GB1196683A

GB1196683A – Improvements in or relating to 6,7-Dihalomethylene Steroids
– Google Patents

GB1196683A – Improvements in or relating to 6,7-Dihalomethylene Steroids
– Google Patents
Improvements in or relating to 6,7-Dihalomethylene Steroids

Info

Publication number
GB1196683A

GB1196683A
GB33677A
GB3367767A
GB1196683A
GB 1196683 A
GB1196683 A
GB 1196683A
GB 33677 A
GB33677 A
GB 33677A
GB 3367767 A
GB3367767 A
GB 3367767A
GB 1196683 A
GB1196683 A
GB 1196683A
Authority
GB
United Kingdom
Prior art keywords
dihalomethylene
compound
group
keto
oaryl
Prior art date
1967-04-11
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
GB33677A
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.)

Roche Palo Alto LLC

Original Assignee
Roche Palo Alto LLC
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.)
1967-04-11
Filing date
1967-07-21
Publication date
1970-07-01

1967-04-11
Priority claimed from US634412A
external-priority
patent/US3364203A/en

1967-07-21
Application filed by Roche Palo Alto LLC
filed
Critical
Roche Palo Alto LLC

1970-07-01
Publication of GB1196683A
publication
Critical
patent/GB1196683A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07J—STEROIDS

C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07J—STEROIDS

C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07J—STEROIDS

C07J75/00—Processes for the preparation of steroids in general

Abstract

1,196,683. 6#,7#-Dihalomethylene steroids. SYNTEX CORP. 21 July, 1967 [11 April, 1967], No. 33677/67. Addition to 1,163,736. Heading C2U. A 6#,7#-dihalomethylene-#4-3-keto-steroid (in which the halogen is Cl or F) is prepared by adding to a refluxing solution of the corresponding #4’6-3-keto-steroid in an inert, non- aqueous, organic solvent an alkali or alkaline earth metal salt of an appropriate acid W-CX 2 -COOH (in which W is Cl, Br or I and X is the required halogen in the dihalomethylene group) dissolved in the same solvent at a temperature above the salt decomposition temperature. The isomeric 6α,7α-dihalomethylene compound formed at the same time (see Specification 1,163,736) is separated from the required product by standard procedures. Novel products have the formulae wherein X is Cl or F; R1 is H or CH 3 ; R2 is H, Cl, F or CH 3 ; R3 is H, Cl or F; R4 is H, α- or #- CH 3 , α-OH, or, together with R9, alkylenedioxy; R7 is H, keto, #-OH or #-Cl, being Cl only when R3 is Cl; R8 is H, F, OH, Oaryl, or tetrahydropyranyloxy; R9 is H, OH, Oaryl or, with R4, alkylenedioxy; R10 is H, phenyl or fluorophenyl; and Z is a carbon-carbon single or double bond. In these and other products of the process a bismethylenedioxy group may be cleaved, a 21-OH may be removed, or fluorinated, via a 21-mesylate or -tosylate, a 17α- or 21-OH maybe esterified, e.g. via a 17,21-orthoester, or a 21-OH group etherified, any ester or ether group may be hydrolysed, a #9(11) compound may be chlorinated to the 9α,11#-dichloro derivative, a #9(11) compound may be epoxidized via the 9,11- bromohydrin and then converted to a 9α- fluoro-11#-ol, or a #4-3-ketone may be converted to a pregn-4-eno[3,2-c] pyrazole via a 2-hydroxymethylene compound. 9α-Fluoro-16α-methyl-17α, 20; 20, 21-bismethylenedioxypregna – 4,6 – dien – 11# – ol – 3 – one is prepared from the free 17α, 21-diol-20-one.

