4- or 6-substituted aldosterones

• US 4,623,485 A
• Filed: 05/10/1983
• Issued: 11/18/1986
• Est. Priority Date: 05/10/1982
• Status: Expired due to Term

• Current Assignee: Shionogi & Co., Ltd.
• Original Assignee: Shionogi & Co., Ltd.
• Inventors: Ishihara, Shoichi, Yamauchi, Akira, Kono, Masao, Okabayashi, Tadashi, Komeno, Taichitro
• Primary Examiner(s): Raymond, Richard L.
• Application Number:
  US06/493,280
• Time in Patent Office: 1,288 Days
• Field of Search: 260/239.55 R, 435/174
• US Class Current: 540/92
• CPC Class Codes: C07J 71/0005 Oxygen-containing hetero ring
• CPC Class Codes: G01N 33/743 Steroid hormones
• CPC Class Codes: Y02P 20/55 Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
• CPC Class Codes: Y10S 435/81 Packaged device or kit
• CPC Class Codes: Y10S 435/961 including a step of forming, releasing, or exposing the antigen or forming the hapten-immunogenic carrier complex or the antigen per se
• CPC Class Codes: Y10S 435/964 including enzyme-ligand conjugate production, e.g. reducing rate of nonproductive linkage
• CPC Class Codes: Y10S 435/975 Kit
• CPC Class Codes: Y10S 436/804 Radioisotope, e.g. radioimmunoassay
• CPC Class Codes: Y10S 436/817 Steroids or hormones

Abstract

A substituted aldosterone of the formula: ##STR1## wherein either one of R¹ and R² is hydrogen and the other is --S(CH₂)_m COR³ or --OCO(CH₂)_n COR³, provided that when R¹ is hydrogen, R² is --S(CH₂)_m COR³ or --OCO(CH₂)_n COR³ and when R² is hydrogen, R¹ is --S(CH₂)_m COR³ ; m being an integer from 1 to 3, n being an integer from 1 to 5 and R³ being hydroxyl, lower alkoxy or a residue of tyramine, tyrosine lower alkyl ester, histamine, histidine, 7-aminoheptanoyltyrosine lower alkyl ester or β-D-galactosidase as optionally iodinated, or its (18-20)-acetal 20,21-ketonide, which is useful as the reagent in determination of aldosterones by radioimmunoassay or enzyme immunoassay.

Claims

1. A substituted aldosterone of the formula:

##STR104## wherein either one of R¹ and R² is hydrogen and the other is --S(CH₂)_m COR³ or --OCO(CH₂)_n COR³, provided that when R¹ is hydrogen, R² is --S(CH₂)_m COR³ or --OCO(CH₂)_n COR³ and when R² is hydrogen, R¹ is --S(CH₂)_m COR³ ;

m being an integer from 1 to 3, n being an integer from 1 to 5 and R³ being a residue of tyramine, a residue of iodinated tyramine, a residue of tyrosine lower alkyl ester, a residue of iodinated tyrosine lower alkyl ester, a residue of histamine, a residue of iodinated histamine, a residue of histidine, a residue of iodinated histidine, a residue of 7-aminoheptanoyltyrosine lower alkyl ester, a residue of iodinated 7-aminoheptanoyltyrosine lower alkyl ester, or its (18-20)-acetal 20,21-ketonide.

2. The substituted aldosterone according to claim 1, wherein R³ is a residue of radioiodinated tyramine, radioiodinated histamine, or radioiodinated tyrosine lower alkyl ester or its (18-20)-acetal 20,21-ketonide.