GB1078426A - Novel 9ª‰,10ª‡-steroids and a process for the manufacture thereof - Google Patents

Novel 9ª‰,10ª‡-steroids and a process for the manufacture thereof

Info

Publication number
GB1078426A
GB1078426A GB3054565A GB3054565A GB1078426A GB 1078426 A GB1078426 A GB 1078426A GB 3054565 A GB3054565 A GB 3054565A GB 3054565 A GB3054565 A GB 3054565A GB 1078426 A GB1078426 A GB 1078426A
Authority
GB
United Kingdom
Prior art keywords
keto
steroid
compounds
reaction
trisdehydro
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
GB3054565A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche 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
Priority claimed from CH1402567A external-priority patent/CH473787A/en
Priority claimed from CH1402367A external-priority patent/CH473795A/en
Priority claimed from CH1397964A external-priority patent/CH464908A/en
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB1078426A publication Critical patent/GB1078426A/en
Expired legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01F—MEASURING VOLUME, VOLUME FLOW, MASS FLOW OR LIQUID LEVEL; METERING BY VOLUME
    • G01F23/00—Indicating or measuring liquid level or level of fluent solid material, e.g. indicating in terms of volume or indicating by means of an alarm
    • G01F23/30—Indicating or measuring liquid level or level of fluent solid material, e.g. indicating in terms of volume or indicating by means of an alarm by floats
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22D—CASTING OF METALS; CASTING OF OTHER SUBSTANCES BY THE SAME PROCESSES OR DEVICES
    • B22D18/00—Pressure casting; Vacuum casting
    • B22D18/04—Low pressure casting, i.e. making use of pressures up to a few bars to fill the mould
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22D—CASTING OF METALS; CASTING OF OTHER SUBSTANCES BY THE SAME PROCESSES OR DEVICES
    • B22D2/00—Arrangement of indicating or measuring devices, e.g. for temperature or viscosity of the fused mass
    • B22D2/003—Arrangement of indicating or measuring devices, e.g. for temperature or viscosity of the fused mass for the level of the molten metal
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22D—CASTING OF METALS; CASTING OF OTHER SUBSTANCES BY THE SAME PROCESSES OR DEVICES
    • B22D37/00—Controlling or regulating the pouring of molten metal from a casting melt-holding vessel
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22D—CASTING OF METALS; CASTING OF OTHER SUBSTANCES BY THE SAME PROCESSES OR DEVICES
    • B22D7/00—Casting ingots, e.g. from ferrous metals
    • B22D7/06—Ingot moulds or their manufacture
    • B22D7/10—Hot tops therefor
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J15/00—Stereochemically pure steroids containing carbon, hydrogen, halogen or oxygen having a partially or totally inverted skeleton, e.g. retrosteroids, L-isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • 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)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Fluid Mechanics (AREA)
  • General Physics & Mathematics (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises 3-keto-4-dehydro-, 3 - keto - 4,6 - bisdehydro-, 3 - keto - 1,4,6 - trisdehydro-, 3 - acyloxy - 3,5 - bisdehydro- and 3-acyloxy-2,4,6-trisdehydro-derivatives of compounds of formula <FORM:1078426/C2/1> and 3-keto-5-dehydro-derivatives of compounds of formula <FORM:1078426/C2/2> wherein -OR1 is a free, esterified or etherified hydroxy group, R2 is a hydrogen atom or a C1- 5 alkyl group, and R is a C1- 5 alkyl group or an aralkyl group, and their preparation by (a) reaction of a 3-keto-D 4-steroid with a cyclic secondary amine to form a 3-enamino-D 3,5-steroid and treating this with an alkylating or aralkylating agent, followed by hydrolysis, (b) reaction of a 3-keto-D 4-steroid with formaldehyde and a thiol to form a 4-thiomethyl ether and subjecting this to reductive desulphurization, or (c) reaction of a 3-keto-D 4-steroid with an alkylating or aralkylating agent in the presence of a proton acceptor, using excess reagent if a 4,4-disubstituted product is desired, followed, if desired, by (d) reduction of a 17-keto-compound to a 17b -hydroxy compound, with partial reoxidation of any 3,17-diol formed, (e) enol acylation or enol ester hydrolysis, or (f) 17-etherification or esterification or ether or ester hydrolysis. The compounds of the invention have anabolic and differential antigonadotrophic activity and may be used in pharmaceutical compositions in combination with a carrier, for example in forms suitable for oral, parenteral or rectal administration.
GB3054565A 1964-10-28 1965-07-19 Novel 9ª‰,10ª‡-steroids and a process for the manufacture thereof Expired GB1078426A (en)

Applications Claiming Priority (11)

Application Number Priority Date Filing Date Title
CH1402567A CH473787A (en) 1964-10-28 1964-10-28 Process for making new 9B, 10a steroids
CH1402367A CH473795A (en) 1964-10-28 1964-10-28 Process for making new 9B, 10a steroids
CH1402467A CH473796A (en) 1964-10-28 1964-10-28 Process for making new 9B, 10a steroids
CH1397964A CH464908A (en) 1964-10-28 1964-10-28 Process for making new 9B, 10a steroids
BE705455 1967-10-20
CH1476467A CH472255A (en) 1964-10-28 1967-10-23 Method and device for controlling the height of a liquid metal level
NL6714413A NL6714413A (en) 1964-10-28 1967-10-24
GB48328/67A GB1203070A (en) 1964-10-28 1967-10-24 Mold riser height control
AU28875/67A AU425465B2 (en) 1964-10-28 1967-10-24 Mold riser height control
LU54730A LU54730A1 (en) 1964-10-28 1967-10-24
DEA0057162 1967-10-24

Publications (1)

Publication Number Publication Date
GB1078426A true GB1078426A (en) 1967-08-09

Family

ID=27581354

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3054565A Expired GB1078426A (en) 1964-10-28 1965-07-19 Novel 9ª‰,10ª‡-steroids and a process for the manufacture thereof

Country Status (3)

Country Link
CH (1) CH473796A (en)
GB (1) GB1078426A (en)
NL (1) NL6509355A (en)

Also Published As

Publication number Publication date
CH473796A (en) 1969-06-15
NL6509355A (en) 1966-04-29

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