127-31-1 Usage
Chemical Properties
White Solid
Originator
Alflorone Acetate,MSD,US,1954
Uses
Different sources of media describe the Uses of 127-31-1 differently. You can refer to the following data:
1. A mineralocorticoid
2. A mineralocorticoid.
Manufacturing Process
Hydrocortisone acetate is first reacted with phosphorus oxychloride in pyridine
to give the corresponding olefin. Then a sequence consisting of hypobromous
acid addition, ring closure to the epoxide and ring opening with hydrogen
fluoride gives fludrocortisone acetate. Preparation of a crystalline product is
described then in US Patent 2,957,013.
Brand name
Florinef (King).
Therapeutic Function
9-Fluoro-11β,17,21-trihydroxy-pregn-4-ene-3,20-dione
acetate
Clinical Use
Fludrocortisone acetate is used
orally for mineralocorticoid replacement therapy in patients with adrenocortical insufficiency, such as Addison's
disease. This drug, introduced in 1954, helped to provide the impetus for the synthesis and biological
evaluation of newer halogenated analogues.
Synthesis
Fludrocortisone, 9α-fluoro-11β,17α,21-trihydroxypregn-4-en-3,20-
dione (27.2.14), is synthesized from hydrocortisone acetate (27.1.17). In the first stage of
synthesis, dehydration of the hydrocortisone molecules is accomplished using phosphorous
chloride in pyridine, which forms a product with a double bond at C9–C11 27.2.11. The
resulting double bond is synthesized into an epoxide by an initial transformation to a bromohydrine
using N-bromoacetamide and subsequent dehydrobromination using sodium
acetate, which forms 21-O-acetoxy-9d-11β-epoxy-17α-hydroxy-4-pregnen-3,20-dione
(27.2.12). As described above, the epoxide ring is opened by hydrofluoric acid, which results
in the formation of the 21-O-acetate of fludrocortisone 27.2.13. Hydrolysis of the acetyl
group of this compound using potassium acetate gives fludrocortisone (27.2.14).
Check Digit Verification of cas no
The CAS Registry Mumber 127-31-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 7 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 127-31:
(5*1)+(4*2)+(3*7)+(2*3)+(1*1)=41
41 % 10 = 1
So 127-31-1 is a valid CAS Registry Number.
InChI:InChI=1/C23H31FO6/c1-13(25)30-12-19(28)22(29)9-7-16-17-5-4-14-10-15(26)6-8-20(14,2)23(17,24)18(27)11-21(16,22)3/h10,16-18,27,29H,4-9,11-12H2,1-3H3/t16?,17?,18-,20-,21-,22-,23-/m0/s1
127-31-1Relevant articles and documents
Water-soluble steroid compounds
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, (2008/06/13)
Beta-cyclodextrin forms a water-soluble complex or inclusion compound with steroid compounds having a molecular structure smaller than the interior cavity in the doughnut-shaped molecular structure of beta-cyclodextrin. The resulting inclusion compounds can be used for a variety of applications including aqueous topical ophthalmic preparations and topical dermatological ointments.
