GB1306622A – Process for the preparation of 21-deoxy-21-4-methyl-1-piperazinyl- prednisolone and salts
– Google Patents
GB1306622A – Process for the preparation of 21-deoxy-21-4-methyl-1-piperazinyl- prednisolone and salts
– Google Patents
Process for the preparation of 21-deoxy-21-4-methyl-1-piperazinyl- prednisolone and salts
Info
Publication number
GB1306622A
GB1306622A
GB1235071A
GB1235071A
GB1306622A
GB 1306622 A
GB1306622 A
GB 1306622A
GB 1235071 A
GB1235071 A
GB 1235071A
GB 1235071 A
GB1235071 A
GB 1235071A
GB 1306622 A
GB1306622 A
GB 1306622A
Authority
GB
United Kingdom
Prior art keywords
prednisolone
piperazinyl
methyl
oxo
methanesulphonate
Prior art date
1970-05-13
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
GB1235071A
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.)
Richter Gedeon Vegyeszeti Gyar Nyrt
Original Assignee
Richter Gedeon Vegyeszeti Gyar RT
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.)
1970-05-13
Filing date
1971-04-30
Publication date
1973-02-14
1971-04-30
Application filed by Richter Gedeon Vegyeszeti Gyar RT
filed
Critical
Richter Gedeon Vegyeszeti Gyar RT
1973-02-14
Publication of GB1306622A
publication
Critical
patent/GB1306622A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
Classifications
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07J—STEROIDS
C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07J—STEROIDS
C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
C07J31/006—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring not covered by C07J31/003
Abstract
1306622 21 – (4 – Methyl – 1 – piperazinyl)- Steroid RICHTER GEDEON VEGYESZETI GYAR RT 30 April 1971 [13 May 1970] 12350/71 Heading C2U [Also in Division A5] In the preparation of 11#,17α-dihydroxy-21- (4 – methyl – 1 – piperazinyl) – pregna – 1,4-. diene – 3,20 – dione from prednisolone 21- methanesulphonate and N-methylpiperazine, the reaction is effected in an acetonitrilebenzene mixture of 60 : 40 to 40 : 60 v/v composition, preferably in the presence of an alkali metal halide and/or alkaline earth metal halide, whereby an easily filterable product is obtained which may, if desired, be converted into a mono- or di-salt thereof with an acid, e.g. hydrochloric. Further quantities of product obtainable by evaporating the mother liquor are purified by conversion to the dihydrochloride which is then either reacted with the free base to yield the monohydrochloride or is reacted with aqueous alkali metal hydroxide to yield the free base. The following compounds are said to be byproducts of the above process and/or prior art processes. (a) 11 #, 17α, 21,21 -tetrahydroxypregna- 1,4 -diene- 3,20 – dione; (b) 3 – oxo – 11#,17α,20- trihydroxypregna – 1,4 – dien – 21 – oic acid; (c) 3 – oxo – 11#,17α – dihydroxy – 21 – pyridiniopregna – 1,4,20 – trien – 20 – olate; and (d) 3 – oxo – 11#,20 – dihydroxypregna – 1,4,17(20)- trien-21-ol. Prednisolone 21-methanesulphonate is prepared from prednisolone by reaction with mesyl chloride. Reference has been directed by the Comptroller to Specification 954,146.
GB1235071A
1970-05-13
1971-04-30
Process for the preparation of 21-deoxy-21-4-methyl-1-piperazinyl- prednisolone and salts
Expired
GB1306622A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
HURI000389
1970-05-13
Publications (1)
Publication Number
Publication Date
GB1306622A
true
GB1306622A
(en)
1973-02-14
Family
ID=11000836
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB1235071A
Expired
GB1306622A
(en)
1970-05-13
1971-04-30
Process for the preparation of 21-deoxy-21-4-methyl-1-piperazinyl- prednisolone and salts
Country Status (13)
Country
Link
US
(1)
US3705150A
(en)
JP
(1)
JPS5439388B1
(en)
AT
(1)
AT308980B
(en)
CA
(1)
CA922691A
(en)
CH
(1)
CH560726A5
(en)
DE
(1)
DE2123555C3
(en)
DK
(1)
DK130837B
(en)
EG
(1)
EG10391A
(en)
ES
(1)
ES390891A1
(en)
FR
(1)
FR2091414A5
(en)
GB
(1)
GB1306622A
(en)
NL
(1)
NL173274C
(en)
SE
(1)
SE362074B
(en)
Families Citing this family (5)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
US5382661A
(en)
*
1985-09-12
1995-01-17
The Upjohn Company
Pyrazinylpiperazinyl steroids
USRE35053E
(en)
*
1985-09-12
1995-10-10
The Upjohn Company
Amines useful in producing pharmaceutically active CNS compounds
ZA866097B
(en)
*
1985-09-12
1988-03-30
Upjohn Co
20-and 21-amino steroids
US5099019A
(en)
*
1985-09-12
1992-03-24
Upjohn Company
Amines useful in producing pharmaceutically active CNS compounds
US20050101581A1
(en)
*
2002-08-28
2005-05-12
Reading Christopher L.
Therapeutic treatment methods 2
1971
1971-04-27
US
US137950A
patent/US3705150A/en
not_active
Expired – Lifetime
1971-04-27
CH
CH627971A
patent/CH560726A5/xx
not_active
IP Right Cessation
1971-04-28
CA
CA111633A
patent/CA922691A/en
not_active
Expired
1971-04-30
GB
GB1235071A
patent/GB1306622A/en
not_active
Expired
1971-05-04
SE
SE05790/71A
patent/SE362074B/xx
unknown
1971-05-05
ES
ES390891A
patent/ES390891A1/en
not_active
Expired
1971-05-06
AT
AT394571A
patent/AT308980B/en
not_active
IP Right Cessation
1971-05-06
NL
NLAANVRAGE7106240,A
patent/NL173274C/en
not_active
IP Right Cessation
1971-05-10
FR
FR7116854A
patent/FR2091414A5/fr
not_active
Expired
1971-05-10
EG
EG201/71*UA
patent/EG10391A/en
active
1971-05-12
DE
DE2123555A
patent/DE2123555C3/en
not_active
Expired
1971-05-12
DK
DK227271AA
patent/DK130837B/en
unknown
1971-05-13
JP
JP3217671A
patent/JPS5439388B1/ja
active
Pending
Also Published As
Publication number
Publication date
NL173274B
(en)
1983-08-01
AT308980B
(en)
1973-07-25
CH560726A5
(en)
1975-04-15
DE2123555A1
(en)
1971-11-25
EG10391A
(en)
1976-01-31
DE2123555B2
(en)
1978-05-03
JPS5439388B1
(en)
1979-11-27
ES390891A1
(en)
1973-07-01
FR2091414A5
(en)
1972-01-14
DK130837B
(en)
1975-04-21
NL173274C
(en)
1984-01-02
DE2123555C3
(en)
1978-12-21
NL7106240A
(en)
1971-11-16
US3705150A
(en)
1972-12-05
SE362074B
(en)
1973-11-26
DK130837C
(en)
1975-09-22
CA922691A
(en)
1973-03-13
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Legal Events
Date
Code
Title
Description
1973-06-27
PS
Patent sealed [section 19, patents act 1949]
1986-01-08
PCNP
Patent ceased through non-payment of renewal fee
