GB1032564A - Steroid-guanylhydrazones - Google Patents

Steroid-guanylhydrazones

Info

Publication number
GB1032564A
GB1032564A GB4303863A GB4303863A GB1032564A GB 1032564 A GB1032564 A GB 1032564A GB 4303863 A GB4303863 A GB 4303863A GB 4303863 A GB4303863 A GB 4303863A GB 1032564 A GB1032564 A GB 1032564A
Authority
GB
United Kingdom
Prior art keywords
guanylhydrazone
bis
pregn
androst
diene
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB4303863A
Inventor
Siegismund Schutz
Hans Gunter Kroneberg
Karl Lauenstein
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Priority to GB4303863A priority Critical patent/GB1032564A/en
Publication of GB1032564A publication Critical patent/GB1032564A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises 4-chloro-androst-4-en - 3,17 - bis - guanylhydrazone, androstane-3,17 - bis - guanylhydrazone, 5a - cyanoandrostone - 3,17 - bis - guanylhydrazone, androsta - 1,4 - diene - 3,17 - bis - guanylhydrazone, 6b - hydroxy - pregna - 4,14 - diene-3,20 - bis - guanylhydrazone, 9a - fluoropregna - 1,4 - diene - 11b ,16a ,17a ,21-tetrol-3,20 - bis - guanylhydrazone, 9a - fluoro - 16a -methyl - pregna - 1,4 - diene - 11b ,16a ,17a ,21-tetrol - 3,20 - bis - guanylhydrazone, androst-4 - en - 11 - one - 3,17 - bis - guanylhydrazone, pregn - 5 - en - 3b - ol - 7,20 - bis - guanylhydrazone, 19 - nor - androst - 4 - en - 3,17bis - guanylhydrazone, pregna - 3,5 - diene-7,20 - bis - guanylhydrazone, pregnane - 3,6,20-tris - guanylhydrazone, pregn - 4 - en - 3 - one-20 - guanylhydrazone, 2,6 - dinitroso - androst-4 - ene - 3,17 - bis - guanylhydrazone, 2,6-dinitroso - preg - 4 - ene - 3,20 - bis - guanylhydrazone, pregn - 4 - en - 21 - ol - 3,20 - bisguanylhydrazone, 17a ,21 - dihydroxy - pregn-4 - en - 3,20 - bis - guanylhydrazone, 16a ,17a -dihydroxy - pregn - 4 - en - 3,20 - bis -guanylhydrazone, b - nor - pregn - 4 - en - 3,20 - bisguanylhydrazone, 2b (H) - pregn - 4 - eno[3,2 - c] - cyclohex - 21 - en - 11,20 - bis - guanylhydrazone, cholestane - 3,6 - bis - guanylhydrazone, androsta - 3,S - diene - 7,17 - bisguanylhydrazone, 9a - fluoro - 11b ,16a ,17aa -trihydroxy - 17ab - hydroxymethyl - D - homoandrosta - 1,4 - diene - 3,17 - bis - guanylhydrazone, A - nor - pregn - 3 - ene - 2,20 - bisguanylhydrazone, pregn - 4 - ene - 3,6,20 - trisguanylhydrazone, 12a - acetoxy - 5b - pregnane-3,20 - bis -guanylhydrazone, aldosteroneguanylhydrazone, 2b - formyl - pregn - 4 - en-20b - ol - 3 - guanylhydrazone, 3,5 - cycloandrostane - 6,17 - dione - bis - guanylhydrazone, 16b - formyl - androst - 5 - en - 3b - ol-17 - one - bis - guanylhydrazone, 2a - (31-guanylhydrazonebutyl) - pregn - 4 - ene - 3,20-bis - guanylhydrazone, 2a - (31 - guanylhydrazonebutyl) - androst - 4 - en - 17b - ol - 3guanylhydrazone, 2#c - (31 - guanylhydrazonebutyl) - androst - 4 - ene - 3,17 - bis - guanylhydrazone, 2b (H) - androst - 4 - eno - [3,2 - c]cyclohex - 21 - en - 11,17 - bis - guanylhydrazone, 2#c - (31 - guanylhydrazonebutyl) - pregn - 4 -en20 20 - ol - 3 - guanylhydrazone, 16#c -(31 - guanylhydrazonebutyl) - androst - 5 - en - 3b - ol - 17-guanylhydrazone, pregn - 4 - en - 11#c,17#c-diol - 3,20 - bis - guanylhydrazone, 5b - pregnan-12#c - ol - 3,20 - bis - guanylhydrazone, 16b -(H) - androst - 4 - eno - [17,16 - c] - cyclohex-21 - en - 11,3 - bis - guanylhydrazone, and 17b - formyl - androst - 4 - en - 3 - one - bis-guanylhydrazone, and their preparation from the corresponding carbonyl-steroids by (a) reaction with aminoguanidine, or an acid addition salt thereof, (b) conversion to a thiosemicarbazone and treatment with ammonia, (c) conversion to a hydrazone and reaction with cyanamide, or (d) hydrolysis of a 3-enamine product to a 3-ketone, the compounds being retained as the hydrochlorides. 2,6 - Dinitroso derivatives of androst - 4 - en-3,17-dione and pregn-4-en-3,20-dione are prepared by nitrosylation with isoamyl nitrite. 2#c - (3 - Ketobutyl) - pregn - 4 - en - 20b - ol - 3-one and 16#c - (31 - ketabutyl) - androst - 5 - en-3b - ol - 17 - one are prepared by reaction of the corresponding 2- or 16-hydroxymethylene compounds with methyl vinyl ketone in the presence of triethylamine. 2#c - (31 - Ketobutyl) - androst - 4 - en - 3,17-dione and 2b (H) - androst - 4 - eno - [3,2 - c]-cyclohex - 21 - en - 11,17 - dione are prepared by oxidation of the corresponding 17b -hydroxy compounds with chromium trioxide.
GB4303863A 1963-10-31 1963-10-31 Steroid-guanylhydrazones Expired GB1032564A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB4303863A GB1032564A (en) 1963-10-31 1963-10-31 Steroid-guanylhydrazones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4303863A GB1032564A (en) 1963-10-31 1963-10-31 Steroid-guanylhydrazones

Publications (1)

Publication Number Publication Date
GB1032564A true GB1032564A (en) 1966-06-08

Family

ID=10427052

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4303863A Expired GB1032564A (en) 1963-10-31 1963-10-31 Steroid-guanylhydrazones

Country Status (1)

Country Link
GB (1) GB1032564A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11541029B2 (en) * 2008-12-04 2023-01-03 Techfields Pharma Co., Ltd. High penetration compositions and their applications

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11541029B2 (en) * 2008-12-04 2023-01-03 Techfields Pharma Co., Ltd. High penetration compositions and their applications

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