GB33677A
1967-04-11
1967-07-21
Improvements in or relating to 6,7-Dihalomethylene Steroids

Expired

GB1196683A
(en)

Applications Claiming Priority (2)

Application Number
Priority Date
Filing Date
Title

US63441167A

1967-04-11
1967-04-11

US634412A

US3364203A
(en)

1965-09-09
1967-04-11
6, 7-methylene and 6, 7-halomethylene pyrazole pregnanes and processes for their preparation

Publications (1)

Publication Number
Publication Date

GB1196683A
true

GB1196683A
(en)

1970-07-01

Family
ID=27092148
Family Applications (2)

Application Number
Title
Priority Date
Filing Date

GB33677A
Expired

GB1196683A
(en)

1967-04-11
1967-07-21
Improvements in or relating to 6,7-Dihalomethylene Steroids

GB34330/67A
Expired

GB1192824A
(en)

1967-04-11
1967-07-26
Improvements in or relating to 6,7-Methylene and -Halomethylene Steroids

Family Applications After (1)

Application Number
Title
Priority Date
Filing Date

GB34330/67A
Expired

GB1192824A
(en)

1967-04-11
1967-07-26
Improvements in or relating to 6,7-Methylene and -Halomethylene Steroids

Country Status (6)

Country
Link

US
(1)

US3438977A
(en)

CH
(3)

CH559216A5
(en)

DE
(2)

DE1618930A1
(en)

ES
(2)

ES343908A2
(en)

GB
(2)

GB1196683A
(en)

NL
(3)

NL6710841A
(en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

GB1179474A
(en)

*

1967-02-02
1970-01-28
Thomas Dudley Threadgold
6beta,7beta-Methylene-9beta,10&alpha-Steroids, their preparation, and Compositions containing them

GB9000387D0
(en)

*

1990-01-08
1990-03-07
Dow Corning
Method of making silethynyl polymers

Family Cites Families (3)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3047566A
(en)

*

1958-06-13
1962-07-31
Leo Pharm Prod Ltd
6a, 6a-dihalo-6, 7-methylene steroids and method

US3200113A
(en)

*

1963-01-09
1965-08-10
Sterling Drug Inc
7-cyano steroids and derivatives thereof

US3243434A
(en)

*

1964-05-25
1966-03-29
Olin Mathieson
4, 5-and 6, 7-methylene pregnanes

1967

1967-04-11
US
US634411A
patent/US3438977A/en
not_active
Expired – Lifetime

1967-07-21
GB
GB33677A
patent/GB1196683A/en
not_active
Expired

1967-07-26
GB
GB34330/67A
patent/GB1192824A/en
not_active
Expired

1967-08-02
DE
DE19671618930
patent/DE1618930A1/en
active
Pending

1967-08-02
DE
DE19671618931
patent/DE1618931A1/en
active
Pending

1967-08-07
CH
CH1108967A
patent/CH559216A5/xx
unknown

1967-08-07
CH
CH1108867A
patent/CH564037A5/xx
not_active
IP Right Cessation

1967-08-07
CH
CH865271A
patent/CH531498A/en
not_active
IP Right Cessation

1967-08-07
NL
NL6710841A
patent/NL6710841A/xx
unknown

1967-08-07
ES
ES343908A
patent/ES343908A2/en
not_active
Expired

1967-08-07
NL
NL6710840A
patent/NL6710840A/xx
unknown

1967-08-07
ES
ES343901A
patent/ES343901A1/en
not_active
Expired

1970

1970-05-01
NL
NL7006445A
patent/NL7006445A/xx
unknown

Also Published As

Publication number
Publication date

CH564037A5
(en)

1975-07-15

US3438977A
(en)

1969-04-15

GB1192824A
(en)

1970-05-20

DE1618930A1
(en)

1971-05-27

NL7006445A
(en)

1970-08-25

ES343908A2
(en)

1968-10-01

ES343901A1
(en)

1968-12-16

NL6710841A
(en)

1968-10-14

DE1618931A1
(en)

1971-02-25

CH531498A
(en)

1972-12-15

CH559216A5
(en)

1975-02-28

NL6710840A
(en)

1968-10-14

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(en)

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(en)

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(en)

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(en)

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16alpha,17alpha-difluoromethylene derivatives of the pregnane series

Legal Events

Date
Code
Title
Description

1970-11-11
PS
Patent sealed [section 19, patents act 1949]

1977-04-06
PLNP
Patent lapsed through nonpayment of renewal fees

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