-36-22-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CCC3C2[C@H](C[C@]4(C3CC[C@@]4(C(=O)CO)O)C)O
• Uses: Principle glucocorticoid hormone produced by adrenal cortex. An anti-inflammatory hormone. glucocorticoid, antiinflammatory Cortisol, or Hydrocortisone, is a steroid hormone, more specifically a glucocorticoid, produced by the zona fasciculata of the adrenal gland. Cortisol is released in response to stress and a low level of blood glucocorticoids. Its primary functions are to increase blood sugar through gluconeogenesis; suppress the immune system; and aid in fat, protein and carbohydrate metabolism.
• Indications: Hydrocortisone (Cortizone, Cortaid, Anusol-HC, Hytone, LactiCare-HC, Sarnol HC, Penecort, Texacort, and many other branded products) may be purchased as a generic drug.
• Therapeutic Function: Glucocorticoid
• Clinical Use: Hydrocortisone is endogenous, and it has both glucocorticoid and mineralocorticoid activity. It is the fundamental structure by which the glucocorticoid and mineralocorticoid activities of all other corticosteroids are judged. Functional groups that are essential for both mineralocorticoid and glucocorticoid activity include the pregnane skeleton with an all-trans backbone, the ring A-en-one system (?4 -3-one ring A) and the 17β-ketol side chain (C-20-keto-C-21-hydroxy). The glucocorticoid activity is enhanced by the C-11 and C-17 hydroxyl groups. Hydrocortisone can be used to treat severe asthmatic attacks that do not respond to conventional treatment. It is available as various ester forms.

Technology Process of Pharmakon1600-00300024

There total 58 articles about Pharmakon1600-00300024 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: 95.0%

hydrocortisone acetate (50-03-3) → HYDROCORTISONE (50-23-7)

Guidance literature:

With potassium carbonate; In methanol; for 1h;

DOI:10.1002/ejoc.201800118

Reference yield: 64.0%

3,11β,17α,21-tetrahydroxypregn-4-en-20-one → HYDROCORTISONE (50-23-7)

Guidance literature:

With [(η⁵-C₅Me₅)Ir(6,6'-dihydroxy-2,2'-bipyridine)(H₂O)]OTf₂; In water; tert-butyl alcohol; at 60 ℃; for 8h; chemoselective reaction;

DOI:10.1021/om5010258

Reference yield:

Progesterone (57-83-0) → HYDROCORTISONE (50-23-7) + Corticosterone (50-22-6)

Guidance literature:

With carbon dioxide; Krebs-Ringer bicarbonate solution; normal adrenal tissue of patients with renal cell carcinoma; oxygen; In ethanol; at 37 ℃; for 1h; Product distribution; tritium labeled study;

DOI:10.1016/0039-128X(80)90076-8

upstream raw materials:

hydrocortisone acetate

Cortexolone

21-acetoxy-17-hydroxy-pregn-4-ene-3,11,20-trione-3,20-disemicarbazone

3,3;20,20-bis-ethanediyldioxy-pregn-5-ene-11β,17,21-triol

Downstream raw materials:

(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]-dioxolan]-3(2H)-one

(20Ξ)-11β-methoxymethoxy-17,20;20,21-bis-methylenedioxy-pregn-4-en-3-one

prednisolon

hydrocortisone 3-(O-carboxymethyl)oxime

Refernces

• 1、 Garcia-Rodriguez, L. K.,Krasnova, L. A.,Shner, V. F.,Messinova, O. V.. "MICROBIOLOGICAL HYDROXYLATION OF STEROIDS. IV. INFLUENCE OF THERMAL TREATMENT ON THE ENZYME ACTIVITY OF HYDROXYLATING CULTURES". . p. 743 - 745. Retrieved 1981.
• 2、 Roy,Slaunwhite,Roy. "Tetramethyl bismethylenedioxy steroids. I. A novel protective group.". . p. 1455 - 1456. Retrieved 1969.
• 3、 -. "Hydrocortisone compound with 1/10 water". Paragraph 0035; 0037-0038; 0039; 0041-0042; 0043; 0045-0046. . Retrieved 2020/01/14.
• 4、 -. "Dehalogenation methodof 9-halogenated steroid compound and application". Paragraph 0161-0163. . Retrieved 2021/01/11.